The Casanova: Given that he's able to get the attention of 9 girls by the end of the game, and six guys too.
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.
Lightning Bruiser: He's probably the second or third fastest kid in Bullsworth.
The Napoleon: He's short for his age, which is one of the very many things responsible for his general belligerence. However...
Pint-Sized Powerhouse: ...his height is no disadvantage to him in a fight. He can take on an entire clique in a fist fight single handed and walk away a winner.
Pride Before A Fall: It's even part of the last story-based chapter: "The Fall and Rise of Jimmy Hopkins, Aged 15"
Which is also a reference to the 1970s book, "The Fall and Rise of Jimmy Hoffa," by Walter Sheridan.
Unwitting Pawn: Gary builds him up as the school hero, only to muddy his reputation in the final act.
Gary Smith
Ambiguous Disorder: A sociopath that has apparently been off of his meds.
Bad Samaritan: He's the first person at Bulworth to act friendly to Hopkins, so naturally, he's the root of its evil.
Barbaric Bully: Averted. In a game about bullying and High School politics, the Big Bad is actually a weaselly loner who tries to use cunning and manipulation to come out on top.
Disney Villain Death: Not really, (this is a family game), but Hopkins does shove him off the school roof and into the skylight above Crabblesnitch's office.
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.
Unskilled, but Strong: Usually fights by just clumsily lashing out with his fists and legs, but this is still enough to knock out a champion boxer like Biff or any one of the Jocks in only a few hits.
Zoe Taylor
Birds of a Feather: She shares Jimmy's love of vandalism and giving people what they have coming to them.
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.
Reasonable Authority Figure: If you can actually get his attention, he does the right thing. Getting it is the hard part though...
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Bullies
Davis White
Fragile Speedster: Tied with Wade for least-toughest kid in the Bullies clique. However, there are a couple of missions where Jimmy has to chase him down, and it is quite tricky to keep up with him.
Ethan Robinson
Instant Awesome, Just Add Ninja: Ethan believes this trope, man. And so should you. It's a sad world when people don't believe in Ninjas.
Tom Gurney
Shout Out: He hates shoes, just like another, more famous Tom.
Trent Northwick
Bi the Way: You can catch him on a date with Kirby.
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.
Fiery Redhead: Hot tempered dude with red hair. So, yeah.
Can't Live With Them Can't Live Without Them: Pretty much how her side of her relationship with Johnny works. She appears to actually have feelings for him despite her cheating habits.
Hidden Depths: Seriously. Blink and you'll miss hearing it, but she philosophizes about the point of life and humanity. She also enjoyed reading The Iliad.
Drop the Hammer: "The Tenements" ends with a showdown vs. the last remaining Greaser, Norton Williams — and his sledgehammer. This would be a good time to load the slingshot and run.
Gentle Giant: Sort of. He still bullies and fights, but he also likes to contemplate poetry and artwork.
Large and in Charge: It's unclear whether he or Peanut is the clique's 2nd in command, but it is clear which one of them listens to the other one.
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.
Bo Jackson
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.
He-Man Woman Hater: He's greatly frustrated that women aren't impressed with his (self-proclaimed) manliness, and attributes it to them being "weak".
Wrestler in All of Us: Wrestling is great! It's true man versus man competition, no room for wimps!
Kirby Olsen
Armored Closet Gay: Every time he makes out with Jimmy, he threatens him if he tells anybody.
Foot Focus: He likes feet. Mostly girls' feet and when they're wearing nice shoes, but... yeah, he just plain likes feet.
Pint-Sized Powerhouse: Possesses the same height and stature as Dan, and the same fighting prowess.
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.
Luis Luna
Hidden Depths: Some dialogue of his indicates that, despite his disdain for academics, he can at least still perform half decently at them.
Wrestler in All of Us: Uses a wrestling stance like Juri. They are possibly sparing partners.
Never My Fault: After giving Jimmy the task of sneaking into the girl's dorms and photographing Mandy naked, he blames Jimmy for the resulting attack by the Jocks.
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.
Beatrice Trudeau
She Cleans Up Nicely: Subverted; she openly has contempt for the idea of trying.
Bucky Pasteur
Just Friends: Beatrice is oblivious to his obvious feelings for her.
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.
Expy: Some people say they see him as an expy of Steve Urkel.
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.
Donald Anderson
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.
Dirty Coward: Lets his friends soften Jimmy up during his boss fight. He also doesn't ever fight Johnny Vincent directly, preferring to let Bif do his dirty work.
His unique fighting style during his boss fight mixes in illegal boxing moves
First Guy Wins: Is popular in the fandom for being the first kissable boy who interacts with Jimmy in the storyline, though it is possible to kiss Cornelius before him. Not that many people would.
Ooh, Me Accent's Slipping: Sometimes he lapses from posh English to normal American. No reason for it, he just does, and no one seems to notice.
Pungeon Master: Loves to make egg related puns as insults. "These yolks crack me up" for example.
Parker Ogilvie
Jerk with a Heart of Gold: An unusual case, he seems to be a nice guy by nature and has trouble balancing his nice guy impulses with the arrogance that the Preppies demand.
Rich in Dollars, Poor in Sense: He doesn't understand why he isn't a jerkass like the other Preps, and he doesn't understand why he can't buy a girlfriend.
Tad Spencer
Abusive Parents: His father beats him, as evidenced by some of the responses he gives in fights. Like most stuff in the game, these are played for laughs.
Fake Brit: He admits to speaking a fake British accent because his family is Nouveau Riche.
My Name Is Not Durwood: In the game, his name is Spencer. Since common sense dictates the game is the highest level of canon, his name is not Smith-Althorp Smith, no matter what the website says.
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.
Omar Romero
Blood Knight: Nearly every thing that comes out of his mouth is either about fighting, hating Bullworth Academy, or both.
Clint: A cheeseburger is supposed to have cheese! Dumb broad...
Shrug of God: Even the games themselves can't decide whether his name is Clint or Henry. He's credited in both Bully and Scholarship Edition as "Clint (aka Henry)".
Duncan
Amusing Injuries: He claims to have broken his collarbone three times, and he likes having scars because "chicks dig them".
