History Characters / TheSimpsonsGovernmentJudgesLawyersPoliceCriminals

* AmbiguouslyBrown / InconsistentColoring: He appeared as white (that is, yellow) in his first appearance in [[Recap/TheSimpsonsS1E12KrustyGetsBusted the first season]] and later appeared as black in [[Recap/TheSimpsonsS3E4BartTheMurderer a season three episode]]. Unlike in the cases of Smithers and Lou, he flip-flopped back and forth between the two skin colors, appearing with yellow skin as late as [[Recap/TheSimpsonsS10E13HomerToTheMax season ten]]. Since then, he has always been black.

* AmbiguouslyBrown / InconsistentColoring: He appeared as white (that is, yellow) in his first appearance in [[Recap/TheSimpsonsS1E12KrustyGetsBusted the first season]] and later appeared as black in [[Recap/Recap/TheSimpsonsS3E4BartTheMurderer a season three episode]]. Unlike in the cases of Smithers and Lou, he flip-flopped back and forth between the two skin colors, appearing with yellow skin as late as [[Recap/TheSimpsonsS10E13HomerToTheMax season ten]]. Since then, he has always been black.

-->Debut: ''"Bart Gets Hit by a Car"''
-->Final Episode: ''"Realty Bites"''

-->'''Hutz''': (''Upon being informed that the case was won in his absence'') Well that's okay, the box was empty!

--->'''Marge''': We need to stop hiring him as a lawyer.

-->Debut: ''"There's No Disgrace Like Home"''
-->Voiced by: Creator/HankAzaria (Lou, 1990-2020), Creator/AlexDesert (Lou, 2021-present), Creator/HarryShearer (Eddie).

-->'''Guy:''' Now what are your last names?
-->'''Lou:''' We don't have them. We're like Cher.

-->'''Bart:''' Oh, it's you, Bob. How ya doin'?
-->'''Bob:''' No scream? Not even an "eep"?
-->'''Bart:''' Hey, I'm not afraid of you. Every time we tango you end up in jail. I'm 6-0.

-->'''Snake''': That smells like regular! She needs ''premium'', dude... ''Premium!''... Dude!

-->'''Louie''': Johnny Tightlips, where'd they hit ya?
-->'''Johnny''': I ain't telling you nothin'.
-->'''Louie''': But what'll I tell the doctor?
-->'''Johnny''': Tell 'im to suck a lemon.

-->'''Fat Tony:''' ''(while being shot at)'' Johnny Tightlips! Can you see the shooter?
-->'''Johnny:''' [[MathematiciansAnswer I see a lot of things]]!
-->'''Fat Tony''': You know, you could be a little more helpful!

* SaltAndPepper: Lou is the Pepper to both Wiggum and Eddie's Salt.

* OffModel: His hair is white in his [[https://www.google.com/search?q=lionel+hutz+skybox&client=ms-android-alcatel-rev1&prmd=ivsn&sxsrf=ALeKk03qC3ffMUcw_OVk0QS6eGzlurMZ_w:1629036710428&source=lnms&tbm=isch&sa=X&ved=2ahUKEwiKqc3TmrPyAhVQTcAKHeuPCTQQ_AUoAXoECAIQAQ&biw=360&bih=628&dpr=2#imgrc=kOWTiNTgxq8QIM Skybox trading card]].

--->"Oh, please, children. We've known each other so long, just call me Bob."
--->"''AAAGH! Bob!''"

-->'''Chief Wiggum:''' ''(to Marge)'' Would an innocent person flee?\\

-->'''Chief Wiggum:''' You really thought you could fool me with that Burns and Smithers getup. I mean, I'm not the sharpest pencil in the pencil thing, but I'm least as smart as a cat. Right, Lou?\\

-->'''Wiggum:''' N'yeah! Wah! Wah-wah-wah! No, I lost it.

* FrontlineGeneral: As Wiggum himself points out, he's an unusual instance of a ''Chief of Police'' (roughly equivalent to ''Commissioner'') that goes out on the beat.

-->''(on Homer)'' "Well, if it isn't that stupid cop from TV." ''([[HypocriticalHumor proceeds to scratch his ear with the barrel of his gun]])'' "Oh yeah, that got it."
* MilitaryMoonshiner: Season 5's "Marge On The Lam" depicts Wiggum stumbling upon Homer after emerging from his private alcohol refinery.
-->"Ahh! there's nothing like moonshine from your own still!"

-->'''Chief Wiggum''': ''(to Marge)'' Would an innocent person flee?\\
''(beat)''\\
'''Chief Wiggum''': No, really. Tell me. I honestly don't know.\\
'''Lou''': Chief, no.\\
'''Ralph''': Even ''I'' knew that.\\
'''Chief Wiggum''': Yeah, yeah, I'm not... I'm not good.

-->'''Chief Wiggum''': You really thought you could fool me with that Burns and Smithers getup. I mean, I'm not the sharpest pencil in the pencil thing, but I'm least as smart as a cat. Right, Lou?\\
'''Lou''': Uh, what breed, Chief? I mean, I saw an Abyssinian once who could change channels.\\
'''Chief Wiggum''': Eh, that is pretty smart.

-->Sideshow Bob has no decency! He called me "Chief Piggum!"

** A more minor case, but when Chester J. Lampwick sued Itchy $ Scratchy Studios for stealing Itchy from him, except the film that could prove it was already destroyed by accident with no other copy available, Hutz asks the if the defendants had a copy of theirs. In a real-life trial, Hutz would in fact be allowed to ask that, and if the studio actually had one, they would be required to turn it over.

* NoCelebritiesWereHarmed: The Quimby clan displays many of the hallmarks of the seamier sides of the Kennedys, although Diamond Joe in some stories also resembles other Democratic politicians, most notably former Massachusetts governor Michael Dukakis in "Sideshow Bob Roberts"[[note]]Sideshow Bob's campaign commercial scorning Quimby as soft on crime mimics the notorious Willie Horton ad deployed by Dukakis' 1988 opponent for U.S. President, UsefulNotes/GeorgeHWBush[[/note]]. Mrs. Quimby dresses like Jacqueline Kennedy.

* ReasonableAuthorityFigure: One of the few people with authority in Springfield who is (usually) characterised as competent, non-brutal, and non-corrupt.

* EveryoneHasStandards:

** Despite his ways, he does have his limits, like having a woman thrown in jail for her nervous breakdown [[note]]In "[[Recap/TheSimpsonsS3E15HomerAlone Homer Alone]]"[[/note]], and holding the town hostage for monetary reasons [[note]]"[[Recap/TheSimpsonsWhoShotMrBurns Who Shot Mr. Burns?]]"[[/note]].

* BadassBaritone: Literally. He's TheAce and can belt out opera with the best of them, courtesy of Kelsey Grammer.

* SuspectIsHatless: He provides the {{Trope Namer|s}} in "Homer's Triple Bypass".

[[folder:Don Vittorio [=DiMaggio=]]]
-->Debut: ''"Homie the Clown"''

The rarely-glimpsed true head of the Springfield Mafia.
----
* AffablyEvil: He seems pretty friendly, and even apologizes when preparing to kill "Krusty" (actually [[MistakenIdentity Homer]]) over a gambling debt.
* CoatCape: Wears a black topcoat with the sleeves loose over his suit.
* TheDon: Technically, the real Don of Springfield's crime syndicate.
* EvilOldFolks: He's a shriveled old man and far older than any of his underlings.
* NationalStereotypes: A self-described "old Italian stereotype."
[[/folder]]

* BadassInCharge: He, Legs, and Louie once took on a Yakuza group, and held their own, despite being underarmed and undermanned.

* CorruptedCharacterCopy: Bob is an homage to Kelsey Grammer's signature character [[Characters/{{Cheers}} Frasier Crane]]: like Frasier, he's a snobby, chronically unlucky Ivy Leaguer with a passion for the fine arts. The one big difference is that while Frasier's a caring psychiatrist, Bob's a homicidal maniac. [[note]]After Frasier got [[Series/{{Frasier}} his own show]], ''The Simpsons'' made the parallels stronger, e.g., Frasier and Bob's brothers are both played by Creator/DavidHydePierce.[[/note]]

* ChuckCunninghamSyndrome: In the 2010s Eddie began to be seen less and less with Lou being more typically presented as Wiggum's {{Sidekick}}. The 2018 episode "Homer is Where the Art Isn't" states that economic troubles forced Springfield to lay off a third of its police force, [[EconomyCast that third being Eddie]].

* RaceLift: Lou was yellow in earlier episodes but is now black.
* SaltAndPepper: Lou is the Pepper to Wiggum's and Eddie's Salt.

* AmbiguouslyBrown: His skin color has changed from yellow to brown repeatedly throughout the series before staying brown.

Replacing the ReasonableAuthorityFigure Judge Snyder, Judge Harm is a cruel HangingJudge through and through. Voiced by Creator/JaneKaczmarek.

* BodyHorror: After having removed his own face in "The Bob Next Door", the show began to make a RunningGag of the fact that it was never ''completely'' sewed back on properly, and peels off at the inopportune times.

* {{Expy}}: Of The Joker from DC Comic franchise.

%%* ClassicallyTrainedExtra: ''Much'' to his dismay.

* WellIntentionedExtremist: In "Krusty Gets Busted", his first appearance, Bob gets Krusty framed for armed robbery so he can take over the show and turn it into a program he deems more beneficial for its child viewers, by introducing them to high culture and educational and emotional concepts above the usual level of their age. It actually pays off, with his show receiving a good reception from the kids and getting record-high ratings. Until Bart reveals what he did, of course.

* NeverNeedsSharpening: During his final showing as a real-estate agent in "Realty Bites", he provided a pretty textbook case.

* SkewedPriorites: One comic had him protest using the Birthday Song in order to put out a fire [[ItMakesSenseInContext at an amusement park]]. He collapses from smoke inhalation right afterwards.