History Main / TroubledbutCute

** The main character applies, with his [[HeadphonesEqualIsolation ever present headphones]], [[FreudianExcuse sad past]], [[TheQuietOne reclusive attitude]], and, finally, his [[PeekABangs damn]] [[YouGottaHaveBlueHair blue]] [[EmoTeen hair]]. He's also a ChickMagnet.

* ''WesternAnimation/AvatarTheLastAirbender'':
** Zuko. A leather jacket wouldn't fit the medieval Asian "look" of the show, so he makes up for it with a [[GoodScarsEvilScars facial scar]] linked to his tragic BackStory.
** WellIntentionedExtremist Jet... [[TeamMom Katara]] [[AllGirlsWantBadBoys was goo gaa over him]] until his plan was revealed.
* Mako from ''WesternAnimation/TheLegendOfKorra''. Growing up on the streets while simultaneously raising your little brother will make even the hottest firebender stoic and brooding.

* ''Manga/FruitsBasket'': Kyo Sohma, an antisocial [[ArrogantKungFuGuy martial artist]] with DontYouDarePityMe attitude who's obsessed with beating Yuki. Tohru seems to genuinely like him, though, and in his defense, he ''does'' have a good FreudianExcuse: [[spoiler: his mother was DrivenToSuicide, his father rejected him completely after that, and being the cat of the [[BigScrewedUpFamily Sohma clan]] has brought him lots of unhappiness, Akito's scorn, and an uncertain future.]]. His reason for obsessively trying to beat Yuki doesn't make him a bad guy at all: [[spoiler:Akito said that if he beat Yuki fairly (at anything), he won't be locked in isolation until he's dead.]] His general issues with Tohru are revealed at the very end of the manga to be the result of how [[spoiler:he could have stopped her mother Kyoko from being hit by the car, but grabbing her would have caused him to transform into a cat. He blamed himself for being a coward (a running theme in his CharacterDevelopment) and thought her dying words were her blaming him and telling him to stay away from Tohru (in reality, Kyoko was trying to ask him [[DeclarationOfProtection to protect Tohru]], but she was dying at that moment and couldn't finish).]]

* ''Manga/FruitsBasket'': Kyo Sohma, an antisocial [[ArrogantKungFuGuy martial artist]] with DontYouDarePityMe attitude who's obsessed with beating Yuki. Tohru seems to genuinely like him, though, and in his defense, he ''does'' have a good FreudianExcuse: [[spoiler: his mother was DrivenToSuicide, his father rejected him completely after that, and being the cat of the Sohma clan has brought him lots of unhappiness, Akito's scorn, and an uncertain future.]]. His reason for obsessively trying to beat Yuki doesn't make him a bad guy at all: [[spoiler:Akito said that if he beat Yuki fairly (at anything), he won't be locked in isolation until he's dead.]] His general issues with Tohru are revealed at the very end of the manga to be the result of how [[spoiler:he could have stopped her mother Kyoko from being hit by the car, but grabbing her would have caused him to transform into a cat. He blamed himself for being a coward (a running theme in his CharacterDevelopment) and thought her dying words were her blaming him and telling him to stay away from Tohru (in reality, Kyoko was trying to ask him [[DeclarationOfProtection to protect Tohru]], but she was dying at that moment and couldn't finish).]]

* Luke from ''Film/Cherrybomb2010''. On the one hand, he's a violent, arrogant drug dealer who treats his best friend like crap. On the other, he's a lonely, [[http://29.media.tumblr.com/tumblr_lg38dzSJAs1qc7bo0o1_r1_500.jpg angel-faced]] sixteen-year-old boy whose father abused and abandoned him.

* Luke from ''Film/{{Cherrybomb}}''. On the one hand, he's a violent, arrogant drug dealer who treats his best friend like crap. On the other, he's a lonely, [[http://29.media.tumblr.com/tumblr_lg38dzSJAs1qc7bo0o1_r1_500.jpg angel-faced]] sixteen-year-old boy whose father abused and abandoned him.

* Jonah Von Brucken from ''Manga/AmazingAgentLuna'' is a perfect example of this. He is [[ChickMagnet considered handsome by nearly everyone in the series]], and has a DarkAndTroubledPast with an attitude to match.
* Ciel Phantomhive from ''Manga/BlackButler'' is a HollywoodAtheist in Victorian England. Check that page for his FreudianExcuse, if you don't know his backstory already. The result is a stubborn, bitter teenager who honestly believes that once something is lost, you can't get it back (a plot point in the anime) and has a serious issue with showing his real emotions unless it's anger. Despite this, there are still girls ([[EvenTheGuysWantHim and two or three men]]) in-universe who like to fawn over him, and aside from Sebastian, he has an extremely large fanbase out of universe.
%% * Rin Okumura from ''Manga/BlueExorcist''.
* Light Yagami of ''Manga/DeathNote'', though he's more Cute, but Troubled - since the former is far more obvious than the '[[BrokenAce troubled]]' part. You're not likely to think him troubled unless you're privy to his [[SerialKiller hobbies]], in which case you're [[AxCrazy not likely to be around for very long]].
%% * Vegeta in ''Anime/DragonBallZ''. Antisocial, violent, [[{{Wangst}} overly angsty]], but Bulma notices he seems to just be very lonely.

* Bridget L. Satellizer in ''Manga/{{Freezing}}'' is known as "[[RedBaron The Untouchable Queen]]" because of her skill and tendency to beat the crap out of anyone who touches her. Because ThereAreNoTherapists, everybody avoids and ostracizes her without realizing her problems are the result of [[FreudianExcuse being abused both emotionally and sexually by a family member]].
* Kyo Sohma from ''Manga/FruitsBasket'', an antisocial [[ArrogantKungFuGuy martial artist]] with DontYouDarePityMe attitude who's obsessed with beating Yuki. Tohru seems to genuinely like him, though, and in his defense, he ''does'' have a good FreudianExcuse: [[spoiler: his mother was DrivenToSuicide, his father rejected him completely after that, and being the cat of the Sohma clan has brought him lots of unhappiness, Akito's scorn, and an uncertain future.]]. His reason for obsessively trying to beat Yuki doesn't make him a bad guy at all: [[spoiler:Akito said that if he beat Yuki fairly (at anything), he won't be locked in isolation until he's dead.]] His general issues with Tohru are revealed at the very end of the manga to be the result of how [[spoiler:he could have stopped her mother Kyoko from being hit by the car, but grabbing her would have caused him to transform into a cat. He blamed himself for being a coward (a running theme in his CharacterDevelopment) and thought her dying words were her blaming him and telling him to stay away from Tohru (in reality, Kyoko was trying to ask him [[DeclarationOfProtection to protect Tohru]], but she was dying at that moment and couldn't finish).]]
* Sagara Sousuke from ''LightNovel/FullMetalPanic''. Although he's not "troubled" in the normal rebellious sense, and more just plain troubled. It's pretty obvious that the poor boy has Post Traumatic Stress Disorder and an automatically violent personality that he can't control. His extreme paranoia has him doing things like bombing his school, planting land mines everywhere, and pointing guns/shooting at people. All of this is [[ComedicSociopathy played for laughs]], and he [[AngstWhatAngst tends not to angst]] (considering his past and current situation, he angsts ''remarkably'' little). And despite all this, ''any'' girl (or [[EvenTheGuysWantHim guy, even]]) who has watched him or gotten to know him well enough seems to [[ChickMagnet fall for him]] - even the series' resident {{Tsundere}}. On one occasion, Kaname was kidnapped by a group of thugs who planned to back him into a corner. He retaliated in a way so nightmarish that, that particular episode wasn't aired for a while because of a similar incident in real life. Then, when she got kidnapped AGAIN by the Yakuza, Sousuke went after her with a rival gang clad in '''theme park mascot suits converted into powered armors'''. Seriously, who would convert theme park mascots into powered armor and try to sell it to the military and law enforcement sector, then wonder why didn't it sell? He first stole the suit while trying to keep an eye on Kaname while she was at an amusement park and decided to make it more useful in the future by upgrading it. He's dumbfounded by it not selling because his raised-by-wolves attitude left him without a sense of aesthetics, so he didn't realize just how silly it looked.
%% * Most prominently with main character Edward Elric of ''Manga/FullmetalAlchemist''. Also shown pretty well with his superior Colonel Roy Mustang.

%% * Ryoki from ''Manga/HotGimmick''.
* Mikael from ''Anime/ImGonnaBeAnAngel'' is a very, VERY troubled and unstable pretty boy. You wouldn't guess that because [[spoiler: for the first 13 episodes, he acts very little, and when he does, he's usually calm, polite, always smiling gently - an epitome of sanity in a crapsack world. Then, in the second season, we get to see the real him under that mask - a very stubborn, obsessive, and insecure boy. And at the end, he goes all evil and insane and has an epic breakdown - and then he returns back to his former self. He remains stubborn, unfortunately.]]

* [[ButNotTooForeign (Half-)]]{{Japanese Delinquent|s}} Jotaro Kujo of ''Manga/JoJosBizarreAdventure'' manages to be [[ChickMagnet hit on by nearly every woman he's come in contact with]], much to his ire. Unfortunately for him, attempts to dissuade it [[AllGirlsWantBadBoys tend to backfire]].
* Tomoe from ''Manga/KamisamaKiss'' is a LittleBitBeastly {{Bishounen}} {{Kitsune}} and Manga/InuYasha {{Expy}} that is a RetiredMonster (ex-demonic bandit and warlord to be exact) with a DarkAndTroubledPast that has slowly mellowed into a JerkWithAHeartOfGold.
%% * Gilbert of ''Manga/KazeToKiNoUta'', who doubles as a ''rare'' male BrokenBird, with the whole DarkAndTroubledPast, antisocial and cynical nature, and whatnot.

* Kouji Kabuto from ''Anime/MazingerZ''. High-school student, male, JerkWithAHeartOfGold with love for bikes and reputation for being a {{Delinquent}}. And he pilots a HumongousMecha. Girls gush over him (especially Sayaka Yumi).
* [[CastFullOfPrettyBoys All five of the protagonists]] from ''Anime/MobileSuitGundamWing'', albeit in different ways. They are noted for their beauty both in and out of universe, and all have suffered in many ways from the war going on.

* ''Manga/{{Naruto}}'':
** Sasuke completely misses the look (or at least, the [[HollywoodDressCode dress code]]), though - that turtleneck, shorts, and knee-socks combination fairly scream "scrawny kid". Then again, {{Ninja}} are ''supposed'' to cultivate an unassuming personal appearance, even if, in fiction, [[HighlyVisibleNinja they usually don't]]. [[spoiler:He gets...better when he gets an [[BadassLongCoat Akatsuki trench coat]] and a KillEmAll attitude later on.]]
* Chapter 36.5 of ''Manga/NatsumesBookOfFriends'' shows that Natsume, [[NiceGuy of all people]], had a reputation as the pretty-but-seriously-disturbed boy back in middle school. That sort of thing happens when you're regularly attacked by things almost no one else can see.
* Fakir from ''Anime/PrincessTutu''. He even has a Fanclub at his school, although it's likely none of his fangirls have ever talked to him, given his anti-social nature.
* Akemi Homura from ''Anime/PuellaMagiMadokaMagica'' has the same vibe as most characters on this page, with a few exceptions: she's a girl and she's in junior high. But boy, doesn't she make up for this with an extremely troubled past.
* Hayato Gokudera from ''Manga/Reborn2004'' - a smoker, {{Delinquent|s}}, and lover of [[StuffBlowingUp high explosives]]. Naturally, the girls go wild for him. The only break in his TroubledButCute personality is that he [[HoYay turns all mushy and affectionate]] for [[ButtMonkey Tsuna]].

* Minako Aino from ''Manga/SailorMoon'' is a girl example of Cute, but Troubled: her good looks are immediately apparent, but the results of her DarkAndTroubledPast are [[StepfordSmiler well hidden behind a happy and carefree facade]].
* Harima Kenji from the anime ''Anime/SchoolRumble'' takes a lot from this trope. Being rather antisocial and a juvenile delinquent, with a liking for leather jackets and bikes, he likes beating up Yakuza goons and is all-around good-looking...except that, beneath all that, he's an oaf with a heart of gold who likes drawing manga and is too scared of confessing his love for a classmate. All while obliviously gaining the attention of several other girls.
* Sunahara is seen as a troublemaker during ''Literature/TanteiTeamKZJikenNote'' arc ''The Egg Hamburg Steak Knows'', but, [[CastFullOfPrettyBoys like every male in the cast]], he is obviously handsome.

* Seto Kaiba, from ''Anime/YuGiOh'', is a very troubled AntiHero who starts off as merely an arrogant {{jerkass}} who considers himself the best in games until Yami Yugi one-ups him, but his backstory is revealed to be more than a little harsh: dead parents, an outcast in an orphanage with his brother Mokuba when they were kids, and when they did get adopted, he was abused by his adoptive father, Gozaburo, and forced to toughen up as his heir to Kaiba Corp. It's little wonder he's so cynical and bitter, with his soft side only coming out when around Mokuba. This also applies to his ancient Egyptian pre-incarnation, Priest Set, who also has problems from his father having abandoned him when he was young and only finding out he's actually fellow Priest Akhenaden later on and loses the love of his life, the MysteriousWaif Kisara.

* Bishop Frau in ''Manga/ZeroSevenGhost''. Badass bad boy who disregards convention and does as he pleases. Still, he has a difficult backstory and is a genuinely caring person.
%% * Joe "The Condor" Asakura in ''Anime/ScienceNinjaTeamGatchaman''.
%% * Both Ryoma Echizen and Akaya Kirihara from ''ThePrinceOfTennis''.
%% LIST CONCRETE CHARACTERS * ''Anime/CodeGeass'': Many of the show's famous male characters are insanely and inhumanly good-looking and less-than-rosy in their moral leanings, and [JerkassWoobie suffering horribly]] [[FreudianExcuse (one way or another)]].
%% * Natsume, of ''Manga/GakuenAlice''.
%% * Former BadassBiker and SexSlave Riki in ''LightNovel/AiNoKusabi'' is a male BrokenBird.

* Harima Kenji from the anime ''Anime/SchoolRumble'' takes a lot from this trope. Being rather antisocial and a juvenile delinquent, with a liking for leather jackets and bikes, he likes beating up Yakuza goons and is all-around good-looking...except that, beneath all that, he's an oaf with a heart of gold who likes drawing manga and is too scared of confessing his love for a classmate. All while obliviously gaining the attention of several other girls.
* Hayato Gokudera from ''Manga/Reborn2004'' - a smoker, {{Delinquent|s}}, and lover of [[StuffBlowingUp high explosives]]. Naturally, the girls go wild for him. The only break in his TroubledButCute personality is that he [[HoYay turns all mushy and affectionate]] for [[ButtMonkey Tsuna]].
* Kouji Kabuto from ''Anime/MazingerZ''. High-school student, male, JerkWithAHeartOfGold with love for bikes and reputation for being a {{Delinquent}}. And he pilots a HumongousMecha. Girls gush over him (especially Sayaka Yumi).
* ''Manga/{{Naruto}}'':
** Sasuke completely misses the look (or at least, the [[HollywoodDressCode dress code]]), though - that turtleneck, shorts, and knee-socks combination fairly scream "scrawny kid". Then again, {{Ninja}} are ''supposed'' to cultivate an unassuming personal appearance, even if, in fiction, [[HighlyVisibleNinja they usually don't]]. [[spoiler:He gets...better when he gets an [[BadassLongCoat Akatsuki trench coat]] and a KillEmAll attitude later on.]]
* Fakir from ''Anime/PrincessTutu''. He even has a Fanclub at his school, although it's likely none of his fangirls have ever talked to him, given his anti-social nature.
* Seto Kaiba, from ''Anime/YuGiOh'', is a very troubled AntiHero who starts off as merely an arrogant {{jerkass}} who considers himself the best in games until Yami Yugi one-ups him, but his backstory is revealed to be more than a little harsh: dead parents, an outcast in an orphanage with his brother Mokuba when they were kids, and when they did get adopted, he was abused by his adoptive father, Gozaburo, and forced to toughen up as his heir to Kaiba Corp. It's little wonder he's so cynical and bitter, with his soft side only coming out when around Mokuba. This also applies to his ancient Egyptian pre-incarnation, Priest Set, who also has problems from his father having abandoned him when he was young and only finding out he's actually fellow Priest Akhenaden later on and loses the love of his life, the MysteriousWaif Kisara.
%% * At least half the cast of ''Anime/YuGiOhGX'' (Manjyome, Ryo, Edo, [[IneffectualLoner Judai]]...)
* Kyo Sohma from ''Manga/FruitsBasket'', an antisocial [[ArrogantKungFuGuy martial artist]] with DontYouDarePityMe attitude who's obsessed with beating Yuki. Tohru seems to genuinely like him, though, and in his defense, he ''does'' have a good FreudianExcuse: [[spoiler: his mother was DrivenToSuicide, his father rejected him completely after that, and being the cat of the Sohma clan has brought him lots of unhappiness, Akito's scorn, and an uncertain future.]]. His reason for obsessively trying to beat Yuki doesn't make him a bad guy at all: [[spoiler:Akito said that if he beat Yuki fairly (at anything), he won't be locked in isolation until he's dead.]] His general issues with Tohru are revealed at the very end of the manga to be the result of how [[spoiler:he could have stopped her mother Kyoko from being hit by the car, but grabbing her would have caused him to transform into a cat. He blamed himself for being a coward (a running theme in his CharacterDevelopment) and thought her dying words were her blaming him and telling him to stay away from Tohru (in reality, Kyoko was trying to ask him [[DeclarationOfProtection to protect Tohru]], but she was dying at that moment and couldn't finish).]]
%% * Joe "The Condor" Asakura in ''Anime/ScienceNinjaTeamGatchaman''.
%% * Both Ryoma Echizen and Akaya Kirihara from ''ThePrinceOfTennis''.
* Sagara Sousuke from ''LightNovel/FullMetalPanic''. Although he's not "troubled" in the normal rebellious sense, and more just plain troubled. It's pretty obvious that the poor boy has Post Traumatic Stress Disorder and an automatically violent personality that he can't control. His extreme paranoia has him doing things like bombing his school, planting land mines everywhere, and pointing guns/shooting at people. All of this is [[ComedicSociopathy played for laughs]], and he [[AngstWhatAngst tends not to angst]] (considering his past and current situation, he angsts ''remarkably'' little). And despite all this, ''any'' girl (or [[EvenTheGuysWantHim guy, even]]) who has watched him or gotten to know him well enough seems to [[ChickMagnet fall for him]] - even the series' resident {{Tsundere}}. On one occasion, Kaname was kidnapped by a group of thugs who planned to back him into a corner. He retaliated in a way so nightmarish that, that particular episode wasn't aired for a while because of a similar incident in real life. Then, when she got kidnapped AGAIN by the Yakuza, Sousuke went after her with a rival gang clad in '''theme park mascot suits converted into powered armors'''. Seriously, who would convert theme park mascots into powered armor and try to sell it to the military and law enforcement sector, then wonder why didn't it sell? He first stole the suit while trying to keep an eye on Kaname while she was at an amusement park and decided to make it more useful in the future by upgrading it. He's dumbfounded by it not selling because his raised-by-wolves attitude left him without a sense of aesthetics, so he didn't realize just how silly it looked.

%% LIST CONCRETE CHARACTERS * ''Anime/CodeGeass'': Many of the show's famous male characters are insanely and inhumanly good-looking and less-than-rosy in their moral leanings, and [JerkassWoobie suffering horribly]] [[FreudianExcuse (one way or another)]].

* ''Manga/InuYasha'': Inuyasha is considered cute ([[RunningGag especially his ears]]!) but had a very rough life. His parents died when he was young, leaving him with only a few memories of both of them[[labelnote:*]]The third film changes this to his father dying on the day he was born and his mother dying when he's an older, but still pre-teen, child[[/labelnote]]. As a HalfHumanHybrid, he is ostracized by both human and {{youkai}} societies. Even his older brother mocked or ignored him when he was growing up, escalating into SiblingRivalry and a temporary bout of CainAndAbel when they both discovered Inuyasha had inherited their father's famous InfinityPlusOneSword. He was torn apart from his FirstLove by the BigBad who framed them both, causing them to turn on each other in anger and hatred in the moments before she was brutally murdered and he was sealed to a tree for fifty years. Only after he meets Kagome, Miroku and Sango does his life begin to improve for the better. Eventually, he even makes peace with his brother.

* Bishop Frau in ''Manga/ZeroSevenGhost''. Badass bad boy who disregards convention and does as he pleases. Still, he has a difficult backstory and is a genuinely caring person.

* Akemi Homura from ''Anime/PuellaMagiMadokaMagica'' has the same vibe as most characters on this page, with a few exceptions: she's a girl and she's in junior high. But boy, doesn't she make up for this with an extremely troubled past.

%% * Natsume, of ''Manga/GakuenAlice''.
%% * Former BadassBiker and SexSlave Riki in ''LightNovel/AiNoKusabi'' is a male BrokenBird.
* Bridget L. Satellizer in ''Manga/{{Freezing}}'' is known as "[[RedBaron The Untouchable Queen]]" because of her skill and tendency to beat the crap out of anyone who touches her. Because ThereAreNoTherapists, everybody avoids and ostracizes her without realizing her problems are the result of [[FreudianExcuse being abused both emotionally and sexually by a family member]].
%% * Vegeta in ''Anime/DragonBallZ''. Antisocial, violent, [[{{Wangst}} overly angsty]], but Bulma notices he seems to just be very lonely.
%% * ''Manga/VenusWars'' gives us Hiro "Ken" Seno who was expelled from high school just two weeks before graduating. When he joins the army's mobile unit, he still has a knack for attracting trouble.
* [[ButNotTooForeign (Half-)]]{{Japanese Delinquent|s}} Jotaro Kujo of ''Manga/JoJosBizarreAdventure'' manages to be [[ChickMagnet hit on by nearly every woman he's come in contact with]], much to his ire. Unfortunately for him, attempts to dissuade it [[AllGirlsWantBadBoys tend to backfire]].

* Jonah Von Brucken from ''Manga/AmazingAgentLuna'' is a perfect example of this. He is [[ChickMagnet considered handsome by nearly everyone in the series]], and has a DarkAndTroubledPast with an attitude to match.
* Tomoe from ''Manga/KamisamaKiss'' is a LittleBitBeastly {{Bishounen}} {{Kitsune}} and Manga/InuYasha {{Expy}} that is a RetiredMonster (ex-demonic bandit and warlord to be exact) with a DarkAndTroubledPast that has slowly mellowed into a JerkWithAHeartOfGold.
%% * Rin Okumura from ''Manga/BlueExorcist''.
* Light Yagami of ''Manga/DeathNote'', though he's more Cute, but Troubled - since the former is far more obvious than the '[[BrokenAce troubled]]' part. You're not likely to think him troubled unless you're privy to his [[SerialKiller hobbies]], in which case you're [[AxCrazy not likely to be around for very long]].
* Sunahara is seen as a troublemaker during ''Literature/TanteiTeamKZJikenNote'' arc ''The Egg Hamburg Steak Knows'', but, [[CastFullOfPrettyBoys like every male in the cast]], he is obviously handsome.

* In ''Anime/{{Endride}}'', Emilio is the princely version of this trope. He is quite {{bishonen}} and has an [[ChildhoodFriendRomance interested childhood friend]], but his personality became completely warped after hearing his ParentalSubstitute killed his father, and he started wanting [[RevengeBeforeReason revenge beyond all reason]].
* ''Manga/KimagureOrangeRoad'': Madoka is a female example. A moody, mysterious, [[MsFanservice gorgeous]] girl with a tough past as a loner, she is very selfless and helpful, and a good fighter, but she's believed to be a sukeban (delinquent schoolgirl) and has a [[HeroWithBadPublicity bad reputation]] at school. At first, being a loner, she may not be very good at connecting with most other people, but still manages to attract many guys (especially the main character, Kyosuke) and even [[EvenTheGirlsWantHer a few girls]], and people who know her better can't deny that [[MisunderstoodLonerWithAHeartOfGold she's a fantastic person at heart]].
* In ''LightNovel/{{Toradora}}'' almost all the characters are troubled but cute.

* [[CastFullOfPrettyBoys All five of the protagonists]] from ''Anime/MobileSuitGundamWing'', albeit in different ways. They are noted for their beauty both in and out of universe, and all have suffered in many ways from the war going on.
--> '''WebVideo/AnimeAbandon'': ''singing'' Pretty boys with problems! Yeah!

* Kovu from ''WesternAnimation/TheLionKingIISimbasPride'' definitely fits this trope - if he wasn't, you know, a lion, he would definitely wear leather jackets and ride a motorcycle. he has dark charms and mysterious vibes and Princess Kiara likes him immediately. His family makes his life difficult and miserable because they supported Scar, Simba's (Kiara's father) arch-enemy.

* ''WesternAnimation/YoungJustice'': Superboy, Artemis is a rare female example.

* In one episode of ''WesternAnimation/TheSimpsons'', Millhouse temporarily became one of these, complete with anti-socialness, a leather jacket, and in-universe fangirls. Even Lisa found that attractive

* Kyo Sohma from ''Manga/FruitsBasket'', an antisocial [[ArrogantKungFuGuy martial artist]] with DontYouDarePityMe attitude who's [[FoeYay obsessed with beating Yuki]]. Tohru seems to genuinely like him, though, and in his defense, he ''does'' have a good FreudianExcuse: [[spoiler: his mother was DrivenToSuicide, his father rejected him completely after that, and being the cat of the Sohma clan has brought him lots of unhappiness, Akito's scorn, and an uncertain future.]]. His reason for obsessively trying to beat Yuki doesn't make him a bad guy at all: [[spoiler:Akito said that if he beat Yuki fairly (at anything), he won't be locked in isolation until he's dead.]] His general issues with Tohru are revealed at the very end of the manga to be the result of how [[spoiler:he could have stopped her mother Kyoko from being hit by the car, but grabbing her would have caused him to transform into a cat. He blamed himself for being a coward (a running theme in his CharacterDevelopment) and thought her dying words were her blaming him and telling him to stay away from Tohru (in reality, Kyoko was trying to ask him [[DeclarationOfProtection to protect Tohru]], but she was dying at that moment and couldn't finish).]]

* Franchise/{{Batman}}. Has attracted a number of women, including [[FoeYay Villains]], and is the TropeNamer for DatingCatwoman. But he also lost his parents at a young age, he suffers from SurvivorsGuilt, has seen some of the orphans he took in and [[spoiler:his own son]] die, and another [[spoiler: become a Main/SerialKiller]]

** Cal Trask from ''Literature/EastOfEden'' is an antisocial loner who believes himself to be the EvilTwin in comparison to his well-behaved brother Aron. Despite his oddness and mean-spirited attitude on occasion, all he wants is love from his father. This is reflected in Abra's attitude towards him; she at first finds him creepy, but then gets to spend time with him and sees he's NotSoDifferent.

** Lance Alvers, aka Avalanche, post-CharacterizationMarchesOn. At first, he was just a straight-up criminal, then he gained some NobleDemon aspects and a soft spot for the Kitty of the X-men.

* N from ''VideoGame/PokemonBlackAndWhite''. [[spoiler:Granted, he's more deluded than troubled.]]
* ''VideoGame/PokemonGoldAndSilver'' Silver, particularly in the [[VideoGameRemake remakes]] where he's even more {{bishonen}}. He starts off as a bit of a jerk but gets some CharacterDevelopment, and Heart Gold/Soul Silver confirm that he's [[spoiler:Giovanni's son]], which explains a lot about him.

* ''VideoGame/PokemonDiamondAndPearl'': Cyrus has more "[[OmnicidalManiac trouble]]" than "cute", but his [[CryForTheDevil issues]] actually make him more endearing to many fans.

* Harima Kenji from the anime ''Anime/SchoolRumble'' takes a lot from this trope. Being rather antisocial and a juvenile delinquent, with a liking for leather jackets and bikes, he likes beating up Yakuza goons and is all around good-looking...except that, beneath all that, he's an oaf with a heart of gold who likes drawing manga and is too scared of confessing his love for a classmate. All while obliviously gaining the attention of several other girls.

* Fakir from ''Anime/PrincessTutu''. He even has a fanclub at his school, although it's likely none of his fangirls have ever talked to him, given his anti-social nature.
* Seto Kaiba, from ''Anime/YuGiOh'', is a very troubled AntiHero who starts off as merely an arrogant {{jerkass}} who considers himself the best in games until Yami Yugi one-ups him, but his backstory is revealed to be more than a little harsh: dead parents, an outcast in an orphanage with his brother Mokuba when they were kids, and when they did get adopted, he was abused by his adoptive father, Gozaburo, and forced to toughen up as his heir to Kaiba Corp. It's little wonder he's so cynical and bitter, with his soft side only coming out when around Mokuba. This also applies to his ancient Egyptian pre-incarnation, Priest Set, who also has problems from his father having abandoned him when he was young and only finding out he's actually fellow Priest Akhenaden later on, and loses the love of his life, the MysteriousWaif Kisara.

* Ciel Phantomhive from ''Manga/BlackButler'' is a HollywoodAtheist in Victorian England. Check that page for his FreudianExcuse, if you don't know his backstory already. The result is a stubborn, bitter teenager who honestly believes that once something is lost, you can't get it back (a plot point in the anime) and has a serious issue with showing his real emotions unless it's anger. Despite this, there are still girls ([[EvenTheGuysWantHim and two or three men]]) in universe who like to fawn over him, and aside from Sebastian, he has an extremely large fanbase out of universe.

* Bishop Frau in ''Manga/ZeroSevenGhost''. Badass badboy who disregards convention and does as he pleases. Still, he has a difficult backstory and is a genuinely caring person.
* Mikael from ''Anime/ImGonnaBeAnAngel'' is a very, VERY troubled and unstable pretty boy. You wouldn't guess that because [[spoiler: for the first 13 episodes, he acts very little, and when he does, he's usually calm, polite, always smiling gently - an epitomy of sanity in a crapsack world. Then, in the second season, we get to see the real him under that mask - a very stubborn, obsessive, and insecure boy. And at the end, he goes all evil and insane and has an epic breakdown - and then he returns back to his former self. He remains stubborn, unfortunately.]]

** [[MisunderstoodLonerWithAHeartOfGold Ryūji]] is feared as a delinquent due to his FaceOfAThug and because he's the son of a {{Yakuza}}, who made his mother pregnant when she was 16, and then left with another woman. This causes him troubles and he has a low self-esteem, but he's extremely [[NiceGuy nice]], selfless and helpful, and manages to attract [[spoiler:Taiga, Ami and Minori]]. Ryūji's mother Yasuko obviously fits the trope too.
** [[{{Tsundere}} Taiga]] comes from a rich family, but her extremely selfish father left her mother for another younger woman. Taiga went living alone (however, [[spoiler:she gets back to her mother in the end]]), is SourOutsideSadInside and this makes her rude and hot tempered, but in truth she's really kind-hearted, selfless and [[UndyingLoyalty loyal to her friends]].
** [[LovableAlphaBitch Ami]] [[spoiler:was pursued by a stalker]] while she worked as a model. Due to this, and to the fact she works with adults, she's more mature than most other characters, but also troubled: this causes her to be a self-centered and arrogant SpoiledBrat, who hides her issues with a {{Kawaiiko}} facade. However, she reveals to be selfless and helpful towards her friends, really cares about them and always tries to give them good advice. Her sense of tact may not be her best quality, but she wants them to front reality, especially [[spoiler:she wants Ryūji and Taiga to make their real feelings for each other clear]].
** Minori and Yūsaku, despite their positivity and eccentric personalities, hide several issues and insecurities too. Yūsaku thinks he's poor at talking to girls and [[spoiler:dyes his hair to avoid to join the School Council, because he's in love with president Sumire]]. Minori is AmbiguouslyBi, never sure about her feelings for others, and starts to ignore Ryūji [[spoiler:when she realizes his feelings for her, but wants him to be with Taiga]].

** [[ComicBook/Supergirl2005 Post-Crisis]] Kara Zor-El was at the beginning an emotionally-unstable, quick-tempered jerkass due to Kryptonite-poisoning and being a teenager stranded in a strange land (she got over her issues and got better after a while, though). She is also an AmazonianBeauty and boys were obsessed with her, especially during her "troubled teenager" phase.
** [[ComicBook/Supergirl2011 Post-Flashpoint]] Supergirl was a lonely, sad, hot-tempered, HotBlooded teenager with abandonment and anger issues -''a ton of'' anger issues- before CharacterDevelopment kicked off. She was a also Guy Magnet. Once she asked a boy if he wasn't frightened of her, and he said no, because she was beautiful.

* Franchise/SpiderMan. Brilliant, athletic (in secret most of the time), magnet for beautiful women of all hairstyles... and yet he's haunted by death, failure and the worst luck in Marvel Comics.

** Victor Mancha is a LongHairedPrettyBoy who's also the son of a genocidal robot, and may be fated to become an OmnicidalManiac. In one alternate future, he's also the only surviving Runaway after his evil dad went on a rampage.

* In ''ComicBook/{{Supergirl}}'' fanfic ''Fanfic/HellsisterTrilogy'', Dev-Em is a former bully, reformed delinquent and still a jerkass whom Kara finds charming and handsome.

* Tommy from ''Film/{{Warrior}}''. He's ridiculously damaged, and has a fractured (to the extreme) relationship with his father and brother. But he's a good guy, as shown by his reason for entering the tournament and by how he [[spoiler: selflessly saved a bunch of marines in the war]].
* Dan from ''Film/PeacefulWarrior''. Bitter, arrogant, and anti-social, especially after his leg is severely injured in a motorcycle accident. Nonetheless, he's very handsome and athletic, and manages to attract the Joy's attention.

* Luke from ''Film/{{Cherrybomb}}''. One the one hand, he's a violent, arrogant drug-dealer who treats his best friend like crap. On the other, he's a lonely, [[http://29.media.tumblr.com/tumblr_lg38dzSJAs1qc7bo0o1_r1_500.jpg angel-faced]] sixteen-year-old boy whose father abused and abandoned him.

* In ''{{Film/Calvary}}'' the barkeep uses this expression nearly literally referring to the Father James' daughter who has visible suicide scars on her wrists.

* Crowe from ''Literature/DevilsAndThieves'' is always described by Jemmie as being ridiculously attractive, and he gets a lot of female attention, but he's also brooding and dangerous, a bad-boy with anger issues that runs a motorcycle gang.

** The former is a traumatized survivor of a shipwreck that left him stranded on an island; he's self loathing, has lost most of his former social skills, and is plagued by guilt, both survivors guilt and guilt for hurting his ex girlfriend, who he's still in love with. He's also a SexGod of sorts.
** Roy Harper is a brooding orphan who's spent his life fighting to survive poverty and looking out for himself, is a petty crook that most write off as a thug, and like Oliver he's a self-loathing bag of guilt with no social skills [[BigDamnHeroes who always looks out to help others when he can.]]

** Dylan, very close to being a TropeCodifier. On top of being a LonelyRichKid, he has problems with his con-artist father and New Age hippie mother, and is an occasional alcoholic and drug user. This doesn't stop viewers from seeing him as the show's BreakoutCharacter and residential heartthrob.

* ''Series/BoyMeetsWorld'': Shawn Hunter. The rampart trailer park trash jokes started as innocent and one dimensional character traits. Then, for a good while from season two onward, it seemed like every other episode was a Shawn pity-party fest. And he got girls to boot.

* ''Series/{{Community}}'': Jeff has attracted the attention of every female main character, as well as several one shot girls and [[EvenTheGuysWantHim a few guys]], but he's narcissistic, moody, has anger issues, a drinking problem and when it comes down to it is a severely depressed broken man.

** Matt Murdock is troubled. Blinded in a car accident when he was nine, father was killed a year later for refusing to take a dive, spent fifteen months being trained by a sensei, etc. Troubled, but his good looks make him great at charming women like Karen and Elektra.

* ''Series/FreaksAndGeeks'': Daniel Desario is a Creator/JamesDean-looking, scholasticly-challenged heart breaker from the wrong side of the tracks, yet manages to have both female leads wanting him.

* ''Series/GilmoreGirls'': Jess arrived fresh out of the rougher side of New York, and horrified the idyllic, small-town Stars Hollow with his rebelliousness, rudeness and prank-pulling. He also carried a lot of personal baggage from his DisappearedDad, neglectful, unstable mother and her rounds of scummy boyfriends and husbands. That said, he turned out to be very intelligent and a total bookworm which was enough for good-girl, straight-A student Rory to fall for him despite his issues. He also did genuinely care about her and his uncle Luke, although he was terrible at showing it. After being [[PutOnABus put him on a bus]] he returned in the sixth season having shed most of his troubled aspects, matured greatly, actually learned to communicate and reconnected with Rory and Luke.

* ''Series/{{House}}'': Gregory House. Both in-universe women seem to adore him unless he does show his DrJerk tendencies. He has lots of emotional baggage from his past relationships, abusive father, and his chronic pain in leg. He is played by Hugh Laurie who is TallDarkAndHandsome with deep blue eyes and sense of humour.

* ''Series/MarriedWithChildren'': PlayedForLaughs with Bud Bundy. He tries to create different troubled but cute persona's to get young women, like his infamous [[PrettyFlyforaWhiteGuy Grand Master B character.]] The funny thing is, it mostly works until one of the family members interrupt and reveal his true character.

* ''Series/TheOC'': Ryan is a troubled teen from Chino with ParentalIssues, and abandonment issues who is also MrFanservice, has a good heart and attracts some female characters.

* ''Series/{{Riverdale}}'': Jughead is a snarky, apathetic, self-described "outsider" who lives in a trailer with a criminal father. However Betty falls in love with him despite his SugarAndIcePersonality. In fact the character is supposed to be an "emo heartthrob".

* ''Series/{{Scrubs}}'': Dr. Cox. Troubled? He perpetually sees a shrink, regularly abuses the people he cares about, and is in love with a woman that he hates. Cute? He appears to be the only doctor in the place that regularly exercises. Plus, he's very proud of being forty and retaining all of his hair. Cox's violent temper wins over him being a perfectionist. The cute/honorable part is that his perfectionism is over saving his patients' lives.

** Gabriel was Claire's high school boyfriend with certain charms and jerk vibes. He wore dark clothes and jeans, and he had tattoos and piercings. Gabe gave her strong drugs and told everybody about their sex experience (she sucked his toes, which made her a laughing stock). His family background was horrible: a white trash mother, a father who abandoned them, a jerk of a step-father, and he had to deal with a death of his small brother. He later got suicidal and then committed burglaries. He got lost later, and Claire sort of learnt about his fate when she might or might not have visited afterlife.
** Claire dated Russell in college. He was very insecure and possibly gay or bisexual who was uncomfortably with his sexuality. She told him he was hot, but he said the best he would get was cute, considering it DamnedByFaintPraise. He's a talented artist, though, and attractive enough to be sought out by their male professor who had sex with him while he and Claire were dating.
** Brenda's brother Billy once used Claire when she was a teenager, trying to get to close to Brenda and Claire's bother Nate. He had a weird relationship with Brenda, verging on brother-sister incest, and his parents screwed them both up horribly, over-analyzing them constantly. They had some happy moments, but once bipolar Billy decided to stop his medication, it went to poop.

* J.D. from ''Theatre/{{Heathers}}'', even more so than his [[Film/{{Heathers}} movie counterpart]]. Yes, he's a serial killer with a nasty {{Yandere}} side and a [[BlueAndOrangeMorality skewed sense of morality]]... ''but he's just so tragic''. His sense of humor (however dark), [[AbusiveParent horrid home life]], and slight CloudCuckooLander tendencies keeps him within the realm of likability, at least at first. It probably helps that his actor is incredibly pretty. As a result, many girls in the fandom have declared J.D. their fictional crush, even if they do acknowledge that dating him in real life would be a bad, ''bad'' idea.

* Zelos Wilder from ''VideoGame/TalesOfSymphonia'': he's a young, playful womanizer with long, red hair, flirting with every woman and having a bunch of Fangirls (his "Hunnies"). But later in the game, it is revealed that [[spoiler:he never had any real parents, his father was absent due to his forced marriage to Zelos' mother, who stated that he "should never have been born" in her dying moments. This made him develop a great self-loathing and the feeling of worthlessness. In the superficial society of Meltokio, he was forced to lock his emotions away, therefore adapting to their expectations. This made him becoming the playful, careless guy he pretends to be]].

** Big Boss is an EvenTheGuysWantHim character, known for his charisma, presence, and magnanimity, who has had romantic and pseudo-romantic relationships with both women and men. He killed his mentor, and spends the rest of his life attempting to come to terms with it and trying to stick it to TheMan...who turns out to be an actual character ([[spoiler:his former best friend!]])
** Raiden at first comes across as well-adjusted, but turns out to have been a recovering ex-child soldier with messed-up standards of intimacy. But...so bishie!
* ''Franchise/TouhouProject'' doesn't have highschools in it[[note]]IOSYS remixes notwithstanding[[/note]], but Fujiwara-no-Mokou definitely screams this trope. She's a {{bifauxnen}}, she's cursed with {{immortality}}, she has a DarkAndTroubledPast (and it's an arguably-masculine, daddy-why-wont-you-acknowledge-me FreudianExcuse), she distances herself from others, yet will help when help is needed. HighschoolAU doujins where she appears typically cast her as a {{Japanese Delinquent|s}} who mellows out to Keine.

** Invoked by Cloud's SexierAlterEgo in ''VideoGame/FinalFantasyVII'', a hardened and highly-decorated mercenary with a mysterious past, a disaffected, sulky attitude and a love of striking poses and riding motorbikes. This attitude leads to women swarming around him, with [[SacrificialLamb Jessie]] outright telling Cloud she finds him attractive because of his bad-boy attitude. He later shifts to a slightly different form of 'troubled' once it becomes clear that he's insane, and Tifa and Barret continue to adore him anyway. Once he has a HeroicBSOD and admits to Tifa that in reality he'd just been a lonely, angry town misfit who'd been trying to prove his strength by picking fights so that people would like him, she admits she found that part of him fascinating as a teenager.
** Squall Leonheart from ''VideoGame/FinalFantasyVIII'' is a handsome loner who is plagued by a deeply troubled past and [[NoSocialSkills his inability to communicate with other people.]] He's also a schoolboy in a white tshirt and leather jacket, playing off the stereotypical appearance of this type. While genuine Wangst material, him being surrounded by quirky friends especially the PluckyGirl love interest causes him to come off as a dorky super soldier who [[FacePalm facepalms]] and [[DeadpanSnarker snarks]] a lot. That, and he has a tendency to show his [[AwLookTheyReallyDoLoveEachOther actual cares]] toward friends as he develops more as a person, usually through monologues.

*** Lightning as a rare female example. She's a beautiful soldier who was forced to become the head of her house at a young age following her parents' death, and fought long and hard as a soldier in order support and protect her younger sister, Serah. She puts up a cold, stern mask to hide her vulnerability, but in doing so estranges the very person she sought to protect, not even realizing when Serah was turned into a l'cie during her absence. When trying to save Serah from the government captivity, Lightning herself was turned into l'cie and was hunted as a fugitive.

* Miles Edgeworth in ''Franchise/AceAttorney''. A suave, if somewhat snobbish and condescending prosecutor who causes women to go weak at the knees with his glare. His "troubled" part comes from his upbringing; having to deal with the possibility he killed his father, his fear of earthquakes, and the shadow cast over him by Manfred von Karma. However Edgeworth might be an aversion since all the women who find him debonair just roll of his shoulder (he doesn't really seem to care one way or another that women swoon over him unless that gets in the way of what he's trying to do).

* Eiji of ''Webcomic/RedString''. It annoys him to no end when it [[AllGirlsWantBadBoys attracts a fanclub of bimbos]].

** Princess Bubblegum also applies somewhat as well. Looking normally pretty and graceful, she had the pain of ruling a entire kingdom for centuries, and eventually lost it to a JerkAss.

* In one episode of ''WesternAnimation/{{Birdz}}'', we meet Riley Raven, a good-looking bad boy who does whatever he wants, and is considered a "bad egg" for it. We later learn that he acts this way because of his workaholic parents never having time for him.
* Franchise/{{Batman}}, as epitomized here in ''WesternAnimation/JusticeLeague'', where he's trying to convince Wonder Woman why they they wouldn't be good together:

** Lance Alvers, aka Avalanche, post-CharacterizationMarchesOn. At first he was just a straight up criminal, then he gained some NobleDemon aspects and a soft spot for the Kitty of the X-men.

* Many ''WesternAnimation/StevenUniverse'' characters fit into this. Starting with Amethyst, who looks stocky and adorable. But really she's very insecure, lonely, and worried what others will think of her.
** Steven himself mostly acts adorable, but hides insecurity and the loss of his mother.
** Definently Lapis Lazuli, adorable as a angel, but is a BrokenBird big time.

* ''WesternAnimation/{{Kaeloo}}'': Mr. Cat. On one hand, he's portrayed in universe to be attractive to girls, such as Kaeloo and Pretty. On the other hand, he's a complete psychopath who loves violence and isn't afraid to inflict it.

* ''LightNovel/OthersidePicnic'' has Toriko Nishina. [[DeadParentsAreTheBestParents Her parents are dead]]. Her tutor, whom she is obviously smitten with, Satsuki Uruma, has gone missing in a nightmarish alternate dimension known as Otherside. She's shy and introverted around people she doesn't know. And while she does a good job of hiding all of this behind a cheerful personality, there are moments where the cracks show through, such as when her new friend, Sorawo Kamikoshi, tells Toriko that she doesn't want to risk her life in Otherside anymore after a couple of close calls. Toriko offers Sorawo her share of the money they make bringing back objects from Otherside to try and convince her, and when Sorawo still turns her down, Toriko rushes back into Otherside alone to try and find the missing Satsuki.

* ''LightNovel/OthersidePicnic'' has Toriko Nishina. [[DeceasedParentsAreTheBestParents Her parents are dead]]. Her tutor, whom she is obviously smitten with, Satsuki Uruma, has gone missing in a nightmarish alternate dimension known as Otherside. She's shy and introverted around people she doesn't know. And while she does a good job of hiding all of this behind a cheerful personality, there are moments where the cracks show through, such as when her new friend, Sorawo Kamikoshi, tells Toriko that she doesn't want to risk her life in Otherside anymore after a couple of close calls. Toriko offers Sorawo her share of the money they make bringing back objects from Otherside to try and convince her, and when Sorawo still turns her down, Toriko rushes back into Otherside alone to try and find the missing Satsuki.

--> '''Website/AnimeAbandon'': ''singing'' Pretty boys with problems! Yeah!

* ''Series/NipTuck'': Christian Troy is shallow, sex-obsessed, and in the habit of treating his sex partners like dirt -- but he's also handsome, successful, and ''really'' good in bed, plus the [[FreudianExcuse unexpected vulnerable streak]].
* ''Series/MarriedWithChildren'': Played for laughs with Bud Bundy. He tries to create different troubled but cute persona's to get young women, like his infamous [[PrettyFlyforaWhiteGuy Grand Master B character.]] The funny thing is, it mostly works until one of the family members interrupt and reveal his true character.

%% LIST CONCRETE CHARACTERS * ''Anime/CodeGeas'': Many of the show's famous male characters are insanely and inhumanly good-looking and less-than-rosy in their moral leanings, and [JerkassWoobie suffering horribly]] [[FreudianExcuse (one way or another)]].

* Sunahara is seen as a troublemaker during Literature/TanteiTeamKZJikenNote arc ''The Egg Hamburg Steak Knows'', but, [[CastFullOfPrettyBoys like every male in the cast]], he is obviously handsome.

* ''Comicbook/{{Empowered}}'':

* ''{{Series/Community}}'': Jeff has attracted the attention of every female main character, as well as several one shot girls and [[EvenTheGuysWantHim a few guys]], but he's narcissistic, moody, has anger issues, a drinking problem and when it comes down to it is a severely depressed broken man.

%%* Michael on ''{{Roswell}}''.

* J.D. from ''{{Theatre/Heathers}}'', even more so than his [[{{Film/Heathers}} movie counterpart]]. Yes, he's a serial killer with a nasty {{Yandere}} side and a [[BlueAndOrangeMorality skewed sense of morality]]... ''but he's just so tragic''. His sense of humor (however dark), [[AbusiveParent horrid home life]], and slight CloudCuckooLander tendencies keeps him within the realm of likability, at least at first. It probably helps that his actor is incredibly pretty. As a result, many girls in the fandom have declared J.D. their fictional crush, even if they do acknowledge that dating him in real life would be a bad, ''bad'' idea.

* N from VideoGame/PokemonBlackAndWhite. [[spoiler:Granted, he's more deluded than troubled.]]

* ''VideoGame/{{Persona 3}}'':

%% * ''VideoGame/MassEffect'' presents [[FanNickname FemShep's]] potential male love interests, in order of least-to-most emotional baggage: Jacob (refuses to be thought of as a "baggage guy") -> Kaidan (TrainingFromHell, BlessedWithSuck) -> Garrus (CowboyCop with a lot of survivor guilt come the second game) -> Thane (former assassin who made his first kill when he was twelve). Now, where Liara would fit on this scale is another question...

%%* Kōya Aotsuki from the gay DatingSim ''{{Morenatsu}}''.

[[folder:Web Comics]]

* In ''WebComic/YokokasQuest'', Mao is this. Copycat even judges from his dreamscape that he's tormenting himself, and calls him cute.

* ''{{WebVideo/Aaron}}'''s two protagonists fit in different ways:

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* Hayato Gokudera from ''Manga/KatekyoHitmanReborn'' - a smoker, [[{{Delinquents}} delinquent]], and lover of [[StuffBlowingUp high explosives]]. Naturally, the girls go wild for him. The only break in his TroubledButCute personality is that he [[HoYay turns all mushy and affectionate]] for [[ButtMonkey Tsuna]].

%% * ''GameXRush'' has Yuuki.

* [[ButNotTooForeign (Half-)]][[JapaneseDelinquents Japanese Delinquent]] Jotaro Kujo of ''Manga/JoJosBizarreAdventure'' manages to be [[ChickMagnet hit on by nearly every woman he's come in contact with]], much to his ire. Unfortunately for him, attempts to dissuade it [[AllGirlsWantBadBoys tend to backfire]].

* ''VideoGame/{{Touhou}}'' doesn't have highschools in it[[note]]IOSYS remixes notwithstanding[[/note]], but Fujiwara-no-Mokou definitely screams this trope. She's a {{bifauxnen}}, she's cursed with {{immortality}}, she has a DarkAndTroubledPast (and it's an arguably-masculine, daddy-why-wont-you-acknowledge-me FreudianExcuse), she distances herself from others, yet will help when help is needed. HighschoolAU doujins where she appears typically cast her as a [[JapaneseDelinquents Japanese Delinquent]] who mellows out to Keine.

%% * The ''Film/SpiderManTrilogy'''s Creator/JamesDean-esque version of Harry Osborn. [[spoiler:He's scarred in ''Film/SpiderMan3''.]].

%% * Mathilda (as played by a young Creator/NataliePortman) in ''Film/TheProfessional''.

* [[Creator/{{AudieMurphy}} Audie Murphy]] had a number of TroubledButCute roles early on in his career, including his portrayal of Jesse James in the bland and highly inaccurate ''Kansas Raiders''. Universal stopped putting him in these roles once they realized that his fans preferred him in BewareTheNiceOnes mode.

%% * Natsume, of ''Manga/AliceAcademy''.

* Nagito Komaeda from ''VisualNovel/SuperDanganRonpa2'' has one of the most tragic backstories in the series. Due to a cycle of extreme good luck and extreme bad luck that's followed him his whole life, Nagito's life has been full of tragedy, such as losing his parents in a plane crash, and getting kidnapped by a murderer, only to be stuffed into a trash bag and thrown into the garbage because he had no loved ones to pay ransom. He is also a white-haired {{Bishonen}} with a mysterious personality and BlueAndOrangeMorality who, while [[TheFriendNobodyLikes not very popular in-universe]], is without a doubt the BreakoutCharacter for the series.

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[[folder: Visual Novels]]

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[[folder: Western Animation]]