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* D.B. Cooper as he jumped from a plane in a stormy night with 1 Million in ransom cash.
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* Light Yagami of ''Manga/DeathNote'' later falls into this after becoming a detective.

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* [[Characters/DeathNoteLightYagami Light Yagami Yagami]] of ''Manga/DeathNote'' later falls into this after becoming a detective.
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* ''WesternAnimation/TheLegendOfKorra'': Not the usual tuxedo or pant suit normally associated with this trope but for the majority of Book 4 [[Characters/TheLegendOfKorraAsamiSato Asami Sato's]] seen in a very classy business woman's suit (as befitting someone who's become a captain of industry) and it doesn't seem to slow her down at all in kicking ass in the few fights she gets into during "[[Recap/TheLegendOfKorraS4E7Reunion Reunion]]".
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** The Penguin and his trademark tux and top hat.
** The Joker may originally have been intended as this in UsefulNotes/{{the Golden Age|OfComicBooks}}, but by UsefulNotes/{{the Silver Age|OfComicBooks}}, it was pretty firmly established that his iconic pinstripe suit, while undeniably spiffy, really was ''purple'', not just [[PurpleIsTheNewBlack a comics coloring convention representation of "dark grey"]].
** The Riddler, especially thanks to Frank Gorshin, tends to wear a green bowler hat and suit adorned with question marks.
** Two-Face's suits are usually two-toned, reflecting his character.
** Most of the Red Hoods other than Jason Todd (who instead goes for a biker outfit) sport this look, with the addition of a red hood or helmet, and perhaps a cape. The ''ComicBook/New52'' Red Hood Gang was full of these.

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** [[Characters/BatmanThePenguin The Penguin Penguin]] and his trademark tux and top hat.
** [[Characters/BatmanTheJoker The Joker Joker]] may originally have been intended as this in UsefulNotes/{{the Golden Age|OfComicBooks}}, but by UsefulNotes/{{the Silver Age|OfComicBooks}}, it was pretty firmly established that his iconic pinstripe suit, while undeniably spiffy, really was ''purple'', not just [[PurpleIsTheNewBlack a comics coloring convention representation of "dark grey"]].
** [[Characters/BatmanTheRiddler The Riddler, Riddler]], especially thanks to Frank Gorshin, tends to wear a green bowler hat and suit adorned with question marks.
** Two-Face's [[Characters/BatmanTwoFace Two-Face]]'ss suits are usually two-toned, reflecting his character.
** Most of the Red Hoods other than [[Characters/BatmanJasonTodd Jason Todd Todd]] (who instead goes for a biker outfit) sport this look, with the addition of a red hood or helmet, and perhaps a cape. The ''ComicBook/New52'' Red Hood Gang was full of these.
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* Duke Watari from ''Series/CuteyHoneyTheLive''. Whatever you do, ''[[BerserkButton DON'T]]'' [[BerserkButton get blood on it]].
* ''Series/{{Daredevil|2015}}'':
** [[ComicBook/TheKingpin Wilson Fisk]] wears custom-made suits with inner linings that make them functionally lightweight armor, making this actually practical.
** [[ComicBook/ThePunisher Frank Castle]] normally wears black leather jackets and clothing when on the street. But when he's put in a suit prior to taking the stand at his trial, Foggy comments, "Frank's wearing a suit. He looks better than I ever have, and he's not even wearing a tie!"
* On ''Series/DoctorWho'':

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* Duke Watari from ''Series/CuteyHoneyTheLive''.''Series/CutieHoneyTheLive''. Whatever you do, ''[[BerserkButton DON'T]]'' [[BerserkButton get blood on it]].
* ''Series/{{Daredevil|2015}}'':
''Series/Daredevil2015'':
** [[ComicBook/TheKingpin Wilson Fisk]] Fisk wears custom-made suits with inner linings that make them functionally lightweight armor, making this actually practical.
** [[ComicBook/ThePunisher Frank Castle]] Castle normally wears black leather jackets and clothing when on the street. But when he's put in a suit prior to taking the stand at his trial, Foggy comments, "Frank's wearing a suit. He looks better than I ever have, and he's not even wearing a tie!"
* On ''Series/DoctorWho'':
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Mac is a cop not a criminal, so this is Sharp Dressed Man. Example is already listed there. Lindsay, being a female cop, doesn't fit either trope.


* ''Series/{{CSINY}}: Mac, being not only a detective but also the head of the Crime Lab, almost always wears a suit (complete with tie in Season 1, but Stella convinces him to ditch it in the last episode thereof). More extreme examples are:
** In Episode 2.13, "Risk," Mac and Lindsay are called to a crime scene that Danny is already working. Mac shows up in a tux, having been at a benefit for the mayor. Lindsay arrives wearing a formal dress since she was at the opera. Danny makes a comment about being underdressed.
** In a later episode, Mac chases down and arrests a purse snatcher while dressed in a tux again; he's about to attend another formal event.
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* Wrestling/ChrisJericho became this during his 2008-2010 heel run.
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** The Riddler, especially thanks to [[LiveActionTV/Batman1966 Frank Gorshin]], tends to wear a green bowler hat and suit adorned with question marks.
** Two-Face's suits are usually [[Visualpun two-toned]], reflecting his character.

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** The Riddler, especially thanks to [[LiveActionTV/Batman1966 Frank Gorshin]], Gorshin, tends to wear a green bowler hat and suit adorned with question marks.
** Two-Face's suits are usually [[Visualpun two-toned]], two-toned, reflecting his character.
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** Two-Face's suit are usually two-toned, reflecting his character.

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** Two-Face's suit suits are usually two-toned, [[Visualpun two-toned]], reflecting his character.
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**The Riddler, especially thanks to [[LiveActionTV/Batman1966 Frank Gorshin]], tends to wear a green bowler hat and suit adorned with question marks.
**Two-Face's suit are usually two-toned, reflecting his character.
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Trope was cut/disambiguated due to cleanup


** Ryuuken Ishida rarely wears anything but white suits in the manga [[AdaptationDyeJob (beige in the anime)]], [[JustifiedTrope justified]] in that he's the director of a major urban hospital and has to be professionally dressed. He's also a very powerful [[ArcherArchetype Quincy]] and capable of kicking much ass (including [[CurbstompBattle curbstomping]] his very talented son) without even removing his jacket or loosening his tie.

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** Ryuuken Ishida rarely wears anything but white suits in the manga [[AdaptationDyeJob (beige in the anime)]], [[JustifiedTrope justified]] in that he's the director of a major urban hospital and has to be professionally dressed. He's also a very powerful [[ArcherArchetype Quincy]] Quincy and capable of kicking much ass (including [[CurbstompBattle curbstomping]] his very talented son) without even removing his jacket or loosening his tie.
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* Bishop in ''WesternAnimation/TeenageMutantNinjaTurtles2003''. He takes on all of the Turtles, Splinter, Leatherhead, April, and Casey with nothing but a suit and a tie. Shredder needs his armor, Foot army, and Karai/Hun to take on the Turtles alone. Truly a badass.

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* Bishop in ''WesternAnimation/TeenageMutantNinjaTurtles2003''. He takes on all of the Turtles, Splinter, Leatherhead, April, and Casey with nothing but a suit and a tie. Shredder needs his armor, Foot army, and Karai/Hun Karai and/or Hun to take on the Turtles alone. Truly a badass.

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* In Chapter 57 of ''Fanfic/ThisBites'', assassin team [=CP9=] discusses this trope:
-->'''Blueno:''' You know, in the earlier days of our training, I often questioned how practical it was to be dressed professionally when we were out on the job.
-->'''Kalifa:''' I remember that, and they always gave us plenty of plausible answers. Covering more of your form leaves less opportunity to drop a trace of yourself.
-->'''Kumadori:''' While at the same time testing you to ensure that you can execute without staining yourself. There is also the fact that the World Government would never have any employees of significance dressed otherwise while on the job.
-->'''Kaku:''' And the fact that limiting our mobility is supposed to give us constant training, in life and on the job. All valid reasons… and none of them the real one.
-->'''Rob Lucci:''' The real reason... is that it's just so much more satisfying to hand someone their head if you look good doing it.

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* In Chapter 57 of ''Fanfic/ThisBites'', assassin team [=CP9=] discusses this trope:
-->'''Blueno:''' You know, in the earlier days of our training, I often questioned how practical it was
trope. The World Government gave them several plausible answers for why they had to be dressed professionally when we were out on the job.
-->'''Kalifa:''' I remember that, and they always gave us plenty of plausible answers. Covering more of your form leaves less opportunity to drop a trace of yourself.
-->'''Kumadori:''' While at the same time testing you to ensure that you can execute without staining yourself. There is also the fact that the World Government would never have any employees of significance dressed otherwise
while on the job.
-->'''Kaku:''' And the fact
job, but they all realized that limiting our mobility is supposed to give us constant training, in life and on the job. All valid reasons… and none of them the real one.
-->'''Rob Lucci:''' The real reason... is that
reason was [[RuleOfCool because it's just so much more satisfying cooler to hand someone their head if you look kick ass while looking good doing it.it]].
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** [[VideoGame/ArtOfFighting Robert Garcia]] is both the primary and foremost example in fighting games in general, being that he was the original sharp-dressed prettyboy archetype. Creator/{{SNK}} established Robert's character from the very beginning by introducing him as being always dressed to the nines. In each game that followed, SNK further emphasized his lavish style by expanding on [[ActionFashionista his wardrobe of designer suits]], luxurious fighting stages, and his suave debonair charm.

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** [[VideoGame/ArtOfFighting Robert Garcia]] is both the primary and foremost example in fighting games in general, being that he was the original sharp-dressed prettyboy archetype. Creator/{{SNK}} established Robert's character from the very beginning by introducing him as being always being dressed to the nines. In each game that followed, SNK further emphasized his lavish style by expanding on [[ActionFashionista his wardrobe of designer suits]], luxurious fighting stages, and his suave debonair charm.

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added example(s), Not enough context (ZCE). Added example and context to the King of Fighters section.


** Oswald.
** In his appearance as the TrueFinalBoss of ''VideoGame/ArtOfFighting 2'', Geese Howard wore a spiffy suit. Outside the arena, his "present-day" wear is a reddish business suit.
** King wears one as part of [[{{Bifauxnen}} her trademark look]] accompanied with a bowtie.

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** [[VideoGame/ArtOfFighting Robert Garcia]] is both the primary and foremost example in fighting games in general, being that he was the original sharp-dressed prettyboy archetype. Creator/{{SNK}} established Robert's character from the very beginning by introducing him as being always dressed to the nines. In each game that followed, SNK further emphasized his lavish style by expanding on [[ActionFashionista his wardrobe of designer suits]], luxurious fighting stages, and his suave debonair charm.
**King made her debut in the same game as Robert and has since become his DistaffCounterpart. Like him, she's never without her tux and is known as both a high-class bartender and a champion level kickboxer. Which is why she's usually the captain of the All Women's Team at the annual ''King of Fighters'' tournament.
%%**
Oswald.
** In his appearance as the TrueFinalBoss of ''VideoGame/ArtOfFighting 2'', [=AOF2=], Geese Howard wore a spiffy suit. Outside the arena, his "present-day" wear is a reddish business suit.
** King wears one as part of [[{{Bifauxnen}} her trademark look]] accompanied with a bowtie.
suit.
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->''"I love wearing a tux when I kill guys, Makes you kinda feel like Film/JamesBond."''

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->''"I love wearing a tux when I kill guys, guys. Makes you kinda feel like Film/JamesBond."''
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-->-- '''Brock Samson''', ''WesternAnimation/TheVentureBrothers [=S2E4=], "Fallen Arches"''

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-->-- '''Brock Samson''', ''WesternAnimation/TheVentureBrothers [=S2E4=], ''WesternAnimation/TheVentureBros'', "Fallen Arches"''
Arches"



* Parodied on one episode of ''WesternAnimation/TheVentureBrothers'': "I love killin' guys in a tux, makes me feel like Film/JamesBond."

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* Parodied on in one episode of ''WesternAnimation/TheVentureBrothers'': ''WesternAnimation/TheVentureBros'': "I love killin' guys in a tux, makes me feel like Film/JamesBond."
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* In ''[[https://www.fanfiction.net/s/3544760/1/Death-Eaters-Are-Sheep Death Eaters Are Sheep]]'', [[Literature/HarryPotter Voldemort]] hires Muggle tailors so he can invoke the trope. Well, he acts like he's hiring them, but in reality he kills them to avoid paying. People are beginning to notice the tailors' disappearance.

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* ''{{Series/Gotham}}'': Resident [[TheChessmaster schemer]] Oswald [[Comicbook/ThePenguin “The Penguin”]] Cobblepot spends most of his screentime impeccably dressed, regularly outmaneuvering and defeating others, both mentally and sometimes physically.

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* ''{{Series/Gotham}}'': ''Series/{{Garcia}}'': Elite agent García remains impeccably dressed in a tailored suit even when doing fieldwork.
* ''Series/{{Gotham}}'':
Resident [[TheChessmaster schemer]] Oswald [[Comicbook/ThePenguin “The Penguin”]] Cobblepot spends most of his screentime impeccably dressed, regularly outmaneuvering and defeating others, both mentally and sometimes physically.

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