| James "Jimbo" Jones, Sr.|
|Relatives|| Father: Mr. Jones|
|First Appearance||"The Telltale Head"|
|Voiced By|| Pamela Hayden|
Tress MacNeille (The Telltale Head and Brother from Another Series)
James “Jimbo” Jones, Sr., also known as Jamesbo, Dr. J, and Hector Gutierrez, is one of the bullies at Springfield Elementary, with Dolph Starbeam, Kearney Zzyzwicz, Nelson Muntz, and the Weasels. He Is a 10th 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. He later became friends with Bart Simpson.
Jimbo wears a purple knit cap (originally no knit cap), a black short-sleeved T-shirt, emblazoned with a menacing skull (originally, a yellow short-sleeved dress shirt), blue jeans, and black and white shoes. 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 absence of Nelson. Jimbo is often seen hanging out with Dolph, Kearney, and sometimes Nelson. He is considered an outlaw or a "bad boy". Despite his reputation as a bully, it is sometimes hinted that Jimbo is in fact Christian, with strong moral standards. At one point, when he reveals to Martin that the "paint" vendor that 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, although he ultimately decides to beat him up with the other bullies. He has been kicked out of all 4 Space Mutant movies. According to the episode "Beware My Cheating Bart", he has a bald spot underneath his hat (although he didn't have it 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 stink bomb .
He is one of the best looking boys in town along with Dolph. Jimbo also use to have a skateboard, just like Bart. He smokes cigarettes and drinks alcohol with Dolph. Jimbo also uses marijuana and other drugs.It is also implied that Jimbo has a job as a police informant . Lisa saves Bart from the bullies, 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, "Of course, she did. Who else would have?", Jimbo looks blank for a while before saying 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. It is hinted that he comes from a well-off family, displayed when (with the school closed for a teacher's strike) 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 bullies Bart, although he sometimes shows signs that he likes him, much like the relationship between Nelson Muntz and Martin Prince. While he is to tough and dangerous.
Love interest Edit
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, Bart 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 that 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 pathetically. Laura broke up with Jimbo shortly afterwards.
Jimbo suggests that he stole dolls because, "they demean women." At one time, Homer told Jimbo, "Your king commands it." Jimbo boldly replies, "Jesus is our only king." Despite this, in support of Dolph's references to a long-haired carpenter, who "has a lot of crazy ideas about love and brotherhood," Jimbo adds, "His name's "Gunnar" and he's dating my mom. Sometimes he buys us beer." Then Bart said, "I thought Kearney was dating your mom." In "Mypods and Boomsticks," it's stated by Bart that Jimbo is Christian.
Non canon appearancesEdit
An issue of the Simpsons Comics revealed the backstory of 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 no bullies, so nerds ran the school with a mix of high attendance, GPAs and cruelty. Jimbo's shirt ripped off 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. A water balloon snapped the hairband that held his hair in a ponytail, and Willie gave Jimbo the purple knit hat, that we now associate with him. Now, Jimbo looked like a bully, but he hadn't become a bully yet, then Bart told Jimbo that he should beat up the nerds.
Note: this however 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.
The Simpsons GameEdit
Treehouse of HorrorEdit
He was killed and was made into burgers in Treehouse of Horror V.
Behind the LaughterEdit
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 .