★★Jimmy Hopkins ★★

Pete is very short; he's a little taller than the toddlers but shorter than Jimmy and the other students. He has curly brown hair and brown eyes. He wears the same vest as Jimmy, along with a pink shirt and brown pants. He's Jimmy's only friend. Apparently, Pete has asthma. Pete's real name is Peter, but he prefers to be called Pete, and his classmates usually call him Petey. Petey is often bullied by his classmates; Gary refers to him as the effeminate boy. He's treated as a "weirdo" by the Nerds gang. He seems to be Jimmy Hopkins' only friend because he was the first to help and advise him. Physically, he looks very small for his age, and Gary teases him, saying he's lucky he reached puberty. He's never seen fighting or bullying other students, and because of his size, he's quite easy to beat; he can be knocked out with just a couple of punches. He is not in any band; in fact, he is considered a loner.

Russell is a tall, burly student with a reddish-brown bowl haircut and grayish eyes. He possesses incredible strength, capable of lifting a grown man into the air with one arm. He wears a white Bullworth School shirt untucked and jeans. Unlike his fellow Bullies, Russell wears brown boots instead of trainers and sometimes mentions in his conversations that shoelaces confuse him. Russell indicates in his dialogue that he wears a size 17 shoe. He has a tattoo on his left bicep. In winter, he dresses almost the same, except with his shirt sleeves rolled up and a black fedora on his head. Due to his enormous size and incredible strength, Russell is the most feared student on campus. He can sometimes intimidate and attack prefects and other authorities. However, he can still be arrested like any other student. His immense strength may be the reason why jocks, preppies, and greasers don't bother with bullies, as they are no match for him, and he is known for bullying them. However, he has a strong sense of right and wrong, recognizing when Jimmy makes him realize that his bullying is serious and choosing to hide from the police after stealing the motorcycle for fear of going to prison. He sometimes quotes: "Inside Russell's thick skin; great heart of a warrior poet." Russell has poor grammar and frequently refers to himself in the third person. One of his favorite catchphrases is "Russell, smash!", perhaps a nod to the comic book character Hulk, known for saying "Hulk, smash!". He lives in Old Bullworth Vale, an affluent area dominated by preppy people, suggesting that his family may be relatively wealthy. His parents are divorced.

Gary is slightly taller than Jimmy, but a bit thinner. He has brown hair with a low fade and a left part, brown eyes, and a noticeable scar above his right eye. He wears a unique teal Bullworth waistcoat over a gray shirt and gray school trousers. He wears a silver watch on his left wrist and a brown leather bracelet on his right. On Halloween, he dresses up as a Nazi officer and carries a riding crop, which Jimmy can take from him. In winter, Gary rolls up his sleeves and adds a navy blue hat with a black stripe to his usual outfit. Gary has a very bad reputation among the other students and even the school staff. Algie describes him as a sociopath,[1] Pinky claims that he enjoys torturing people,[2] and Mr. Galloway states in a conversation in Chapter 5 that he saw Gary in the staff office and that "he can't be up to any good." Gary admits to having ADHD and also displays traits of narcissism and paranoia, often imagining that he is in charge of a vast empire. He was on medication for his behavior, but stopped taking it near Halloween, which also led him to betray Jimmy and Pete. He has also been a therapy patient of Dr. Bambillo. Despite his mental instability, he is very observant and tells Jimmy that "nothing escapes his notice." However, he also believes that friends are for the weak and sees most people as tools to be used or enemies to be crushed. He tends to call people "friend," regardless of whether they are friendly or hostile. His favorite insult is "scum." Gary proves to be incredibly manipulative with other students and adults, and very intelligent, something he constantly reminds others of due to his arrogance and vanity.

Jimmy is reasonably stocky. He has brown eyes, freckles on his cheeks, and wears a gold earring in his left ear. His natural hair color is red, and he styles his hair shaved. He usually wears a brown blazer over a white T-shirt, with faded blue jeans and white trainers. His school uniform consists of a Bullworth blue waistcoat over a white shirt with khaki school trousers. Jimmy is abandoned at Bullworth Academy by his mother, who has remarried frequently, and his new stepfather, whom Jimmy describes as a "rich old phony," while they go on a year-long honeymoon cruise. Jimmy had previously been expelled from seven schools for graffiti, violent behavior, inappropriate language, disrespect towards staff, and arson. Jimmy is somewhat small, but his difficult childhood has given him great physical stamina, a fighting ability that allows him to take on students bigger and stronger than himself, and a conscience and maturity that most of his Bullworth classmates lack. Although he is aggressive and quick to fight, he is not truly malicious. As he states at the beginning of the game, "I just give everyone what they deserve." When dealing with others, Jimmy tends to be brusque. He speaks abusively to people, even when he's trying to help them. His only real friend at school is Pete, but Jimmy doesn't treat him with respect either, calling him an idiot to his face. Despite this, he seems to have a decent underlying nature, often inclined to stand up for those weaker than himself. This is demonstrated when Ted, the leader of the jocks, knocks Pete down and stomps on him, prompting Jimmy to become angry and defend him. He also scolds Gary for being hard on Petey.