Kelsey Grammer as

Episodes 15

April 29, 1990

Krusty the Clown gets busted for robbing the Kwik-E-Mart, with Homer as an eyewitness. Convinced that their idol was wrongly accused, Bart and Lisa investigate the crime.

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7.2

Black Widower

3x21
April 9, 1992

When Selma agrees to marry her prison pen pal, Sideshow Bob, only Bart remains suspicious of his motives.

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8.8

Cape Feare

5x2
October 7, 1993

When Bart receives death threats from newly paroled Sideshow Bob, the family goes into the Witness Relocation Program and starts a new life on a houseboat on Terror Lake.

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September 25, 1994

After reading the weepy best-seller The Bridges of Madison County, Marge sits down with the family and recalls romantic moments, along with temptations from her bowling instructor Jacques and Homer's coworker Mindy.

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October 9, 1994

Backed by a cabal of Republicans and the talk radio blowhard Birch Barlow, Sideshow Bob runs for mayor of Springfield. When new mayor Bob decides to build a freeway right through the Simpson's' home, Bart and Lisa set out to prove the election was rigged.

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November 26, 1995

After Sideshow Bob escapes from prison, the Springfield Air Show is the setting for his ill-fated vendetta against television and Krusty the Clown.

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February 23, 1997

When Sideshow Bob is released from prison, his brother Cecil puts him in charge of building Springfield's new hydroelectric dam.

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February 18, 2001

Krusty announces his retirement due to interference from network executives and the growing popularity of the big-money game show "Me Wantee", but when Krusty reveals to Sideshow Bob that all of the episodes featuring him have been erased, Sideshow Bob uses Krusty's biggest fan (Bart) to murder him during Krusty's farewell show.

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December 15, 2002

The Simpson family win a free spa weekend, and Homer is nearly killed when a mysterious figure locks him in a sauna. Chief Wiggum decides to hire someone who can think like a murderer in order to find one. Bart's mortal enemy Sideshow Bob is sent to live with the Simpsons so he can help find Homer's attempted killer. Bob and Homer track down the attempted murderer and discover that it is Frank Grimes, Jr., the son of a man that Homer drove to insanity (in the season eight episode "Homer's Enemy"). After Grimes is arrested, Bob tries to kill Bart, but he finds that he has "grown accustomed to [his] face" and cannot harm him.

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6.7

The Italian Bob

17x8
December 11, 2005

After being humiliated by Mrs. Krabappel's class, Mr. Burns finally decides to buy a new car, so he orders a Lamborgotti Fasterossa. He sends Homer and his family to the factory in Italy to pick the car up. The family takes a tour of Italy in the new car, but an accident with the car and a cheese truck has the family pushing the car into the town of Salsiccia. They find out that only one person in the town speaks English and it happens to be their mayor. The family goes to meet the mayor and they are surprised to see that it is Sideshow Bob, and he is equally surprised to see them. Sideshow Bob tells them how he came to Italy, become mayor and started a family with his wife (Francesca) and son (Gino). He hopes that the Simpsons will keep the secret of his criminal past, but Lisa’s first exposure to drinking wine leads to loose lips, which sinks his ship. Sideshow Bob, being no longer welcome in his new home, swears a vendetta on the Simpson family. The Simpsons go on the run from Sideshow Bob, who is joined by his wife and son as the vendetta affects their entire family. In Rome, the family discovers that Krusty is preparing to perform the lead in “I Pagliacci.” The Simpsons hide as extras within the show, but Krusty gets tossed off-stage only to be replaced by Sideshow Bob, whose family has the Simpsons surrounded. Krusty and his limo save the day, while Sideshow Bob and his family adjust to their unresolved vendetta.

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November 25, 2007

Sideshow Bob returns, this time with his entire family, and sets in motion a complex diabolical scheme to finally kill Bart.

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March 29, 2009

After Marge and Homer's marriage turns out to be invalid, they decide to re-do their vows. But when Homer goes missing, Bart and Lisa smell something funny and investigate his disappearance.

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6.0

The Bob Next Door

21x22
May 16, 2010

Bart becomes convinced that his new neighbor, Walt, is his archenemy, Sideshow Bob, disguised and back for revenge. But when Marge tries to convince Bart otherwise by taking him to visit the state penitentiary, a disturbing truth is revealed.

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6.8

At Long Last Leave

23x14
February 19, 2012

The Simpsons are evicted from Springfield and join an off-the-grid community outside of town.

But when Homer and Marge try to sneak back into Springfield, they are welcomed with hostility from their former friends and neighbors and begin to appreciate their new and more accepting home.

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