Lamilton Taeshawn is a 6 and later 8 year-old Afro-American juvenile delinquent. He is very malicious and says that he enjoys doing bad and unhealthy things. He abuses his grandmother and other people. He does not care for anyone, not even himself. He is even believed to be the 'anti-Christ'. Lamilton was voiced by Bobb'e J. Thompson.
Lamilton is a sociopath, who does whatever he wants (i.e stealing, driving his grandmother's car, smoking, etc), without any regard for the law. He has a macabre sense of delight in horror movies, where the death scenes are too violent and graphic, saying he loves to watch people get hurt/killed.
He's shown a degree of nihilism, as he had stated to Riley that whatever happens to others (including himself) is of no concern to him, and that doing "bad things" was the only thing that mattered, feeling absolutely no remorse for his actions.
However when he nearly fell off the school roof, he apologizes about everything he had done. Although since he was only in one episode, it's unknown if he changed his ways.
He made his first (and only) appearance in "Smokin With Cigarettes". He was taken into therapy by Dr. Doomis when he was 6 because of his sociopathic tendencies, although his behavior did not improve. Doomis described him as having black lifeless eyes like a doll's, and even said he might be the anti-Christ.
Two years later, he was released despite the insistence that he be locked up. At some point after his release, he befriends Riley, then steals his grandmother's car and invites Riley to join him. Riley accepts and Lamilton offers him a cigarette, which he is addicted to. He goes on a rampage and nearly hits many people before he eventually crashes in the parking lot of a Walli-Mart (a parody of Wal-Mart), where he is interviewed by the press and has no regrets. The next day, his grandmother forces him to apologize to the Freemans for endangering Riley, where she explains his background and how his parents and cousins were abusive to him and each other. Granddad finds the story boring so he forces them to leave, afterwards strictly forbidding Riley from seeing Lamilton.
Two weeks later, he is caught assaulting his grandmother at Walli-Mart because she refused to buy him fried chicken and he is interviewed once again, having no regrets. He later invites Riley to pull a bunch of pranks on the townspeople, including causing car pileups by throwing things from a highway overpass, spraying bystanders with a mixture of urine and hot sauce in a drive-by shooting, and upturning a port-a-potty with a construction worker inside.
At the end of the day, he invites Riley over to his house to watch horror movies that are very graphic. Riley finds them disgusting and asks why he likes them, to which he responds that he likes seeing people get hurt and die, and Riley, feeling uncomfortable, decides to leave. Before he does, Lamilton shows him his grandmother's gun and shows it off, much to Riley's shock. Later, Lamilton forces Riley to help him rob Betty Von Heusen's house so he can get more guns, only for her attack dog to jump out at them. Riley tries to tell him to leave before they get caught, but Lamilton shoots the dog dead which he claims was in self defense despite it being tied up.
Dr. Doomis, who had been following them, calls the cops for Lamilton killing the dog, but he gets released later that day. He then begins to stalk Riley and waits outside until his class is over. Lamilton confronts him about supposedly snitching on him and tells him that he will kill him for it, but Riley convinces him that it was wrong and that he will gladly be friends again. Once Lamilton has his back turned and walks away, Riley tackles him, takes the gun, and runs up to the school's rooftop where Lamilton follows him. Riley throws the gun off the roof and asks him what he is going to do now. In response, Lamilton attacks him. At first, he has the upper hand, beating up Riley and attempting to strangle him to death. Uncle Ruckus briefly intervenes, but since they are black, he doesn't care and tells them to proceed killing each other. Using this distraction, Riley fights back, eventually knocking Lamilton off the roof. Riley grabs a hold of his hand and Lamilton then apologizes for everything he did and tells him to pull him back up. Riley tries to and struggles and he tells him he's too fat and overweight. Huey, Granddad, and Dr. Doomis arrive at the scene and Doomis makes Riley drop Lamilton, apparently causing him to fall to his death. Riley feels bad for it and Doomis tells him "he deserved to die". At that moment, Granddad points out that his body is gone, but then notices him limping away and Doomis is horrified that he survived and leaps off the school roof and on top of Lamilton-he survives this too and tries to fight Doomis off threatening to call the police. It is unknown what happened to him after, as he is never seen or heard again.
- Lamilton is based on a few other people and characters:
- Most obviously, he is a parody of a real delinquent named Latarian Milton; a little boy who really did steal his grandmother's SUV for a joyride, and later beat up his grandma for refusing to buy fried chicken for him. Lamilton's quotes such as "I like to do bad things" and "my friend who smokes wit cigawettes" are also taken directly from Latarian.
- He is also a spoof of Henry Evans, the antagonist of the movie The Good Son. Both of them are psychopathic children who commit evil crimes for fun, pretend to be friends with the protagonist, kill dogs in cold blood, and in the end they both fall down from high places.
- He is also based on Damien Thorn, the villain of The Omen film series. Lamilton and Damien are both evil little boys with sociopathic behavior, and are even both described as being "The Antichrist" (though for Lamilton this is just figurative speech, while Damien is the literal Antichrist).
- He is also based on Michael Myers from the Halloween film series. Both of them have a psychiatrist (Lamilton's therapist is named Dr. Doomis, who himself is based on Michael's shrink Dr. Loomis), who both describe their patients as being "pure evil" with sinister black eyes.
- He is also based on Bishop, Tupac Shakur's character from the film Juice. Both of them come into possession of a gun and turn to a life of crime and violence in order to earn respect and/or recognition, but inevitably end up turning against their friends and falling from a rooftop.
- Lamilton is the only person who was defeated by Riley in a one-on-one fight.