Sideshow Bob

Villain Overview

Synopsis

Gallery

Evil-doer

Sideshow Bob

Full Name

Robert Underdunk Terwilliger Jr.

Alias

Sideshow Bob

Mayor Terwilliger
Walt Warren
Wes Doobner
Captain Bob
Krusty The Clown
Roberto
Amore (both by Francesca Terwilliger)
Daddy (by Gino Terwilliger)
Brother (by Cecil Terwilliger)

Origin

The Simpsons

Occupation

Television personality and Sidekick to Krusty the Clown (formerly)
Criminal mastermind
Mayor of Springfield (temporarily)
Chief scientist at Monsarno research Institute (formerly)
Arcitect (formerly)
Restaurant owner (facade)
Mayor of Salsiccia (formerly)
Inmate at Springfield Penitentiary (formerly)

Powers / Skills

Criminal expertise
Genius-level intellect
Genetic engineering
High culture enthusiast
Bladesmanship
Marksmanship
Manipulation
Technical knowledge
High Durability
Mastery of Disguises
Voice Mimicry
Superhuman abilities due to Gene-Splicing:
Underwater breathing
Superhuman leaping
Superhuman strength
Enhanced tracking

Hobby

Planning to kill Both Bart Simpson and Krusty the Clown.
Lifting weights.
Watching classical films in his lighthouse.
Drawing DIE BART DIE onto the sand tides everyday.
Reading newspapers.
Bragging and despising about Television.
Plotting and Scheming
Breaking Bart's spirit.

Goals

Kill Bart Simpson, Krusty the Clown and the rest of the Simpson family out of vengeance.

Destroy Bart's relationship with his family and friends (both failed and abandoned).
Have a successful life.

Crimes

Attempted mass murder
Death threats
Incrimination
Armed robbery
Pseudocide
Fraud
Impersonation
Terrorism
Slavery
Destruction of property
Sabotage
Conspiracy
Forgery
Breaking and entering
Blackmail
Embezzlement
Jailbreak
Kidnapping
Attempted populicide

Type of Villain

Vengeful Archenemy

“	Hello, Bart.	„
	~ Sideshow Bob's catchphrase.

“	Treat kids as equal! They're people too! They're smarter than you think! They were smart enough to catch me!	„
	~ Sideshow Bob upon exposed before being taken away to jail the first time.

Robert Underdunk Terwilliger Jr., better known as Sideshow Bob, is the secondary antagonist of The Simpsons franchise, appearing as the secondary antagonist of the animated sitcom series The Simpsons and the main antagonist of The Simpsons Ride.

He is a former television personality on The Krusty the Clown Show turned criminal mastermind. He is the archenemy of Bart Simpson and Krusty the Clown as he desires to kill them both, the former for foiling his schemes and the latter for constantly abusing him in the show. Although he doesn't want to just go after Bart, he wants to go after the rest of the Simpson family and kill them.

He has constantly come up with multiple evil plans, such as framing Krusty for robbery, hunting down Bart and attempting to become mayor and continues to serve as an attempted murderer and a criminal.

He is voiced by Kelsey Grammer, who also played Stinky Pete in Toy Story 2, Rothbart in Barbie of Swan Lake, Harold Attinger in Transformers: Age of Extinction and Hunter in Storks.

History[]

Sideshow Bob started out as the mute sidekick of children's show host Krusty the Clown. Bob abusively went through an act that involved being shot out of a cannon by Krusty himself, all the while being deemed hilarious to the child audience.

Finally having enough, Sideshow Bob disguised himself as Krusty and robbed the Kwik-E-Mart and framed him, resulting in the clown being arrested and Bob being made the new host of his show. The only main character who witnesses the act in the Kwik-E-Mart was Homer Simpson.

However, Bob's victory was to be short lived. Not long after the robbery, Bob began shooting an interview on Krusty's condition with Bart Simpson, Homer's son. As Bob began a speech on Krusty's 'behalf', it was then that the pieces of the puzzle finally connected in Bart's brain, slowly figuring out that Sideshow Bob was behind the robbery all the time and that he framed Krusty for it. The young Simpson then exposed Bob to the authorities and had him arrested.

This was not the end, however, as Sideshow Bob swore revenge on Bart as he was taken away, becoming the boy's nemesis.

Rivalry with Bart[]

See Sideshow Bob/Synopsis

Personality[]

Sideshow Bob is a complex character in the series. He is a sadistically obsessed psychopath by trying to kill Bart Simpson, yet he is often very smart and sophisticated in talk, and has shown redeeming features in the past such as deciding against killing Krusty when he realized that he regretted mistreating him (which led to his start to villainy). He also doesn't want to kill only Bart, he wants to kill the Simpson family. His main target besides Bart, is the Simpson family.

Sideshow Bob enjoys the finer things in life, including reading classical literature and possesses massive intellect. Likely due to his upbringing, he has a passion for theater, knowing Gilbert and Sullivan's H.M.S. Pinafore by heart as well as Shakespeare's works. In contrast to his love of the "higher pleasures", he despises television and other "low class" things, which gives him a rather snobbish attitude. Ironically, in the time when he was a master criminal, he studied the uses of dynamite, which would theoretically be considered low class. At times, he also seems to possess genuine desires to help humanity, as he explains that his motivation for tricking the Springfield citizens into electing him was to "save them from themselves".

In addition, when he briefly took over Krusty's show after framing Krusty for armed robbery, he attempted to insert more high culture into the show (i.e. reading to the child viewers from the classic novel The Man in the Iron Mask) in an attempt to encourage children's intellectual development, and his plot to threaten Springfield with a nuclear bomb unless they abolished television was done because he saw just what a negative, mind-numbing effect television can have on people and thus believed that forcing the people of Springfield to abolish it would be greatly beneficial to them in the long run.

Along those lines, in an interview with the "Star Wars Insider" magazine, a couple of the Simpsons producers were asked if there were any Springfield characters who disliked Star Wars. One of them initially said Sideshow Bob, but the other corrected him that Bob would very much appreciate that Star Wars contains themes on the importance of young people going out into the world and making something of themselves.

Beneath the cultured gentlemen is the heart of a cold-blooded killer; Bob is a prejudicial man who is willing to hurt others to get what he wants. Bob's primary motive seems to be revenge; his original crime (framing Krusty the Clown) was an attempt to get back at him for making a clumsy fool of Bob for years as his sidekick, and most of his other crimes have been more evil attempts at murdering Bart Simpson for foiling him. However, he has made several attempts at acquiring money and/or power not related to his vendetta against the two of them, such as when he tried to kill Selma Bouvier (though since Selma was not well-liked, this was a bit justified) or run a campaign for mayor as a Republican (if for no other reason than to make the Simpsons miserable).

Appearance[]

Bob is a tall, slim man who is easily recognized for his pale skin, abnormally large feet and his thick, red palm-tree shaped hair that springs out of his head. When not in jail and wearing the standard orange prison jumpsuit and brown shoes of Springfield Penitentiary inmates Bob usually has a rather casual but still smart sense of fashion. When he was Krusty's sideshow he was shirtless and wore a grass skirt and red clown shoes and as a mayor he wore a stone grey suit with a red tie and light blue shirt with brown shoes.

In Other Media[]

Bob also has a brief cameo appearance in the Simpsons/Family Guy crossover episode, as one of many of Bart's enemies (along with Apu) that Stewie Griffin kidnaps and tortures.
Sideshow Bob was the main antagonist on the ride at Universal Studios, The Simpsons Ride. While Krusty was looking for a family to choose to be the first one to try out his all new, Upsy-Downsy-Spinsaroundsy-Teenoperatied Thrill Ride, Bob steps on Homer's foot causing him to shout "D'OH!". This causes Krusty to choose the Simpson Family and also allows them to pick another group to come with them, which Bart chooses to be the audience. Sideshow Bob laughs evilly as the Simpson Family goes with Krusty as he was planning to use Krusty's new thrill ride as part of his new plan to kill the Simpsons for foiling him. Bob knocks out Krusty when the Simpsons were in the vehicle boarding station and then takes over the park and tries to kill the family (and the audience) while they crashed through different parts of Krustyland. But at the end of the ride, Sideshow Bob gets crushed by the Simpsons' couch when the family fell down the death drop. It is unknown what happened to him after that, but it is probable that he was then caught and arrested for his villainous actions and sent back to jail.
Bob is a supporting antagonist in The Simpsons Game, where he works for Kang and Kodos.

Quotes[]

“	Hand over all the money in a paper bag!	„
	~ Sideshow Bob mimicking Krusty while robbing the Kwik-e-Mart

“	My young friends, for years, I have been silent, save for the crude glissandos of this primitive wild instrument. But now, destiny has thrust me into the center ring.	„
	~ Sideshow Bob's first lines after framing Krusty.

“	Ow! My foot, you lousy stupid clumsy..	„
	~ Sideshow Bob getting his foot hurt.

“	(Groan)	„
	~ Sideshow Bob stepping on a rake.

“	Very well, Bart, I will send you to heaven, before I'll send you to Hell!	„
	~ Sideshow Bob agreeing to Bart's "final request"

“	And now.. The final curtain!	„
	~ Sideshow Bob preparing to kill Bart.

“	By Lucifer's beard!	„
	~ Sideshow Bob in vein after the Simpsons' boat returns to Springfield

“	I'll Stay away from your son alright.. stay away, Forever!	„
	~ Sideshow Bob threatening remark Against Bart to Marge Simpson.

“	Then let's give the people they want!	„
	~ Sideshow Bob shoving Bart in his own coffin in an attempt to cremate him.

“	Rakes.. my old archenemy Bart: I thought I was your archenemy? I have a life outside, Bart.	„
	~ Sideshow Bob upon stepping at yet another rake

“	Poor Selma, we were having such a lovely evening.♪and then I go and spoil it all by doing something stupid like Explode you.♪	„
	~ Sideshow Bob after supposedly having killed Patty Selma.

“	I'll be back, you can't keep the Democrats out of the White House forever, and when they get in, I'll be Back on the Streets with all my criminal buddies! Maniacal Laughter	„
	~ Sideshow Bob after yet another failed scheme by Bart.

“	Twenty four years, trying to kill a child!	„
	~ Sideshow Bob after successfully killing his nemesis in the Treehouse of Horror episode "Wanted: Dead, Then Alive."

“	Simpson Family, I hear-by swear. Vendetta!	„
	~ Sideshow Bob swore to eradicate the Simpsons after his identity is tarnished in Venice

“	I've grown accustomed to you	„
	~ Sideshow Bob to Bart after hesitating to kill him.

“	Die, Krusty, Die!	„
	~ Sideshow Bob dramatically trying to ram a stolen plane towards Krusty.

“	I agree.	„
	~ Sideshow Bob without a second thought trying to detonate a Nuke upon failing to do so after Lisa's remarks.

“	Television, how I loath that box, that omnidirectional sludge pup drowning and burping-	„
	~ Sideshow Bob's views on television

“	Hello, Springfield, sorry to divert your attention from all the big noises and shiny things, but something's been troubling me. Television, wouldn't our lives be so much richer when television was done away with, why we could revive the arts of conversation, and scrimshaw, thus I submit to you. We abolish Television, Permanently. oh and one more thing I've stolen a Nuclear Bomb, if you do not rid this city of television within Two Hours I will detonate it, Farewell.	„
	~ Sideshow Bob threatening Springfield while ranting about his worldly views.

Trivia[]

James Earl Jones was originally cast as Bob before the producers chose to have Kelsey Grammer voice the character.
Despite not appearing in The Simpsons Movie, Kelsey Grammer voiced Bob in a deleted scene that is still unreleased for unknown reasons.
In "The Telltale Head", Sideshow Bob's earlier design sports an Afro and a big rounded nose.
There is a notable recurring gag where Bob accidentally steps on a rake due to his big feet.
- However, Bob might suffer from acromegaly, a condition that affects growth hormones.

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