* The Sheriff in ''ComicFuryWerewolf'' typically has a NiceHat. Kristy was the first player to have one.
* The Whitecoat, a SuperHero from ''Literature/TheDescendants'' rocks a white stetson so nice that people think it's somehow part of his powers. They would be right, because he's got a vid screen with a heads up display under the brim!
* ''LlamasWithHats''.
* Reginald Cuftbert's badass bonnet in ''SpoilerWarning''
* Linkara of WebVideo/AtopTheFourthWall. It's even mentioned as such in his theme song.
** It's also magic, preventing the CastFromHitPoints nature of the Website/ThatGuyWithTheGlasses world from hurting him.
* {{Anti Cliche And Mary Sue Elimination Society}}: Don't touch Stephen's hat if you want to live.
* ''WebVideo/AficionadosChris'' his trademark "beaver cap". It's even mentioned in his theme song.
* [[WarningReadersAdvisory Derek the Bard]] has a really sweet tophat.
* Mayor Conner of Eastwood in ''FalloutNukaBreak'' has a FOOT-TALL TOP HAT!
* [[DiamandaHagan The Minion]] in ''Film/ProjectMillion'' looks too conspicuous with her mask, so Hagan makes her switch it to a top hat with Mickey Mouse stuffed through the middle. It's still big enough to cover her entire head.
* Every episode of LoadingReadyRun's ''FeedDump'' ends with "[[CatchPhrase There may be better sources for news]], but they don't have]] ''[[CatchPhrase this]]'' [[CatchPhrase hat.]]" The hat changes every time. This probably stems from the "sweet supply of hats" that LRR has collected over the years - the hats which Graham sought to protect in ''WebVideo/CommodoreHustle'', possibly at the cost of crew member Jer.
* Rowdy C, host of ''TVTrash'' sports a pretty nice Golfer's cap.
** In his ''Candid With Chris'' videos, he sports a black cowboy hat.
* ''Literature/SkippysList'' has examples:
--> 163. Take that hat off.
* Yahtzee Croshaw of ''WebAnimation/ZeroPunctuation'' wears a distinctive trilby. In ''ZP''[='=]s simplistic art style, it distinguishes him from other characters. In real life he said he wears it less since it started to get him recognised.
* Theatre/TheLeagueOfSTEAM's zombie manservant, Zed, wears a fez. Baron von Fogel and Coyote wear [[DashinglyDapperDerby Dashingly Dapper Derbies]]. Sir Conrad, Jasper Mooney, Professor Jager and Mrs. Potts wear top hats, Ellie Copperbottom wears a mini-tophat, and Thaddeus wears a boater.
* ''Roleplay/EquestrianLegends'' has more then a few nice hats.
* While fenoxo's game can no longer be linked to or referred to directly on the [=TvTropes=] wiki because it's NSFW, it absolutely ''must'' be said that his AuthorAvatar Fenimp wears a very nice fedora.
* ''WebVideo/TheUnusualSuspect'' wore one for most of his early reviews, it has since been replaced.
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