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!
Bridesmaids: Deconstructed, Annie's preference for her jerkass boyfriend over the sweet, loving Rhodes is just one of the ways that she shows her self-destructive tendencies, she doesn't know how to act when Rhodes is nice and caring to her, and she doesn't want to break up with her current boyfriend as much as she doesn't want to put her life back on track, which Megan calls her out on. Once she decides to better herself, she goes to Single Woman Seeks Good Man.
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 "ewww" moment from which this trope has saved us. She still kissed Luke, though.
Played With in The Last Jedi. Rey is willing to overlook Kylo's 'bad boy' demeanor and tries to pull him back to the light side, but she forms a bond with him because of his good traits, ie his understanding and empathy for her loneliness, not his bad ones. When he makes it clear that no, he will not turn to the light, Rey promptly rejects him.
Subverted in Spider-Man 3: when he 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, 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.
Pirates of the Caribbean 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, Goodfellas, Karen admits that 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 Casino. While it's debatable if Sam 'Ace' Rothstein was a bad boy or not, 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 The Little Rascals 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.
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 Lonely Rich Kid and everything works out thanks to The Power of Love.
Jenny from Forrest Gump is a rather blatant example of this. For much of the movie, she keeps moving from one abusive lowlife to another, before returning to the protagonist.
Bond. However, he also steals girls from guys (and psycho lesbians) who're definitely worse.
Deconstructed in Casino Royale (2006) 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.
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...
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..."
The 40-Year-Old Virgin 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 Jade".
Parodied/subverted in Mystery Men: 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.
Step Up: Played straight with Tyler in the first film.
Parodied in 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 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, The Love of Siam. 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.
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 Robert Downey Jr.. 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-Character Development 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 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 announcing his home address on live air, daring the Mandarin to stop by and fight him).
Legally Blonde: "Dorky" David, who has a Masters degree in Russian Literature, a PHD in biochemistry, is going to Harvard Law (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 Woman Scorned, 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 Heathers. In this case, the bad boy is a complete psycho, murdering three of the popular kids and intending to 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.
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.
Batman Forever has the 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).
Dead Poets Society: 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 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 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 find out.
During the The Getaway, starring Alec Baldwin, Jennifer Tilly 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. It eventually causes the husband to commit suicide.
To a lesser extent with the main couple themselves, Doc and Carol. Although the two are Happily Married 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 The Green Hornet Serials. Lenore Case (who is not the Hornet's Secret Keeper 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 Kalifornia. Adele is deeply in love with Early, because she believes he protects her from 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. Early kills her as a result. It's made even sadder after the happy message Adele left on Brian's recorder before she was killed, which is played before the ending credits.
In Cherrybomb, Michelle is in a Love Triangle with Luke and Malachy, who commit various crimes to get her attention.
In Youth in Revolt, the reason why Nick creates Francois is because Sheeni requests that Nick be "very, very bad." He complies and she wants him more than Trent after burning down half his town.
Angel Heart: 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 Rebel Without a Cause, 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. Her previous boyfriend was the gang leader Crunch.
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 Cry-Baby supposedly because she's "Tired of being good." As with most John Waters films, the strange outlaws end up being kind, warm, and unassuming while the respectable suburbanites are sadistic, elitist jerks.
Inverted in Beyond The Lights. Noni wants straight-laced cop Kaz. Kaz, the potential congressman, in turn wants super-sexual R&B star Noni.
The Nazis produced an antisemetic propaganda film called Jud Suss ("Suss the Jew"). However, the propaganda purpose failed; the Villain Protagonist was apparently so sexy that the actor who played him got a lot of fan-mail from smitten women.
In Night Must Fall, Played Straight, but Subverted in the end. Although contrary to her morals, Olivia is into Danny even though she knows that hes probably a murderer. This stems from part boredom in this small village to part loneliness on her part. But in the end, she realizes that she was romanticizing a very charming criminal, and she was very wrong in doing so.
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 Belligerent Sexual Tension.
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 Wet Hot American Summer invokes this trope when choosing Paul Rudd's character over Michael Showalter's nice character. She says she is sixteen and therefore isn't looking for a nice stable boyfriend.
In The Edge of Seventeen, protagonist Nadine has a crush on Nick Mossman, who is said to have just gotten out of juvie.
Subverted in 10 Things I Hate About You with Kat and Patrick. Everyone around them thinks this is what's going on, because they both have a reputation for being mean and/or scary. But in reality, the only reason Kat begins to develop feelings for Patrick is because he starts revealing the genuine emotion and kindness he tends to hide. In contrast, whenever Patrick attempts to use a typical line or act like a "bad boy" - particularly in the beginning of the film - Kat is instantly turned off.
Patrick: ...You're not afraid of me, are you?
Kat: Afraid of you? Why would I be afraid of you?
Patrick: Most people are.
Kat: Well, I'm not.
Patrick: (flirting) Well, maybe youre not afraid of me, but Im sure youve thought about me naked, huh?
In When Evil Calls, Samantha, the timid and sweet-natured daughter of the headmaster, has a crush on the school's bad boy Daniel. His cruel mocking of her causes her to make the wish to be popular, which triggers of the chain of deadly wishes which sweeps through the school.