Combat Pragmatist: Jimmy can explore many ways to take down an opponent, ranging from a simple punch in the face, to using a freaking bottle rocket launcher to paste someone from a distance.
Cultured Badass: Art classes show that Jimmy has a surprising gift for oil painting.
Custom Uniform: For some reason, only he and Petey wear bright blue vests over their uniforms. The Nerds and the Non-Clique Students respectively wear kelly green and dark teal sweater vests, and Gary has a unique teal vest. The other cliques don't wear school sweater-vests.
In beta screenshots, the Non-Clique Students wore blue vests the same color as Jimmy's. It's probable that they were switched to dark teal to make Jimmy stand out more.
Cutscene Incompetence: Whenever Gary's around, Jimmy seems to lose the ability to do anything besides clench his fists, scuff his feet, and huff. There's also a scene where Jimmy sees a pack of Townies and claims there's too many of them for him to beat, although that wouldn't be horribly difficult for a player to do.
Evil Laugh: "Face it: I'M SMARTER THAN YOU! HYAAAAAHH!!"
Freudian Excuse: Half way through the first chapter he excitedly stated that he was off his meds. His behavior implies that he may suffer from Schizophrenia. These two factors plays a role in his Draco in Leather Pants reputation.
Jimmy: You are sad, man. Gary: I may be sad, but I run your world, moron! And don't you forget it!
It Amused Me: When Jimmy asks, "Why'd you do it?", this is his response. The fact that Gary took the Principal hostage and turned the school into a warzone, yet is still Head Boy makes his victory all the sweeter; in Gary's mind, he's proven his superiority over the "little people."
Embarrassing Nickname: He really doesn't care for being called Petey, although he's too meek to do anything about it.
My Name Is Not Durwood: A meta example, despite the fact that he uses his real name (Peter) only slightly more often than Jimmy uses his real name (James), a lot of fans refer to him primarily as Peter.
Non-Action Guy: The closest he comes to doing something action-y was during the boss fight against Johnny Vincent, where he operates an electromagnetic crane... after Jimmy knocks out every single Greaser who was in his way.
Informed Attribute: According to the dialogue files, she's a very good fighter and quite tough for a girl. In the game itself though, all the girls share the same stats, and are the weakest characters by a large margin. Probably justified though, since Zoe couldn't have been programmed to be tough and aggressive without tinkering with the mechanics a lot.
Brother-Sister Incest: Not intended, but he can sometimes be seen making out with his sister Christy. This is because the game designers would have had to write special code to make sure they didn't, and they either didn't bother, or didn't realize - see all the confusion about names.
The Starscream: Subverted. Damon may be tougher than Ted and he talks a bit of crap about how he'd make a better clique leader than Ted behind Ted's back, but whenever he's around Ted he's servile and repeats everything Ted says. Also justified in that Ted's the quarterback and thus the most important player on the football team and thus the most important Jock - if Damon were to try to take over the clique he'd probably just get kicked out of it.
Lovable Jock: Bo's the jock who's a nice guy by nature but forced to be a jerk by peer pressure and social expectations. He's a bit of a counterpart to Parker in the Preppies.
Unusual Euphemism: A non-double entendre one, he calls bullying and physical beatings "poundcake".
Wimpification/Flanderization: Well, there's no trope called Gayification, so the slash fandom's tendency to twist canon and selectively omit bits of it to make Kirby gayer is a combination of those two tropes.
Hidden Depths: Some dialogue of his indicates that, despite his disdain for academics, he can at least still perform half decently at them.
Totally Radical: In a bid to try and look cooler, he starts trying to speak (painfully) in Jive. He only stops if he's spoken to in the way he normally speaks.
Algernon: Yo, Jimmy, I'm over here! Gimme five, dude! Jimmy: Ahh, no. Algernon: Heh, heh... Yeah, well, cat, looks like your homies took care of some lames for us. Jimmy: What are you talking about? Algernon: Don't get fresh wit' your homies! Jimmy: Can you please talk normally? Algernon: This is my normal style of rapping, bro. Hoo, hoo, hoo! Jimmy: Alright. Enough. WHAT'S MY QUEST? Algernon: Ah, right. Salutations, sir James!
Screams Like a Little Girl: Especially in the mission 'Save Algie'. His cries for help when a bully gets near him could shatter glass.
Camp Bi: Jimmy can seduce him, and he seems to go gaga for boys giving him romantic presents. Talk around the school says he played a dead-on Juliet in the school play. He also has an unrequited crush on Mandy.
My Name Is Not Durwood: His last name is used once during the game, in an announcement over the PA, and a lot of people, not realizing the game gave him one, use the incorrect soundboard-provided last name, Thomas.
Beware the Nice Ones: Well, beware the mild-mannered ones. Donald is the stereotypical rage-filled nerd and he keeps a meticulous list of people who he hates.
Not-So-Harmless Villain: As well as being a lot more aggressive than most Nerds, Thad reportedly attacked Peanut Romano a year before the game began, hitting him hard enough to break his yardstick over Peanut's head. For good measure, he managed to escape a beating from the Greasers in spite of this.
Remember the New Guy: The penultimate Townies mission has Jimmy telling Zoe that he needs to find "that Edgar kid". Prior to this Edgar hadn't even been mentioned, let alone properly introduced as a character.
Blood Knight: Nearly every thing that comes out of his mouth is either about fighting, hating Bullworth Academy, or both.