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Dwight Diddlehopper

Dwight David Diddlehopper is a criminal who robbed a bank in The Simpsons episode "I Don't Wanna Know Why the Caged Bird Sings". He is voiced by Steve Buscemi, who also portrayed Mr. Pink in Reservoir Dogs, Carl Showalter in Fargo, Garland Greene in Con Air, Randall Boggs in Monsters Inc., Mr. Wesley in Home on the Range and Francis E. Francis in The Boss Baby. 

While waiting in line at the First Bank of Springfield, Marge meets Dwight and talks to him about how long the wait is. But shortly after Dwight and his unnamed accomplice pull out guns and start an armed robbery. After the police have the building cornered and Dwight's accomplice bails after accidentally shooting Gil, Dwight tells Marge that if she visits him in jail, he'll surrender to the police. If not, he'll either get shot or commit suicide.

When Marge is on her way to see Dwight, out of fear she goes apple picking instead of visiting him. Dwight is enraged and breaks out of prison and searches for Marge. Then he holds her at gun point in her car threatening to shoot unless she takes him to the amusement park that his mother abandoned him at. While riding the Viking Boats, Chief Wiggum tries to arrest Dwight. While Chief Wiggum is in trouble Dwight saves the day by jumping between the boats stopping the ride. In the end, Marge goes to visit Dwight in prison and he gives her a bar of soap with a dandelion in it. It also has a plan for Dwight to escape engraved on the back. Marge sadly informs him she can't help him, and Dwight lets her keep the token.

          The Simpsons Villains

Springfield Republican Party
Birch Barlow | Blue-Haired Lawyer | Lindsey Naegle | Mr. Burns | Waylon Smithers

Terwilliger Family
Cecil Terwilliger | Dame Judith Underdunk | Francesca Terwilliger | Gino Terwilliger | Robert Terwilliger Jr. | Robert Terwilliger Sr.

Springfield Mafia
Fat Tony | Fit Tony

Environmental Protection Agency
Russ Cargill

Recurring Characters
Agnes Skinner | Artie Ziff | Baby Gerald | Constance Harm | Dolph Starbeam | God | Jebidiah Springfield | Herman Hermann | Itchy | Jessica Lovejoy | Jimbo Jones | Kearney Zzyzwicz | Matt Groening | Nelson Muntz | Patty and Selma Bouvier | Senator Mendoza | Snake Jailbird | Space Mutants | Wainwright Montgomery Burns

Treehouse of Horror
Bart (Fly) | Billy the Kid | Count Burns | Gremlin | Groundskeeper Willie | Homer's Clones | Hugo Simpson II | Jonathan Frink Sr. | Kang and Kodos | Killer Krusty Doll | Killer Toupée | King Snorky | Lard Lad | Muttonchop Murderer | Ned Flanders | Seymour Skinner | The Blob | The Collector | The Devil | The Grand Pumpkin | Witch Marge

Guest Star Characters
Adil Hoxha | Adolf Hitler | Andy Hamilton | Bart Simpson's Creatures | Blue-Eyed Man | Bob Arnold | Captain Mordecai Barrows | Cesar & Ugolín | Clownface | Cooder | Comic Book Guy (Brick Like Me) | Devan & Quenley Woosterfield | Dexter Colt | Dwight Diddlehopper | Francine Rhenquist | Frank Grimes, Jr. | French Chef | Hank Scorpio | Howard K. Duff VIII | Ironfist Burns | Jack Crowley | Jim Hope | Julia | Kindergarten Teacher | Larry Kidkill | Lucille Botzcowski | Lyle Lanley | Mav & Portia | Miss Goodthighs | Molloy | Movementarians | Mr. Dirt | Nigel Bakerbutcher | Officer Krackney | Professor Werner Von Brawn | Rex Banner | Robotic Richard Simmons | Shadow Knight | Simon Cowell | Spud | Stanley DeGroot | Stubborn Ape | The Leader | White Dog | Will Wright