Corky James “Jimbo” Jones, also known as Jamesbo, and Hector Gutierrez, is one of the bullies at Springfield Elementary, with Dolph Starbeam, Kearney Zzyzwicz, Nelson Muntz, and the Weasels. He is a 16 year-old sixth grader.
Jimbo is the second-in-command of the bullies, being the leader when Nelson isn't around, although Nelson has no interest in hierarchic systems. Jimbo is the tallest bully, and strongest after Nelson. He constantly bullies other smaller children at Springfield Elementary and, like Nelson, has an on-and-off friendship with Bart Simpson.
Jimbo wears a purple knit cap , a black short-sleeved T-shirt emblazoned with a menacing white skull, blue jeans, and black and white shoes. His original attire instead had a yellow short-sleeved dress shirt, and he originally did not wear a knit cap. Bart describes him as a good looking rebel who plays by his own rules.
A real low-life, Jimbo is acknowledged as the leader of the bully gang in the absence of Nelson. Jimbo is often seen hanging out with Dolph, Kearney, sometimes Nelson, and occasionally Bart. He is considered an outlaw or a "good boy". Despite his reputation as a bully, it is sometimes hinted that Jimbo is in fact Christian, and has strong moral standards. At one point, when he reveals to Martin that the "paint" vendor he got the unicorn tattoo from was actually a tattoo parlor at the Skewed Over event, he notably showed hesitance at beating up Martin at that point as he "had it rough already", even stating to the other bullies that it might not be a good idea to beat him up. However, he ultimately chooses to beat Martin up with the other bullies. He has been kicked out of all four Space Mutant movies. According to the episode "Beware My Cheating Bart", he has a bald spot underneath his hat (although it was not seen earlier in Bart of Darkness or Lisa the Drama Queen).
Jimbo's parents are Mr. Jones and Carol Jones. It is often implied that his mother is sexually promiscuous, possibly working as a prostitute. It is also stated that Jimbo's mother and Kearney have been sexually involved sometime in the past. She sometimes walks around topless, which impresses Kearney and Dolph. Jimbo has a sister; he, Nelson, Kearney, and Dolph use the case from her retainer as an ingredient in a pumpkin pie for Bart at Thanksgiving.
He is one of the best looking boys in town along with Dolph. Jimbo also used to have a skateboard, just like Bart. He smokes cigarettes and drinks alcohol with Dolph. Jimbo also uses marijuana and other narcotics. It is also implied that Jimbo has a job as a police informant. When Lisa saves Bart from the bullies one time, Jimbo says to Bart, "It's a lucky coincidence you happen to be your sister's brother.". Another time, Jimbo laughs at Bart's pajamas, and mockingly asks if "his mommy bought them for him". When Bart replies with "Of course, she did. Who else would have?", Jimbo looks blank for a while before declaring that Bart has won ("this time").
Jimbo enjoys intimidating his classmates and shoplifting (even with Kearney). His best friends are Dolph and Kearney, and he is also close friends with Nelson. Jimbo also has a decent friendship with younger, yet more popular fellow troublemaker Bart, despite the fact that Bart himself is merely a rebellious troublemaker rather than a bully and, from time to time, is also subjected to the abuse of Jimbo and the other bullies. It is hinted that he comes from a well-off family, which is displayed when, during the time a teacher's strike closed the school, he and his mother watch soap operas and sip tea together in a very nice living room. Given that Jimbo's father, Mr. Jones, seemed to be a beer-drinking lowlife when seen in another episode, it may be that Jimbo is an illegitimate child. His mother may be involved with "bad boys". He was kidnapped by Stewie Griffin in "The Simpsons Guy".
Jimbo is the second-in-command of the gang of bullies at Springfield Elementary School consisting of him, Kearney Zzyzwicz, Dolph Starbeam, Nelson Muntz, and the Weasels. Jimbo constantly bullies other children and has on many occasions been shown to beat up Nelson, even though he is friends with him.
Jimbo temporarily became the boyfriend of Bart's 15-year-old babysitter and next door neighbor Laura Powers, whom Bart had a crush on. However, he got even one night, when Laura was babysitting him and had Jimbo over. Bart made one of his trademark prank calls to Moe's Tavern and told Moe when he found out it was a prank that his name was Jimbo Jones of 1094 Evergreen Terrace (Note that the Simpsons' address was inconsistent in the early seasons). Moe came to the house with a rusty knife and Jimbo started to cry and got arrested by the police pathetically. Laura broke up with Jimbo shortly afterwards.
Jimbo temporarily became one of Bart's friends, like Milhouse, and became his next door neighbor. Bart warns Homer, Marge, Lisa, and Maggie of Jimbo paying a visit to 742 Evergreen Terrace. However, Jimbo got even with him while he stayed with Bart. When Jimbo and Homer visited Bart's bedroom, Marge made one of her trademark homeschools for Jimbo and Bart to go on Olde Springfield Towne, and told them when they found out it was a Fort Sensible that had Sandy Petersen. Jimbo warns Bart to stop Fort Sensible's army general. They hop on the general's horse and made one of their trademark prank calls to the army general and told him "(how about cut the Indians in.) Actually, we will call that book kutten-u-out." Jimbo was also romantically involved with Shauna, before she broke up with him after a confrontation with Lisa in "Beware My Cheating Bart".
Jimbo suggests that he stole Lisa's Malibu Stacy dolls because "they demean women." At one time, Homer told Jimbo, "Your king commands it." and Jimbo boldly replies with "Jesus is our only king." In "Mypods and Boomsticks," it's stated by Bart that Jimbo is Christian.
Non canon appearances
An issue of the Simpsons Comics revealed a backstory for Jimbo. When Jimbo was a new student at Springfield Elementary School, he wore a yellow short-sleeved dress shirt, a pink tie, and blue jeans; in those days, there were nerdy bullies, so nerds ran the school with a mix of high attendance, GPAs and cruelty. Jimbo's shirt got ripped off by nerdy bullies when the nerds pushed him on a chair with glue on it. Willie gave Jimbo the T-shirt that he now wears, and he was nicknamed "Jimbo" because of his low IQ. All of this led to Jimbo's own violent bullying nature.
Note, however, that this contradicts the flashback in the episode Lisa's Sax, where Jimbo was first introduced as the official school bully, by Principal Skinner.
According to Simpsons Comics 57, he is allergic to bee stings.
Jimbo appears as one of the three museum engineers that Sea Captain and Principal Skinner must defeat. He also is one of the holders of the three Sparklemon that Homer and Chazz Busby must defeat.
Treehouse of Horror
He was killed and made into burgers in Treehouse of Horror V.
Behind the Laughter
Jimbo is loosely based on the character John Bender from The Breakfast Club. Jimbo is named for the Executive Producer, James L. Brooks. He is voiced by Pamela Hayden (Tress MacNeille in The Telltale Head).
In The Simpsons comics, Jimbo comes to school as "James Jones." Although James is referred to as "Jimbo," that is not actually his real name. Although Nelson once referred to Jimbo as "James," Bart realized that Jimbo's real name is "Corky" in Season 7's "Bart the Fink" (though in Season 8's "Lisa's Date with Density," Nelson refers to Jimbo as "James" when he is defending Lisa, implying that "Corky" could be a nickname or a pseudonym). This may or may not be true, but in the end, it says that Jimbo's real name is "James." Jimbo's other known aliases are Jamesbo, Dr. J and Hector Guterriez.