Oh, I'm quite tired of this lunatic
Why must we suffer 'cuz the mayor's sick?Mayor Pain (a trope about mayors who inflict grief upon the inhabitants of their cities) usually comes in two different flavors, depending on the question: Is s/he evil or simply unable?
— Rasputina, "The Mayor"
- The Evil Mayor Pain (The Wilkins): Wickedness over incompetence. The mayor does a relatively good work with the town and can even be a pleasant person, yet he or she has a secret Evil Plan to carry out, or more easily is A Wolf in Sheep's Clothing. This is the kind of mayor that puts the "sin" in "sindaco".
- The Incompetent Mayor Pain (The Quimby): Incompetence over wickedness. The mayor is openly incompetent and his/her actions are clearly due to a lack of judgment. On a darker note, this incompetence could cause (or have already caused) various disasters.
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Anime & Manga
- An Orange Islands Pokémon episode had one of these. When a mystery creature is wandering the sewers on his island, he intends to kill it rather than capture it, as he's worried its existence will affect his status as mayor. Turns out it was his Bulbasaur he abandoned as a child. Poor thing was still happy to see him.
- Panty & Stocking with Garterbelt: the mayor of Daten City is Corset, a powerful demon with a BDSM fetish. Definitely the Wilkins type.
- Mr. Heartland from Yu Gi Oh Zexal is an Evil Mayor Payne, and a Villain with Good Publicity and a Devil in Plain Sight. While only The Dragon during the time he's mayor (the first season) he proves worse than the apparent Big Bad of that season.
- Hamilton Hill from the Batman comics was an Evil Mayor Pain; a competent politician, but completely in the pocket of crime boss Rupert Thorne. He was succeeded in office by Armand Krol, who was an Incompetent Mayor Pain.
- In Batman: Earth One, Mayor Oswald Cobblepot (The Penguin in the regular timeline) is Mayor of Gotham. He's also a crime boss who uses a Serial Killer named The Birthday Boy as his own personal hitman, supplying him with teenaged girls as payment.
- The Mayor in Cloudy with a Chance of Meatballs starts off as just a jerk, but once the food starts falling, he will do anything to keep it coming, since his town is now getting notoriety and he is quite a glutton. He ends up pushing Flint to keep making the food, even when told it's not safe. And when the inevitable happens, he quickly shifts the blame to Flint.
- Mayor Phlegmming in Osmosis Jones, is as incompetent as they come. Its his idiotic decisions that are the reason why Frank is such a slob and he cares more about his re-election than the lethal threat that would and almost did kill Frank.
- Tortoise John in Rango is an Evil Mayor Pain.
- The Mayor in Police Academy 6: City Under Siege is an Evil Mayor Payne, and is secretly the Big Bad.
- In La Famille Belier, Lapidus despises deaf people and promotes industrial development, which harms the farmers.
- Big Jim Rennie from Under the Dome definitely qualifies as the evil variant, though his title is "councilman" rather than "mayor". He's still essentially the acting mayor as he's apparently the only member of the town council, mayor included, who was in Chesters' Mill when the Dome came down.
- Governor Grice from the Ciaphas Cain novel For The Emperor is incompetent, except that he's really an evil genestealer hybrid (the Evil Mayor Pain) who is disguising his treason as mere incompetence.
- As there's no evidence he has any personal planning or administrative skills, and Grice's personal and family histories must be consistent, he probably really is an incompetent governor. They show up a lot in the setting, and tend to stay in place until they impede somebody important who can have them killed.
- In After The Golden Age, the protagonist discovers evidence linking the mayor to the perpetrators of a crime wave in Commerce City. He turns out to be a supervillain.
- Buffy the Vampire Slayer has Mayor Richard Wilkins III, who provides the name for the Evil Mayor Pain. On the outside, he's a polite, organized and rather efficient politician. The truth, however, is that he plans to undergo the Ascension to become a demonic snake. He also planned to use this new condition to bring order to the town.
- Desperate Housewives: Victor Lang, Gabrielle's husband for the first half of season 4.
- Once Upon a Time: Regina Mills, aka The Evil Queen, is definitely the evil version.
- Criminal Minds: Clark Preston from "A Thin Line" was going to become one, had the BAU not found out about the murders he had planned.
- Big Jim Rennie is still evil in the TV adaptation.
- Mayor Pamela Winchell from Welcome to Night Vale. She's a strange mix of both the "evil" variant and "incompetent" variant, although she's not stupid and it's difficult to peg her as out and out evil. Given the way she's described, it seems more like she's just totally insane. She eventually falls more directly into the "incompetent" category after she becomes obsessed with "emergency press conferences," and later steps down as Mayor; her successor is Dana Cardinal, that being former Night Vale Community Radio intern Dana, who is much more level headed, but allows Winchell to stay in "government" (and indulge her obsession) as Director of Emergency Press Conferences. Of course, the Mayor of Night Vale's powers are actually pretty limited, with affairs seemingly being mostly in the hands of the City Council (which has had the same composition since the city was founded over a century ago), the vague-but-menacing government agency, and the Sheriff's Secret Police. Oh, and the Glow Cloud, if the issue involves the Night Vale School District in any way.
- In the SimCity series of games, the players themselves can easily invoke this, due to the whole Ultimate Authority Mayor aspect giving you control of natural disasters and Alien Invasions.
- Mayor Roger C. Hole from Grand Theft Auto: Liberty City Stories is hopelessly corrupt, and winds up getting killed by a member of a gang he was being paid to harass. Donald Love later tries to be this, but loses in the election to Miles O'Donovan.
- The mayor of Teufort in Team Fortress 2 is definitely a Mayor Evil, acting completely friendly while he charges the Spy and the Scout not for the crimes they've actually committed, but as scapegoats for the awful things he's done as mayor. He's actually a Mayor Incompetent, as he did all those things because he's literally too stupid to know they were wrong.
- In Saints Row 1, city alderman Richard Hughes plans to become this by tricking the Player Character into killing the previous mayor and others, but is Killed Off for Real himself. In Saints Row 2 his wife actually becomes this, even going so far as to hire the leader of a powerful criminal organization to spray fecal matter at Ultor properties around town.
- Leonard Zachary of the Shanafelt City Council from TRU-Life Adventures is this in all but title. Getting the city to restore the position of mayor is high on his list of priorities.
- Albus Ivory of Colour Wheel is an interesting mix of the Evil and Incompetent variants. He enacts crazy plans to take over the city, even though he's already the mayor; these plans are ridiculous, ineffectual, overly complex, easily thwarted, and cause massive damage to the city. And in one case, possibly every city on the coastline.
- In Daryl and Susie, Daryl the dragon has a town in his head, run by an Evil Mayor Pain (based loosely on the Mayor from Buffy). This Mayor incessantly tries to get Daryl upset, for doing so makes monsters appear from Daryl's head, and collaborates with Daryl's arch-nemesis Aosoth before becoming The Starscream.
- Mayor Joe Quimby from The Simpsons provides the name for the Incompetent Mayor Pain. An outright corrupt, opportunistic, embarrassing, sleazy politician who couldn't care less for Springfield.
- Sideshow Bob may count as the evil variant during his brief time as mayor.
- Adam West would be the Incompetent Mayor Pain in Family Guy.
- Vlad Masters/Vlad Plasmius eventually becomes this in Danny Phantom, abusing his authority to antagonize Danny.
- Mayor from The Powerpuff Girls is so incompetent, he somehow managed to kill Navi when playing Ocarina of Time. It's safe to assume that the real mayor of Townsville is his much smarter assistant, Sarah Bellum.
- The episode Impeach Fuzz sees him temporarily replaced by Fuzzy Lumpkins, a recurring villain.
- After the events of the first season finale of Scooby-Doo! Mystery Incorporated, Mayor Jones is a definite Evil Mayor Pain. In that one episode we learn that he moved to Crystal Cove only to look for treasure, blackmailed the original Mystery Inc. into leaving, double-crossed Professor Pericles, dressed up as the Freak of Crystal Cove, and to top it off, concealed the true identity of Fred's real parents while raising him as his own son.
- Clay Puppington from Moral Orel.
- From The Oblongs, the town of Hill Valley is governed by Mayor Johnny "The Mayor" Bledsoe, a masked wrestler (talks like an American pro wrestler, wears a luchador mask with a nice suit). He's a good balance of evil and incompetence, like all authority figures in the series.
- The Mayor of Tom Goes To The Mayor, who is so impossibly incompetent that he crosses a line and borders on being the evil kind of this trope.
- The Mayor from Action League Now is plain card-carrying evil. In fact, we only ever see him doing evil things, rather than actually, you know, mayoring.
- A lot of the problems of Griffin Rock in Transformers Rescue Bots can be lain at the feet of Mayor Luskey. A lot of problems in the town stem from his ego, blame-shifting, and total ineptitude at pretty much everything he does. He's at his worst in "The Vigilant Town", where his demands that an experimental computer meant to protect the town be turned on full power, even after it demonstrates that it's willing to violate civil liberties to perform its function.
- Mayor Adam West from Family Guy fits West's general stereotype of being a crazy has-been, only this time he's in charge of a whole town.
- Mayor Spryman from Ozzy and Drix is a Quimby, a stuck-up bratty punk of a teenager that has no business being in charge of a city, though considering that Hector a teenager it's most likely a factor of his personality that Spryman is not only mayor but acts the way he is.