The male leads created by Mayu Shinjo have different degrees of this. The better known example is Sakuya Ookochi from Sensual Phrase: this is largely because of an incident where his girlfriend, Aine Yukimura, ended up with a hickey (due to assault from another character); Sakuya, in a fit of jealousy, barged into her class, tore her uniform to reveal the hickey (and her bra strap), then took her home (while class was ongoing) and prepared to rape her. Only when her uniform was almost totally ripped off and the poor girl was weeping hysterically did he stop and realize WTF he was doing. Yeah, he's a Conflicted type with an extremelyDark and Troubled Past (as in, he's an Heroic BastardChild Of Rape, his "father" left him when he learned baby Sakuya wasn't his kid, he was bullied all the time because of his heritage, and his Lady Drunk mom drank herself to death when he was a child) and doesget kinda better with time (the "Where Are They Now?" Epilogue shows him as a decent father and husband, if somewhat of a Lovable Sex Maniac when he and Aine are alone), but that's not an excuse.
Don't forget Hakuron from Haou Airen. Yeah, he is seriously screwed up after being raised in The Triads and the Tongs, and killed his father among MANY other things, and he does admit to Kurumi that he's fucked up, but that doesn't erase how, the moment he met Kurumi, he tried to keep her from making a noise by threatening to rape her. (And later, well, he does. For three days straight, even.)
And then there's both Hanamaki and Gin from Love Celeb, to different degrees. Ironically, Gin's Big Brother Mentor was...Sakuya, another BB.
And even Satan himself becomes this in Akuma na Eros (Virgin Crisis)! Oh Miu Sakurai, you lucky little thing, you.
Takumi from Nana: abusive, controlling rapist. So Hachi chooses him over Nobu and marries him, though, in a subversion, it's not only about her OMG loving him, but quite more because because she's pregnant, he is the father of the child, and she believes that as a popular and rich singer he can provide better for both her and the baby.
Hijiri from A Portrait Of N And M looks like he's going to be one of these (he intimidates Mitsuru, fondles her hair, and tries to blackmail her into dating him), but gets subverted when it is revealed that he is actually deathly afraid of dogs and wants her to protect him from a rambunctious puppy on his route home.
One of the "Love Egoist" omakes from the Ouran High School Host Club manga involves a Stepford Smiler high school girl learning that the cute, friendly young male teacher who all her classmates admire is secretly as mean and sarcastic as she was on the inside.
Deconstructed with Shoutaro "Shou" Fuwa from Skip Beat!. He treats his childhood friend, Kyouko Mogami, like crap since she lives at his house after she falls victim to Parental Abandonment, and is completely devoted to him...but the moment he openly berates and humiliates her is actually the moment she snaps on him, realizes how much of an asshole he is, and openly swears Revenge.
Akuma de Sourou has Takeru, who blackmails Kayano into becoming his servant, sabotages her relationship with the guy she likes, and generally emotionally bullies her in the beginning. He seems to think it's only teasing, but considering how shy and emotional Kayano is, it comes off much harsher. Despite the progression in their relationship, he remains cold and distant, which makes her almost perpetually nervous.
Q-Ta Minamitani from Honey Hunt is a Manipulative Bastard towards Yura, is possessive of her, and shows little genuine interest in learning what Yura truly wants.
Bokura ga Ita: Yano has a hard time trusting Nanami completely, displaying jealousy and possessiveness, even to the point of physically abusing her.
Reimei No Arcana: though they're technically married, Caesar starts off as this towards Nakaba, yanking on her braid and forcing kisses on her in the first chapter. Needless to say, once Caesar begins to genuinely fall for Nakaba, he stops doing these childish and insensitive antics for the most part and treats her gently and with respect.
Kyota Tsubaki in Kyo Koi O Hajimemasu manipulates girls into falling for him and then dumps them because he can't trust them, humiliates his girlfriend Tsubaki in front of their class and almost rapes her. He stops doing most of those things after he begins dating Tsubaki, and genuinely seems to care for her.
Kouta from the one-shot manga Vitamin is like this. He says he loves his girlfriend Sawako and will stick by her, but he forces her into having sex and lies about being with her. Sawako eventually breaks up with him though.
Ryuichi Asami in the Finder Series (along with many other Ayano Yamane semes): starts off with rape and BDSM, then develops a romantic side. And so Takaba falls in love with him.
Nakajima in Gakuen Heaven, in the manga volume that follows his route in the Visual Novel (which includes Loving Force — in the first volume that doesn't follow him at all, there's attempted rape, and he is tremendously rude to Keita throughout, though he points out that if the central love interest does nothing, he'll take Keita for himself). In the anime, he's toned down to a Jerk Ass, and his sexual harassment is elbow-licking.
What's really frustrating about it that Shirou has horribly low self-esteem and doesn't think he deserves Yonekuni. In later volumes, it gets to the point where he actually believes that Yonekuni has graciously accepted his feelings and is simply putting up with his presence.
From the same series, a Shoujo-Ai/Yuri example is in Yonekuni's mother, Makio Madarame (the resident heroic sociopath of this manga). When they first met, she pushed her love interest, Karen, out of a four story window, and the only reason Karen survived was because of her madararui nature (and she still broke her legs!). Makio did spend the following months taking her everywhere and caring for her (against Karen's wishes), but still...Even after twenty years together, this trope continues to apply to Makio, as she constantly causes Karen no end of misery from everything from cheating on her to trying to derail Yonekuni or Kunimasa's psychological development, or running her prostitution outfit within the vicinity of their restaurant. These last two coincided at one point where she tried to pimp Kunimasa off to the highest bidder...and Karen was NOT happy.
Yonekuni's brother, Kunimasa Madarame, is really only slightly better than Yonekuni when it comes to his boyfriend, the main character Norio "Norririn" Enya. Mostly because he's the master of mixed messages to the point where he has Norririn running terrified in fear that he's going to either break up with him or propose to him. Considering that Makio is their mother, both Yonekuni and Kunimasa didn't really have a chance when it came to learning by example of how to maintain a functional relationship.
Considering that this is Love Pistols, you have quite a few dysfunctional relationships running around, but special mention has to go to Hiromasa and Shima's. Originally, they were sex friends in high school, and split up when Hiromasa's family moved him to a different prefecture, and then wound up working in the same hospital in their mid-twenties, eventually re-starting the sexual relationship they had before. Despite how much he tries to distance himself, Shima is in love with Hiromasa, but believes that if he tried to get any closer to him, he'd lose interest and leave him. In a moment of weakness, he uses a conception device that the Madarui use for same-gender reproduction (his thinking is along the lines of "at least he'd have something of him" when they eventually broke up). Consequently, he gets pregnant. Now, here's the bit where it gets creepy. It turns out that Hiromasa has actually been in love with Shima for years, and he came back from Kyoto to work in the same hospital as him for the expressed purpose of getting closer to him. Okay, that's fine, right? Well, here's the thing... Hiromasa noticed the fact that Shima seemed to be able to brush their relationship off like it was nothing, and had, for months, without Shima's knowledge, been using a very powerful conception drug on him in order to get him pregnant so he could tie him to him and stop him from leaving him. When Shima finds out that he's pregnant, despite being shocked beyond all belief, he blames himself, and Hiromasa not only lets him think that it's all his fault, but threatens to abort the child if it's not his. After things have calmed down a bit and Shima's sleeping in his arms, he remarks mildly in an internal monologue how nice it was to have miscalculated the extend of Shima's feelings for him and also how nice it was that he wouldn't have to kill anyone for sleeping with or impregnating him. Ladies and gentlemen, your Bastard Boyfriend incarnate.
Genma in Ze volumes 3 and 4: possessive, controlling, and completely eaten up with jealousy at the thought that Himi was his father's lover. He wasn't. Relaxes considerably after he finds this out. Himi has been in love with him since childhood and meekly submits to rape and imprisonment.
In the manga of Genshiken, Ogiue draws an explicit yaoidoujinshi starring her clubmate/crush Sasahara as a kichikuseme and clubmate Madarame as his quailing uke. In the anime, this gets expanded to an entire sequence: Youtube. Hilarious, since Sasahara is actually a Nice Guy and a little shy.
Klaus von Wolfstadt of Hyakujitsu No Bara is a Conflicted type variety: very rough when he sexes up his secret boyfriend Taki Reizen, and completely screwed up due to his past and his current position.
Some suspect Honma of Boku No Sexual Harassment as being this.
Morinaga from The Tyrant Falls in Love starts out as a pretty straightforward Dogged Nice Guy with a five-year crush on his homophobic boss, Tatsumi. Then he decides to prove how much he loves Tatsumi by raping him while he was drunk and drugged, then blackmailing him into regular sex even though Tatsumi's made it abundantly clear that he's straight, uninterested and not enjoying himself at all. What makes it worse is that Tatsumi's homophobia was occasioned by a Near-Rape Experience at the hands of a college professor - which Morinaga knows all about, because he was the one who stepped in. Bastard boyfriend? Bastard boyfriend.
Parodied in Majin Tantei Nougami Neuro, where Neuro is constantly cruel to Yako for no good reason, and this is supposed to hint towards romantic relations between the two characters, as well as being played for laughs.
Light Yagami definitely qualifies; the only reason he enters any sort of relationship with Misa is because she has her own Death Note and is wildly, cultishly in love with him. He really doesn't seem to give a crap about her other than that, and, in fact, is as willing to cruelly use her as a pawn as he is any stranger on the street. The only time he (pretends to) show any affection for her is when she's angry at him, or he wants her to do something. If Misa hadn't started with the infatuation, there's no way he would have treated her as anything more than a good lieutenant.
His treatment of his other girlfriend/lieutenant, Kiyomi Takada. It's more or less canon that they have had sex at least once, he manipulates her almost as much as he uses Misa as well, and unlike in Misa's case, he callously disposes of her by using a piece of the Death Note to force Takada to burn herself to death as a part of his plan. Right after the girl had not only killed Mello for him, but was naked and frightened and trapped inside a truck, actually begging him to help her since she genuinely believes in him. It doesn't matter if you liked her or not, that was a horrifyingly cruel move from Light.
Also, try and find a Yami Bakura/Ryo Bakura fanfic that doesn't have Yami Bakura mentally or even physically abuse his poor suffering host (and giving him his own body just to make the latter possible). Go on. We'll wait.
Although the second book prominently shows that he learned from his mistakes and is Lucy's strongest supporter when she keeps talking about seeing Aslan, the movie version still likes to portray him as dark to an extent, due to his snarkiness and witty character. They even switched his and Capian's lines from the book, because, while Caspian was supposed to be tempted by evil in the third movie, they gave this role to Edmund and made him look like a jerk again when he fell into temptation for the second time, even though it was for a short period of time. That's why many fans still see him as the bad one. And the bastard boyfriend title is easily used when it comes to Edmund Pevensie.
Kenny McCormick also gets this portrayal in 90% of the fics that involve him, due to his infamous status of being addicted to sex and drugs in the show. In most stories, he's an obsessed pervert who molests almost everyone around him or the object of his desires.
Flippy from Happy Tree Friends, and, good lord, to such an extent that almost the entire fandom sees him not only as an insane serial killer...but also as a serial rapist, due to the thousands anime-styled drawings in which he either molests or rapesFlaky or any other character. His rape involves sharp tools and blood, as well.
Nine times out of ten, the villainous half of a Foe Yay ship becomes this trope. Sephiroth is one of the more popular examples, especially in doujinshi, and, oddly enough, is portrayed as either type depending on the fangirl.
Russia, the resident Psychopathic Manchild and Yandere, is usually portrayed as this in fanworks that pair him up with someone, especially if it's with Lithuania or America (and admittedly, it's not easy to portray him as a decent boyfriend without running into the other extreme). As it stands, when Russia is paired with China, it can lead to either this or Happily Married.
England can become this when fans take his "tsun" side too far or become too enamored with the idea of him as a cocky, swashbuckling pirate claiming his love interest as his "possession" (with his favorite "love victims" being the wimpified Japan or America). And let's not get started on the Opium War and his fanon treatment of China and Hong Kong, which, more than once, has HK as actually England and China's Child by Rape (either via Mr. Seahorse or China having been a Sweet Polly Oliver all along)...
This is also a distubingly common Alternative Character Interpretation that follows the "What if England remained an Empire?" scenario. Apparently, the only way a Still-Imperial!England can be portrayed as is...a violent and abusive bastard who still dresses like a pirate, shoots and beats up whoever dares raise their voice, and sexily abuses a Forever-Colony!America reduced to a whiny, wimpified Love Martyr mess.
Turkey/Japan fanworks are mostly free of this or at least don't have Turkey abusing or raping Japan. Even fanworks where Turkey's feelings for Japan are clearly one-sided portray him as a jealous but ultimately harmless Hopeless Suitor at the very worst. Maybe because Turkey and Japan have always had a cordial history with each other.
Rather oddly averted with most Turkey/Iceland fanworks, even those in which Iceland is smacked with Wimpification. There are however a few with Ottoman Turkey kidnapping little/pre-teen!Iceland and putting him in his harem, "basing it off" the Turkish Abductions in Icelandic history.
In a kinda infamous Turkey/Ukraine doujinshii, Ottoman Turkey captures Cossack Ukraine (apparently representing the struggles between the Crimean Khanate and the Zaporoszhian Cossacks). He then has her stripped naked and delivered to his room, where he rapes her and she ends up loving it. We're supposed to find it romantic.
Poor Japan. Not only is he turned into a Bastard Boyfriend in numerous Japan/[insert any other Asian nation here] fanworks (which includes many Japan/China fanworks, pretty much all Japan/either Korea, Hong Kong, and/or Thailand fanworks, and even the few Japan/Taiwan fanworks that don't go the Lady and Knight or Happily Married routes) thanks to his Lawful Evilimperial history, but he himself becomes the weepyvictim...er, "lucky lover" of a Bastard Boyfriend in numerous America/Japan and England/Japan fanworks. The only pairing exceptions (so far) are Greece/Japan (whose reputation as the "peaceful, content, cat-loving pairing you steer clear of if you love angst" is too strong) and minor pairings like Turkey/Japan and Netherlands/Japan (who don't get that many fanworks in the first place, at least in the English-speaking fandom).
China (as either the Chinese Empire or Mao's China) sometimes goes from the Love Martyr victim to the Bastard BoyfriendYandere in China/Taiwan or China/Hong Kong fanworks, flanderising the country's "interest" into having them back (HK), or portraying the reason why they left him (Taiwan) as him stalking, abusing, raping, or even forcibly getting them hooked onto opium. Thankfully, it's not exactly common.
Even worse are the China/Japan fanworks that make Imperial China a pedophiliacYandere who physically, sexually, and psychologically abuses a completely wimpified Japan ever since he "discovered" him. (Or the fact that you can swap China and Japan's name in that sentence and replace "pedophiliac" with "sociopathic" and "discovered" with "conquered" [never mind that Japan never actually conquered China in real life, not even during WWII, and that China is actually the stronger nation nowadays] for a summary of at least 60% of Japan/China fanworks.)
America gets this rep in more than one America/England and/or America/Japan badfic, with either England or Japan becoming the Love Martyr to America's Jerk Ass or Yandere via Wimpification. Double points if it's an USA/Japan fic set in the American occupation times where America either punishes Japan for his role in World War II by raping him or becomes a dangerous Yandere who threatens to bomb him again. Triple points if it's a "USUK" fic where the real reason for The American Revolution is either England's reaction to teenager!America overpowering and raping him, or America setting a spiteful plan in which he wants his "freedom" as a direct way to hurt and hate England (and often backed up by a France shown as a slutty, selfish Evil Mentorwho leads America on *purely* to spit on"poor" UK - way to flanderize the French role in the Revolution).
While nowhere as common as Pirate!England, the renditions of Conquistador!Spain also tend to have more than one whiff of this trope. Fortunately, this happens more often than not in regards to the England/Spain or France/Spain pairings, which has a less chance of Wimpification than, i.e., Spain/kid-or-teen!Romano, Spain/soon-to-be-Empire!Netherlands, or Spain/teen-and-still-Imperial!Belgium.
Two or three fans give this treatment to Prussia, too. This happens in some Prussia/Hungary (with a badly chickified Hungary, one may add), Prussia/Austria and/or Germancest fics, but it's usually a rare sight.
Either Roy Mustang or Envy in Fullmetal Alchemist. With the latter, it's so common it's almost Fanon at this point, especially if they're basing the fic on the 2003 anime (where he's significantly more powerful, and his MO is basically For the Evulz).
Kaede Rukawa from Slam Dunk is frequently portrayed as this in fanwork to a wimpified Sakuragi. Yes, thatHanamichiSakuragi is made into Rukawa's whiny and weepy uke.
Parodied in Gantz Abridged. Kurono wants to be the Bastard Boyfriend of Kishimoto, but he has, as he puts it, landed in the one anime where being an asshole doesn't get you the girl. She instead has a thing for the Dogged Nice Guy.
Heero Yuy, back when Mobile Suit Gundam Wing was the yaoi fandom out there, was the poster boy for this trope. Fics where he sexily abused Duo, raped him and claimed to love him, killed or humiliated Relena for daring to crush on him (which, of course, was okay, because she totally was a pink-dressed, girly, Yandere whore) and commited other squicktastic deeds "because he loooooooved Duo so much" (like considering to keep Duo in a cage for his own sake) were pretty much the hottest thing in those years, and fangirls loved such stuff.
What, only Ulquiorra? It's also a popular interpretation of either Nnoitra or Aizen in any shippy stuff involving them. Really not helped by both being infamous Memetic Molesters.
A Woman's Face: The 1941 version, that is. Conrad Veidt's Torsten Barring is a suave and charming bastard and a wannabe murderer, but he's also so hypnotic and attractive Joan Crawford's embittered heroine actually considers murdering a child for him. When she tries to refuse, he lures her in with erotic gestures dripping with sexual sadism. She quivers in a mixture of arousal and revulsion.
General Koskov is this to Kara Milovy in James Bond film The Living Daylights. Despite all of his gifts to her, he won't hesitate to use her as a sniper bait and engineer her death.
The sheik from The Sheik: causing an entire generation of girls to swoon at the thought of being kidnapped and raped by a hot Arabian prince. (That Fetish Fuel was the intention is made transparent by the book's final pages, in which, in a fit of conscience, he decides to send her away so he won't hurt her anymore, and the heroine threatens to kill herself. The fact that The Film of the Book starred Rudolph Valentino helped.
It has been HEAVILY argued that Twilight's Edward Cullen is an unintentional Conflicted type example of this trope. Jacob also gets warped into this in the third book. To add irony, it took Jacob becoming a Bastard Boyfriend for Bella to realize she has feelings for him.
Relatedly, Christian Grey, the Edward-Expy from Fifty Shades of Grey, is practically the poster boy. While he claims to be into BDSM, what we see comes across a lot more like domestic abuse. At one point he outright rapes Ana, and uses the "Not If They Enjoyed It" Rationalization. It's all meant to be seen as romantic.
The Wicked Lovely series has Irial, who is incredibly emotionally abusive to Leslie, but is still hot. One reviewer describes their connection as 'Destructive yet seductive'.
Don't forget his relationship with Niall in the past, after the whole ultimatum.
Part of the dark court's whole nature is based around darkness, seduction, lust, torture, and beautiful destruction. The only important members of the DC who don't fit this trope to an extent are Bananach, who is more a Lady of War - her in-universe nickname is Lady War, after all - Ani, who is a Plucky Girl with dreams of chaos that her court disallows, and Niall, who fights every day to resist the darker side of his nature, although the injustices of the past and Keenan's apparent betrayal in Ink Exchange mean that, by Fragile Eternity, when he rules over these creatures, he is rather more inclined to give in to it.
Irial is something of a subversion; he realizes that Leslie is better off without him, and he has spent centuries trying to make it up to Niall.
Patch from Hush, Hush emotionally manipulated and sexually harassed Nora. It was later revealed that he was trying to kill her so he could get his wings back. Nora was understandably creeped out, but fell for him anyway.
Let's just say that no transwomen literature is a transwoman literature without this character. These characters can be of either gender.
Chamberlain Yanagisawa of the Sano Ichiro series is an Unconflicted type after his rise to power, taking out all of the humiliation he suffered to gain said power in the first place on his lovers. This trait is lessened throughout the series as he quickly realizes after his love affair with Hoshina collapses that others are using him to gain power themselves.
Nagasawa to Hatsumi in Norwegian Wood. She puts up with him throughout most of the book despite his casual cheating and bad treatment of her.
The knight Erlend exhibits this behavior to the teenage girl Kristin in the trilogy Kristin Lavransdatter, set in the Middle Ages. Played straight in the first book, where Kristin falls in love with Erlend, breaks her engagement with her Nice Guy fiance, and defies the will of her father to be with him, all despite his shady past and his none-too-kind treatment of her. Deconstructed in the two later books, set after Erlend and Kristin's marriage, where she has to live with the painful consequences of her decision, all in a highly patriarchial world that offers little support for women.
Although it is somewhat cleaned up in the movie, the woman in The Sheltering Sky was repeatedly raped by two of her Arab captors. Her subsequent behavior was more like shell shock than the movies kind of "once you go whatever ..."
Gor. A Gorean master will be one of these toward any slavegirl he cares for. If he isn't one of these at the start, (or falls into the conflicted version of this trope) it will be a subplot that he becomes an example of the unconflicted version at the end, either in general, or toward a particular women whom he'll end up enslaving.
Live Action TV
On 'Allo 'Allo!, Private Helga Geerhart is seen standing in a corner like a small child receiving a "time out." Quoth her fiancÚ Herr Flick:
"Let this be a lesson to you. That is the last time you burn my toast!"
The lyrics of the song "El duelo" by Chilean group La Ley seems to be written from the POV of a Bastard Boyfriend.
"Bad Enough For You" by All Time Low fits this stereotype (on the surface at least) so exactly that it could be used as the title trope. However, it's also an inversion as the narrator states that he'd rather be a nice guy and treat his love interest well but knows the only way she'll fall for him is if he is bad enough for her.
Judas by Lady Gaga could be interpreted as this and coming from the love interest's POV.
Romantic Cheapskate V2.0 by MC Frotnalot is about a guy who delights in stringing a girl along with a minimal amount of commitment on his part. This character is particularly proud of the fact he has never spent any money on his girlfriend, instead resorting to petty theft for gifts, or sticking his girlfriend with the bill.* The original song Romantic Cheapstake was about how, on each of the six previous occasions that Front submitted a song to online song contest Song Fight, he had won handily, with comparing the Song Fight contest to a mistreated girlfriend. This song also won handily, and Frontalot declared that having gone 7-for-7, he was not going to participate anymore.
Eldoth to Skie in Baldur's Gate. He's a blatantly sleazy, chauvinistic Jerkass who embodies the selfish nature of his Neutral Evil alignment. The only reason he elopes with Skie is so that he can blackmail her father by claiming he kidnapped her. He is only able to get away with this because Skie is just that naive and foolish and thinks he is romantic.
Damien has at least significant shades of the conflicted version in Magical Diary, considering that he jerks you around for most of the year, culminating in breaking your heart and trying to kill you by way of stealing your soul. The only way to get any of his endings - not even just the good one - is to tell him that you love him no matter what and then forgive him for what he did when he shows up again. Your roomies, however, will call you out on being a Love Martyr if they find out that you've taken him back, though. And by using Spirit Echoes and Empathy, you can find out that he has genuinely fallen in love with you and really does want to reform. But if you haven't been working on White magic, you might be left wondering how long it will be before he turns on you again.
It's not quite that simple - you can get his endings even if you play yourself as conflicted rather than all-forgiving. It's just the "I hate you forever" options you can't pick. And even with the white magic, it's questionable how much he's really changed. He doesn't want to kill you anymore, but he still enjoys messing with your head...
Peter, a minor character in Resident Evil 6 that's only with you for a short part of a level, shows himself to be this. He seems to be a bit of a sociopath, and breaks the number one rule of surviving in a zombie apocalypse: stay together. He runs out into the street (away from the gun store that he and the other survivors (including Leon and Helena) had found shelter in) after stealing his girlfriend's gun and unsurprisingly gets killed by a zombie. Helena at least calls him out on repeatedly insisting the group abandon his girlfriend, though she's still upset when he dies.
The love/hate routes of the otome game Under The Moon plays off this trope. The love interests begin the game on the fence about how to treat the heroine. The player's choices push them in one of two directions: towards "pure love" routes or "love/hate" routes. "Pure love" is Exactly What It Says on the Tin. In "love/hate", on the other hand, the guys give in to "romantic" abuse inclinations that generally include rape.
Mink in DRAMAtical Murder. His introduction features him kidnapping the protagonist Aoba to be gang-raped in front of him (something that's just barely averted by Aoba's Superpowered Evil Side showing up) and his actual route involves him treating Aoba like dirt and coercing him into doing various things he doesn't want to do including, yes, rape. And Aoba — who actually has a spine for the most part in the game's other routes — passively submits to all of this with only token resistance.
Majima Tarou, a bonus character for Tokimeki Memorial Girls' Side. Basically everything he does involves being a narcissistic, self-absorbed, emotionally flip-floppy Jerkass who torments the protagonist, demands that she do ridiculous things for her, yells at her when he does, and all-around acts abusive to the poor Love Martyr protag who spends a lot of the time in tears. And yet he's a dateable character in an Otome Game, so clearly there must be demand.
Although the story's only two chapters in, and there seems to be more to be revealed where he's concerned, Cain of the Starfighter webcomic plays this one straight from the get-go. His idea of an icebreaker with his new navigator/roomie Abel is to bite Abel's lip so hard that he leaves a permanent scar, announce that Abel is now his bitch, and alternately threaten and sexually harrass him (sometimes both at once). Give Abel his due, though, despite his occasional emotional moments, he's a lot more assertive about not taking Cain's shit than most of the Love Martyrs listed here.
"The one with the scar.. Don't look at him, don't touch him.. .. And don't fucking talk to him!" Self Explanatory.