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[[quoteright:300:[[Film/RebelWithoutACause http://static.tvtropes.org/pmwiki/pub/images/James_and_Natalie.jpg]]]]
[[caption-width-right:300:[[Music/{{Cascada}} Be my bad boy. Be my man. Be my weekend lover, but don't be my friend.]]]]

->''"Why do girls always prefer the distant, aloof, handsome, dangerous dudes instead of cheerful chaps like me?"''
-->-- '''Creator/RogerEbert''', ''Literature/{{Twilight}}'' [[http://rogerebert.suntimes.com/apps/pbcs.dll/article?AID=/20081119/REVIEWS/811199997 review.]]

Maybe Hollywood is tapping into the ancestral female animal instinct to choose [[WomenPreferStrongMen the mightiest, strongest, toughest genes]] for their offspring. Maybe it's just because GoodIsBoring and EvilIsSexy. Whatever the reason, in Hollywood, it's the ''bad boys'' the girls want.

The "bad boy" targets the strongest womanly instincts: [[TheQuietOne the stoic, silent guy]] is a mystery waiting to be solved; the TroubledButCute youth with a [[DarkAndTroubledPast tragic past]] is a [[TheWoobie woobie]] needing comfort; he's tough enough to be a girl's [[BodyguardCrush protector]], but vulnerable enough to [[LoveRedeems need her]] as well. Add to that the fact that EvilIsCool, the AntiHero ranks as Bachelor of the Month.

All this, of course, tends to gloss over the fact that [[ShapedLikeItself bad boys are]] ''bad'', meaning criminally inclined, [[{{Jerkass}} not good as friends]], [[SanityHasAdvantages probably not too mentally stable]], potentially abusive/physically violent, might have trouble keeping a legal job, and will most likely be more interested in the physical (read: ''sexual'') aspect of a relationship than anything else. He's also probably not going to be that concerned with fidelity, either. So what if he can't be trusted? It's an honor for girls in media to be chosen by him, to walk into prom night with him on her arm, to ride on the back of his motorcycle with her arms around his waist, to stick her tongue out at the AlphaBitch from the passenger's seat of his stolen convertible.

Depending on the nature of the Bad Boy and whether he's redeemable or not, use of this trope may cause the viewer to question the character's sense or intelligence, particularly if it's immediately obvious to everyone from the outset of the relationship that the man is a thoroughly nasty piece of work. Don't count on ReformedRakes if the ''bad boy'' is a OneShotCharacter. If the ''bad boy'' and or the ''girl'' are unimportant characters, they have a tendency to be [[StrawCharacter Straw Characters]].

This portrayal can sometimes be the product of EntitledToHaveYou, StandardHeroReward or NiceGuysFinishLast on the part of good guy we're supposed to root for or the audience or [[AuthorAppeal the author]]. This bad boy is made to be a {{foil}} and show how "undesirable" the other options are. This can backfire if there are [[PeripheryDemographic female audience]] members who have something else in mind. Ironically, their FixFic is likely to 1) [[DracoInLeatherPants make the bad boy look better]] and 2) [[RonTheDeathEater make the nice guy look worse]].

Sometimes the badness is an InformedAttribute, such as with the LovableRogue. It all depends on what the author wants to use this trope for. It's entirely possible for someone to [[FaceOfAThug look like]] a ''bad boy'' but not fit the above description. Sometimes a supposed ''bad boy'' who really isn't has to deal with the advances of a hyperactive FanGirl [[NoGuyWantsToBeChased who doesn't know when to cut it out]] resulting in comedy at [[TheComicallySerious the "bad boy's" expense]].

Interestingly, younger women are often portrayed as prone to this trope, while older, more mature, and wiser women (meaning 35 and older) seem much less receptive to "bad boy" vibes (maybe they learnt their lesson through painful experience or are simply mature enough to know better), although there are always exceptions (especially bored housewifes with marital issues). Can be portrayed as being either GenreSavvy or if the ''bad boy'' falls into the ''[[WrongGenreSavvy not really a bad boy]]'' category (especially if he is a main character) as a [[IfYouEverDoAnythingToHurtHer overly protective but well meaning mother figure]] for the girl.

For [[JerkWithAHeartOfJerk really bad]] ''bad boys'', the Girl (either intentionally or not) may find herself becoming a MonsterFangirl or a LoveMartyr at worst. The girl may also go to the other end and find what they are looking for is the NiceGuy because SingleWomanSeeksGoodMan--particularly as a SecondLove, and often via JustFriends, when they've been burned by their previous boyfriend.

See SingleWomanSeeksGoodMan for a typical inversion. A popular subversion is to make the guy ''look'' like a bad guy but revealing himself as a JerkWithAHeartOfGold with little to no criminal record.

Related to ICanChangeMyBeloved, which often follows after this. The fandom reaction version of this is DracoInLeatherPants. In high school settings often found alongside AllGuysWantCheerleaders (its [[DistaffCounterpart Spear Counterpart]]). Contrast {{Adorkable}} and WeaknessTurnsHerOn, where more timid, sweet, and "uncool" characters are seen as attractive.

Despite the gendered name, it can also be gender-inverted or applied to same-sex couples.

[[http://en.wikipedia.org/wiki/Hybristophilia Hybristophilia]] is this trope taken UpToEleven.

%% Only add in-universe examples.

* An advertisement for a brand of [[AllWomenLoveShoes high-heeled shoes]] said shoes were like men. "The ones you want to take home with you aren't the ones you can live with."

[[folder:Anime and Manga]]
* ''Anime/SailorMoon'':
** The anime version of Mamoru plays with this dynamic, since he's given a motorcycle and an AgeLift from high-schooler to college student while dating a middle-schooler. He's a snarky jerk to Usagi for a long time, ''but'' they don't progress beyond BelligerentSexualTension until he shapes up.
** Played straighter with Naru and [[spoiler:Nephrite]]. Naru knows he isn't a good person and is aware that he has tried to use her, particularly since he tells her as much. Yet she admits to a worried Usagi that she can't help loving him. [[spoiler:Then Nephrite turns out to not be a monster... [[RedemptionEqualsDeath only to die in her arms]].]]
* ''Manga/{{Naruto}}'':
** Even after everything he's done, Sakura still has feelings for Sasuke. In Sakura's case though, it's a DeconstructedTrope: she's aware that he's broken and ruined beyond belief, and that the gruff yet inwardly kind-hearted boy she fell in love with is long gone... yet still can't help having feelings for him. In chapter 693, [[spoiler:Sasuke mocks Sakura for this. He states that he isn't the least bit interested in her and admits that he has no idea why she has feelings for him, given everything he's said and done. Which is ironic, as both end up as a couple with a child, years after said lost kindness was restored by Naruto, their best friend they both had been neglectful towards]].
** [[DarkChick Karin]]. [[StalkerWithACrush Dear God]], [[{{Yandere}} Karin]]. Although at the end of the Kage Summit arc Karin ditched Sasuke after he tried to kill her, [[spoiler:in manga chapter 574, we see her torn between fawning over and bashing a hand-made portrait of him. Sasuke [[EasilyForgiven needs only make the briefest of apologies to get her back on his side]]. She does vent her angst by pounding the snot out of Suigetsu, though]].
* Bad boy Yusuke in ''Manga/YuYuHakusho'' is the object of good girl Keiko's desires. It helps that they are childhood friends. Being a {{Tsundere}}, Keiko also isn't really attracted to his bad boyness, never hesitating to bitch slap him when he acts bad in her presence. Keiko is the ''only'' girl attracted to Yusuke. The other girls in Sarayashiki are afraid of him, and more than once, they ask her "Keiko-chan, just [[WhatDoesSheSeeInHim what do you see in him]]?!" It helps that (delinquent rebelliousness aside), Yusuke is actually surprisingly nice most of the time, especially as he matures as the series goes on.
* ''Manga/DeathNote'': Light Yagami, a sociopathic KnightTemplar. In series, he has both kinds of girls that like him. The type that is infatuated with his goody-two-shoes Mr. Perfect personality on the outside, and the type that is obsessively in love with him ''because'' he's the brutal, condescending killer Kira.
* ''Franchise/DragonBall'':
** Tenshinhan and Launch in [[Manga/DragonBall the original manga]]. Launch falls in love with him because of how ruthless he was in fights.
** Bulma: Yamcha was a former bandit, until his AntiHero streak reached its expiry date. She also went head over heels when she first saw General Blue from the Red Ribbon Army and Zarbon from Freeza's army, ''before'' breaking up with Yamcha. Vegeta, the mass-murdering, [[KiManipulation ki-blast happy]] [[HumanAliens alien]] and SociopathicHero of the group actually managed to get Bulma knocked up, and she gave birth to their son Trunks (she eventually married Vegeta and they had a second child). Even after that, when Dr. Gero attacked her, Vegeta, instead of tending to them like [[FutureBadass Future Trunks]] requested, said he doesn't care so much about "that foolish woman and her blasted child" before he punched him. The only two moments where he showed any substantial love for his family came during the Cell Games, when he witnessed Cell kill Future Trunks with a Death Beam and [[RoaringRampageOfRevenge promptly went crazy on]] BeamSpam, and in the Buu Saga, [[RedemptionEqualsDeath when he killed himself to try to destroy Buu on their behalf]]. [[HopeSpot Both]] [[SenselessSacrifice failed]].
** ''Anime/DragonBallZ'': In a gender-inversion, Krillin, an all-around good guy, married Android No.18, a killer cyborg and someone who stated she wanted to kill his best friend, simply for giving him a kiss on the cheek.
* ''Manga/DrSlump'': Tsururin has an attraction for Taro, who is a rebellious teenager, troublemaker, and proud of it ([[spoiler:although later he happens to be a police officer]]).
** Gender inverted. Tsukutsun falls in love with Akane, who like Taro is a rebellious girl, breaks rules for fun and play pranks on many of the residents of Penguin Village.
* ''Manga/OuranHighSchoolHostClub'' parodied this in a chapter where otaku fangirl Renge attacked nearly every club member for not being angsty enough, and declared that filming all of them wallowing in some form of angst would increase their appeal. She was crazy but apparently right, as evidenced by the huge demand for the video.
* Tomoya from ''VisualNovel/{{CLANNAD}}'' is a bad boy who is often outright nasty towards the girls he meets, confronting them with his sarcastic attitude and making snide remarks at their expense. He also loves to play pranks on them (especially on Fuko), but that doesn't stop most of the girls from swooning over him toward the end of the series. He ends up with the good girl, Nagisa.
** Though he starts like this ([[ChickMagnet with girls falling for him left and right]]), he gets considerable character development in the anime.
* ''Manga/LovelyComplex'': Koizumi's love interest, Otani, has a real attitude problem and Koizumi often has to endure quite a bit of verbal abuse. It doesn't prevent her from [[DoggedNiceGuy pursuing him relentlessly]], competing with the other girls who like him -- which includes his neighbor Mimi, a fashion model. Then again, she is [[{{Tsundere}} not always lovey-dovey herself]].
* In ''Manga/KatekyoHitmanReborn'', every female in the class swoons over cigarette-smoking, dynamite-throwing, foul-mouthed juvenile delinquent Gokudera Hayato, including main love interest Sasagawa Kyoko --much to TheHero, Sawada Tsuna's chagrin... Ironically, Gokudera spends time fanboying ''[[HoYay over Tsuna himself]]''.
* Played with in ''Anime/PrincessTutu''. When [[spoiler:Mytho, former ExtremeDoormat]], goes through a FaceHeelTurn in the second season, he picks up a new girl almost every episode, but it's because he's casting a spell on them so he can manipulate them into being a sacrifice for the BigBad, not because they're suddenly attracted to him now that he's a Bad Boy.
* ''Manga/ParadiseKiss'': This is Hiroyuki Tokumori's curse. When he was a kid, [[spoiler:Miwako chose Arashi instead of him]]. Series heroine Yukari was in love with him for who knows how long, until she met [[{{Jerkass}} George]] and fell for him on the spot. [[spoiler:In the end, it's subverted when Yukari ends up marrying him, since both she ''and'' George realized that [[TheMasochismTango their relationship wasn't going anywhere]].]]
* Sousuke Sagara of ''LightNovel/FullMetalPanic'' is a {{subver|tedTrope}}sion. A highly-skilled military specialist who works for a mercenary company, who knows half-a-dozen ways to kill you before you hit the floor, and who's been an assassin since he was ''eight'', with enough of a DarkAndTroubledPast for two or three protagonists, is prime bad-boy material. And yet the qualities for which he's best loved, both in the series and in real life, are his loyalty, dedication to duty, determination, stalwart protectiveness (in a good way), {{chast|eHero}}ity, and frequently naive earnestness. Furthermore, his tendency to seek violent solutions whether or not they are appropriate drives off prospective matches (except [[VillainousCrush Gauron]], but that's because [[StalkerWithACrush he's]] [[InLoveWithYourCarnage Gauron]]).
* ''Anime/CoyoteRagtimeShow'': This is essentially Angelica Barnes's reason for chasing the rogue Mister.
* Both played straight and inverted in ''Manga/AngelDensetsu'', with the ''same character''. More than one girl falls for the main character, who is exactly everything a Bad Boy is NOT. He is, however, seen as one by everyone else in the cast. ''Also'' either played straight or inverted with most other cast members. At one point, king of the IdiotBall Kuroda tries to "save" Ryoko from Kitano, because he ''thinks'' she's suffering from this trope, and sees himself as the good guy. Ryoko, of course, likes Kitano because he's a AllLovingHero and despises Kuroda (who ''poses'' as a bad boy). Oh, and Ryoko is quite the bad girl herself, but poses as mostly harmless. Confused yet? Because that's just the start of it.
* Good lord, Freya from ''Manga/ImmortalRain''. She has no interest in Rain, who stays by her side to comfort her, plants a garden of beautiful flowers to cheer her up, and generally does everything chivalrous and gentlemanly when it comes to her. And just to add to how horrible her taste is, she goes after Yuca, who is not actually all that friendly towards her, and [[spoiler:is actually ''jealous'' of how Rain liked her, being [[HoYay unhealthily obsessed with Rain himself]]]]. (Seriously, [[http://www.mangafox.com/manga/immortal_rain/v03/c013/8.html how could she not notice?]]) This ends ''very'' badly for Freya, as Yuca [[spoiler:ends up murdering her-presumably as a form of MurderTheHypotenuse, and ''feeds her flesh to a paralyzed, unconscious Rain'']].
* ''Manga/ShugoChara'' milks this trope for all it's worth with Ikuto, the NotEvilJustMisunderstood[=/=]TroubledButCute[=/=]TallDarkAndSnarky[=/=]JerkWithAHeartOfGold[=/=]PunchClockVillain who has [[MrFanservice hordes of swooning fangirls]] in the real world and manages to [[LuminescentBlush fluster the heck]] out of the heroine, even though she officially has a crush on [[BettyAndVeronica another boy]].
* Van of ''Anime/GunXSword'' is rude, lazy, and oblivious to other people most of the time. He still gathers an UnwantedHarem. One suspects that his harem members like him at least in part because of this trope. (In the series' comic {{omake}}, the puppet version of Wendy explicitly invokes this trope, claiming that "girls are more attracted to bad boys.")
* Karim of ''Manga/JyuOhSei'' is madly in love with her superior, Zagi, despite his role as the psychotic murdering bastard with not a hint of respect for either his opponents or his allies. He hits her, manipulates her emotions, and completely rejects her when she disobeys a single order.
* Not quite invoked in ''Anime/EurekaSeven''. The trope is referenced in one of Renton's men's magazines, which advises readers to be a little wild with girls and not to come across as ''too'' friendly. Renton just keeps on being nice to Eureka, however, since romance in the series mostly works on the principle of SingleWomanSeeksGoodMan. The sole exception is Talho's relationship with Holland, but even that is tempered by her insistence that he act more maturely.
* This is subverted in ''Manga/FistOfTheNorthStar'', where Mamiya falls for Rei only after Kenshiro redeemed his violent attitude by saving his long-lost sister, Airi, and revealing him as actually [[SingleWomanSeeksGoodMan a good person]]. Sadly... Rei dies before he can share the romance with her.
* [[Manga/HimechanNoRibon Hime-chan]], while disguised as Daichi (a boy with a huge fanbase in the school due to his dequilent nature), tries to tell Hikaru, his number one fan, to stop liking him because he's dangerous...which only makes her like him even more and declare that he is extremely "cool".
* In the "Cupid's Day" episode of ''Anime/CodeGeass'', Shirley says that it is her duty to [[ICanChangeMyBeloved "reform" Lelouch]] because she believes that he's "a failure as a person".
* In ''Manga/{{Nichijou}}'', Weboshi admits to liking Nakanojou, the boy with the mohawk. What she doesn't know, nor believes when told, is that Nakanojou is actually a very sweet guy. His mohawk is simply his natural hairstyle.
* Christie from ''{{Manga/Dramacon}}'' falls for [[TallDarkAndSnarky Matt]]. A subversion, as he's really not a bad guy at all -- just socially inept and very cynical.
* It's more or less the same deal in ''Manga/FruitsBasket'', when Tohru falls in love with Kyo--also socially inept and terribly cynical, but then, he may have a ''right'' to be, just a little, considering that not only was he was born under the influence of a curse that turns him into a cat whenever a girl embraces him -- [[spoiler:or into a monstrous cat-like ''beast'' if he ever removes his Buddhist rosary]] -- as soon as he graduates from high school, [[spoiler:his own family is going to lock him up for the rest of his life]]. As a result, a good part of his "bad boy" attitude comes from genuine psychological problems rather than him being mean just because.
* Gender-flipped in ''Anime/MoribitoGuardianOfTheSpirit'', when softhearted healer Tanda pines after fierce female bodyguard Balsa. And she likes him too!
* ''Manga/KyoKoiOHajimemasu'' has Tsubaki Kyota. Despite acting like a delinquent and switching girls like he switches shirts, he is ''the'' most popular guy at school.
* Toyed with in ''Manga/{{Eyeshield 21}}''. Marco from the Hakushu dinosaurs wants to impress his CuteSportsClubManager Maria badly enough that he's more than willing to use Gaou as a weapon, turn Kisaragi into a psycho, and break other team's quarterbacks in order to win... but she actually loves him for the NiceGuy he used to be, and is so conflicted over his "bad boy" attitude that she becomes an EmotionlessGirl [[spoiler: and is willing to secretly give tips to others so they can defeat Marco and Co., and knock him down his pedestal]]. It's only ''after'' Marco straights his act that Maria shows him her feelings for him.
* In ''Manga/KingOfThorn'', Kasumi develops a crush on Marco Owen, who is a [[PrisonsAreGymnasiums muscular]], [[SirSwearsALot foul-mouthed]], TattooedCrook. Several of the other survivors notice Kasumi's crush and comment on it, but it's hard to tell what Marco thinks, as he's somewhat hard to read. [[spoiler:Although he ''does'' come back from the dead in order to save Kasumi]]...
* In ''Manga/{{Beelzebub}}'', every male student of Ishiyama High who has a love interest counts.
* Deconstructed in ''Anime/MobileSuitGundamCharsCounterattack'' where Quess Paraya falls for the ruthless Char Aznable, only for her to be manipulated into becoming a psychotic killing machine. Amuro Ray even calls him out for it.
* Subverted in ''Manga/{{Berserk}}''. [[ActionGirl Casca]] becomes the love interest of the towering, brooding, rugged, and usually [[NoSocialSkills maladjusted]] [[BlackKnight Guts]]. However, Guts isn't really a bad guy, he just ''looks'' like one. You just have to get to know him to know that.
** Sonia, the resident MissionControl of the Neo-Hawks, plays this straighter. She is childishly infatuated with [[WhiteHairBlackHeart Griffith]], and later with [[TheHunter Irvine]]. The first is the story's BigBad. The other is an Apostle, which means a member of TheLegionsOfHell.
* [[Manga/JoJosBizarreAdventureStardustCrusaders Jotaro Kujo]] of ''Franchise/JoJosBizarreAdventure'' gets [[ChickMagnet far more female attention]] than he's comfortable with. He tries to rectify this by bluntly telling any girl who approaches him to piss off. This has worked exactly zero times.
-->'''Girl:''' [[ComicallyMissingThePoint He talked to me!]]
* Unavoidable in ''Manga/MonthlyGirlsNozakiKun'', which is an AffectionateParody of [[ShoujoDemographic Shoujo Genre]] manga.
** Also why Nozaki decided to come up with a "bad boy" character at Chapter 30, because they seem more appealing
** Parodied in Chapter 32 when Nozaki received an [[StylisticSuck over the top]] [[RomanceGame Otome Game]] from his editor and decided to play it with Hori and Wakamatsu. The trio soon became amazed by the persistence of the female lead in chasing the cast of largely JerkAss [[{{Bishonen}} guys]].
* ''Anime/OjamajoDoremi'':
** Hazuki: She is drawn to the local juvenile delinquent Masaru Yada, though it's downplayed in that he is TroubledButCute in her eyes. He reciprocates and cares deeply for her, and he even gets jealous when Fujio tries to woo her. [[spoiler:The two are dating as of ''Ojamajo Doremi 16/17/18''.]]
** Doremi herself is drawn to her EvilCounterpart Akatsuki, though she didn't know he was bad until he revealed his true colors. She still reciprocates his feelings, though they do not become an OfficialCouple.
** Doremi is also drawn to JerkJock Kotake, even though he is more antagonizing. The earlier seasons show a lot of BelligerentSexualTension between the two, and it is pretty obvious he has a crush on her but can't spit it out. [[spoiler:She confesses to him at the end of the anime but the light novels reveal that he didn't accept her feelings. This changes later on when he gets his head on straight and the two become an OfficialCouple.]]
** Onpu: In a daydream she had in ''Naisho'', her ideal boy was depicted as bad.
* Subverted in ''VideoGame/{{Gungrave}}'' anime. Maria likes Brandon not because of his bad boy image; instead, she [[LoveAtFirstSight immediately falls for him]] when [[ChronicHeroSyndrome he saves her from some hoodlums]]. Brandon himself, too, is actually a loyal, caring man despite being a street punk who often gets in street brawls. Unfortunately, said profession becomes a problem when Uncle Jester (Maria's guardian/foster father) sees him walking home with Maria.
* Subverted in ''Manga/AssassinationClassroom'' where the girls are discussing who is the most attractive boy in the class. Troublemaker and BullyHunter Karma comes up... only for them to declare he'd only be desirable if he wasn't such a delinquent.
* ''Manga/KamisamaKiss'' ''lives'' this trope. The lead male, Tomoe, is a snarky, rude, and conniving fox demon. His main rival, Kurama, is a narcissistic, manipulative, and perverted crow tengu. And yet, TheHeroine, Nanami, is involved in a complicated love story with these guys, primarily Tomoe. To be fair, in all cases, the boys are [[JerkWithAHeartOfGold Jerks With Hearts Of Gold]] and Tomoe in particular is quite kind and caring underneath his gruff and rude exterior.
* In ''Literature/TanteiTeamKZJikenNote'', this is how ''viewers'' see Aya's crush on Sunahara, as the latter is a [[NotEvilJustMisunderstood G-rated depiction]] of a {{Japanese Delinquent|s}} and she did say he looked "a bit intimidating." Although, Aya herself sees it as a case of SingleWomanSeeksGoodMan.

[[folder:Card Games]]
* In the ''[[TabletopGame/CerberusEngineGames DC Comics Deck-Building Game]]'', Wonder Woman and Black Canary need Villains in order to trigger their Super Hero abilities. The card Princess Diana of Themiscyra, i.e., Wonder Woman, automatically gains all Villains in the Line-up. In Crisis Mode, Black Canary is the only character who can add Villains to her deck under normal circumstances.
** Possibly subverted with Tauriel in ''[[Film/TheHobbitTheDesolationOfSmaug The Hobbit: The Desolation of Smaug]] Deck-Building Game Expansion Pack''. Her ability also relies on Villains (called Enemies here), but with the intention of using them as {{Bulletproof Human Shield}}s.

[[folder:Comic Books]]
* Played with in ''Comicbook/FantasticFour''; Sue Storm is endlessly pursued by bad boy AntiHero Prince Namor the Comicbook/SubMariner of Atlantis, who isn't exactly shy about letting her know that he has the hots for her, but consistently turns him down in favor of geeky, slightly clueless Reed Richards. Needless to say, the two men don't exactly have a warm friendship. Depending on who's writing her, Sue reacts to Namor's attentions with either barely-concealed interest (which is closer to the spirit of the trope, although she nevertheless continues to spurn him out of loyalty to Reed) or outright irritation. Interestingly, sometimes Reed ''is'' on the bad-boy side, though when Reed is bad, he's more of a CorruptCorporateExecutive than a 100% Bad Boy. There are times when Sue admits that she feels attraction for Namor.
* The reason so many of the females in Franchise/{{Batman}}'s rogues gallery (and superteams) wind up having so much subtext with him. For the villain females, he's just good enough to spark that bit of "I could have something better" but definitely dark enough and bad enough to be NotSoDifferent. The same is true in reverse for the hero females...he's a hero, obviously, but of a very different variety than the primary-colored icons they're otherwise surrounded by.
** Batman is also an example of this trope inverted; he tends to go for Bad Girls (Comicbook/{{Catwoman}}, Talia Al Ghul, etc). [[spoiler:In fact, this tendency was enough to convince him in "Batman RIP" that the woman he was becoming attracted to was TheMole out to betray him to the bad guys -- she was a bit too nice for him...]]
** Depending on the writer, this is the definition of Comicbook/HarleyQuinn's attraction to ComicBook/TheJoker.
* ''ComicBook/TeenTitans'': The original five have this kind of thing going on. [[ComicBook/WonderGirl Donna]] could choose between the nice and shy Aqualad, funny Kid Flash, dashing Robin, and badboy Speedy. Guess who did wind up with her. Note, back then, Dick Grayson was pretty clean cut. Now, all girls flock over his dark looks, messy hair, and issues with his daddy (Bats).
** It still bears noting that while Dick copies his mentor's dark look, he is otherwise remarkably well-adjusted (for a superhero anyway), and gets along well with literally every single superhero in the DCU, which is something even Superman isn't always capable of doing.
** In most modern stories, one of the biggest reasons Dick is a ChickMagnet of extreme proportions is actually because of his NiceGuy charm. This even extends back to his days as Robin, when he was something of a ChivalrousPervert.
* Comicbook/XMen:
** Comicbook/KittyPryde is an interesting example of this trope. The very first guy we see her pursuing is Colossus, a guy who is [[NiceGuy anything]] [[GentleGiant but]] [[IncorruptiblePurePureness bad]]. However, after they broke up, all her next relationships have been with guys who are either [[JerkWithAHeartOfGold jerkasses]] (ComicBook/{{Iceman}}), [[LovableRogue scoundrels]] (ComicBook/StarLord), [[WhatDoesSheSeeInHim both things]] (Wisdom), or [[JerkWithAHeartOfJerk outright villains]] (Seth). Even her first crush at school was a jerkass, and the only reason she gave up on him was because the guy turned out to be an anti-semitic as well.
** ComicBook/{{Cyclops}}, while a boy scout in general, definitely fits the 'troubled aloof stoic' bad boy criteria, and is the first to point out he's dangerous to be around. Even before his recent descent into AntiHero badassery, he's had a steady stream of women pursuing him, including ComicBook/JeanGrey, Madelyn Pryor, ComicBook/{{Psylocke}}, and ComicBook/EmmaFrost.
* Jean Grey in ''Comicbook/UltimateXMen'' flat out tells Wolverine that, regardless of Xavier's belief in redemption, she doesn't trust him or want him at the Mansion: he's been scarred by the horrors of his DarkAndTroubledPast and his work as a former government assassin, and she can't read his mind to confirm her obvious suspicions that he's not nearly as committed to Xavier's cause as he pretends to be. Wolverine doesn't really have to say much else: two panels later, they're making out and she's in bed with him in the next issue. This didn't last, because when she did find out his reasons for joining, she attacked him violently and stuck with Scott from then on.
* ComicBook/{{Wolverine}} also fits the bill. He has a seemingly endless amount of women after him, and he's a more straight-up bad boy.
** It's apparently genetic. Wolverine's son ComicBook/{{Daken}} has this as well. Both women and men are attracted to his bad boy status, even without him using his powers to seduce them.
** Logan's mother had an affair with scruffy, ugly, alcoholic and violent Thomas Logan. Her actual husband, John Howlett, was much more nice and TallDarkAndHandsome, but when the two die in the same incident, Logan's mother mourns Thomas, not John.
* In ''Comicbook/ArchieComicsSonicTheHedgehog'', Fiona Fox performs a FaceHeelTurn because she prefers Sonic's AlternateUniverse EvilTwin Scourge over the real hero.
** Many female characters have shown some form of attraction towards Shadow the Hedgehog by now, even if he hasn't had a real girlfriend.
* In ''Franchise/{{Superman}}'', the gender-flipped version applies. Laid-back Clark Kent is head-over-heels for sharp-tongued, moody army brat Comicbook/LoisLane and ignores cheerful, flirtatious blonde Cat Grant and sweet, caring GirlNextDoor Comicbook/LanaLang. Of course, Lois's [[JerkWithAHeartOfGold heart of gold]] turns out to be far sweeter than those of either of the other two, so Clark's probably just very perceptive.
* Parodied in ''ComicBook/WidgeyQButterfluff'', where the closest the comic's SugarBowl setting has to a bad boy is [[PokeThePoodle poodle-poking]], [[BadButt overgrown juvenile delinquent]] Buster, and Widgey still finds herself inexplicably attracted to him.
* Discussed in ''ComicBook/JourneyIntoMystery'' when Kid Loki gets jealous of the attention his BFF shows WalkingShirtlessScene Daimon.
-->'''Loki:''' What is ''wrong'' with the pair of you?\\
'''Leah:''' Bad boys. Everyone loves a bad boy.\\
'''Loki:''' I'm a bad boy!\\
'''Leah:''' Not ''actual'' boys.
* Subverted in ''ComicBook/SinCity'' with Shellie. She dumps the abusive boyfriend Jackie Boy and goes for the much nicer Dwight [=McCarthy=]. But as readers know, Dwight's no angel either, and he even killed a former FemmeFatale girlfriend in a previous issue but he's still a far cry from the misogynistic scumbag that Jackie-Boy was.

[[folder:Comic Strips]]
* ''ComicStrip/FunkyWinkerbean'': In the mid-1990s, the romance between then-high school sweethearts Wally Winkerbean and Becky Blackburn. Becky was heavily involved with music and drama, but her heart fell for a guy that struggled in school and often drank and partied on the weekends. Years later, in 2010, Becky reflects back on how she came to fall in love with Wally [[note]]in the concluding chapter of a storyline where Wally, thought to have died several years earlier in a helicopter crash in Afghanistan was revealed to readers to be alive[[/note]] and admits that it was his "bad boy" attitude that drew her to him.
* Played with in [[http://www.dilbert.com/strips/comic/1997-05-28/ these]] [[http://www.dilbert.com/strips/comic/1997-05-29/ two]] ''ComicStrip/{{Dilbert}}'' comics.
* ''ComicStrip/InkPen'''s Scrappy Lad spends a week trying go bad to win over Moxie. He and Hammock [[http://www.gocomics.com/inkpen/2008/06/26 discuss the trope.]]

* The BBC documentary ''The Human Animal'' proposes a reason this trope exists in simple biological terms. The short of it is that the dangerous aspects of the target are sexual advertisements. According to the documentary, on a biological level, women are looking for signs of protective prowess (IE: who will help protect and rear offspring). Displays of aggressive behavior are then read as signs of this prowess (cultural signs of this vary greatly, but the intended messages are the same). Once partnered up, however, the female will actively work to prevent the male from displaying further (the "redeeming" aspect of this trope), so as to prevent the male from gathering further attention from the opposite sex. There's a lot more to human courtship, of course, mostly because, unlike other primates alive today, sex among humans lasts more than 8 seconds.

[[folder:Fan Works]]
* In ''[[http://www.fimfiction.net/story/93809/a-pleasant-surprise A Pleasant Surprise]]'', this trope is zig-zagged. It's an inferred reason that he has little experience with girls. An aversion of this trope is why he and his love interest get together.
* ''Fanfic/DemonOfJustice'' Zigzags and plays with this trope. Rami pines after the scary handsome demon and gets dressed up to say goodbye to him...because it's just like what's in the stories. She doesn't mind that he's going, though, because she can't picture him settling down and having kids with her. Wufei is just thankful to get away from her, and is, in fact, prone to hiding in Nantaku until he left the village.
* ''Fanfic/ForGood'', a ''WesternAnimation/BuzzLightyearOfStarCommand'' series, is perhaps best known for the romance between Erin, the protagonist, and Warp Darkmatter, the Evil Emperor's right-hand man. In the introductory fic, ''Breakaway'', their relationship actually begins innocently enough, at least on Erin's part. Warp comes off as less of a villain and more as a JerkWithAHeartOfGold.
* In ''WesternAnimation/{{Ben 10}}'' [[http://www.fanfiction.net/s/4267279/1/Hero-High-Sphinx-Academy Hero High: Sphinx Academy]], Gwen is shown to still be in love with the now revealed BigBad. However this is deconstructed as she is in love with him because despite being the BigBad, he was one of the few people outside of her family to be nice to her, accepting of who she was, and even encourage her.
* In ''Fanfic/KyonBigDamnHero'', several nameless girls and [[OCStandIn Michikyuu Kanae]] react like this when [[spoiler:Kyon is in delinquent mode, breaking up an illegal photography ring with {{Yakuza}} links.]]
* In ''Fanfic/PerfectionIsOverrated'', Makoto Kagami, a shapeshifting [[ParodySue SUE]] in [[Anime/MaiHime Mai]]'s image, takes an interest in [[ManipulativeBastard Nagi]], convinced that there's good in him and that [[LoveRedeems her love will change him]], even as he plans on using her to [[spoiler:betray the Usurper, who has possessed his master, the Obsidian Lord]]. Makoto's superficial attraction to Nagi ends up having severe repercussions... [[spoiler:for Nagi, who gets killed when Makoto's Child is destroyed as a result of her own death]].
* Have a TroubledButCute or otherwise dark and edgy AntiHero[=/=]AntiVillain in your story? Just look up fanfiction, and nine times out of ten, you ''will'' find many fanfics of self-insert MarySue [=OC=]s romancing him.
* In ''[[https://www.fanfiction.net/s/10256543/1/Nymphadora-s-Beau Nymphadora's Beau]]'' Tonks' mother uses Tonks' tendency toward this trope to encourage her to gravitate toward Harry instead of Remus by making Harry ''seem'' like a "bad boy" and pretending to disapprove of him.
* In ''WebVideo/SuperTherapy'', this is Franchise/WonderWoman's main problem -- the therapist describes it as her Kryptonite. This is illustrated by Travis, her complete {{slimeball}} of a boyfriend, who's revealed to have cheated on her thanks to the [[TruthSerums Lasso of Truth]].
* For ''Fanfic/LePapillonRising'' this is the only explanation for why Marinette decides to crush on Papillon, who happens to also be Adrien, who she's already dating.
* Frequently deconstructed or subverted in "Fanfic/TheLightInTheDark": Deconstructed with Bertha's and Florence's infatuation with Alton Avery. Subverted by Maria Zabini, who is either drowning in denial or genuinely believes that Mulciber is really a good person. Snape seems to believe this, as he thinks that becoming a powerful dark wizard will make Lily attracted to him. Mrs. Jorkins has been going out with Terrance Banks for years, who's a complete scoundrel. This may or may not have been what attracted Eileen Prince to Tobias Snape, who is most certainly a bad man. Averted with Lily, who hates James' bullying and is weary of Snape's growing interest in the Dark Arts.
* In Chapter 29 of ''Fanfic/IAmNOTGoingThroughPubertyAgain'', [[spoiler:12-year old]] Sasuke muses a WallOfText on how he not only finds this trope ''[[WhatAnIdiot stupid]]'' but '''[[DontYouDarePityMe insulting]].'''
-->Sasuke didn't see himself as a charming person. He had no idea what all those girls saw in him, to be frank. He was bitter, asocial, wrapped in darkness and scarred by grief. The phrase "damaged goods" surely existed solely to describe people like himself.\\
He was not the kind of person that he thought a smart or self-respecting girl should pursue. Couldn't they see how messed up he was? How dangerous a path he would have to walk?\\
It galled Sasuke that so many girls should be so smitten with him. It felt insulting, somehow, like their infatuation devalued the tragedy of his clan's destruction, romanticizing his pain and frustration into an unrecognizable caricature of the person he really was.\\
Their smiling, giggling, blushing, and cooing all angered him. Like they saw it all as one big game, like they didn't take anything seriously. They didn't get it. They refused to understand.

[[folder:Films -- Animation]]
* Brought up in song in ''Disney/LadyAndTheTramp'':
-->He's a tramp\\
He's a scoundrel\\
He's a rounder\\
He's a cad\\
He's a tramp\\
But I love him\\
Yes, even I have got it really bad...

* In ''WesternAnimation/JimmyNeutronBoyGenius'', Cindy has the hots for local skateboarder Nick Dean...that is, until he encounters Poultra and ScreamsLikeALittleGirl.
* In the ''WesternAnimation/WonderWoman'' film, Steve suspects this with Hippolyta and Ares. Hard to get badder than the God of War.
* Gender-Flipped in ''Disney/{{Hercules}}''. The titular hero is sweet, innocent, {{Adorkable}}, and head over heels for the sexy, sarcastic, jaded {{Anti Villain}}ess Megara. The feeling turns out to be quite mutual, and LoveRedeems in its classic form kicks in. Definitely something different, especially for a Disney movie.
* ''Disney/TheSwordInTheStone'': The cheerful red haired girl squirrel was already in love with Arthur/Wart in squirrel form [[LoveAtFirstSight the moment she laid eyes on him]]. When she wraps her tail around him and kisses him on the lips three times, he wipes his mouth, throws her tail over her head and pushes her. She chirps in an excited, flirtatious way suggesting this trope.
* In ''WesternAnimation/ShinboneAlley'' Mehitabel lusts after the roguish Big Bill even though he's treated her badly in the past. She even goes back to him in the end despite the fact he ran out on her when she gave birth to his litter.
* ''Anime/TheCastleOfCagliostro'' concludes that Lupin III, GentlemanThief that he is, has stolen the heroine's heart.

[[folder:Films -- Live-Action]]
* [[InvokedTrope Invoked]] by Anne in ''Film/TheFisherKing''.
-->'''Anne:''' I think men was made in the Devil's image, and women were created outta God. 'Cause, after all, women can have babies, which is kinda like creating. And which also accounts for the fact that women are so attracted to men. 'Cause let's face it, the Devil is a helluva lot more interesting. I've slept with some saints in my day, and believe me, I know what I'm talking about. Egh-boy!
* ''Film/DaysOfBeingWild:'' The main character Yuddy/York played by Creator/LeslieCheung.
* ''Film/BachelorParty'' (Creator/TomHanks). The band they get for the party sings the song, "Why Do Good Girls Like Bad Boys?"
* ''Franchise/StarWars'':
** In the original trilogy, Leia Organa goes for Han Solo (a near-perfect storm of bad-boy beauty) over Luke Skywalker. Then, of course, we find out the true nature of Luke and Leia's relationship, and breathe a collective sigh about the [[SurpriseIncest "ewww" moment]] from which this trope has saved us. She still kissed Luke, though.
** In the prequel trilogy's ''Film/AttackOfTheClones'', slaughtering the Tusken Raiders didn't stop Padmé Amidala from being in love with Anakin. Ultimately leads to tragedy in ''Film/RevengeOfTheSith'' [[FallenHero where he turns to the Dark Side]].
* Subverted in ''Film/SpiderMan3'': when he [[spoiler:gets possessed by the symbiote and]] becomes a "bad boy", Peter Parker ''thinks'' that he's God's gift to women, but the various looks of exasperation and even disgust he gets from most of the women he encounters tell a very different story--probably because, [[EvilIsCool contrary to expectations]], he's still a clueless geek, only now that he's "evil" he's an obnoxious and arrogant one. The seventies disco moves and overparted hair style don't particularly help matters. Ironically, all of the women he ''does'' manage to charm were already attracted to the "good" Peter anyway.
* ''Franchise/PiratesOfTheCaribbean'' plays with it in that Good Girl Elizabeth has a Good Boy (Norrington), a dyed-in-the-wool Bad Boy (Captain Jack Sparrow), and Will, who falls somewhere between them, to choose from. By choosing Will, she gets the best of both worlds.
* In the crime epic, ''Film/{{Goodfellas}}'', Karen admits that [[spoiler:seeing Henry pistol-whip her neighbor with a loaded handgun turned her on, where as most women she knew would've gotten out of the relationship quick]].
* Ginger proves to be this in ''Film/{{Casino}}''. While it's debatable if Sam 'Ace' Rothstein was a bad boy or not, [[spoiler:Ginger definitely disrespects him in favor of genuine bad boys. First: her ex-pimp, Lester Diamond. Later: Sam's best friend, gangster Nicky Santoro]].
* Every now and then in ''Film/TheLittleRascals'' film series, Darla will prefer Butch over Alfalfa.
* In the comedy ''Don't Tell Her It's Me'', Shelley Long helps her nebbish brother, Steve Guttenberg, construct an identity as a "dangerous" biker from New Zealand in an effort to sweep another woman off her feet.
* In the classic 80s teen movie ''Film/TheBreakfastClub'', popular 'princess' Claire falls for rebellious 'criminal' Bender. Throughout the whole film he abuses her and calls her all sorts of obscenities, belittling her shamelessly in front of everyone else...which is of course why [[DracoInLeatherPants she ends up passionately kissing him at the end]].
* ''Film/RepoTheGeneticOpera''. Amber Sweet has resolved sexual tension with Grave-Robber and unresolved sexual tension with [[BrotherSisterIncest Luigi]], who is also [[KnifeNut undeniably]] [[PsychopathicManchild bad]]. [[spoiler:Shilo isn't immune to Grave-Robber's bad-boy charms either. It's implied in [[CutSong Needle Through A Bug]] that he's grooming her to be his protege.]]
* Gender-, race-, and class-inverted in ''Crazy/Beautiful''. It's the poor Latino boy who's the responsible one with the promising future and the wealthy Anglo girl who has the drug habit and truckload of emotional problems. Every adult in the film warns the former to stay away from the latter--including the girl's own father--but, of course, she turns out to simply be a LonelyRichKid and everything works out thanks to ThePowerOfLove.
* Jenny from ''Film/ForrestGump'' is a rather blatant example of this. For much of the movie, she keeps moving from one abusive lowlife to another, before returning to [[ChildhoodFriendRomance the protagonist]].
* ''Film/JamesBond'' series:
** Bond. However, he also steals girls from guys (and {{psycho lesbian}}s) who're definitely worse.
** Deconstructed in ''Film/CasinoRoyale2006'' with Solange, the wife of Bond's target Demitrios. She has a fling with Bond, lamenting as she does that she had "so many chances to be happy" with "nice guys" but keeps finding herself drawn to "bad men" like Demitrios and Bond instead. Her connection to the two of them gets her tortured to death not long afterwards.
* ''Film/{{Grease}}'':
** Starts out as a Classic Good Girl Wants Bad Boy. Sandy is as wholesome and sweet as possible; Danny is ''not''. Then it's played with, as he tries to become a jock to get her, while she's learning how to be a bad girl to get him...
** ''Film/{{Grease 2}}'', "Cool Rider". Michelle Pfeiffer's character somehow resists the charms of the sweet British boy, because she's "...lookin' for a dream on a mean machine/ With hell in his eyes/ I want a devil in skin tight leather..."
* ''Film/TheFortyYearOldVirgin'' plays with this in a scene in which the titular character is calling out his friends with a slightly angry attitude, at the same time, a girl he met earlier observes him from a distance and swoons over him while telling another girl: "He is such a ''Bad Boy''." Earlier, she fell for him when he was following his friend's advice to act like "David Caruso in ''Film/{{Jade}}''".
* In ''Film/{{Fallen Angel|1945}}'', June Mills loves a career ConMan who married her for her inheritance.
* Parodied/subverted in ''Film/MysteryMen'': Roy (a.k.a Mr. Furious) would very much ''like'' to be a bad boy, and struts around making a fool of himself acting like one in the hope of impressing Monica, the waitress on whom he has a crush. Monica, for her part, is never anything less than dismissive of him...until the point where he finally just starts acting like the sweet nice, guy he ultimately is at heart, at which point she begins to warm to him.
* ''Film/StepUp'': Played straight with Tyler in the first film.
* Parodied in ''Film/{{Bedazzled 2000}}''; Alison says how she wants a sensitive man who can understand her feelings. The Devil agrees to make Elliot the most sensitive man on Earth. Then [[spoiler:she ditches him for a {{jerkass}}]]. Elliot's conclusion is that women don't really know what they want. The Devil agrees.
* Averted in the film, ''Film/TheLoveOfSiam''. Ying loves Mew who is anything but a bad boy. However, this trope was played around a bit with Donut and Tong. Tong smokes and drinks alcohol despite him being underage. Therefore, he sort of fit the bad boy archetype. However, he is genuinely a sweet and kind person who protects bully victims, which kind of warrants him a good boy status as oppose to bad boy.
* In ''Film/PlunkettAndMacleane'', Lady Rebbecca falls for notorious highwayman Macleane.
* ''Film/IronMan'':
** Tony is a rich jerk who goes through women like candy. And yet women keep on coming after him. Because he's rich. And he looks like Creator/RobertDowneyJr. He could be a saint and he'd still be beating them off with a stick, this trope is just a bonus for him.
** Subverted with Pepper Potts, who keeps pre-CharacterDevelopment Tony at arm's length while she works for him. The two become closer after she sees him becoming a much less selfish person, but then she becomes disgusted with him when he goes back to acting irresponsibly in the second movie. (She doesn't know that [[spoiler:it's his way of coping with the fact that he's dying]]) In the third movie, she starts to leave in disappointment when it looks like he's going back to his old behavior, but comforts him when he opens up and explains why he's acting the way he is. While they stay in a steady relationship, she doesn't hesitate to call him out on his stupid moves (like [[spoiler:announcing his home address on live air, daring the Mandarin to stop by and fight him]]).
%% commented out as ZeroContextExample * ''Film/TopGun'', with Charlie falling for Maverick, definitely invokes this, considering... well, his nickname says it all.
* ''Film/TheRockyHorrorPictureShow''. Apparently, even some boys want bad boys, even if they're a CreepyCrossdresser wearing fishnets and high heels.
* ''Film/LegallyBlonde'': "Dorky" David, who has a Masters degree in Russian Literature, a PHD in biochemistry, is going to Harvard Law ([[FridgeLogic strange mixture...]]), gives homes to Somalian orphans, and is fairly attractive, is getting turned down by a girl. Elle overhears and comes over, pretending to be a WomanScorned, screaming at him about how he never called her back and broke her heart. The girl is immediately more interested (although how much of that is because Elle claims David broke her heart and how much of it is because Elle claims David is ''very'' good in bed is open to debate).
** Elle herself ultimately subverts it when she ends up with Emmett, who was always nice and supportive of her, over her ex, who dumped her and tried to pick her up again as was convenient to him.
* Heavily deconstructed in ''Film/{{Heathers}}''. In this case, the bad boy is a complete psycho, murdering three of the popular kids and intending to [[spoiler:blow up the entire school and pass it off as a group suicide]]. The girl who wants the bad boy soon realises the mess she's got herself into and how much better her life would have been without him.
* Discussed in ''Film/RogerDodger''
-->'''Roger:''' Ask any woman, What's the single most attractive quality a man can possess? And what do they invariably answer? Sense of humor...and yet, if two lean, mean, play-by-their-own-rules...motorcycle-riding men strolled up to this booth...and beat the shit out of us two humorous guys, right, and asked you out for a ride, you would be weak at the knees.
-->'''Andrea:''' Well, actually, guys who ride cycles are pretty sexy.
* In ''Film/OneTwoThree'', the daughter of a Coca-Cola executive falls in love with a Commie from UsefulNotes/EastGermany. And during the UsefulNotes/ColdWar, no one was worse than a Commie.
* Becky in ''Film/HenryPortraitOfASerialKiller'' is drawn to and falls in love with the title character, empathizing with Henry's withdrawn nature and seeing him as damaged goods, much like herself. [[RealityEnsues The film's subtitle should provide a clue as to how well it works out for her.]]
* ''Film/BatmanForever'' has the [[GirlOfTheWeek movie's designated girlfriend]] Dr. Chase Meridian flip-flopping between Bruce Wayne and Batman, depending on who she thought was more fucked in the head at the time (and getting a twofer? HUGE bonus for her).
* ''Film/DeadPoetsSociety'': Pitts remarks on this trope to try and get Knox to forget Chris: "All the good ones go for jerks. You know that."
* The cops in ''Film/{{Superbad}}'' "arrest" [=McLovin=] after the party, remarking, "That's gonna get you so much ass!" This is them making up for them unintentionally interrupting his first time with a hot girl.
* Irene in ''Film/{{Drive}}'' had a husband who was sent to jail before getting involved with the protagonist, who is a criminal and has some serious anger management issues as she and some Mook [[NoHoldsBarredBeatdown find out]].
* During the ''Film/TheGetaway'', starring Creator/AlecBaldwin, Creator/JenniferTilly plays a wife who falls in love with one of the main villains after he kidnapped her and her husband. It got so bad, that she openly has sex with him in front of her husband and begins to insult him. [[spoiler:It eventually causes the husband to [[DrivenToSuicide commit suicide.]]]]
** To a lesser extent with the main couple themselves, Doc and Carol. Although the two are HappilyMarried and very much in love, the bottom line in, Doc is a ''bank robber'' and it's likely that this is a huge part of his appeal to her.
* Invoked in-universe in ''Film/TheGreenHornetSerials''. Lenore Case (who is '''not''' the Hornet's SecretKeeper in this version) spends both serials convinced for no apparent reason that the Hornet is "a modern Robin Hood". Several male characters suggest her reason for this belief is that she is attracted to him.
* Played straight and then subverted in ''Film/{{Kalifornia}}''. Adele is deeply in love with [[TheSociopath Early]], because she believes he protects her from [[RapeAsBackstory badder men]], even though Early treats her like a slave and beats her the moment she steps out of line. However, after she makes friends with Brian and Carrie on the road trip to California, she finally accepts Early for the evil man that he is and breaks up with him. [[spoiler: Early kills her as a result. It's made even sadder after the [[TearJerker happy]] message Adele left on Brian's recorder before she was killed, which is played before the ending credits.]]
* In ''Film/{{Cherrybomb}}'', Michelle is in a LoveTriangle with Luke and Malachy, who commit various crimes to get her attention.
* In ''Film/WereTheMillers'' tattooed bad boy Scotty P. attracts the attention of Casey.
* In ''Film/YouthInRevolt'', the reason why Nick creates Francois is because Sheeni requests that Nick be "very, very bad." [[spoiler: He complies and she wants him more than Trent after burning down half his town]].
* ''Film/AngelHeart'': The dead occultist Johnny Favourite was a real ladies man. Subverted with Epiphany's mother however, who according to her daughter eventually realized with a monster Favourite was.
-->'''Epiphany:''' You know what they say. It's always the badass that make a girl's heart beat faster.
* Jim Stark, who provides the page image, is portrayed as a violent and menacing, if not downright villainous, figure in the promotional posters for ''Film/RebelWithoutACause'', no doubt to capitalize on this trope. However, in the film, he's actually a sensitive, kindhearted boy; Judy becomes attracted to him because he's kind to her.
* The first time Dylan in ''Film/CharliesAngels'' is shown on-screen falling for someone, she doesn't know that he's evil (at first), but by the [[Film/CharliesAngelsFullThrottle second movie]] her taste in guys is a RunningGag and a DiscussedTrope InUniverse.
-->'''Alex:''' Check it out...brown shorts, red board, 11:00. What d'you think?
-->'''Dylan:''' ''[looking at the guy]'' Yummy!
-->'''Alex:''' That's what I thought. Case closed. Nat, move in, Dylan thinks he's hot.
-->'''Dylan:''' What do you mean?
-->'''Alex:''' You always fall for the bad guy.
* Alison falls for Film/CryBaby supposedly because she's "Tired of being good." As with most Creator/JohnWaters films, the strange outlaws end up being kind, warm, and unassuming while the respectable suburbanites are sadistic, elitist jerks.
* Inverted in ''Film/BeyondTheLights''. Noni wants straight-laced cop Kaz. Kaz, the potential congressman, in turn wants super-sexual R&B star Noni.
* ''Film/TheHungerGames'': Glimmer seems to have a little thing for Cato in the film.
* [[UsefulNotes/NaziGermany The Nazis]] produced an antisemetic propaganda film called ''Jud Suss'' ("Suss the Jew"). However, the propaganda purpose failed; the VillainProtagonist was apparently so sexy that the actor who played him got a lot of fan-mail from smitten women.
* ''Duel in the Sun'' (1946). The protagonist, half-caste Pearl Chavez, is sent to live at a ranch where two brothers become infatuated with her. She rejects the gentlemanly Jesse for the lustful advances of his brother Lewt, with whom she shares BelligerentSexualTension.
* ''The Boyfriend School'' (originally titled ''Don't Tell Her It's Me''): shy, overweight cartoonist Gus is persuaded by his romance novelist sister to adopt the persona of Lobo Marunga, a long-haired leather-clad biker from New Zealand, in order to win over the girl he's fallen for. The ruse falls apart eventually, but it definitely does the job of attracting her interest.
* Katie in ''Film/WetHotAmericanSummer'' invokes this trope when choosing Creator/PaulRudd's character over Michael Showalter's nice character. She says she is sixteen and therefore isn't looking for a nice stable boyfriend.
* In ''Film/TheEdgeOfSeventeen'', protagonist Nadine has a crush on Nick Mossman, who is said to have just gotten out of juvie.

* Lampooned in Creator/RickRiordan's ''Literature/TheHeroesOfOlympus'' with Narcissus's nymphs. Team Leo!
* In Erika Griffin's novel, ''The One Who Waited'', the main characters, Alice and the Boogeyman.
* In ''The Outsiders'', Cherry Valence is afraid of Dally, the worst delinquent in the Greasers' gang, because she knows that he's the type of guy she might fall in love with.
* Creator/AnthonyTrollope uses this in several of his novels. The most well-known is probably in the Literature/{{Palliser}} series, where Lady Glencora falls in love with ne'er-do-well Burgo Fitzgerald, leading her guardians to arrange a marriage between her and stodgy Plantagenet Palliser. However, at least three other novels have a wealthy refined girl fall in love with a rogue.
* A point of contention in the romantic subplot running through Creator/LoisMcMasterBujold's ''Literature/BrothersInArms'', ''Literature/MirrorDance'', and ''Literature/{{Memory}}''. Elli Quinn is deeply in love with the marginally sane mercenary Admiral Miles Naismith and will leap at the chance to marry him, while the prospect of becoming the consort of Lord Vorkosigan of Barrayar horrifies her, even though she knows both men are one and the same. The twist is that Lord Vorkosigan's comparatively subdued public persona is the ''least'' of her problems with the latter fate (the phrase "[[FeudalFuture Dirtball barely out of Feudalism]]" came up in response to the first marriage proposal).
* In ''Literature/TheReynardCycle'', the Countess Persephone is clearly drawn to Reynard for this reason.
** Rukenaw initially finds Tybalt attractive because, as Reynard puts it, Tybalt is a magnificent bastard. [[MagnificentBastard He's not that kind, though.]]
* In ''Literature/WarAndPeace'', Natasha is engaged to Good Boy Prince Andrei. But after Andrei puts the marriage off for a year to please his father, Natasha is seduced by Bad Boy Anatole, causing her to break off her engagement with Andrei and also to very nearly elope with Anatole. Though Anatole's plans are foiled, it does succeed in permanently wrecking Natasha's relationship with Andrei.
* Deconstructed in ''Literature/WutheringHeights''; the all-consuming love between Catherine Earnshaw and brooding bad boy [[ByronicHero Heathcliff]] is intensely passionate, but it's also clearly depicted as being quite unhealthy for the two (not least because they're [[NotBloodSiblings almost]] brother and sister) and intensely destructive. Especially because, when he is rejected in favor of another man, Heathcliff's response is to embark on a single-minded crusade of vengeance that ends with the ultimately-pointless ruination of not only both lovers, but almost everything and everyone else around them. Meanwhile, Catherine's marriage to the kind and loving Edgar Linton (whom she does not love) is described as being reasonably happy--at least until Heathcliff shows up. There's also Isabella Linton, who wanted a bad boy, married Heathcliff, and got what she wanted in spades...
* ''Literature/JaneEyre'': It works out well for Jane and Mr. Rochester, probably because she doesn't marry him until after he's not as much of a Bad Boy.
* Deconstruction in ''Literature/{{Clarissa}}'', as the titular character gets sick and bored of Lovelace's bad traits extremely quickly and he ends up harming her very badly, [[spoiler:ending in her suicide and his guilt-ridden, death-seeking personality]].
* ''Literature/TheTenantOfWildfellHall'': Helen Huntingdon (Graham), the heroine of Creator/AnneBronte's novel, marries the libertine Arthur Huntingdon, in part because she believes that she can save him from himself. She quickly discovers otherwise. In the process, Bronte makes some pointed jabs at both [[Literature/WutheringHeights Heathcliff]] and [[Literature/JaneEyre Mr. Rochester]]. Anne Bronte had more experience of real life than her two elder sisters put together being the only one who could actually manage to hold down a job for more than a few months.
* Zachary Gray, the thinking woman's Bad Boy, turns up in multiple Creator/MadeleineLEngle novels.
* ''Literature/TheChangeover'': Subtly deconstructed. The male character's initial behavior is not portrayed as being right, okay, or even wanted, and as he changes, the female lead becomes fonder of him.
* ''Literature/TheDresdenFiles'': Harry Dresden is very disappointed to find out his friend, Karrin Murphy, is like this when she becomes attracted to mercenary Kincaid in ''Literature/BloodRites'', and their ''thing'' continues into the next book, ''Literature/DeadBeat''. Harry also realizes that Molly, his best friend's daughter, has these feelings for him--after all, he's the mysterious stranger in the [[BadassLongcoat duster]] who shows up out of nowhere, deals with dark things, and is the snarky badass to her dad's stodgy crusader. Harry then swiftly drives home that it won't be working like that. With some cold water.
** Keep in mind that is all from Harry's perspective. We see clearly that Karrin's feelings for Harry run a lot deeper than she shows, in the short story told from her point of view after "Changes" And they clearly aren't just "close friend" feelings, although they are close friends. And, the events at the end of "Skin Trade," well... So Jim Butcher zig-zagged this trope.
* ''Literature/HandOfMercy'''s Clemael's temper allows him to backhand a semi-disabled woman into the nearest wall, but said woman is oddly ambivalent as to whether she'll end up with him.
* In the short story collection ''Literature/TheBloodyChamber'' by Angela Carter, Puss-in-Boots is well-aware of this trope and suggests that the best way to woo an unattainable woman is to: "convince her her orifice will be your salvation, and she's yours!"
* In the Mexican novel ''El Zarco: The Blue-Eyed Bandit'' from Ignacio Manuel Altamirano, a beautiful young woman called Manuela is futilely courted by a [[DoggedNiceGuy nice, decent, and hard-working man called Nicolás]], when, in reality, she is in love with the eponymous character, who is the leader of a notorious gang of murderous bandits called "Los Plateados". Later, she decides to run away with him, and it's then that she [[NoHonorAmongThieves sees all the atrocities they commit]].
* Often used in Creator/AgathaChristie's novels:
** In ''[[Literature/HerculePoirot Taken at the Flood]]'' (1948), to the point where the heroine, Lynn, appears downright insane. She is engaged to Rowley, a simple farmer, but is attracted to newcomer David and his rudeness, aggression, and general ass-holery. However, [[spoiler:when she goes to inform Rowley that she's going to elope with David, Rowley is so furious that he ''almost strangles her to death''. When it turns out that David has been the real killer all along, Lynn resumes her engagement to Rowley, having been rather turned on by his murderous impulses]]. There's a good chance Christie is poking fun at this trope.
** Christie returns to this trope in ''Nemesis'', in which she has Literature/MissMarple state:
--->''Young women like bad lots. They always have. They fall in love with bad lots. They are quite sure they can change them. And the nice, kind, steady, reliable husbands got the answer, in my young days, that one would be "a sister to them" which never satisfied them at all.''
** Another Christie character who fits into this trope is Patricia Fortescue from ''[[Literature/MissMarple A Pocket Full of Rye]]'' who has married not just one but three different bad boys. Her first husband, Don, was a "arrogant, insubordinate" pilot who died in the Battle of Britain and whom she doesn't think could have handled peacetime. Her second husband was an aristocrat with an unsavoury reputation who committed suicide before the law could catch up with him. Her third husband was the BlackSheep of the wealthy Fortescue family at the heart of the book's plot. In fairness to Pat all three seem to have treated ''her'' beautifully.
** In ''Literature/ParkerPyneInvestigates'', Mr. Parker Pyne advises a client who, on his honeymoon, has become entangled in events which make him seem worse than he is, that he should absolutely not tell his new wife the truth. "Your wife is a lovely and high minded girl and the only way she is going to get any fun out of being married to you is by thinking she's reformed a rake."
* In the Literature/SherlockHolmes story "The Illustrious Client", the Bad Boy in question is an aristocrat with a sulfurous reputation, who's charmed the girl into denying all allegations of misconduct on his part as jealousy and slander. His disfigurement by an ex doesn't help, as it only seems to prove that interpretation right. Holmes snaps her out of it in the end by [[spoiler:bringing her a diary the man kept of his sexual conquests]].
* Creator/VictorHugo's ''Literature/TheHunchbackOfNotreDame'' is all about this. A beautiful girl has a choice between a beautiful temperament (Gringoire), a beautiful mind (Claude Frollo), a beautiful heart (Quasimodo), and a beautiful face (Phoebus). She goes for Phoebus, even after he demonstrates [[{{Jerkass}} that he may not be marrying material]], on the grounds that he is good looking and he [[CoolHorse rides a horse]].
* [[TroubledButCute Rook]] from ''Literature/{{Havemercy}}'', and maybe even [[AxCrazy Caius]] [[MindRape Greylace]], if the fan base is anything to go by.
* Rachel from ''Literature/TheHollows'' is subject to this trope time and again.
* Dulcinea Anwin from Creator/TadWilliams' ''Literature/{{Otherland}}'' would like to be a Bad Girl. She's a [[TheCracker Cracker]], considers herself a seasoned veteran of the criminal underground, and has been lacking in physical company for a while now. Then she meets [[NamesToRunAwayFromReallyFast John Dread]], who is baddest of the bad. So what should she do but fall in love with him and follow him around, sinking deeper and deeper into his web? After all, [[TemptingFate how bad can he really be]], right? Until she manages to hack into his system and find out [[AxCrazy what]] [[PsychoForHire he's]] [[SerialKiller really like]]. [[spoiler:At which point, she has a HeroicBSOD and tries to turn him in, only to be [[TheFarmerAndTheViper shot in the stomach]] and left to die.]]
* In Creator/StephenKing's ''Literature/{{Carrie}}'' (and the film adaptation), the AlphaBitch Chris dates the bad-boy delinquent, Billy. The novel explains her attraction as Chris being used to wrapping boys round her little finger and Billy is the only boy she hasn't been able to control.
* ''Literature/SenseAndSensibility'' has this, with Marianne having to choose between the somewhat shy, music-loving, thirty-five year-old Col. Brandon or the younger, dashing, and adventurous Willoughby. She, of course, chooses Willoughby, who eventually [[spoiler:dumps her to marry some other girl for money]], causing her to [[spoiler:try to commit suicide by getting ill. Marianne eventually agrees to marry [[FirstGuyWins Col. Brandon]]]].
* Austen's ''Literature/MansfieldPark'' may be tied with ''Literature/TheTenantOfWildfellHall'' as the ultimate TakeThat at this trope. [[ShipperOnDeck Everyone]] expects the heroine to be flattered by the HandsomeLech Henry Crawford's [[StalkerWithACrush attention]]. Isn't she excited to become his conscience and redeemer, to be the one who fixes him, and turns TheHedonist into a LadykillerInLove? No. Her cousin, however, ''did'' fall for the bad boy, and RealityEnsues.
* Subverted in ''Making History'' by Stephen Fry; a quiet, shy college boy is set up on a date with a girl who eventually dumps him for the resident JerkJock. Except the quiet shy boy is actually gay and in the closet, and rather relieved that he doesn't have to keep up the awkward pretense of being interested in her.
* ''Literature/ASongOfIceAndFire'':
** Daenerys swoons over the dashing badboy Daario even though she realizes that he's a murderous, opportunistic sellsword. On the other hand, she repeatedly fends off the advances of her devoted and loyal bodyguard Jorah because he's middle-aged, plain and not particularly exciting. (Then again, he's also a [[SlaveryIsASpecialKindOfEvil slaver]] who creepily feels Dany up without her permission, as well as [[TheMole spying on her]], so it's more a case of NiceGuysFinishLast.)
** Averted with Sansa. While she initially wanted Joffrey, who is ''[[TheCaligula very]]'' [[{{Sadist}} bad]], she was initially blind to his flaws and thought of him as a heroic prince. However, though to be her ideal man one has to be a PrincelyYoungMan or KnightInShiningArmor, she later develops attraction to Joffrey's bodyguard who is best described as TheBrute (his first major action on pages is ''killing a thirteen years old boy'') and seems to find his "ferocity" thrilling.
* The Carrie and Bone subplot of Ander Monson's ''Other Electricities'' plays with this, going into detail about Carrie's motivations for wanting Bone, the community's reaction, and the tragic results.
* In Shanna Swendson's ''Literature/EnchantedInc'', Katie muses on this trope when she sees how powerful Owen is, and how attractive it makes him. She's never been attracted to bad boys, but maybe the thrill is the dangerousness, not the actual evil; she explicitly wonders if the potential is enough or you have to do actual bad things to qualify as a bad boy.
* ''Literature/The39Clues'': [[ShrinkingViolet Amy Cahill]] falling for Ian Kabra.
* Irial from ''Literature/WickedLovely''.
* The tongue-in-cheek book ''Nice Guys Don't Get Laid'' has this as its central thesis. It's basically a FauxToGuide for [[NiceGuysFinishLast nice guys]] on how to become a bad boy.
* PlayedForLaughs in ''Literature/FindingSnowflakes''. At one point, [[GenkiGirl Carrie]] tries to invoke this to help the main lead, [[FaceOfAThug Eliott]] get a girlfriend. It backfires horribly.
* The landlord's daughter, Bess, from Alfred Noyes' poem ''Literature/TheHighwayman'' has a StarCrossedLovers relationship with the titular character. Downplayed as he's utterly devoted to her, despite his dodgy occupation.
* Snowfur and Thistleclaw in ''Literature/{{Warrior|Cats}}s''.
* ''Literature/InDeath'': Eve and Roarke's relationship seems to be this. Fortunately, he returns her feelings and does have good qualities to go with the bad. Coltraine and Alex Ricker had a relationship like this, but she broke it off when she realized that he considered his criminal business more important than her.
* Literature/SisterhoodSeries by Creator/FernMichaels: in the book ''Final Justice'', two characters are introduced, and their names are Little Fish and Stu Franklin. Both of them are genuine bad boys. Countess Anne de Silva forms a relationship with Little Fish, and Isabelle Flanders forms a relationship with Stu Franklin. By the book ''Cross Roads'', however, it becomes painfully clear that both relationships are falling apart, because Little Fish and Stu Franklin are becoming increasingly cold, distant, and disinterested in their girlfriends. The Vigilantes discover that the two men are with Henry "Hank" Jellicoe. They also find out that the two men are cold-blooded murderers who have killed a number of people. The Vigilantes are more than happy to have them punished!
* Carol Birch's theory about Margaret Catchpole, the real-life eighteenth-century servant-turned-criminal, in ''Scapegallows.'' Margaret spends the entire novel pining over her beloved, William Laud, a smuggler who is terrible with money, increasingly violent, and often absent. Even she occasionally recognizes that he's not worth the effort.
* This trope is discussed a overall three times in the novel ''Literature/YouthInSexualEcstasy'', first with the protagonist and his friends when they notice that while women tend to fall over the rough-looking dangerous types, ultimately what wins out is being considerate, treating them "like a lady" and sweet-talking (all of which may or may not be sincere), later the doctor in sexual dysfunctions outright denies it, and then the protagonist's mother admits that there is a grain of truth in the trope as she experienced it on her youth.
* In the ''Literature/JeevesAndWooster'' story "The Spot of Art", Bertie {{lampshade|Hanging}}s this trope with regard to his romantic rival, [[spoiler:who, sure enough, ends up engaged to the girl by the end of the story]].
--> "Moreover, this bloke is one of those strong, masterful men. He treats Gwladys as if she were less than the dust beneath his taxi wheels. He criticizes her hats and [[ArsonMurderAndJaywalking says nasty things about her chiaroscuro.]] For some reason, I've often noticed, this always seems to fascinate girls, and it has sometimes occurred to me that, being myself more the parfait gentle knight, if you know what I mean, I am in grave danger of getting the short end."
** Averted in all stories where Bertie is pursued by women who are very attracted to his gentle knight personality, and has to rely on Jeeves to get rid of his admirers without having to openly reject them.
* Jay in the ''Literature/{{Spaceforce}}'' series is a compulsive womanizer and all-round ManipulativeBastard in a society where such behaviour is actually illegal, not merely amoral. He has no difficulty drawing women to him, both of his own species (Taysan) and alien--including Ashlenn, heiress to a clan chiefdom, who gives up everything to be with him.
* At the end of ''Literature/TheLegendOfSleepyHollow'', Katrina van Tassel (the girl schoolteacher Ichabod Crane falls in love with) ends up marrying hunter Brom Bones (who constantly made fun of Ichabod) after Ichabod was mysteriously carried off by the Headless Horseman one night.
* Edward is this for Bella in ''Literature/{{Twilight}}''. However "soft" he is as a vampire, he is still a brooding predator who could kill her in seconds and often wants to. She prefers him to the good ol' boy Jacob until Jacob takes a change for the dangerous--then she's conflicted.
* ''Literature/TrappedOnDraconica'': Discussed by Ben: "Girls are all the same: you claim to like Nice Guys but you can't resist a bad boy." Defied by Daniar, who honestly can't stand them.
* Ultimately averted in the ''Literature/ProvostsDog'' books. Beka Cooper, a cop, is friends with Rosto the Piper, the head of [[ThievesGuild organized crime]] in Corus. They are attracted to each other and Rosto flirts with Beka, and he's the honorable kind of thief, but "he is a rusher, a criminal, the kind of man she has sworn never to involve herself with." WordOfGod [[http://tpwords.wordpress.com/2012/07/09/why-bekarosto-wouldnt-last-and-development-of-humanity/ holds]] that the DatingCatwoman thing just wouldn't have worked in this case. [[spoiler:The man she does eventually marry is a Kennel mage.]]
* In Creator/SarahAHoyt's ''Literature/DrawOneInTheDark'', Tom has a bad history, and a history of attractiveness to women. Kyrie wrestles with it.
* Shows up in the Literature/{{Discworld}} series whenever HumanityEnsues for Greebo. Being the epitome of CatsAreMean gives his human form an aura of raw sex that can be felt from the next room.
** According to ''Discworld/{{Pyramids}}'', women in Ankh-Morpork really like Assassins. While the Assassins [[EvenEvilHasStandards have standards]], they're still assassins. Additionally, most of them who've been given characterization and lines are [[SmugSnake smug snakes]], with the exceptions of Vetinari, who's [[AntiVillain still not a nice person]] and Pteppic, who [[ThePiratesWhoDontDoAnything doesn't kill people]]. But they just look so damn good in black silk.
* Played with in the book ''Losers in Space'' by John Barnes. Both Susan and [[spoiler: Emerald]] have relationships with Derlock, who's described as a sociopath. Susan doesn't love him and knows he's unfixable--she just thinks he's hot, partially because he scares her a little. [[spoiler: Emerald]], on the other hand, is a more straightforward example, despite her original protests that she's only in it for the sex. It...doesn't turn out well for her.
* Every girl at court, Corie included, is a little in love with the wild, handsome, {{Jerkass}} Prince Bryan in ''Literature/SummersAtCastleAuburn''.
%% * James Stark from ''Literature/TheHouseOfNight'', what with his name sake being the main character of ''RebelWithoutACause''. He is idealized by his fans.
* ''Literature/TheInfernalDevices'':
** Will constantly says he's always out drinking and gambling, and that there are a dozen girls who've claimed that he'd compromised their virtue. [[spoiler:Jem, however, thinks he's lying to make himself look bad.]]
%% ** Tessa towards Will.
* {{Discussed|Trope}} [[PlayedForLaughs For Laughs]] in ''Literature/PenrynAndTheEndOfDays''.
--> Penryn: ''"You're not Fallen, are you?"''\\
Raffe: ''"From what I've heard, that would just make me sexier to you Daughters of Men."''
* Inna from ''Literature/VampireAcademy'', is the willing servant and love interest of Nathan, a handsome Strigoi. Her love interest happens to be evil.
* Subverted in ''Literature/ABrothersPrice'' - some women are attracted to bad boys with good looks, much to the chagrin of their wiser sisters, who will have to share the same husband. [[spoiler: Keifer Porter is one horrific example of what happens when the warning of a sister is not heeded.]]
* Defied in ''[[Literature/DarkLordOfDerkholm Year Of The Griffin]]'': Both Calette and Elda find Bad Griffin Jessak extremely sexy...but since they are both part-human and sentient, they both deliberately ignore being turned on and focus on how much of a jerk he is.
* Christian Grey from ''Literature/FiftyShadesOfGrey'' is into BDSM and has the typical personality of the bad boy/alpha male in romance novels: domineering, impatient, frequently angry, and demands to have his own way. Almost all women in the series are attracted to him who aren't related or lesbians. However, Ana alternates between believing that these are minor quirks and thinking that she can heal him emotionally by giving him everything he wants, thus healing him with the power of her love. Although Ana insists throughout the series (and with ever-increasing strength) that Grey is making progress and is maturing emotionally because of her, he actually becomes crueller and more controlling as the series continues, to the point where ''he tortures her against her will'' in ''Fifty Shades Freed''. Her crime? Getting home later than she said she would and thus avoiding being kidnapped.
* In ''Literature/EdenGreen'', the title character's best friend is infected with an alien needle symbiote by an edgy, misogynistic loner, and immediately makes him her new boyfriend. She's also revealed to have had a history of bad and even abusive relationships.
* In ''Literature/AutobiographyOfRed'', Herakles is a sub-{{delinquent|s}} type with a fondness for UsefulNotes/{{graffiti}}, [[StickyFingers shoplifting]], and [[HellBentForLeather leather]]. Geryon finds him wildly attractive.
* Amusingly lampshaded in the first novel of the ''Wolf Rampant'' series by Aimee Easterling. The protagonist Terra has a "moment" with another male character other than the love interest who happens to be a handsome, charismatic, and all around nice guy. She wistfully notes that it will likely go nowhere because she's too stuck on the bad boys.
* In ''Literature/TheWhiteRabbitChronicles'', Alice wants to date Cole even after Kat tells her that he's dangerous and not somebody to hang out with. Of course, [[spoiler:having a vision of them kissing]] might have some influence.
* In ''Literature/RogueStar'', Molly Zaldiver falls for the rogueish, brooding loner and rebel, Cliff Hawk, rather than the earnest, well-intentioned, and well-behaved Andy Quamodian who is hopelessly in love with her.

[[folder:Live-Action TV]]
* ''Series/GameOfThrones'' deconstructs this with Sansa, who convinces herself Joffrey is her PrinceCharming even after seeing clear hints of what a RoyalBrat he really is because she wants a hero, not a villain. That ends the moment he leaps the MoralEventHorizon by executing her father and calling it mercy.
* ''Series/HappyEndings'' turns this into "All gay guys want bad boys" in the episode "You Snooze you Bruise". Dave runs afoul of a bully at his new gym. He thinks the guy is Invoking this trope to show off for girls, but it turns out he's a StraightGay Jerkass. Max plays this trope straight by becoming attracted to the guy (whose attraction he previously dismissed-despite others thinking he was basically Max's ceiling), especially after he punches Dave. When Dave stands up for himself and gives a RousingSpeech that inspires CampGay Derrick to punch the bully out, Max instantly switches his attraction to Derrick.
-->'''Max''': I love bad boys. Like Will Smith in the movie ''Film/BadBoys'', or even Martin Lawrence in ''[[BaitandSwitchComment Big Momma's House]]''.
* [[BreakoutCharacter Fonzie]], token bad boy of ''Series/HappyDays'' and girl magnet. Of course, he became less and less "bad" as time went on, due to the writers twigging to the fact that he was becoming a role model.
* ''Series/FullHouse'': Jesse nurtured the bad boy/nomad musician persona until he settled down and got married.
* ''Series/FamilyTies'' has a subversion in the form of Mallory's boyfriend, Nick. While he very much ''looks'' the part of a bad boy(e.g. mullet, leather jacket, motorcycle), he's actually quite harmless and genuinely loves Mallory. He's also shown to be very good with kids, as seen with his interactions with Andy (none of this stops the parents from disliking him though).
* Creator/WillSmith, ''Series/TheFreshPrinceOfBelAir'', got a lot of his [[GirlOfTheWeek Girls of the Week]] thanks to his Philadelphia street cred as a breath of fresh air in a world of rich, preppy good boys. He was only "bad" by contrast, though, being otherwise a pretty standard protagonist.
** In one rather hilarious episode, Will actually tries to be as "bad" as possible to get a really hot girl who's obsessed with dating the meanest, baddest guy around. This episode seemed to be making fun of this trope as well the concept of an overprotective father, as the girl seems, at least partly, to have developed this fixation due to the extremely limited interaction she has with boys her age (her father, a professor of psychology, is known as 'Mr. No' when it comes to his daughter).
* ''Series/DrakeAndJosh'' features an episode where textbook {{Nerd}} Eric becomes popular (especially among the girls) after a rumor spreads that he beat up Drake.
* Every one of the Camden girls' boyfriends on ''Series/SeventhHeaven'', with few exceptions (none prominent enough for this contributor to name), were bad boys. The Camden boys were even aware of (and made their own love lives difficult over) this trope.
* ''Series/GirlCode'': The "Bad Boys" segment treats this as a given. By the end of the segment, the consensus is that while all girls want bad boys, it's ultimately a bad idea to end up with one.
* ''Series/BuffyTheVampireSlayer'':
** Spike once tried to kill his girlfriend (Harmony) because he found her annoying. He spent most of their relationship either manipulating her, threatening her with violence, insulting her, or forgetting about her completely (except when he wanted something from her). He was less of a bastard with Buffy and Drusilla (although still a bad boy), but both women were manipulative and abusive towards him (not to mention, possibly stronger than him) and he probably wouldn't have been able to get away with it. Buffy seems attracted to him mostly for this reason and Drusilla ditches him specifically because she doesn't think he's evil enough.
** Angel is a perfect example of this, too. He has the broody bad boy look, a DarkAndTroubledPast, and if he's truly happy, even for a second, he's going to start mass murdering people. Spike might be a SerialKiller, too, and goes on about how EvilFeelsGood, but even without his soul, there are limits to how evil he is willing to be. Angel doesn't have any such limits and his re-ensoulment was less stable than Spike's.
** In the pilot episodes, Xander's friend, Jesse, was a clueless geek who could never get Cordelia to notice him...until he was turned into a badass evil vampire, at which point, she couldn't keep her eyes off him.
** And didn't Vampire Xander from the AlternateUniverse seem hotter?
** Not to mention Riley Finn, who specifically avoided this trope...and hell had no fury like the InternetBackdraft that came from THAT.
*** Riley's attempts to get DarkerAndEdgier only hastened the downfall of their relationship. Hearing Dawn say that Buffy doesn't get all miserable over him the way she did over Angel + whatever the frak was going on in Riley's head = visiting disgusting vampire brothels.
** Buffy is pretty much an extreme case of this trope. The main character only ever seems to date two guys who remains on the human side of "unholy, AlwaysChaoticEvil abomination against God", one of whom she almost completely ignored[[note]]His name was Scott Hope. Remember him? No? Look him up. We'll wait[[/note]]. It's even {{lampshade|Hanging}}d by both Buffy herself and Spike, especially when she dated wholesome Riley.
*** Spike delivers his own take on this after their DestructiveRomance in Season 6.
--->"You like men who hurt you. You need the pain we cause you. You need the hate. You need it to do your job, to be the Slayer."
** Buffy herself noted her attraction to bad boys in "Something Blue" when she worries that a nice, safe relationship would lack the intensity.
** Subverted with Robin Wood, who Buffy dated briefly. A genuine NiceGuy, the attraction was more HotForTeacher. Wood however is the son of a Slayer Spike killed, and he's prepared to defy Buffy for revenge. He ended up with [[OppositesAttract Faith]] but remains a loyal friend when Buffy needs him.
*** The trope is amusingly lampshaded when Buffy goes on a date with Wood before finding out which side he's on. Buffy starts wondering if she's attracted to Wood because he's a nice handsome guy who's not evil, or because he's secretly evil and she's attracted to that.
** When [[BadassBookworm Giles]] was younger, he was a smoking, drinking, violent, vicious mage called Ripper. This side of him crops up from time to time, such as when he uses the JackBauerInterrogationTechnique or displays his skills as a crook, and when a spell reverts him back to his Ripper days, Joyce is all over him.
* Subverted in ''Series/TheTenthKingdom''. {{Wolf|Man}} does get the girl in the end, but being a bad boy didn't help, and after his disastrous initial encounter with Virginia, he spends a good part of the series reading self help books to reform himself.
* In ''Series/TheVampireDiaries'', the female characters, including Elena, Bonnie, and Caroline all seem to be attracted to a mysterious, brooding loner (Stefan) and a dark, charming, rebellious bad boy (Damon).
** Caroline plays it straight in the first season; she's attracted to the Salvatore brothers because of how "sexy" and "dangerous-looking" she thinks they are. Stefan bluntly rejects her, and then she meets Damon, who she wastes no time getting in bed with. However, this is subverted when Damon reveals that he's a vampire and feeds on Caroline. She hypnotizes her into being his girlfriend and obeying his every command, and abuses her both physically and emotionally during their entire time "together". Then Elena forces him to leave Caroline alone so he makes her forget the whole abuse. Think that's it? No, because in season 2 Caroline gets turned into a vampire by Katherine, thus getting back all the memories Damon took from her. It's notable that because of this, Caroline eventually subverts the trope, in that she doesn't think of Damon as "sexy" anymore because of his bad-boy attitude and ''knows'' he's a psychopath, which is why she spends her time talking Elena out of being with him.
** Elena, however, plays it straight when it comes to Damon. In fact, Elena just gets more and more into this trope as the series progresses (possibly because her life gets crappier and her character darker).
*** In fairness, by the time Elena and Damon are together, Damon has come a very long way from the unrepentant, murdering asshole he was in the first two seasons (he even saved Caroline's life on more than one occasion, and defended her to her mother when Liz found out she was a vampire). Caroline, meanwhile, remains completely blinded by Stefan's 'Good Brother' facade (he is, after all, the same person who was so determined to 'fix' his ex-girlfriend that he willingly activated her brother's hunter gene, which nearly led to him killing Elena), to the point where she says "Say what you want about Ripper Stefan, but at least he wasn't a manwhore." Elena, in contrast, sees and knows every facet of Damon, good and bad, and loves him ''because'' she knows all of him, meanwhile growing and learning more about herself and that it's ok to be a little selfish in the process. Really, Damon and Elena are a deconstruction of this trope (after all, she didn't start to actually fall for him until he started becoming a better man through his love for her).
** Played straight and subverted with Klaus and Caroline. Caroline tried really hard to resist Klaus' bad boy charm, turning him down many times and never holding her tongue about how much of an evil jerk he is while still showing signs of attraction from time to time. She does cave and sleeps with him later, but still doesn't want to actually be in a relationship with him.
* In ''Series/VeronicaMars'', after seeing that he does have [[JerkWithAHeartOfGold a softer side]], Veronica finds herself making out with her high school's "obligatory psychotic jackass", Logan. Their relationship redefines the phrase "on-again, off-again", especially in the third season. Particularly jarring is the finale, where Veronica still appears interested, despite the fact that he only recently beat the stuffing out of her current, genuinely nice boyfriend, "Piz", for ''suspecting'' that he posted a sex tape online...despite Piz having no reason or inclination to do so. Logan's response to any situation is to start hitting it, really. Veronica's renewed interest in Logan isn't so much because he's beating someone up, but that he's beating up a man to avenge Veronica's honour when he has absolutely nothing to gain doing so (and plenty to lose). She's clearly turned on by the whole thing, hence her guilty look to Piz. The show ends with her being with Piz. However, the follow-up [[Film/VeronicaMars film]] results in Piz dumping her, after she chooses to stay in Neptune rather than meet his parents in New York. She then goes back to her "on-and-off" relationship with Logan, who's in the Navy now.
* ''Series/{{Lost}}'': In-story, we have Kate as an example of how girls want bad boys, with Sawyer playing the Veronica to Jack's Betty, although Kate herself is the distilled female version of TroubledButCute.
* ''Series/{{Heroes}}'': taken to hilarious extremes in the show proper: [[spoiler:Maya]] doesn't seem to think of Mohinder in that way when he's a nice guy scientist, but when he [[spoiler:injects himself with a SuperSerum that gives him an array of superpowers]] and starts giving off a dangerous aura, she wastes no time getting into bed with him!
* ''Series/{{House}}'', being at best a JerkWithAHeartOfGold, gets this a lot. Out of the four women in his life who were on the show, three had some form of romantic interest in him (not counting Amber. [[ShipTease Maybe]]). Stacy was his girlfriend. Cuddy had sex with him in college, and apparently carried a torch for him for twenty years. Interestingly, [[TheHeart Cameron]]'s crush on him may be a {{subver|tedTrope}}sion, since her occasional YouAreBetterThanYouThinkYouAre moments with House suggest that she's drawn to the HiddenHeartOfGold that she sees within him, rather than the prickly exterior surrounding it. She's also the only one of these women who definitely [[spoiler:leaves the show because House does something she finds unforgivable. Cuddy presumably feels the same way, but the series never explicitly details her reason for leaving]].
* To a point, Danny on ''Series/{{CSINY}}''; he wasn't a complete bad boy, but had some bad boy qualities surfacing in his backstory and onscreen now and then. Granted, he'd settled a lot by the time he married Lindsay.
* ''Series/TheITCrowd'' featured an episode in which Roy tried to demonstrate the validity of this trope after a bad date, by posting an online lonely hearts ad consisting largely of abuse. He later struggled to maintain his bad boy persona during a date with the woman who answered. Then a genuine bastard showed up. Guess who the woman left with?
* In ''Series/GrowingPains'', it's the Seaver parents who are convinced that other parents would not like their children to hang around their troublesome son. In latter seasons, partially due to the actor's religious conversion, Mike's "bad boy" persona has been toned down considerably. One may see it as Mike becoming mature.
* Sean Slater on ''Series/EastEnders''; he's an unpleasant, bullying, smug, and vicious borderline sociopath with hardly any redeeming qualities whatsoever�who, despite pretty much being an openly nasty piece of work, has to beat women off him with a stick.
* Charlie Stubbs on ''Series/CoronationStreet'' who, if not quite as sociopathic, was nonetheless a thoroughly obvious nasty piece of work whom women seemed to find irresistible. Unluckily for him, he ended up with a woman who ''was'' a full blown sociopath.
* ''Series/GilmoreGirls''. Rory Gilmore, over the course of the series, seems determined to date the baddest boy--first dumping wholesome Dean for Jess, then, after Jess leaves town, getting back with Dean, who is now a significantly darker character, given that he's cheating on his wife with Rory. Later, she again dumps Dean for Logan, who is a member of a secret society and a rebel against the wealthy society of his upbringing.
* ''Series/{{Smallville}}'':
** Upstanding farmboy Clark Kent puts on his new class ring and gets a rebellious attitude, which the new girl, Jessie, loves and even Lana falls for.
** In season nine, [[spoiler:Chloe Sullivan ends up with [[AntiHero Oliver]]. [[StrangledByTheRedString Somehow]]]].
** In season ten's "Luthor", [[spoiler:alternate-universe Tess is apparently in a relationship with Clark Luthor a.k.a. [[EvilCounterpart Ultraman]]]] .
* Hyde and Jackie in ''Series/That70sShow''.
* Gender-reversed in the ''Series/{{Seinfeld}}'' episode "The Little Jerry", where George falls for a female prison inmate. Of course, he's desperate and, simultaneously, afraid of commitment. On the plus side: conjugal-visit sex. And eventually, one better than that: "''fugitive'' sex!"
** There is also the episode "The Little Kicks", where Elaine forbids an intern or temp working for her to get close to George, which immediately turns him into a forbidden fruit to her. He picks up on this and starts pretending to be a bad boy in order to get into her pants, and it all works out for him, until they get caught filming a bootlegged movie and he starts crying as they are arrested.
* ''Series/{{Friends}}'': Lampshaded by [[NiceGuy Chandler]].
--> '''Chandler''': "You're such a nice guy" means "I'm gonna be dating leather-wearing alcoholics and complaining about them to you."
** Ironically, and luckily for him, his best friend-later-girlfriend-come-wife Monica is SingleWomanSeeksGoodMan, and outright rejects a few mean guys before they get together. Rachel plays it straight though when she dates [[JerkAss Paolo]].
* ''Literature/GossipGirl'': Blair's true love was made out to be Chuck, who takes bad to another level--he tried to rape two separate characters in the pilot episode. In the later half of the season, after [[spoiler:Lily and Rufus]] become official, Jenny deflects Chuck's mean comments by reminding him of what he did to her, including a mild threat of what would happen should she ever chose to tell Rufus. This does prompt an apology from Chuck but, contrary to what one might expect, Jenny receives this not with a gushing sentiment that all is forgiven, but with a stony (if stunned) silence.
** Also, Carter Baizen in seasons two (Blair) and three ([[spoiler:Serena]]), though the latter season seems to be pushing for Carter as a JerkWithAHeartOfGold rather than a true bad boy.
* Series/{{Dexter}} picks up a stalker who is in love with him largely because he is an unrepentant serial killer.
** Rita and her first husband. To a lesser extent, Rita and Dexter. Apart from being a serial killer, he had an affair and was constantly too busy working and murdering people to commit to her. Lila and Lumen both seemed attracted to Dexter specifically because they knew there was something not quite right with him.
* Molly in ''Series/{{Scrubs}}'' hangs a lampshade on this trope.
* ''Series/ICarly'': Carly Shay highlights this trope in some of the episodes.
** The central plot of "iDate a Bad Boy". Griffin is a delinquent who stole the motorcycle that Carly bought for Spencer. After having a short SlapSlapKiss incident, Carly falls in love with him, much to Spencer's chagrin and Freddie's jealousy. Carly and Sam even gush at the fact that Griffin is full of scars and he punched a hole in the wall due to anger. But all of his bad boy rep went downhill when Carly discovered his deep obsession with plush toys.
** In "iStage an Intervention", Carly is impressed that goody-two-shoes Freddie "could be so bad" when not only does he inform her that he already knows all the "bad luck" he's been having was caused by Sam, but that he managed to pull a secret prank on Sam as revenge.
** Inverted in "iPear Store", when Carly goes after one of Freddie's co-workers with gusto because he's a nerdy guy--but when he turns into a CasanovaWannabe and tries to make a move on her, it turns her off completely.
** GenderFlip in "iMake Sam Girlier". Sam asks Carly to teach her how to behave like a real girl to catch the attention of her eye-candy, Pete. While Sam does a good job in behaving "girly", Carly gets attacked by a bully, which triggered Sam's UnstoppableRage. Unfortunately, Pete saw how Sam wrestled with the bully, but it turns out he likes a girl "who kisses well and kicks butt as well".
* The Good Doctor Sara Tancredi of ''Series/PrisonBreak'' is the poster girl for this trope, both in-series and in her back story.
* ''Series/ThatMitchellAndWebbLook''
** A sketch featuring a 'wacky' popular historian whose wife wishes he would be more like the "angry, edgy young historian" he was in his youth. After a brief flashback, in which we see the younger version of the historian in all his {{wangst}}y, leather-jacketed glory, the historian not unreasonably protests that he was a "tosspot" back then.
** In another sketch, Theatre/CyranoDeBergerac "helps" a reluctant NiceGuy seduce a chavvy woman by acting like a sexist douche. It works too well and by the time he realizes he doesn't want to be with someone who's attracted to that kind of thing, she's dragging him into her house.
** Possibly the darkest take is in the sketch where a male librarian suddenly starts mocking a lonely woman's choice in books, moving on to her intellect and personality and quickly reducing her to tears, then successfully asks her out.
* ''Series/StarTrekTheOriginalSeries'' episode "Space Seed". Ship's Historian Lieutenant Marla [=McGivers=] falls in love with the charismatic and forceful former dictator Khan Noonien Singh, even though he mistreats and uses her. Interestingly, he does grow to care for her, especially after she chooses to be exiled with him on a DeathWorld. Her death prior to ''[[Film/StarTrekIITheWrathOfKhan The Wrath of Khan]]'' is one of the reasons for his hatred of Kirk.
* ''Series/StarTrekDeepSpaceNine'': Garak was [[TortureTechnician ruthless]], [[MagnificentBastard dangerous]], a ConsummateLiar with a MysteriousPast, his alliances were [[DoubleReverseQuadrupleAgent hard to keep track of]], and he wasn't the type to [[CombatPragmatist fight fair]]. He was also Gul Dukat's [[ArchEnemy most hated enemy]]. Despite all this, Dukat's daughter [[NonhumanHumanoidHybrid Ziyal]] still fell in love with him. Defying all expectations, Garak always treated her gently and respectfully and, while smart in many other ways, clearly did not have a handle on this trope as he never could understand why she was in love with him.
* Alex and Dean in ''Series/WizardsOfWaverlyPlace'', although, it being a Creator/DisneyChannel show, [[BadButt his badness is limited to wearing a leather jacket, liking fast cars, and going to class when he feels like it]]. In fact, Alex is "badder" than him on several levels.
** Alex is a good gender swapped example of this. All of her CoolLoser AntiHero status moves put her closer to the standard male example than the usual DefrostingIceQueen label, since she hits every (G-rated) High School trick that a boy would have to pull to be this, especially during Season 2.
** In ''Alex vs. Alex'', we have this:
--> '''Alex:''' "Dominic is evil?"
--> '''Harper:''' "Is it weird he's even more attractive now?"
* Jax and Tara in ''Series/SonsOfAnarchy''. Basically the entire male cast benefits from this at some point in the series.
* Discussed in one episode of ''Series/CSIMiami'':
-->'''Calleigh:''' Bad boys aren't so cute up close, are they?
* The women on ''Series/TheSopranos'' have a bad-boy compulsion that's virtually suicidal, [[spoiler:especially for Tracee and Adriana]].
* Barney Stinson of ''Series/HowIMetYourMother'' consciously plays with this trope so much.
* A ''Series/SaturdayNightLive'' [[http://www.hulu.com/watch/19590/saturday-night-live-the-phil-donahue-show sketch parodied]] the Phil Donahue Show, with all the guests as women with abusive boyfriends. The sketch ends with a nice man in the audience telling them they should find a man who truly appreciates them, but they tell him to sit down because they're more interested in the {{jerkass}} behind him who's berating his girlfriend. When he grabs the mic and starts bad-mouthing them, they immediately fall for him, including the lesbian guest, who asks if he has any sisters like himself.
** During the sketch Phil, lists all the wrongs one woman's boyfriend committed. She still defends him:
-->'''Phil Donahue:''' Now, your last boyfriend... [reads cards] ....got drunk, totaled your car, with you in it! Which left you in intensive care for over a year and... [Phyllis starts to cry] ...during your painful convalescence he never visited you, he withdrew your life savings, spent the money on other women! Held orgies in your apartment, got you evicted... [lifts his head, stares effortlessly and shakes it in disgust] ...and yet I understand you still live with this man.
-->'''Phyllis Sykes:''' [Suddenly smiles] Well... you would really have to meet him!
** There was a joke in one of the news report segments in which Bahrain was cited for women's rights abuses. The joke ended with the reporter saying, "So, look out Bahrain, 'cause the more Bahrain treats women like dirt, the more women will love Bahrain."
* ''Series/{{Mortified}}'': Layla's boyfriends all tend to be bad boys. Leon, who both Brittany and Taylor are crushing on, could also make it this.
* Cook from ''Series/{{Skins}}'' is made of this trope, although there are more than a few instances where it's suggested that he deliberately plays up to this image.
** And Tony from the 1st generation, who is a complete {{jerkass}} towards his girlfriend, Michelle. Also, he sleeps with another girl AND tries it on with Maxxie in the episode where they go on a school trip to Russia, yet Michelle still can't stop herself and goes back to him.
* ''Series/{{Degrassi}}'' plays this straight time and again, but subverts it when ''bad'' goes too far. Sean, Craig, Jay, Spinner, Lucas, Johnny, and Eli have all carried the badboy image at one point. Most of them lose the girl when they are too bad (Sean, Jay, Lucas, Johnny, almost Eli), or the girl was trying to save them in the first place (Craig, Spinner, Johnny).
** Emma seems to only want bad boys. There's Sean, Peter, Jay, and Spinner.
* On ''Series/YesDear'', Jimmy advises his eldest son, Dominic, to stop catering to his date's desires, after witnessing the first date, in which Jimmy sees him being treated as less than equal. When Jimmy's wife finds out about this, Jimmy states this trope as his belief, whereas his wife disagrees.
* On ''Series/DarkOracle'', this is the cause of NiceGirl Cally's relationship with SmugSnake and ex-BigBad [[EvilSorcerer Omen]]. Luckily, she's far from blind to his many, many failings, and calls him on them all, eventually leading to RedemptionEqualsDeath. Thoroughly averted by BigBadWannabe Vern, whose {{Goth}} look, [[LonersAreFreaks bad attitude]], and [[NoSocialSkills lack of social ability]] make him an outcast, completely unable to get a date.
* Hilariously parodied on ''Series/EverybodyHatesChris''. In the episode "Everybody Hates Bad Boys", nice guy Chris tries to woo his crush, Tasha, by emulating Slava Slav, a misogynistic rapper and obvious {{Expy}}. He mistreats and utterly insults nearly ever girl he encounters, and they all show sudden interest in him, and he even manages to get Tasha to go out to a family dinner. All was going well with his "bad boy" plan until he accidentally yells at his mother, and [[AssShove proceeds to regret it immensely]]. [[http://www.youtube.com/watch?v=lGZZfRwiMFI&feature=related You really have to see it for yourself]].
* Played with in ''Series/TheMonkees'' episode "The Wild Monkees". The four boys try to adopt "tough" personas in order to impress some female bikers. They immediately become cowards again once the girls' actually tough biker boyfriends enter the picture.
* In ''Series/OnlyFoolsAndHorses'', Cassandra claims that she doesn't like that Rodney drinks and is violent. She is quickly seen through and smiles when asked if she fancies Rodney.
** In an earlier episode, Del Boy manages to convince Rodney that the GirlOfTheWeek likes bad boys, so he dresses like [[Series/HappyDays the Fonz]] and acts like Creator/JamesDean on their date, only to terrify her to the point of tears when they get chased in the van.
* Invoked in ''Series/SecretGirlfriend'' by Chad, the current boyfriend of Jessica, the titular character. His {{Jerkass}} behavior turns out to be a JerkassFacade that he doesn't like putting up, but thinks he needs to because of this trope. Apparently, it's working, or at least not hurting--he's been Jessica's boyfriend for two years, and may have lasted longer if not for the protagonist's arrival, relegating him to RomanticFalseLead status.
* This is a major story arc in ''Series/TheOfficeUK'', as well as the first couple seasons of the ''Series/TheOfficeUS'', with Dawn engaged to Lee and Pam engaged to Roy.
** In Pam's case, it's less this trope than her simply believing she doesn't deserve anyone or anything better for herself.
* In ''Series/ParksAndRecreation'', Ann was dating irresponsible, lazy, and dimwitted Andy, despite the fact that Andy frequently and obviously takes advantage of her. When they finally do break up, he then starts drawing the attention of April. Since then, Andy has experienced CharacterizationMarchesOn and become more of a cheerful ManChild.
* TheHighwayman in the ''Series/YoungBlades'' episode "Four Musketeers and a Baby" [[InvokedTrope builds his image around this trope]] by targeting coaches with women in them, flirting, and giving them scarves as keepsakes. It reaches the point where women write ballads about him and ride around in a carriage, trying to get robbed. It's implied that he [[spoiler:gets pardoned in the end]], in part because Queen Anne herself fell into this mindset.
* ''Series/NoahsArc'': This was Eddie's motivation for [[spoiler:cheating on Chance with a more "thuggish" guy]].
* In ''Series/TrueBlood'', the most obvious use of this trope is probably Bill and Sookie: Bill is a controlling, manipulative, partially-reformed serial killer who broods a lot and identifies Sookie as his property on more than one occasion. Sookie is instantly more attracted to him than the approximately-equally-good-looking Sam, who treats her with a lot more respect and is a much nicer guy (despite doing creepy things now and then). Then there's Eric (of course), who (as well as being an unreformed serial killer) is a drug-dealing former Nazi who tortures people in his basement. Sookie and the female fanbase seem to be exceedingly attracted to him, especially after his hotness upgrade in seasons two and three. And Franklin is a psychotic mass murderer who repeatedly raped one of the most vulnerable characters on the show, but out of the show's universe, the female fans have sewed him a nice pair of [[DracoInLeatherPants leather pants]].
** To a lesser extent, this trope fits almost every male character on the show except Hoyt and Terry. Jason is a chronic womanizer, Sam sexually harasses the female barstaff and has no compunction about stalking Sookie (in canine form), Lafayette deals drugs and looks down at everybody, and no vampire on the show has ever completely stopped murdering people.
** Luna lampshades this when she admits to Sam that she "became a cliche" when she fell in love with her ex-husband and baby-daddy Marcus, a biker werewolf.
* Played with to the point of inversion in ''Series/{{Castle}}''; Richard Castle has the public reputation of a bad boy who lives a playboy rock-star life, but it's gradually made clear that this is mostly an act and he's a genuinely good and decent man when you get down to it. Kate Beckett, however, has the appearance of an upright and solid ByTheBookCop, but is gradually revealed to have wilder HiddenDepths than would not be suspected from the initial appearances, and the more the fallout from her mother's murder is examined, the more a {{broken|Bird}} and darker character begins to emerge. It's also subverted in that, while it's hinted several times that Beckett may have a bit of a thing for bad boys, she only really begins to seriously warm to Castle when he shows his more mature and decent sides.
** One episode, "Food To Die For", plays with this. The victim had a reputation for being a bad boy that slept around. [[spoiler:He also got his foster brother's girlfriend pregnant. However, she rejected him ''because'' he was a bad boy. In her words, if she couldn't trust him as a man, she certainly couldn't trust him as a father. In this case, he was truly in love with her, to the point where he planned to quit his successful career as a chef, and spent two weeks in the cafe near where she worked, trying to get up the nerve to propose to her. Unfortunately, his foster brother found out and killed him.]]
* ''Series/BeverlyHills90210'' both played this straight and averted it. It's played straight with Dylan, the bad boy that several leading ladies pined for over the years (Kelly and Brenda as the most prominent examples). Originally Dylan was even planned to only be the troubled-kid-of-the-week, but the audience took to him so much, that he was brought back as a regular. Averted with Brandon, who had a different girl pining over him nearly every week during the first seasons despite being one of the nicest guys ever...
** Also in the sequel series Both Naomi and Annie fall for resident bad boy Liam.
* ''Series/{{Community}}'': This is something of a recurring theme with Britta Perry whose past romantic involvements seem to involve a long line of 'bad-boys', weirdoes and damaged goods:
** In the early seasons of the show, she had something of a WillTheyOrWontThey vibe with Jeff, an AmoralAttorney and allround {{Jerkass}} (albeit one [[JerkWithAHeartOfGold with a deeply hidden heart of gold]]) culminating in the revelation that they'd been having a FriendsWithBenefits relationship in season two. They later dropped it, however.
** In [[Recap/CommunityS2E18CustodyLawAndEasternEuropeanDiplomacy "Custody Law and Eastern European Diplomacy"]], she has a brief fling with a guy who turns out to be a Balkan war criminal. Subverted, however, in that even for Britta this is going a bit too far.
** "Competitive Wine Tasting" sees her begin to develop urges towards Troy after he makes up a story about being molested by his uncle to avoid feeling left out in drama class ([[ItMakesSenseInContext long story]]).
** {{Deconstruct|ion}}ed in "Origins of Vampire Mythology", where Britta--previously established to have a thing for bad boys and messed-up losers--discovers an old boyfriend who works with a carnival is in town and ends up having to be restrained to prevent herself from flinging herself into an ill-advised sexual encounter that she will end up regretting. Over the course of the episode, it's gradually suggested that Britta's urges stem from severe self-esteem issues and that she initiates these relationships as a self-destructive way of validating her own lack of self-worth; when her friends are texting her as her boyfriend to try and throw her off, their increasingly nasty and dismissive text messages serve only to prompt increasingly pathetic and desperate responses from Britta, until a "nice" text message serves to break the spell and cause her to dismiss the boyfriend as a "loser". Unfortunately, she happened to say this in earshot of Troy, [[DoggedNiceGuy who actually sent the message]], hurting his feelings and prompting a [[WhatTheHellHero calling out]] over how fucked up she and her relations with men both are by Annie.
*** Also deconstructed with the boyfriend, who--when we encounter him--turns out to be a fairly pleasant, laid-back, amiable guy, on the surface at least. It's suggested that this is why people are drawn to him despite [[InformedFlaw the fact that he's apparently a jerk]], since his laid-back attitude conceals his inner flaws and makes him a lot more engaging than he would be if he was just an asshole up front, as is common with a lot of depictions in this trope. [[spoiler:It's also revealed that he has brain damage which means he is literally incapable of feeling shame, meaning that he also literally cannot help being an asshole whenever he feels like it.]]
** Given her oft-seen crush on Jeff, it's fairly safe to say that Annie has tendencies towards this trope as well (although, that said, in the above example she's utterly bewildered by Britta's response to the text messages). She is, however, a lot more perceptive, self-aware and self-critical of it than Britta, acknowledging at several points that she knows that ultimately she and Jeff aren't a very good match and that she's trying to "change" him more because she's frightened of ending up alone and unloved than because of genuine feelings.
** Annie also shows this towards Abed when he is playing Han Solo during the paintball game. Though she also points out that he was more of a dork for doing it than the rouge that he was portraying.
* ''Series/BoyMeetsWorld'': KidAnova Shawn has a troubled home life and something of a "bad boy" image. However, the bad boy aspect of his character became less prevalent as the series went on, and was basically dropped by the time he gets a steady girlfriend in season five. There are also several times when Cory tries to impress girls by acting "dangerous", usually failing at it.
* ''I Married A Mobster'' deconstructs this ''hard'' as the future wife starts off relatively okay (more or less) before being swept off her feet by the bad boy mobster to effectively live the "Push It To The Limit" montage from ''Film/{{Scarface 1983}}''--then [[RealityEnsues the mobster is caught, sent to jail for life (or close to it), leaving his spouse with a mountain of debt, a bad rep, and having to actually ''work'' again--after years of living in a mansion with fast cars, parties, etc.--to support herself and remaining family]].
* On an episode of ''Series/{{Cheers}}'', Lilith writes a book called ''Good Girls, Bad Boys'' and is invited on a women's talk show. She brings along Sam as an example of a "Bad Boy" and her husband Frasier as a "Good Boy" women should be attracted too. The audience full of women go crazy for Sam and want him to take his shirt off. Lilith at first is clinical as she describes all the dangerous qualities that make Sam desirable to these sensible women but then she gets aroused and lunges at him to take his shirt off herself! Frasier is humiliated by this and goes to great lengths to prove that he can be a bad boy too, starting with taking a pair of scissors and running around the bar yelling "I am running with scissors!"
* Played with on an episode of ''Series/ADifferentWorld''. Lena James (Jada Pinkett Smith) is tempted when her "bad boy" ex-boyfriend (played by Music/TupacShakur) visits her on campus and tries to convince her to leave the college and live with him. She ultimately refuses, even after most of her women friends claimed they would have accepted without hesitation. TruthInTelevision as well: Jada Pinkett Smith revealed that she knew and had a bad boy crush on Tupac before she met and ended up marrying Creator/WillSmith.
* Played for laughs on ''Series/MarriedWithChildren''. Bud Bundy tries to use different bad boy persona's to convince women to have sex with him. His most commonly used persona being Grandmaster B, a rapper born in the Hood. Most of the time, he's convincing enough to lead the women back to his house, only for one of the family members to expose what a square he really is. Ironically, his first steady girlfriend ends up liking him because he's {{Adorkable}}.
** Also in a Gender-Inversion. Bud becomes a contestant on a dating show and ends up losing to the bad boy, Rodrigo, who plays the spoiler on the show. This was despite promising what a good man he would be to the female guest. Afterwards, many women end up feeling sorry for Bud and beg to date him, including a nerdy good girl who promised Bud the same love and loyalty. What does Bud do in the end? Rejects the nerdy woman for the more slutty looking one behind her.
** Bud's sister, Kelly meanwhile dates various sleazy bikers, hoods, and ex-cons with nicknames like Mayhem, Pinworm, Salt Water, and Stab Wound.
* On ''Series/OnceUponATime'', Belle's curse persona Lacey is drawn to Gold's villainous ways.
* Laurel Lance from ''Series/{{Arrow}}''. Even lampshaded by Tommy in episode thirteen.
-->'''Tommy:''' We both know that she has a pretty strong track record of being attracted to guys who are dangerous, who break the rules. Show me a more dangerous rule breaker than the Hood.
** Thea who falls for Roy--the guy who stole her handbag.
** Felicity's crush on Oliver.
* In ''Series/{{MASH}}'', Hawkeye and Trapper are surrounded by nurses who can't stop sleeping with them, even knowing they're complete man-whores and Trapper is married.
* In the ''Series/{{Supernatural}}'' episode [[Recap/SupernaturalS02E20WhatIsAndWhatShouldNeverBe "What Is And What Should Never Be" (S02, E20)]], Dean revels in their fugitive status, declaring that "chicks dig the danger vibe". Later in the episode, his Wishverse girlfriend, Carmen, seems to be this as well, considering that she's a nurse who's living with a guy who's implied to be an alcoholic, works as a mechanic, and is on not-exactly-stellar terms with his lawyer brother.
** In the episode [[Recap/SupernaturalS02E14BornUnderABadSign "Born Under A Bad Sign" (S02, E14)]], fans ''[[EvilIsSexy loved]]'' getting a glimpse of evil [[spoiler:Sam]] when he's [[spoiler:possessed by Meg]]. He shoots [[spoiler:Dean]] in the shoulder and ties up [[spoiler:Jo]] as bait, and the [[spoiler:Jo]] interactions have distinctly creepy and borderline rapey undertones.
** Rowena might be a centuries old witch but she goes completely googly-eyed when she sees Lucifer in action. On the other hand she might just be attracted to the raw power Lucifer exudes.
* In ''Series/{{Power}}'', Tasha loves James, her husband, ''because'' he's a major drug dealer, and his attempts at getting out of the criminal lifestyle turn her off. Meanwhile Holly initially tells Tommy (James' partner) that she won't sleep with him on their first date, but, after witnessing him beat the hell out of a patron in a bar who was flirting with her, very eagerly changes her mind.
* In ''Series/OpenHeart'', it's Dylan Blake and her break-in buddy Teddy. Though she may not be too fond of him after he ditches her and her dying friend.
* When Eddie is introduced in the second season of ''Series/HouseOfAnubis'', practically all the girls (besides Patricia) find themselves falling for him as soon as they met him, especially after telling his story about how he got kicked out of a lot of schools. However, the girls soon just started treating him like anyone else in the House and let he and Patricia [[BelligerentSexualTension do their thing.]]
* Subverted in an episode of ''Series/TalesFromTheCrypt''. Two war buddies, a geeky, {{Adorkable}}, nice guy and his friend, a TallDarkAndHandsome guy who displays all the characteristics of a bad boy, arrive back in America from their tour in Vietnam. They go to the nice guy's house only for his friend to discover that he's married to a beautiful woman. Not understanding how such a woman can be with a guy like his geeky friend, he soon becomes jealous and tries to seduce her away from him. [[spoiler: After the wife makes it clear she isn't interested, he kills his geeky friend, but makes it look like an accident. The wife knowing that he was killed by his friend, pretends to fall for the bad boy's charms, only to [[DrivenToSuicide poison herself]] seconds before having sex with him, which kills them both.]]
* ''Series/NightAndDay'' plays this straight to the extent that Josh Alexander, the primary love interest of Jane and after her disappearance, Della, appears on the surface to be the archetypal bad boy, all brooding biker and leather jackets. But blackouts and spooky demonic phase notwithstanding, for the most part he's one of the nicest and best-adjusted of the teenage male characters on the show.
* ''Series/MadamSecretary'':
** {{Inverted|Trope}} with the HappilyMarried Liz and Henry [=McCord=]. Henry's a professor of theology with a very strong personal code of ethics, and she's commented that [[GoodPeopleHaveGoodSex she finds his morals quite a turn-on]]. It doesn't hurt that he's an ex-marine as well.
--->'''Henry:''' Who says you have to be a bad boy to get the hot girl?
** Their eldest daughter Stevie, though... First she starts dating her [[MayDecemberRomance twenty-years-older boss]], then switches to her old friend, the President's son Harrison (who she knows because Liz and President Dalton worked together at the CIA), a recovering heroin addict prone to relapse.
* ''Series/TheOC'' has Marissa fall for the brooding, troubled Ryan, Also there's also Volchok in season 3. She is aware that he is "bad" by most people's standards, but actively defends him as misunderstood to everyone, until he cheats on her, humiliates her and uses her to steal money.
* ''Series/LawAndOrderSpecialVictimsUnit'' has [[MeaningfulName Bronwyn Freed]] who pretty much embodies hybristophilia. She befriends William Lewis while serving as a juror and [[spoiler: helps him escape]]. She does this again in Season 17, with [[spoiler: Dr. Yates and Dr. Rudnick]]. Despite how they ditch her, she still defends them, saying they're nice people!
* ''Series/StudioC'' parodies this in "[[https://www.youtube.com/watch?v=Eo-25NxT1sk Bad Boy Rap]]", which is supposed to be a song about how girls prefer troubled boys with tattoos and a motorcycle, until it's hijacked by a pair with [[MonsterFangirl a different definition of bad boy]]:
--> We like [[Disney/TheLionKing Scar]] and [[Disney/{{Aladdin}} Jafar]] son - [[Franchise/StarWars Darth Vader]], [[Literature/TheStrangeCaseOfDrJekyllAndMrHyde Mr. Hyde]] and UsefulNotes/AttilaTheHun Uh! When they try to [[TakeOverTheWorld take over the world]] in any way, it's hot like the alien from Film/IndependenceDay!
* ''Series/Daredevil2015'': The relationship between Wilson Fisk and his mistress Vanessa Marianna can only be described as this. Vanessa decides that the fact that Fisk is a dangerous sociopath and murderer is actually a plus. If nothing else, it means he will definitely keep her safe. And while it initially seems like she's going to humanize Fisk, his relationship and his desire to protect her from his criminal activities lead him to committing even more violent acts which she encourages.

* Barbara Mandrell's "Angels Love Bad Men," a top 20 country single from 1986 about a girl falling for a career robber; guest backing vocals were provided by Waylon Jennings.
* Pretty much everything from Music/LanaDelRey falls into this trope. Her debut album ''Music/BornToDie'' has "Blue Jeans" (which even namedrops James Dean), "Off to the Races" (which is more of an ode to an OutlawCouple), "Born to Die" (which is about an abusive relationship with a macho man while living on "the wild side")... it goes on and on. It's hard to tell whether she really believes it or whether she just plays up that persona to sell records.
* The narrator in Music/{{Halsey}}'s "Ghost" admits to this.
-->''I like the [[TroubledButCute sad eyes, bad guys, mouth full of white lies]]''
-->''Kiss me in the corridor, but quick to tell me goodbye.''
* Music/LizPhair tends to parody this. Her debut album ''Music/ExileInGuyville'' features the song "Soup Star Joe", about the idealization of such men in Hollywood.
* [[Music/FallingInReverse So why do good girls like bad guys? I've had this question for a really long time! I've been a bad boy and it's plain to see! So why do good girls fall in love with me?]]
* Music/{{Garbage}} has a song titled 'Bad Boyfriend', featuring lyrics such as "And if you can't love me honey, come on, just pretend", and "It may not last but we'll have fun till it ends". The lyrics seem to be from the perspective of a bad girl, too.
* Music/PetShopBoys song "West End Girls".
* Music/BackstreetBoys had a song with the title, "If You Want It To Be Good Girl (Get Yourself A Bad Boy)".
* Angel and the Reruns performed a song called "Why Do Good Girls Like Bad Boys?" in ''Film/BachelorParty''.
* The (hilarious) Music/{{DMX}} song "Good Girls, Bad Guys."
* "Leader of the Pack", sung by girl group The Shangri-Las was a Billboard #1 hit in 1964.
** Music/TwistedSister did a gender-flipped cover of it in 1985, sung from Jimmy's POV. In this one, it's the girl who drives off and dies in an auto accident.
* It's part of the reason why the groupie goes off with the hot mega-rock star Pink in ''The Wall''. And then, of course, HilarityEnsues as she finds out just ''how'' bad he really is, [[spoiler: as he proceeds to trash his hotel room and nearly kill her in the process]].
* Stephanie's [[http://www.youtube.com/watch?v=aUTbmmTv2j4 Irresistible]]:
-->''I know he's wrong''
-->''But his arms feel so right''
-->''He's a magical potion''
-->''Tearing up my emotions''
-->''What if I see what this boy does to me?''
-->''Can't I simply forget him''
-->''Cause I know I'll regret him''
-->''I can't fight anymore''
* Music/NoDoubt's [[http://www.youtube.com/watch?v=XzSGQ-mNvP8 Bathwater]]:
-->''Wanted and adored by attractive women''
-->''Bountiful selection at your discretion''
-->''I know I'm diving into my own destruction''
-->''So why do we choose the boys that are naughty?''
-->''I don't fit in, so why do you want me?''
-->''I know I can't tame you, but I just keep trying.''
* MC Lyte's "Ruffneck".
* Music/TaylorSwift 's "The Way I Loved You" is about a girl who dates a nice guy but is incredibly bored with him and misses the way she and her ex would "scream, fight and kiss in the rain."
* Cobra Starship's "Nice Guys Finish Last":
-->''Listen kid you hear them sirens coming for me''
-->''But when I get downtown she will already be''
-->''Posting bail in her favorite dress''
-->''Smiling at me because I'm no good''
** Cobra Starship also has "Good girls go bad"
* The Music/CheerUpCharlieDaniels song "Too Damn Rock and Roll" plays with the trope. The girl ''wants'' him, but she won't follow through.
* Music/{{Ludo}}'s Roxy has a theme like this, although it's more like "All Girls Want {{Jerkass}}es":
-->''Oh Roxy, why won't you love me?''
-->''Is it because I'm American?''
-->''Or maybe it's because I don't grope you and your friends''
-->''Like the fool behind you now dancing halfway down your pants''
* Music/AlexandraBurke likes [[http://www.youtube.com/watch?v=Li_nzTVYpk8&feature=related Bad Boys]].
* The song "Bad Romance" by Music/LadyGaga could be interpreted this way.
* Music/BritneySpears' "Toxic" practically defines this trope. "You're toxic, I'm slipping under, a taste of your poison paradise"--clearly from the perspective of a bad-boy-wanter!
** Followed by "Criminal", although its refrain sounds more like DatingWhatDaddyHates.
* Professor Green's song "Just be Good to Green" invokes this.
-->''I'm a bad boy, something every good girl needs''
* Music/KylieMinogue has a song called "Better the Devil You Know".
-->''I'll forgive, and forget. If you say you'll never go. Cause its true. What they say, it's better the devil you know''
* Jewel's song "Foolish Games" is a {{deconstruction}} that analyzes this from the perspective of a girl who's been deeply hurt by her {{Jerkass}} of a boyfriend, who's described as having many of the aspects of this trope.
* "Good Girls Like Bad Boys" by Jadyn Maria.
* Music/BowlingForSoup has "[[http://www.youtube.com/watch?v=VGRxmYXi4Io Girl All the Bad Guys Want]]", which is about an uncool guy who likes a bad girl who dates bad boys. So...[[PlayingWithATrope played straight]] ''and'' two or three kinds of {{inverted|Trope}}?
* ''Can't Leave 'Em Alone'' by Ciara.
-->''I can't leave 'em alone''
-->''Tried that good boy game''
-->''But the dope boy's turning me on''
-->''So bad, I love that, I can't leave 'em alone''
* "Bad Boys" by Wham!.
-->''Boys like you, are bad through and through/Still, girls like me, always seem to be with you!''
* "Be Hit" by Smog.
-->''It seems that my sensitive touch''
-->''Could be given by any old schmuck''
* "Becoming More Like Alfie" by The Divine Comedy is about a former Nice Guy who's decided to become a Bad Boy after striking out once too often with girls who like the latter over the former.
* "Biker Like An Icon" by Music/PaulMcCartney is about a girl who's infatuated with a rough-and-tumble biker and follows him around, hoping to meet him. It's deconstructed, however, since "the biker doesn't like her", and when they finally meet up, it's implied he [[DownerEnding rapes and murders her]].
* "Rule Breaker" by Ashlee Simpson is this.
* "Judas" by Lady Gaga. Lady Gaga admitted this was about her then-ex-boyfriend, a notorious bad boy. The video is also clearly about the bad boy--the betrayer--in the group.
* "Mr. Wrong" by Mary J. Blige. In the song, she gets along with her "bad boy" boyfriend, but he hurts her a lot. She tries to leave but can't get herself to do it because she loves him. It can be interpreted either as a love song or sad song.
* {{Gender Flip}}ped in Apache's "Gangsta Bitch".
* Cascada's "Bad Boy" is sung from the POV of girl who's had her heart broken by a bad boy and doesn't want to be involved with him again but still wants to have sex with him.
* Theory of a Dead Man's "Gentleman" is this trope with a dash of TakeThat:
-->''Girls don't want a gentleman''
-->''They say they do but in the end''
-->''Girls don't want a gentleman''
-->''They want a [[SelfDeprecation loser like me]]''
* "[[http://thedoubleclicks.bandcamp.com/track/oh-mr-darcy Oh, Mr. Darcy]]" by the Doubleclicks is about someone trying to overcome this tendency, inspired by early exposure to the 1995 version of ''Literature/PrideAndPrejudice''.
** Their song "[[http://thedoubleclicks.bandcamp.com/track/lasers-and-feelings Lasers and Feelings]]" advances the "bad boy" concept to the level of super-villain.
* Music/CelticThunder's Ryan Kelly, especially in the songs "[[http://www.youtube.com/watch?v=bYaE7xV_drA That's a Woman]]" and "Heartbreaker". The latter even provided his FanNickname: "The Dark Destroyer".
* Music/RichardThompson seems to enjoy playing with this trope. For example, his "1952 Vincent Black Lightning" is about a passionate romance between FieryRedhead Red Molly and BadassBiker James, which ends when the latter is gunned down during an armed robbery (leaving the former his bike). Or there's his "I Feel So Good", about a newly-released ex-con hitting the town with "a half-naked woman with her tongue down my throat". For that matter, Thompson's tongue-in-cheek but straight-faced cover version of Music/BritneySpears's "Oops, I Did It Again" turns that song into a faintly sinister evocation of this trope.
* "Bad Boy" by the [[Music/GloriaEstefan Miami Sound Machine]]
-->''Bad, bad, bad, bad boy! You make me feel so good!''
* Music/BillyJoel's "You May Be Right" explores this trope from the perspective of the bad boy.
** "Only The Good Die Young" does so to an extent, too.
* "Poison" by Groove Coverage.
-->''I wanna love you but I better not touch.''
-->''I wanna hold you but my senses tell me to stop.''
-->''I wanna kiss you but I want it too much.''
-->''I wanna taste you but your lips are venomous poison.''
-->''You're poison running through my veins, you're poison.''
-->''I don't wanna break these chains.''
** GenderInvertedTrope in the original 1989 version by Music/AliceCooper.
* Trisha Yearwood's "Walkaway Joe" shows the dark side of this trope: bad boys are usually bad for a reason, and have no qualms toying with the hearts of young girls and leaving them behind (after robbing a gas station).
* "Rasputin" by Boney M:
-->"This man has got to go" declared his enemies\\
But the ladies begged, "Don't you try to do it, please"\\
No doubt this Rasputin had lots of hidden charms\\
Though he was a brute, they just fell into his arms
* "Rich Fantasy Lives", a FilkSong by Tom Smith and Rob Balder:
-->''That waitress at Pete's, who took so long to seat you''\\
''And left you to stand in the doorway''\\
''With her stringy red hair, and her thousand yard stare''\\
''In her mind, she's the princess of Norway''\\
''As she takes down your order, she's crossing the fjord''\\
''Her white stallion spits foam like a madman''\\
''[[BadassPrincess Many vikings have died trying to take her as bride]]''\\
''But her heart is reserved for a bad man''
* Deconstructed by Laura Branigan's "Bad Attitude", where the singer says she only has herself to blame for getting into a relationship with a boy like this, and dumps him. Australian GirlGroup Girlfriend's cover includes the backup singers as her friends warning her that things would turn out this way, and alters one of the lines to "But Cupid's a real good liar".
* Music/TheOffspring provide a rare gender inversion in their song "Want You Bad".
-->''I know your arms are open wide, but you're a little on the straight side, I can't lie\\
Your one vice is you're too nice\\
Come around now, can't you see?\\
I want you, all tattooed, I [[TitleDrop want you bad]]\\
Complete me, mistreat me, want you to be bad, bad, bad, bad, bad''

* In Myth/ClassicalMythology, Aphrodite's passionate (and lasting) affair with the dangerous, bloodthirsty war-god Ares makes this trope OlderThanFeudalism. The fact that her husband Hephaestus was [[TheGrotesque deformed and disabled]] and the marriage wasn't even her idea didn't help matters.

[[folder:Pro Wrestling]]
* If a woman in ''Wrestling/{{WWE}}'' ever undergoes a FaceHeelTurn, there are good odds that this is how she'll do it. Examples include:
** Wrestling/StephanieMcMahon, who turned heel after marrying Wrestling/TripleH. In her post-heel-turn promo, she admitted that she was always attracted to him, but her feelings were only spurred on by her desire to spite [[Wrestling/VinceMcMahon her father]].
** Tori, when she ditched Wrestling/{{Kane}} for [[Wrestling/SeanWaltman X-Pac]].
** Years later, Wrestling/{{Lita}} would leave Kane for Wrestling/{{Edge}}. This mirrored her {{real life|WritesThePlot}} [[YourCheatingHeart actions]] with Wrestling/MattHardy.
** Wrestling/TrishStratus, who turned on Wrestling/ChrisJericho in favor of Wrestling/{{Christian}} ''after'' Jericho did a HeelFaceTurn for her sake.
** Wrestling/{{Layla}} choosing Wrestling/WilliamRegal over Jamie Noble is another example, though she never really turned face in the first place.
** Subverted, though, by Wrestling/MollyHolly's heel turn in 2001. Despite the fact that it showed all the qualities of the above angles, the fact that she left Spike Dudley for ''[[Wrestling/GregoryHelms The Hurricane]]'' undermines the "bad boy" aspect since he's...well, a superhero. It didn't help that neither of them really did anything heelish at all beyond disapproving of The APA drinking beer, and immediately turned out-and-out face after the WCW/ECW Invasion angle ended. A much more definitive heel turn occurred for Molly the following year, with no bad boy in sight.
* Played with in the case of Wrestling/TerriRunnels during WWE's Wrestling/AttitudeEra. She made her debut as Marlena the valet of her real life husband's Wrestling/{{Goldust}} persona. Goldust was a heel. However, after his HeelFaceTurn, Goldust lost Terri for a few days to heel Brian Pillman, but then initially [[DefiledForever refused to take her back]]. About a year later, Goldust broke character and appeared as a Born Again Christian Dustin Runnels, who was willing to forgive and forget and take Terri back. She however, blew him off for Val Venis, a playboy persona. However, when Venis started to {{reform|edRakes}}, Runnels showed up again as Goldust and Terri came running to him. After he rejected her for good this time, she became a StrawFeminist who swore off men completely.
* A quite frankly, bizarre example is with Wrestling/AJLee, who pursued not one, but three men who each fit the bad boy criteria to different degrees. Her main interest focused on AntiHero Wrestling/CMPunk, wearing his shirts and mimicking his mannerism to a degree. Then there's {{Jerkass}} [[Wrestling/BryanDanielson Daniel Bryan]], her ex who she admitted she wasn't quite over yet, and was possibly just trying to make jealous. And finally there's [[OurDemonsAreDifferent Kane]], who she made dreamy eyes at, and apparently thought he had a heart [[DracoInLeatherPants buried under his tormented soul]], and who she notably kissed with considerably more passion than she showed towards the other two. The one thing all three men appeared to agree on is that AJ is [[LoveMakesYouCrazy out of her damn mind]]. After a stint as RAW GM, she began an on screen relationship with WWE's good boy, Wrestling/JohnCena. Then she topples a ladder with him on top and ends up with bad boy Wrestling/DolphZiggler.

[[folder:Stand Up Comedy]]
* Creator/JeffFoxworthy mocked and Deconstructed this trope at the same time. He said that when women say they want a "dangerous" guy, they're usually thinking of some Franchise/JamesBond-type of dude, but if a woman ''did'' end up with a "dangerous" man, then the likeliest outcome would have them on an episode of ''Cops'' with her hanging out of the trailer in a tube top, screaming ''"Lock his ass up!"''
* Creator/BillHicks has a routine about this trope in which the "bad boy" is Satan and the woman believes ICanChangeMyBeloved. He has also recorded a song about it: "Chicks Dig Jerks". Both have a decidedly bitter tone.
* Glen Foster, aka "That Canadian Guy", says that someone once told him that girls may be attracted to bad boys initially, but they don't ''stay'' with the bad boys. Glen [[ComicallyMissingThePoint interprets this as a double benefit]].

* ''Assassins'' plays this for laughs by having Lynette Froome wax lyrical about how amazingly smart and beautiful Charles Manson is. Based on RealLife, as she was infatuated with Manson and tried to kill the President in his name.
* In ''Film/{{Grease}}'', the "cool" girls, especially Rizzo, are attracted to bad boys, and the male lead, Danny Zuko, is a bad boy who resembles Arthur Fonzarelli. The main conflict in the plot is over Danny's "badness" and the "goodness" of Sandy, the lead female. Eventually, they end up meeting somewhere in the middle.
* In ''Theatre/TheImportanceOfBeingEarnest'', Cecily falls madly in love with Jack's wayward brother [[LoveBeforeFirstSight without ever having met him]] because "a man who is very much talked about is always very attractive. One feels there must be something in him after all."
* In ''Theatre/SpringAwakening'' Thea declares, "Melchi Gabor, he's such a radical! You know what the whisper is? He doesn't believe in anything! Not in God, not in Heaven, not in a single thing in this world!" Cue the other girls on stage sighing dreamily.
* Stella in ''Theatre/AStreetcarNamedDesire'' chooses to stay with Stanley, who is violent, abusive, and beneath her social class. She reasons that what goes on between the sheets makes everything unimportant. Even her sister Blanche flirts with him.
* "Mack The Knife" Macheath in Kurt Weills ''Theatre/TheThreepennyOpera'' is an all-out sociopathic criminal. But that does not stop at least ''four'' girls from going crazy over him.
* ''Theatre/ZombieProm'' sort of parodies this with TheHero, Jonny Warner. He has a motorcycle (like many bad boys), but the most rebellious thing he does is take the "h" out of his name, then tell Miss Strict he'd prefer to keep it out. Miss Strict and Toffee's parents still insist she break up with him. When she does, he is DrivenToSuicide, then comes back as a zombie. Interestingly, once he does, it is ''suggested'' that he might have been a bit more rebellious than we thought (telling Miss Strict that he "used to hate [her]" and "could not be reached"), but, as a zombie, all he wants to do is return to school and take Toffee to the prom.
* Sarah of ''Theatre/TanzDerVampire'' is a lot more interested in the vampire Count von Krolock than she is in Alfred, the quintessential (human) DoggedNiceGuy. She spends the musical longing for the Count's bite even as Alfred sings of his love for her.
* {{Deconstruct|ion}}ed in ''{{Theatre/Heathers}}''. Veronica was very much attracted to bad boy J.D. when he was just a broody, intense bookworm with a troubled past that beat up {{Jerk Jock}}s in the cafeteria. Once he starts murdering people, however, their relationship goes south.

[[folder:Video Games]]
* Parodied in ''VideoGame/FinalFantasyVII'', when the [[EvilutionaryBiologist evil]] [[MadScientist scientist]] Hojo is surrounded by women at the beach. Played straight when you are told the reasons Sephiroth and Vincent exist. This is especially notable in that Hojo is never shown to be handsome at ALL. In fact, he's as close as you can get to the stereotypical mad scientist look, complete with evil laughs he doesn't even bother to hide.
* Both [[PlayingWithATrope played straight]] and {{inverted|Trope}} with ''VideoGame/TheSims2''. Angela Pleasant, the sweetheart of the Pleasant family, is going steady with Dustin Brooke, who is a rebel, at the start of the game. Lilith Pleasant, who's a bit of a devil, is going steady with a fairly good teen, Dirk Dreamer. Also, a fair number of girls are in love or have a crush on the town Casanova, Don Lothario, when Dina Caliente is dating Mortimer Goth as well, Kayleen Landgrak (One of the towns' maids, mind), is in love with both the aforementioned Don and Daniel Pleasant (whom is married already), and Cassandra is engaged to Don himself. Nina is the only one in the loop who isn't dating or has a crush on anyone else.
* Karen in ''VideoGame/PokemonGoldAndSilver'' explicitly states this trope.
* In the original ''Franchise/MagicalGirlLyricalNanoha'' [[TheAnimeOfTheGame mini-scenario]] that was included in the ''VideoGame/TriangleHeart3SweetSongsForever'' fandisc, Chrono played the role of the villain and Nanoha [[OfficialCouple eventually ended up with him]].
* ''VideoGame/KnightsOfTheOldRepublic'': Bastila in the first game will fall for the male PlayerCharacter regardless of alignment, and has some comments before the kiss about how attractive his strength (of personality, we assume) is.
* This trope accounts for at least some of [[JerkassFacade Squall's]] appeal to [[RebelliousPrincess Rinoa]] in ''VideoGame/FinalFantasyVIII'', although a lot of it also has to do with the fact that Squall is profoundly ''broken'' and Rinoa is strongly motivated to help people. Rinoa also dated [[TheRival Seifer]] in the game's backstory, but considering Seifer's aspirations to heroism and the fact that Rinoa herself was a member of LaResistance, he may not necessarily have come across as a bad boy at the time.
* Chillingly deconstructed in ''VideoGame/PlanescapeTorment''. A young, naive girl falls desperately in love with a dark, mysterious stranger covered in scars...[[spoiler:whose every word is calculated to manipulate her into being willing to do anything for him, because he needs a tool to sacrifice herself for him. He feels nothing for her but irritation for using his time. He is, after all, Practical.]] It's not until after she dies that she realizes the kind of guy he really was, ''[[LoveMartyr yet still]] [[MoreThanMindControl loves him anyway]]''...
* ''VideoGame/DragonAgeOrigins''
** [[CasanovaWannabe Oghren]] will bring this up if you talk about his class with him, joking that [[BloodKnight Berserkers]] can get all the women they want because women are attracted to men who are mysteriously angry and sulk in the shadows. (Not that it works in his case...)
** The trope is {{discussed|Trope}} in a conversation between [[NiceGuy Alistair]] and Leliana, where Alistair ponders why [[AnythingThatMoves Zevran]] is so successful with the ladies.
--->'''Alistair''': Do women go for that sort of thing?\\
'''Leliana''': [[EvilIsSexy Where I come from they do, oh yes]].\\
'''Alistair''': Huh. Really? I see.
** In the expansion, ''VideoGame/DragonAgeOriginsAwakening'', Oghren comments that Nathaniel Howe's tall, dark, and broody appearance must make him very popular with women.
* ''VideoGame/DragonAgeII''
** Hawke of either gender can comment on Anders' "sexy, tortured look", upon learning about his experiences with the spirit of Justice; there's also a dialogue option for telling him "I love it when you go all hot-headed revolutionary" (marked "You're cute when you rebel"). There's also a hilarious conversation in the ''Legacy'' DLC where Anders goes into depth about his condition and Hawke's response is literally "Ooh, baby. Tell me more."
** Varric tells Fenris that if he looked any more broody, women would swoon at his feet.
** The Anders romance arc could be seen as [[spoiler: a deconstruction. The bad boy ends up a tragic FallenHero gradually being corrupted from within; he essentially goes insane, manipulates his lover into helping him blow up the Chantry and start a war, and Hawke is eventually forced to either kill his/her own beloved, send him away, or run off with him to spend the rest of his/her life a wanted fugitive, also losing and greatly angering a close friend in the latter two cases (who swears vengeance not only on Hawke and Anders, but on ''everyone in Kirkwall'')]].
** The minor character Emile de Launcet invokes this, as he tells women he's a blood mage in an attempt to seem "dangerous and suave".
* ''VideoGame/MassEffect2'':
** [[PlayerCharacter Shepard]] can invoke this trope to explain why [[BridgeBunnies Kelly]] finds [[HitmanWithAHeart Thane]] alluring. If Shepard is male and played as mostly [[TheParagon paragon]], Kelly says that that's a dirty stereotype, which just happens to be true in her case. She says to a [[TheUnfettered renegade]] male Shepard that [[InvokedTrope she was thinking the same way about him too.]] If Shepard is female, Kelly asked if that includes her. Female Shepard can reply that dangerous men fit right into her dangerous life.
** It can be gender reversed with a Paragon male Shepard romancing Jack.
** Also averted when Kelly says something along the lines of: "Oh I don't know, good guys are pretty nice too." Of course, this is Kelly Chambers we're talking about. [[AnythingThatMoves It's not like she's picky]].
** Played straight however with the vampire in space [[OutWithABang Morinth]]. Her [[OffingTheOffspring mother]] [[ThePaladin Samara]] asks you to help draw her out to be killed, but advises Shepard that acting nice and good will turn her off. The only way TheParagon can attract her is by studying some clues on Morinth's musical, artistic and vid preferences. On the other hand, a renegade needn't know these preferences and can browbeat Morinth into taking him home. Then, someone who kills Samara to recruit Morinth plays this trope straight. However, consummating the relationship [[DeathBySex ends badly]]. [[spoiler: Not consummating also ends badly in the third game, as she shows up as a [[BossInMooksClothing banshee]] and tries to [[ImpaledWithExtremePrejudice kill you]]]].
* In ''VideoGame/CityOfHeroes'', mook types known as Skulls are often shown with girlfriends who you can't attack, however, if you initiate combat with the Skulls, the girlfriend will almost immediately dump them.
* Avoided entirely in the female route of ''VideoGame/{{Persona 3}} [[UpdatedRerelease Portable]]''. Of the men the female protagonist can romance, [[TheBigGuy Akihiko Sanada's]] [[AloofBigBrother aloof]] nature has caused him to be pegged as a Bad Boy with plenty of fangirls, while he is, in fact, a generally all-around nice guy (as well as being [[{{Adorkable}} hopelessly awkward when it comes to girls]]), Ken is [[TokenMiniMoe eleven]], Ryoji is a LadykillerInLove [[spoiler:and, while he's supposed to bring about [[TheEndOfTheWorldAsWeKnowIt The Fall]], he ''really'' [[AntiAntiChrist doesn't want to]]]]. And [[JerkWithAHeartOfGold Shinjiro Aragaki]]? Is not only nice to her from the very start of his Social Link, a good part of said Social Link is showing that he's [[HiddenDepths not really]] [[JerkassFacade a jerk]] [[StoicWoobie at all]]. [[spoiler:His love scene is not only completely optional (available ''after'' maxing his Social Link out), but a rare male case of ButIWouldReallyEnjoyIt. The female protagonist has to be ''very'' persistent with her feelings.]]
* A major part of [[TheLadette Ulala Serizawa's]] jealousy of [[GirlNextDoor Maya Amano]] in ''{{VideoGame/Persona 2}}'' ''Eternal Punishment'' is Maya's editing job and popularity with men; Ulala has no such luck, and the men she had dated in her lifetime were not only this trope, but have swindled her for money several times (you actually meet one of said swindlers during the game). At the end of the game, [[spoiler:it's implied that she fell for ''another'' "bad boy" - Kaoru Saga, better known as Baofu, a wiretapper, former public persecutor, and another member of the party. It's also subverted at that point; both Ulala and Baofu have gone through significant CharacterDevelopment, and at the end of the game, Baofu shuts down his wiretapping trade and opens a missing persons operation, even taking on his old name again.]]
* In ''VideoGame/GuiltyParty,'' both dialogue and cutscenes seem to suggest that nefarious Mr. Valentine, the "Shakespeare of Crime", does not lack for feminine affection. He even seduces one female culprit into working for him! Several others seem to have crushes on him.
* ''VideoGame/FalloutNewVegas'' opens with Benny shooting the PlayerCharacter in the head. Later on, if the player character is female and has the [[ReallyGetsAround Black]] [[FemmeFatale Widow]] perk, they can give this trope as an excuse while seducing him. He is (understandably) {{Squick}}ed out by the offer, but eventually relents.
* ''VideoGame/{{Bully}}'' largely averts this. Some of the girls you can flirt with may ''say'' they like Jimmy's rough side, but if you so much as hurt their feelings they'll cool on you immediately and [[LaserGuidedKarma the Prefects will quickly jump on your ass]]. Zoey plays it mostly straight in-story, but abusing her in the game proper will yield equally bad results. You want some action with the ladies, you've gotta play nice.
* Deconstructed in ''VideoGame/LastWindow''. [[spoiler:Margaret]] fell in love with [[spoiler:her husband George]] knowing fully that he was an evil man. Eventually, [[spoiler:he became a criminal and the only thing keeping them together was their shared guilt of his crimes. When he murdered a friend of theirs, she decided she'd had enough and planned to kill him, only to be beaten to the punch. Her knowledge of his crimes and the fact she allowed them to happen haunts her to this day]]. At one point, she describes herself as alternately loving and loathing him.
* Marin from ''VideoGame/TheLegendOfZeldaLinksAwakening'' seems to be this. If the player attacks a Cucco enough times while she's with you, she will scream out different remarks such as "Ohh! Link, you're a bad boy!" as if she's orgasming over Link's badness.
* In ''VideoGame/StarWarsTheOldRepublic'', it shows up when playing a male, Dark-side Sith. Interestingly, the two classes have two different variations:
** If the DS Sith Warrior falls for Vette, it's implied the relationship is genuine love, since to start the romance he has to remove her ShockCollar, which he has no reason to do besides wanting to. She ends up being his MoralityPet, and he her [[ViolentlyProtectiveGirlfriend Violently Protective Boyfriend]].
** The DS Sith Inquisitor and Ashara, however, seem to deconstruct this. While the feelings between them are also genuine, he does some pretty dark things to win her over, including staging a RescueRomance to get in her good books and killing her parental figures so she can travel with him. Additionally, the usual "bad boy is redeemed by love" cliché is completely absent here--while he has a [[MoralityPet soft spot for Ashara]], the Inquisitor remains evil. In fact, his relationship with Ashara [[CorruptTheCutie opens her up to Sith corruption]] and she ends up SlowlySlippingIntoEvil, showcasing the [[RealitySubtext very real dangers]] of this trope.
** While not to the extent of the Sith classes, and certainly not played with on the same level as the Inquisitor's, this can also be present in any other class where the male PlayerCharacter is Dark-side and going after a Light-side companion.
* Interestingly toyed with in ''VideoGame/FireEmblemAwakening''. Henry is [[PrettyBoy a beautiful]] [[WhiteHairBlackHeart white-haired youth]] [[BlueandOrangeMorality with some screws loose]] due to a DarkAndTroubledPast, and, as a result, he's a merciless BloodKnight with a LackOfEmpathy. However, when a girl falls for him, it's NOT due to his badassery and bad attitude but because, despite his craziness on the battlefield, outside of it he tries to help them in their daily lives--he joins Cherche in her vigilance rounds, fixes the plates Sumia broke, tries to help Lissa catch some sleep, etc. He also turns out to be a surprisingly loving and dedicated father to any child he has.
** Inverted in ''VideoGame/FireEmblemFates'' with Niles and two of his possible love interests, Effie and Oboro, who don't show any romantic interest in him until they get a glimpse of his HiddenHeartOfGold.
* Amy Rose's attraction to Franchise/SonicTheHedgehog--basically the progenitor of the MascotWithAttitude trope--definitely has shades of this. Despite her being a Bad Girl, Rouge's frequent flirting with Shadow is also ultimately this... [[UltimateLifeForm oh wait]]...!
* The former queen of the Night Elves Azshara from ''Franchise/{{Warcraft}}'' entranced everyone around her with her beauty and power. The one man she considered worthy of her? The Burning Titan Sargeras, who is essentially ''the Devil'' in the Warcraft mythos. Many of Azeroth's magic-related problems can be directly attributed to Azshara's twisted desire to bring Sargeras into the world and rule alongside him.
* ''VideoGame/TheElderScrollsVSkyrim'': Nirya, one of the mages at the College of Winterhold, says that [[EvilSorceror Ancano]] is clearly up to no good, but he's "rather handsome" anyway. Of course, if you read the Skyrim KinkMeme at all, you know that many, many people agree with her, as Ancano and various other male Thalmor (especially Ondolemar) feature prominently in the fills.
* In ''VideoGame/{{Roommates}}'', Anne going for Max fits the trope to a t. She describes him as being the kind of guy her parents warned her about, despite the fact that there were no guys like him within miles of her hometown. Anne's GayOption Isabella ''also'' counts. Flipping the player's gender, Max going for Sally could be seen as counting in a way, as while Sally isn't as sheltered as Anne, she's not nearly as wild as Max, either.
* ''VideoGame/{{Blazblue}}'': [[LadyOfWar Tsubaki Yayoi]] has a rather obvious attraction to [[AnIcePerson Jin Kisaragi.]] Jin himself is an ArrogantKungFuGuy who barely holds his contempt for those around him. To be fair, they are ChildhoodFriends and Tsubaki is pretty much the only character Jin treats with any sort of kindness.

[[folder: Visual Novels]]
* Toyed with in ''VisualNovel/CrescendoEienDatoOmotteItaAnoKoro''. Ryo, the main character, is a gruff guy with a bad reputation and a troubled past who sleeps through school enough to put his graduation in jeopardy. However, the girls like him... because [[JerkWithAHeartOfGold he's a kind-hearted guy who stands by them when they need support]], not the fact that he can beat up 3 guys at once.
* ''VisualNovel/YoJinBo'' has [[BloodKnight Tatsunami Ittosai]] as one of your possible options. He actually [[spoiler:betrays the heroine to the villains, becoming TheMole for a substantial section of the game]], but can be [[LoveRedeems redeemed]] courtesy of the PowerOfTrust, and has some of the most emotional endings in the game.
* ''VisualNovel/DiabolikLovers'' is all about a girl who is abused by a group of {{Bishonen}} vampire brothers. One of them even calls her 'Bitch-chan'. It's intended to be FetishFuel for girls who do want bad boys.

[[folder:Web Comics]]
* In ''Webcomic/RasputinBarxotka'', Camello and his muscles seem to attract beautiful women on a regular basis, even if though he is an arrogant jerk and a smuggler.
* [[http://the-qlc.com/loserz/go/13 This strip]] of ''Webcomic/{{Loserz}}''.
** [[http://the-qlc.com/loserz/go/130 And this one]] offers something of an explanation.
* Used in a gay sort of way with ''Webcomic/AbeAndKroenen'', because, while Kroenen's not that mean of a guy, he's still an undead Nazi assassin.
* ''Webcomic/TheOrderOfTheStick'': Belkar kisses a girl, in the middle of massacring her party. End result: she's lying among dead bodies, saying, "My name's Jenny! ... Just in case you ever ... you know" Later, they do...[[http://www.giantitp.com/comics/oots0622.html you know.]]
** Inverted [[http://www.giantitp.com/comics/oots0794.html here]], along with SingleWomanSeeksGoodMan. [[HornyDevils Sabine]] explains why demons are attracted to heroes.
* [[http://freefall.purrsia.com/ff1100/fv01089.htm This strip]] of ''Webcomic/{{Freefall}}'' proposes a brilliant theory that not only explains this trope, but explains why there are so many of the jerks prowling the planet in the first place.
* Yeon from ''Webcomic/TowerOfGod'', who slowly falls for Viole, a candidate FUG Slayer terrorist who wishes to kill her king, and by extension, wage war against the entire Zahard empire.
* Discussed and subverted in [[http://www.somethingpositive.net/sp02142004.shtml this]] ''Webcomic/SomethingPositive'' strip and those that follow it; Mike complains about this trope when seeing a girl he tried to go out with date another guy. Davan points out that, far from her being attracted to a jerk, it's more likely that she's dating him because he actually went to the trouble of asking her out--and, furthermore, guys who misrepresent their intentions by pretending to be a girl's friend solely in order to date (or just have sex with) her and then passive-aggressively whine when she doesn't "reward" them for being her friend (as Mike is currently doing) are hardly ''that'' great an improvement over the "jerks" they complain about.
** Interestingly, another storyline has Davan learn that same lesson himself in a {{Flashback}}.
* Used in a gender-reversed form in ''Webcomic/{{Digger}}''. [[spoiler:The first-born of Ed and his "wife" Blood-eyes dies, as is normal for hyenas (go look them up on Wikipedia and you'll see why). However, Ed had himself been a rare surviving first-born, and had been encouraging hope in her. Afterward, she started beating him, while he refused to flee from the situation (as was his right) because he ''still loved her''. It gets worse, though. Eventually, she and Ed conceive again; this child is born successfully, but she starts beating it, as well. Ed is now thoroughly exhausted and rips Blood-eyes' throat out while she sleeps, leading to the destruction of his previous name and exile from the tribe.]]
* Parodied (along with two of this trope's biggest popularizers) in [[http://www.harkavagrant.com/index.php?id=202 this]] strip from ''Webcomic/HarkAVagrant'', in which there is ''clearly'' something wrong with Creator/AnneBronte.
* [[http://mimiandeunice.com/2011/01/26/relationships-explained/ Mimi and Eunice]] explain the logic behind the trope.
* ''Webcomic/{{Pibgorn}}'': [[http://www.gocomics.com/pibgorn/2003/06/21/ It's hard to blame her...The evil ones give me a jump-start too.]]
* After working for the Labs in ''Webcomic/{{Narbonic}}'' for a while, Dave is [[http://www.webcomicsnation.com/shaenongarrity/narbonic_plus/series.php?view=archive&chapter=48473&name=narbonic_plus#strip3 starting to have this effect]] on some ladies. (It helps that he has a special bond with computers, and he's talking to an A.I.)
** His main love interest, the titular dr. Narbon, shows this to an extreme degree. This becomes very amusing during Dave's HeelFaceTurn.
* Ashley in ''Webcomic/SoulSymphony'' has a thing for local bad boy metalheads Charlie and Tom.
* In ''Webcomic/{{Sinfest}}'', [[http://www.sinfest.net/view.php?date=2006-07-18 Satan's TV ad promises "Evil: chicks dig it!"]]
* Heavily deconstructed in ''[[http://twilightcomic.com/ When Dawn Breaks, So Too, Shall You.]]'' The women and girls who have become fans of the ''Literature/{{Twil|ight}}yte'' series seek to gain boyfriends like Edward Cullin.[[note]]this name is not a misspelling; it is how his name is spelled in-universe[[/note]] However, they instead end up horrifically abused and mistreated by their boyfriends who they believe are their "true loves", [[LoveMartyr still staying with them and putting up with every second of the abuse because they believe that their boyfriends are doing it out of love.]] This results in overflowing numbers of women being sent to women's shelters, including the one the protagonist works at, and even the shelter's therapist is unable to convince them that they are being used instead of loved. Compounded by the in-universe Liberatist Feminist movement, created by Stephanie Mayer[[note]]her name is spelled this way in the webcomic itself[[/note]] built around the idea that women are nothing without men and need men to "complete" them.
* Most of the male characters in ''Webcomic/{{Homestuck}}'' qualify as bad boys, so this trope comes into play quite a lot. Aradia and Feferi both had redrom flings with [[PlayfulHacker Sollux]], and Feferi was once [[IneffectualSympatheticVillain Eridan's]] moirail. Nepeta and Terezi both had red feelings for [[GrumpyBear Karkat,]] to say nothing of Terezi's blackrom with [[MonsterClown Gamzee]]. On the human side of things, Terezi also had a brief redrom with Dave.
* ''Webcomic/SinnersOfSaintPaul'': [[GreenSkinnedSpaceBabe Viro]] is '''hot'''. Everyone wants to smang him.
* In ''Webcomic/SkinHorse'', Killotron-1 [[http://skin-horse.com/comic/beginning-to/ warns]] Bubbles that Killotron-2 is "not a robot you want to get attached to. He is a machine of dangerous passions! A tormented loner whose emotions are enslaved to wild desires!" Bubbles's reaction is "...joy." (Which admittedly is [[OneWordVocabulary one of six words she can say]], but she seems to mean it.)

[[folder:Web Original]]
* Subverted in an issue of ''Literature/TheDescendants'' that goes so far as having the same name as this trope.
* In ''WebVideo/ImAMarvelAndImADC'', Harley Quinn says that she wants a physically and emotionally abusive guy. She was trying to justify her canon love for the Joker, which is depicted as extremely unhealthy and, by the end of this season, [[spoiler: ends up with the Green Goblin, who is an a-hole to everyone else but treats her well]].
* In ''Roleplay/SurvivalOfTheFittest'', Rosa Fiametta's attraction to JJ Sturn, despite the fact that he's pretty much an asshat (whilst they're dating, at least). This backfires on her in a major way.
* [[http://www.cracked.com/video_15814_the-being-jerk-method.html The Being a Jerk Method]] of picking up women.
* [[http://www.collegehumor.com/video:1945481 This]] parody from ''Website/CollegeHumor'', showing what [[Franchise/TheLegendOfZelda Zelda]] and [[Franchise/SuperMarioBros Princess Peach]] discuss when the heroes aren't around. And again in [[http://www.collegehumor.com/video/5664104/adam-and-eve-in-the-friend-zone this]] video with Adam, Eve, and the Snake.
* In one Literature/WhateleyUniverse story, Loophole's student advisor warns her about Kodiak, pointing out that, no matter how romantic the bad boys seem, they're still bad, and it takes more than one girl's love to make them good--so if she's trying to change him, she needs to be bloody careful (especially considering that Kodiak is one of the most dangerous people at Whateley, at least among the student population). Loophole takes it to heart and later informs Kodiak that she knows he only really respects people who can stand up to him--and she proceeds to fight him and (almost) win so he'll ''really'' respect her. It works.
* Gender-inverted with WebVideo/TheNostalgiaCritic. He likes aggressive women so much that he would be happy for the prison characters of ''Film/{{Chicago}}'' to ''kill him'', he picked up a psycho StalkerWithACrush partner when he was a teenager because he broke up with them three times, his prom date ended up raping him, he has a complicated relationship with WebVideo/TheNostalgiaChick, and he keeps getting with Rapey![[WebVideo/TheSpoonyExperiment Spoony]].
** And, now that we mentioned her, WebVideo/TheNostalgiaChick. She gets manipulated into sex with Spoony, can't stop dating drunk guys, has a "history" with the Critic, and keeps fawning over an [[WebVideo/ToddInTheShadows asshole with no interest in her]]. Both of these can be considered deconstructed though, as the Critic's a "glutton for punishment" with very little power and the Chick herself is a BastardGirlfriend with issues.
*** Also shows up on her list of the top ten hottest animated guys: most of the list falls under this trope, whether the "brooding tortured loner" version or the "horrible, horrible person that may or may not have a heart of gold in there somewhere who [[ICanChangeMyBeloved girls can have 'fun' rehabilitating]]" version.
** Being an AntiRoleModel for fangirls, it's only fitting that Critic's stalker (Hyper Fangirl) shows this off. Critic's threatened to kill her a load of times for not leaving him alone and it just makes her more attracted to him.
* Parodied in [[http://www.youtube.com/watch?v=xfeys7Jfnx8 this]] Creator/{{Nigahiga}} video. It shows Ryan and Kevin trying to pick up girls by acting like total jerks.
* The whole point of websites like ''[[http://www.hotchickswithdouchebags.com Hot Chicks with Douchebags]]''.
* The website ''Website/TheArtOfManliness'' debunks this in a few articles and podcasts, explaining that women tend to go for confident guys and, often times, bad boys are more confident. It also mentions that those same bad boys don't last long and that a confident, yet well-mannered man is something for the guys to strive for. The site also criticizes the supposed DoggedNiceGuy for not being nearly as nice as he claims.
* Inverted in an article at Website/{{Cracked}}. One of the writers went undercover on a dating site, posing as a woman with model looks who spends "her" entire profile making racist jokes, displaying bad manners, admitting to breaking the law, gladly admitting she lies about being pregnant to get what she wants, [[ArsonMurderAndJaywalking and showing horrible grammar and spelling.]] Many men still messaged this person, asking for dates. The writer decided to up the ante by messaging them back, boasting about bullying young children, lying to a judge to avoid charges, and even making stupid demands of the men if they wanted to have sex with her, which included but was not limited to, [[BodyHorror allowing her to yank out one of their teeth]]. At one point, she freely explained that she only has sex with men so she can pretend to be pregnant and get money from them. Despite this, many men were gravitating toward her. And yes, it was all real.
* Veronica of ''WebVideo/TheVeronicaExclusive'' wants bad ''girls'', specifically, Jane. This is {{Deconstructed}} when Jane turns out to be less of a deep, mysterious loner and more of a vindictive, psychotic SerialKiller. At the end, Veronica outright states that everything she found attractive about Jane at first turned out to be a far harsher, more dangerous quality once you scratched the surface.

[[folder:Western Animation]]
* WesternAnimation/KimPossible admits to Ron (in the appropriately titled episode "[[Recap/KimPossibleS3E4BadBoy Bad Boy]]") that she likes the TroubledButCute type. Ron sees a pattern, and attempts to cultivate a bad boy persona as date-bait. This coincides with a TransformationRay that makes him a genuine supervillain. Ironically, not Disney, but Nickelodeon would grant Kim's wish in one of their [[http://i.imgur.com/niUmRw4.jpg magazine's prank comic books]] that announced she was dating...
* ''WesternAnimation/AvatarTheLastAirbender'' and its sequel ''WesternAnimation/TheLegendOfKorra'' both have examples which, interestingly enough, are either not played straight or end up subverted in some way or another.
** Prince Zuko, who has the scars, the attitude, and the fangirls to qualify, not to mention [[Film/{{Grease}} a familiar name]]. Even well before his HeelFaceTurn however, the more he is seen outside of battle, the clearer it is that he is much less a bad boy than a [[HeroicBSOD brooding]] [[{{Adorkable}} dork]].
** Katara also was quite goo-gaa over Jet in his first episode when he was a heroic Robin Hood-esque figure fighting for the freedom for the Earth Kingdom but still had the roguish aloofness of a bad boy. [[spoiler: At least, until she saw for herself that Jet and his gang were about to destroy an occupied Earth Kingdom village.]]
** It's played entirely straight in "The Ember Island Players", wherein Katara falls for Jet (who wipes out the town for her) and later Zuko. What she says about Jet is on the quotes page.
-->'''Player Katara''': Oh Jet, you're so ''bad''.
** Better yet, in the sequel series Korra's first crush Mako seems like Zuko 2.0 with the same personality and attitude... but is actually such a LoveMartyr [[MartyrWithoutACause Without a Cause]] that he makes ''anyone he's in a relationship with'' the Bad Boy by default. [[spoiler:He ends the series single]].
* Gender flipped in ''WesternAnimation/BeastWars'', where good-boy Knight-In-Shinning-Armour Silverbolt can't stop himself from falling for the naughty bad-girl Blackarachnia. And he's not the only one. Cheetor has the hots for her as well. She appears to show some interest in his upgrades after he became the much more badass Transmetal II Cheetor, but still calls him a "nice kid", pointing out that it's already two strikes against him, prompting Cheetor to angrily mutter that he's neither a kid nor that nice. She still goes with Silverbolt, probably because spending years around Predacons has turned her off to this trope (and she's a Maximal at heart anyway).
* Extreme badass characters on various shows such as Brock Samson on ''WesternAnimation/TheVentureBrothers'' and Korgoth from ''WesternAnimation/KorgothOfBarbaria'' seem to have an almost supernatural ability to court women. Even though both of them are kind of ugly, physique aside.
* ''WesternAnimation/XMenEvolution''
** Kitty (Shadowcat) is attracted to and dates the TroubledButCute Lance (Avalanche), even though he tried to kill her in an earlier episode. The whole relationship was an homage to Claire and Bender from the 80s teen movie ''The Breakfast Club''. Avalanche looks exactly like an animated version of Judd Nelson's Bender.
** Also note that Pietro is the biggest jerkass in the Brotherhood, has repeatedly bullied and tormented the X-Men, primarily Evan, and, later, teased Kitty, was an irredeemable DirtyCoward, and, in some episodes, seemed like a budding sociopath. This has not stopped him being able to date FOUR girls at the same time.
* ''WesternAnimation/{{Kaeloo}}'': AlphaBitch Pretty and Kaeloo herself have both shown attraction towards [[VillainProtagonist Mr. Cat.]]
** Also inverted, as Mr. Cat seems to like NiceGirl Kaeloo.
* Spoofed briefly in ''WesternAnimation/{{Dilbert}}''; Alice gets involved with a prison inmate. When his appeal goes through and he is found innocent, she promptly dumps him.
** Similarly spoofed in the episode where Alice falls head over heels for Bob Bastard, a disfigured and evil testing engineer. That is, until Dilbert (somewhat unwittingly) reveals what he's really like...At the very least, everyone (save Dilbert) fell for him.
* Yin of ''WesternAnimation/YinYangYo'' ignores Coop the chicken when he's in his normal geeky state, but when he's tainted with evil, she's mad about him. This also goes for other males in their world. She finds evil "dreamy".
* ''WesternAnimation/TheSimpsons'':
** In "[[Recap/TheSimpsonsS13E4AHunkaHunkaBurnsInLove A Hunka Hunka Burns in Love]]", Mr. Burns acquires a girlfriend who is attracted to "bad boys", and finally dumps him for her former boyfriend--pretty criminal Snake Jailbird, causing much confusion for Mr. Burns: "I don't understand, Simpson! I'm a ''bad boy''! I'm completely evil! [[ContinuityNod I once blotted out the sun]]!"
** {{Discussed|Trope}} on the DVDCommentary for "[[Recap/TheSimpsonsS8E7LisasDateWithDensity Lisa's Date with Density]]", with those present ruefully concluding for all the nice guys out there that, "it's nice to be a nice guy, but with the ladies...steal a hood ornament...otherwise you'll have to wait to be someone's second husband".
** In the episode "[[Recap/TheSimpsonsS6E7BartsGirlfriend Bart's Girlfriend]]", Rev. Lovejoy's daughter, Jessica, is attracted to Bart's "Bad Boy" status after a dinner from the Lovejoys have gone awry:
--->'''Jessica:''' ''[walking up]'' You're "bad", Bart Simpson.
--->'''Bart:''' ''[plaintive]'' No, I'm not! I'm really--
--->'''Jessica:''' Yes, you are. You're bad...and I like it.
--->'''Bart:''' ''[suave]'' I'm bad to the bone, honey.
** Subverted, as Jessica is actually worse than Bart: she was willing to steal from the Church collection plate while Bart was not. Jessica had set Bart up as a patsy all along, so if they got in trouble, everyone would look at him instead of her.
** When Kirk van Houten was imprisoned for a crime he didn't commit, he found himself becoming an object of affection to a group of women who thought he was guilty.
** Bart invoked this to make himself popular at a new school. In exchange for attending Ralph's birthday party, Chief Wiggum pretended to take Bart into custody in front of the entire school, calling him a rebel who follows his own rules. One girl promptly swoons after hearing this.
** Discussed in a later episode when Bart asks Lisa [[ArmorPiercingQuestion why she still has a thing for Nelson]]. She goes from denying any kind of attraction, to admitting that he's mysterious, to gushing that he's dark, complex and she's the only one who can change him!
* This trope is inverted in ''WesternAnimation/{{Futurama}}'', where Amy is in love with the sensitive Kif. Her parents disapprove of the fact that Kif isn't "manly enough" and try to hook her up with the more stereotypical bad boys. After failing to impress Amy's parents, Amy assures Kif that it's a ''good'' thing that Amy's parents don't like him, which raises the question, is it the trope that's inverted, or the meaning of 'bad'?
** In "Proposition Infinity" (quite possibly a case of DependingOnTheWriter as it was after Comedy Central picked up the series), it turns out that Amy still can't keep her eyes off of bad boys or flirting with them. This causes Kif to break up with her and Amy starts a "robosexual" affair with the biggest bad boy she knows, '''Bender'''.
* Gender inverted in ''WesternAnimation/ReBoot'' with the relationship between Bob and Mouse. Early episodes showed a certain degree of {{U|nresolvedSexualTension}}ST between them, but we knew Bob's {{O|neTruePairing}}TP was with Dot and Mouse found her love interest with Ray Tracer, the web surfer.
* Jazz in ''WesternAnimation/DannyPhantom'' fell for the motorcycling Rebel-Without-A-Cause type Johnny 13 after he rescued her, the results of which had her acting rebellious as well. [[spoiler: Of course, he's really a ghost planning to entrap his equally dead girlfriend in Jazz's body. Creepy.]]
* ''WesternAnimation/ThePowerpuffGirls''
** There's an episode where Buttercup develops a crush on Ace from the Gangreen Gang who, naturally, upon noticing, decides to suck up to her to get her on his side while the rest of his gang try to kill her sisters.
** In a later episode which shows the girls as teenagers, all three flirt with the [[ThePsychoRangers Rowdyruff Boys]].
-->'''Bubbles:''' We can't talk to them! They're ''bad''.\\
'''Blossom and Buttercup''' (''excited'')''':''' I know!
* In ''WesternAnimation/TotalDrama'', Courtney and Gwen both dig Duncan.
* ''WesternAnimation/JusticeLeague'':
-->'''Wonder Woman:''' No. No dating for the Batman. It might cut into your brooding time.
-->'''Batman:''' One: dating within the team always leads to disaster. Two: you're a princess from a society of immortal warriors; I'm a rich kid with issues... lots of issues...
** Franchise/GreenLantern falling for EnsembleDarkHorse Hawkgirl, however, is nearly a {{Gender Flip}}ped version of this.
* Rather extreme example: Comicbook/HarleyQuinn in ''WesternAnimation/BatmanTheAnimatedSeries'' is [[MadLove crazy in love]] with ''ComicBook/TheJoker''. Even before he slowly takes her sanity, Dr Harleen Quinzel is attracted to the Joker. It's hard to get more "Bad Boy" than a sociopathic, mass-murdering clown...
* ''WesternAnimation/FamilyGuy''
** Quagmire (who is only a ChivalrousPervert towards [[ButtMonkey Meg]] and is an implied rapist otherwise) [[DiscussedTrope explains]] that the more a woman is treated like crap, the more interested she'll be in you.
** In one episode, Stewie realises the way to get Olivia to go out with him is to treat her like crap. It works.
** The trope is also {{subverted|Trope}} in one episode when Chris gets a girlfriend and Peter tells him to treat her like crap so that he'd be "cooler than the other side of the pillow." [[NiceJobBreakingItHero She dumps him almost immediately for it.]]
* In one ''WesternAnimation/SlackerCats'' episode, Eddie seduces a female cat by pretending to be a hardcore bad boy, this proves too much for him because, while he was always a bit of a jerk, he was never as bad as she wanted. Eventually, he tries to prove how evil he is by robbing a baby panda, but it backfires and, eventually, she leaves him to date [[spoiler:Dooper, the local homeless cat]] (who she considered more "bad"). But due to the ResetButton, this never lasted after the episode.
* In ''WesternAnimation/SupermanTheAnimatedSeries'', Lana Lang dates Lex Luthor in "My Girl" and tells him she likes bad boys...[[SubvertedTrope but]] given the choice, she'd much prefer {{Nice Guy}}s like Clark Kent. Played straight in "[[Recap/SupermanTheAnimatedSeriesS3E8SupermansPal Superman's Pal]]" when Jimmy's crush Tina [[spoiler: turns out to be involved with Metallo]].
* In ''WesternAnimation/KickButtowski'', Kick has a crazy stalker in Wacky Jackie. He also has gotten Kendall (who has a boyfriend already) to fall hard for him.
* On ''WesternAnimation/AmericanDad,'' one episode has Hayley fall for a Saudi terrorist who is torn between his mission and his love for her. [[spoiler:Actually an InvokedTrope--he isn't a terrorist at all, he just uses that schtick to get American girls to sleep with him.]]
* Gwen in ''WesternAnimation/Ben10AlienForce'' gets one towards Kevin, someone she wouldn't even considered talking to before her GirlinessUpgrade. Partially subverted in that she seems more appreciating of his softer side, and usually gets pissed off by him acting like a jerk or doing illegal deals.
* The ending of ''The Barn Dance''. Poor WesternAnimation/MickeyMouse.
* On ''WesternAnimation/TheLooneyTunesShow'', when Bugs [[PleaseDumpMe tried to find a way to break up]] with [[StalkerWithACrush Lola Bunny]], he disguised himself as a woman warning Lola to break up with him or have her heart broken. Rather than being scared away, as Bugs had hoped, [[GoneHorriblyWrong she's intrigued by it]], and outright calls him one with glee.
* ''WesternAnimation/SymBionicTitan'': Most of the girls at Sherman High School seem to be crushing on [[TroubledButCute Lance]].
* Discussed in ''WesternAnimation/BabyBlues''. Were Daryl bemoan that his babysitter is going out with a complete jerk who acted like he was 'hurting inside. They try and set her up with a nice boy but she displays no interest in him and runs back to the jerk at the episodes end. The jerk boyfriend even threatens Daryl to get Dizzy together with him again. Despite the threat of violence he refuses and gives the guy a TheReasonYouSuckSpeech about how nice guys like him are the ones hurting inside because girls flock to utter assholes like him who treat them like crap.
** Daryl is also the victim of this, since in high school he lost the girl he had a crush on two a guy playing the bad boy to get girls. He's vindicated years later when it turns out that guy became an overweight, balding janitor at not even thirty.
* Gender reversed on ''WesternAnimation/BatmanTheBraveAndTheBold''. Both Comicbook/BlackCanary and ComicBook/{{Huntress}} throw themselves at Franchise/{{Batman}}, but he's solely interested in "reforming" Comicbook/{{Catwoman}}.
* ''WesternAnimation/AdventureTime with'' ''[[GenderFlip Fionna and Cake]]'': Marshall Lee believes that Fionna likes him because of this.
** Fionna also raises a good point to this trope- if Marshall is as bad as he claims, then ''why'' would he want to hang out with a nice hero like her? Thus, she knows, it's all just an act.
** This was also skewered in an early episode. The Ice King, who at that point in the story has little character besides abducting various princesses and attempting to marry them, shaves his beard in a fit of depression, dresses differently, and his line "Well, I'm an ice king" is misheard by a princess as "Well, I'm a nice king." Princesses turn out en masse in their eagerness to meet and court the "Nice King", as do Finn and Jake, who immediately come to offer their services to him. However the Ice King's inability to be truly nice or considerate of anyone else, (as well as his beard rapidly growing back due to the magical influence of his crown, giving him back his distinctive appearance) quickly undoes the ruse and drives everyone away.
* Directly spoofed on ''WesternAnimation/{{Rugrats}}''. The Pickles family goes to see an [[StylisticSuck incredibly lame]] musical called "Reptar On Ice." In it, a female news reporter falls in love with the insanely destructive Reptar, despite the fact that he's a ''dinosaur'' and she's a human being. Backstage, the actor playing Reptar complains about the ridiculousness of this romance.
* ''WesternAnimation/StarVsTheForcesOfEvil'':
** In "Cheer Up Star" Star develops a crush on Oskar Greason, a keytar-playing slacker who "has a record". Given her demonic ex Tom, it's not the first time she's had a crush on a bad boy.
** Marco, meanwhile, seems to believe in this trope, and thus tries to act like a "misunderstood bad boy". In truth, he's really just a NiceGuy.
* In the first season of ''WesternAnimation/GravityFalls'', Dipper worries that Wendy and Robbie will start a relationship because, even though Robbie's a jerk, "He's a jerk with tight pants and a guitar." When Wendy and Robbie do hook up, it's implied to because of Robbie showing an occasional soft side. They break up largely due to him being unable to keep the 'jerk' aspect buried.