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* ''VideoGame/TeamFortress2'' has The Spy's [[http://wiki.teamfortress.com/wiki/Backbiter%27s_Billycock Backbiter's Billycock]].

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* ''VideoGame/TeamFortress2'' has The Spy's [[http://wiki.teamfortress.com/wiki/Backbiter%27s_Billycock Backbiter's Billycock]]. Has a humorous variation in the [[https://wiki.teamfortress.com/wiki/Counterfeit_Billycock Counterfeit Billycock]]: a top hat supposedly disguised as a bowler hat.

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* Jim Carrey sported a green bowler with a question mark in several scenes as the Riddler in ''Film/BatmanForever''


Nobody is sure why bowler hats can be associated with evil characters, since most of the time they show a character who is civilized. {{Irony}}, perhaps? Some creators might also be aware that a bowler is actually a fairly functional helmet (it was originally designed to protect gamekeepers on horseback from low branches), so a character wearing one may be anticipating getting into a fight.

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Nobody is sure why bowler hats can be associated with evil characters, since most of the time they show a character who is civilized. {{Irony}}, perhaps? perhaps? (Or AffablyEvil, even FauxAffablyEvil!) Some creators might also be aware that a bowler is actually a fairly functional helmet (it was originally designed to protect gamekeepers on horseback from low branches), so a character wearing one may be anticipating getting into a fight.



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** The trope was brought back over thirty years later in ''Manga/JojosBizarreAdventureJojolion'', with the mysterious and extremely dangerous character Satoru Akefu, whose appearance is based on the Gentleman character from the paintings of Creator/ReneMagritte.

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* ''Series/{{Bonanza}}:'' In "The Fighters," this was the signature headgear of the arrogant prize fighter that routinely goaded Hoss. Also worn by his handler.

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[[folder: Anime and Manga]]

* Speedwagon is introduced wearing one of these in ''Manga/JojosBizarreAdventurePhantomBlood''. This makes sense as Speedwagon is shown to be a rough and tumble street tough, so it makes sense he'd wear a fairly hard had to protect his head in a fight. [[WeaponizedHeadgear He's also put saw blades into the brim of his hat]], because this is Jojo. Becomes a DashinglyDapperDerby after his HeelFaceTurn thanks to [[DefeatMeansFriendship Jonathan kicking his ass for wholesome, noble reasons, charming Speedwagon and turning him into a lifelong friend]].

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* Nobody in England has worn a bowler hat since "Monty Python's Flying Circus" did the "Ministry of Silly Walks" sketch, since anyone foolhardy to venture out wearing one was liable to be accosted by an idiot who DEMANDED that he show the his "Silly Walk".

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* Nobody in England has worn a bowler hat since "Monty Python's Flying Circus" ''Series/MontyPythonsFlyingCircus'' did the "Ministry of Silly Walks" sketch, since anyone foolhardy to venture out wearing one was liable to be accosted by an idiot who DEMANDED that he show the his "Silly Walk".


* In one of Creator/TexAvery's MGM shorts, ''WesternAnimation/BadLuckBlackie'', there is a black cat who caused bad luck to anyone whose path he crossed, wore a bowler. Though his evilness could be debated, as he seemed to only cause bad luck to those who deserved it.

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* In one of Creator/TexAvery's MGM shorts, ''WesternAnimation/BadLuckBlackie'', there is a black cat who caused bad luck to anyone whose path he crossed, wore a bowler. Though his evilness could be debated, Averted however, as he seemed to only cause bad luck to those who deserved it.

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* ComicBook/{{Casper}}'s cousin Spooky always wears one. He once claimed he got it from a babysitter who taught him how to scare and make mischief, though the ending of the story, which he was telling his "goil" Poil, seems to suggest he was [[UnreliableNarrator making it all up as he went along]]. Dapper as it may be, it can be a nuisance; he always has to remember to take it off to go through walls or when he turns invisible. ([[FunetikAksent "Sometimes dere are disadvantages to woikin' wit' props."]])


[[quoteright:200:[[Disney/MeetTheRobinsons https://static.tvtropes.org/pmwiki/pub/images/bowlerhatguy_2128.jpg]]]]

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[[quoteright:200:[[Disney/MeetTheRobinsons [[quoteright:200:[[WesternAnimation/MeetTheRobinsons https://static.tvtropes.org/pmwiki/pub/images/bowlerhatguy_2128.jpg]]]]



* In ''Disney/MeetTheRobinsons'', the "Bowler Hat Guy" appears to be the [[IneffectualSympatheticVillain goofy]] BigBad. Turns out [[spoiler:''the hat itself'' is an evil robotic mastermind intent on taking revenge on Louis, who invented it. Its name is [[FluffyTheTerrible Doris]].]]

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* In ''Disney/MeetTheRobinsons'', ''WesternAnimation/MeetTheRobinsons'', the "Bowler Hat Guy" appears to be the [[IneffectualSympatheticVillain goofy]] BigBad. Turns out [[spoiler:''the hat itself'' is an evil robotic mastermind intent on taking revenge on Louis, who invented it. Its name is [[FluffyTheTerrible Doris]].]]


** Not exactly dastardly, existing in the overlap between PunchClockVillain and ThePiratesWhoDontDoAnything, but Mr Boggis of the Thieves' Guild is usually portrayed wearing a bowler hat. In ''Discworld/{{Thud}}'', he refuses to replace it with a helmet when acting as a Special Constable.
** In ''Discworld/{{Snuff}}'', the groundskeepers on the Ramkin estate wear leather bowlers as a form of protection and signification of their profession. They're not villainous, but pretty rough characters.
** Less "evil" and more "annoying and unpleasant", but [[spoiler:the Verucca Gnome]] in ''Discworld/{{Hogfather}}'' is described as wearing "the type of hat known in various parts of the multiverse as 'bowler', 'derby' or 'the one that makes you look a bit of a tit'."

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** Not exactly dastardly, existing in the overlap between PunchClockVillain and ThePiratesWhoDontDoAnything, but Mr Boggis of the Thieves' Guild is usually portrayed wearing a bowler hat. In ''Discworld/{{Thud}}'', ''Literature/{{Thud}}'', he refuses to replace it with a helmet when acting as a Special Constable.
** In ''Discworld/{{Snuff}}'', ''Literature/{{Snuff}}'', the groundskeepers on the Ramkin estate wear leather bowlers as a form of protection and signification of their profession. They're not villainous, but pretty rough characters.
** Less "evil" and more "annoying and unpleasant", but [[spoiler:the Verucca Gnome]] in ''Discworld/{{Hogfather}}'' ''Literature/{{Hogfather}}'' is described as wearing "the type of hat known in various parts of the multiverse as 'bowler', 'derby' or 'the one that makes you look a bit of a tit'."


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* One ad for DeliciousFruitPies has Franchise/SpiderMan taking on a villain called Demolition Derby whose shtick (like Oddjob's) was that he wore a [[WeaponizedHeadGear bowler hat he could throw as a weapon]].

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* One ad for DeliciousFruitPies Advertising/HostessFruitPies has Franchise/SpiderMan taking on a villain called Demolition Derby whose shtick (like Oddjob's) was that he wore a [[WeaponizedHeadGear bowler hat he could throw as a weapon]].


* In one of Creator/TexAvery's MGM shorts,''WesternAnimation/BadLuckBlackie'', there is a black cat who caused bad luck to anyone whose path he crossed, wore a bowler. Though his evilness could be debated, as he seemed to only cause bad luck to those who deserved it.

to:

* In one of Creator/TexAvery's MGM shorts,''WesternAnimation/BadLuckBlackie'', shorts, ''WesternAnimation/BadLuckBlackie'', there is a black cat who caused bad luck to anyone whose path he crossed, wore a bowler. Though his evilness could be debated, as he seemed to only cause bad luck to those who deserved it.


* One ad for DeliciousFruitPies has SpiderMan taking on a villain called Demolition Derby whose shtick (like Oddjob's) was that he wore a [[WeaponizedHeadGear bowler hat he could throw as a weapon]].

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* One ad for DeliciousFruitPies has SpiderMan Franchise/SpiderMan taking on a villain called Demolition Derby whose shtick (like Oddjob's) was that he wore a [[WeaponizedHeadGear bowler hat he could throw as a weapon]].

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