Derby Harrington and Johnny Vincent

Background
Johnny hails from the impoverished district of New Coventry and enrolled at Bullworth Academy because it was nearby. He rose to lead the delinquent faction and began a relationship with the group's only female member, Lola Lombardi, who was unfaithful to him. He is best friends with Peanut Romano, the second-in-command. Rumor has it that Johnny's parents are in prison.

Chapter I
Main article: Chapter
At the start of the school year, Johnny is seen chatting with his bandmates Hal and Ricky in the cafeteria. Later, he watches and cheers on the brutal fight between Russell Northrop and Jimmy Hopkins that takes place in the basement.

Chapter III
Main article: Chapter III
Johnny summons Jimmy to get proof that Lola is cheating on him. Jimmy obtains photographs showing Lola strolling and exchanging gifts and kisses with the posh kid Gord Vendome. Seeking revenge, Johnny tasks Jimmy with luring Gord into an ambush at the BMX park, where a battle erupts between thugs and some posh kids. Johnny wins the battle and thanks Jimmy for his help.
Lola continues to be unfaithful, becoming involved with Chad Morris and the nerdy Algernon Papadopoulos, though both relationships are purely for her own benefit. Johnny learns that Algie is interested in his girlfriend and goes after him, intimidating Cornelius Johnson into revealing his friend's whereabouts. The nerd gives him a false location, and Jimmy manages to rescue both Algie and Chad.

Johnny becomes even more paranoid about Lola's constant infidelities, so much so that he begins to openly distrust Jimmy. The protagonist tries to make Johnny understand that they were just friends, but Johnny doesn't believe him. The two men argue, and Lola proposes a race, with the winner getting to keep her. The protagonist accepts the challenge just to prove to Johnny who's the best. In the end, the thug loses, and Jimmy wins Lola's affection, even though he has no real interest in her.

Jimmy has done some jobs for the Preppies that hurt the Pimps. Time passes, and Lola tells Jimmy that Johnny started a fight between Pimps and Preppies. Jimmy heads off with a Pimp who knows where Johnny is. When Jimmy arrives, Johnny tells him that their relationship can't continue, and Jimmy chases after him. Jimmy has to help Pete activate a giant magnet, and then Johnny confronts Jimmy. When Johnny falls to the ground, he tells Jimmy that he can have Lola. Jimmy tells him he's not interested, but now he's in charge of the Pimps.

CHAPTER V

Johnny appears in the introduction to Chapter V. He accompanies Jimmy along with the other leaders and greets Derby. During this time, the gang leader ends his relationship with Lola. He loses his temper over rumors that she has been involved with the gang members. He is sent to Happy Volts Asylum, and Jimmy is forced to rescue him to avoid accusations from Norton and Lola.

Near the end of the school year, Johnny, along with Hal and Peanut, trashes the girls' dormitory by painting "Johnny Rulz" and littering it with toilet paper. When Jimmy arrives, Johnny confronts him about abandoning him and how everything has gone haywire. Jimmy retorts that he already beat him once and will do it again, and the fight begins. Johnny is among the group of students cheering Jimmy on for defeating Gary.

Johnny is, in short, a "tough guy." He's described as beastly, passionate, impulsive, and direct. His "macho" character, combined with his bravery and physical strength, makes him one of the best fighters in school. He enjoys getting into fights, but he tends to underestimate his opponent's skills and efforts and downplays the physical damage he sustains after losing, with phrases like "it's just a scratch." At the same time, Johnny has a terrible temper and is labeled "crazy" by others. His aggression is demonstrated whenever he resorts to violence to resolve issues. An example of his impulsiveness was seen in "Searching for Johnny Vincent," where he confessed that he went berserk after hearing rumors about the thugs with Lola, without even knowing if they were true or not; this incident led to his confinement in the Happy Volta Asylum.

Deep down, Johnny seems like a good guy. He's very loyal, close, and respectful to his gang, and he even respected Jimmy enough to tell him his plans to expose Lola's infidelity and take down Gord. He only turned on Jimmy after learning of his betrayal. Even so, Johnny didn't hold a grudge and thanked him for his help in escaping the asylum, and he congratulated him on defeating Gary and restoring peace to Bullworth.

Like any delinquent, Johnny enjoys car repair class, bikes, and cars. His talent with bikes is well-known at school, and he claims to be the fastest. After losing a bike race to Jimmy, Johnny blames his bike, arguing that it wasn't "ready." He has a tendency to smoke and frequent adult stores.

Johnny is of average height and slim build. He wears the typical Pimps' outfit: a black leather jacket over his regular school uniform and brown pants. He has brown hair styled to the side with bangs covering most of his forehead, brown eyes, and a silver earring in his left ear. Many of the girls at school, including Mandy, think he's handsome. In winter, he simply wears a pair of gloves.

He was one of the seven characters first introduced on Bullworth's Facebook page. Unlike the others, his final character is virtually identical to the one on Facebook.

Thugs
Boss
Johnny Vincent
Second in command
Norton Williams, Peanut Romano
Tough Girl
Lola Lombardi
Other Members
Ricky Pucino, Hal Esposito, Lefty Mancini, Lucky De Luca, Vance Medici

Background

Derby, pronounced "Darby" like the English city, is the most "blue-blooded" of the posh boys. His family is one of the school's main benefactors, and the posh boys' fraternity house was named "Harrington House."

Although little is known about their family life, it can be inferred that they are involved in the oil business. "Harrington Oil" signs can be seen at the go-kart track at Billy Crane's Traveling Carnival.
He was engaged to his cousin Pinky Gauthier until he failed to show up for a date. According to Pinky, in their family, marriages are between cousins; they used to marry siblings, but this practice stopped because the genetics weren't compatible and it was no longer legal. Derby apparently had an inappropriate relationship.

Derby makes his first appearance in the "This Is Your School" cutscene, when Jimmy Hopkins sees him in the cafeteria hugging Pinky and talking to Tad. He later appears alongside Pinky and Bryce, cheering on the fight between Jimmy and Russell, which takes place in the school's basement hole.

During Chapter II, Derby remains behind the scenes until the end. After Jimmy defeats Bif in a boxing match, Derby leaves the bar on the gym's second floor to confront Jimmy. Jimmy chases him back to the bar, where Derby uses his posh friends to try to take Jimmy down, but their attempts fail. He then decides to fight Jimmy one-on-one, but is ultimately defeated.

When Jimmy helps the Thugs get revenge on Gord for going on a date with Lola, Derby manipulates Jimmy into doing graffiti in New Coventry, causing the thugs to turn against Jimmy.

In Chapter V, Derby is the one who convinces Jimmy to do graffiti on the town hall roof, arguing that it's a good idea. Later, the Preppies' trophies are vandalized, and Derby refuses to consider that anyone other than the bullies was responsible. Jimmy manages to obtain photographic evidence that the Bad Boys were the real culprits, but Derby refuses to look at the photos. Finally, during the school-wide riots in Total Mayhem, Jimmy finds Derby hiding in Harrington House, thoroughly engrossed in the unrest. Interestingly, it seems that after the final task and confrontation, he ends up applauding Jimmy along with other students and teachers. While this is very out of character for him, it's possible the producers included it simply because the leaders of other factions were present.

Derby is arrogant, presumptuous, and petty even by Preppies standards. He berates Bif when he loses a boxing match against Jimmy. Furthermore, while the other leaders seem to like Jimmy, Derby never loses his contemptuous manner, nor does he treat Jimmy with respect unless forced to. He is also a master manipulator, but unlike Gary, Derby has no interest in the running of the school. He uses his friends to do his dirty work.

Of all the posh kids, Derby seems to have the most pride in his family's wealth, possibly to the point of egomania: if he loses a fight, he declares it a draw. He tends to use his money to solve everything. Most of his insults involve demeaning someone's economic status.

APPEARANCE:

Derby is of medium height and slightly shorter than his friend and bodyguard, Bif Taylor. He has wavy blond hair, brown eyes, and prominent black eyebrows. Like all preppy kids, Derby wears Aquaberry clothing: a vest in the summer and a long sweater in the winter. He also wears gray trousers and brown shoes. He adds a dark gray vintage deerstalker in the winter. In Total Mayhem, he wears a red dressing gown, dark trousers, and red slippers.

Snobs
Boss
Derby Harrington
Second in command
Bif Taylor
Posh Girl
Pinky Gauthier
Other Members
Bryce Montrose, Chad Morris, Gord Vendome, Justin Vandervelde, Parker Ogilvie, Tad Spencer.