History Main / PimpDuds

** ''VideoGame/SaintsRow2'' allows you to unlock a pimp outfit as a reward for completing a minigame, and hostile pimps will spawn in the seedier parts of Stilwater at night.

The standard attire for all men who... [[DoubleEntendre help young women earn money for college]]. You know, managers in the intimate entertainment industry. Guys who... how shall we put this?... [[DontExplainTheJoke manage a harem of prostitutes]]. Pimps. Street walkin', [[JiveTurkey jive talkin']], [[BitchSlap bitch slappin']], bling wearin' pimps. This is their uniform:

-->'''Pete Holmes:''' If you want to know how I ''know'' he was a pimp, here's what he looked like: Picture a pimp. ''*{{beat}}*'' You got it.

* The original ''VideoGame/PoliceQuest'''s final act involves Sonny going undercover as a pimp in order to infiltrate an illegal poker ring to nab the BigBad. To achieve the look, Sonny wears a tacky white suit, bleaches his hair, and even carries an ornate tricked out cane, which is actually concealing a Derringer.

* That's right, pimps, playas, and pain purveyors, The Black Baron (stop starin') from ''VideoGame/MadWorld'' dresses like thi-- [[CatchPhrase Aww]] [[OhCrap hell]] [[TheyKilledKennyAgain naw.]]

** One-off character Alabaster Jones (voiced by Music/SnoopDogg), the main mack daddy of Oklahoma City, fits the bill with his flashy white suit and cape. Yes. He has a cape.
** Tammy, the HookerWithAHeartOfGold who stays with the Hills, gives Hank a cowboy hat with a leopard-print hatband, which everyone in Arlen ''except'' Hank and Peggy treat like serious Pimp Duds.

* A ''WesternAnimation/RobotChicken'' skit has a man wearing a coat made out of Beanie Babies (he originally invested all of his money into them but didn't know that they became worthless, thus forcing him on the streets) being mistaken for "the richest pimp in town" by a random hooker who also didn't know of their worthlessness. Taking advantage of this, he soon indeed becomes the richest pimp in town.

* One of the patients in the second act of ''VideoGame/AmateurSurgeon'' is Donny Debonair, an implicitly fake pimp who, aside from wearing sterotypical pimp clothes and proclaiming himself as a "Pimp Extraordinaire", wants Alan to bling his insides with things like a golden ribcage, a golden kidney, and jeweled staples.

* One of the patients in ''VideoGame/AmateurSurgeon'' is Donny Debonair, an implicitly fake pimp who, aside from wearing sterotypical pimp clothes and proclaiming himself as a "Pimp Extraordinaire", wants Alan to bling his insides with things like a golden ribcage, a golden kidney, and jeweled staples.

* One of your patients in ''VideoGame/AmateurSurgeon'' is a pimp who wants you to bling his insides, with things like a golden ribcage, a new, golden kidney, and jeweled staples.

[[folder:Web Comics]]

* As part of the show's 1970s-inspired funkadelic atmosphere, Dr. Gel from ''Anime/SpaceDandy'' wears a fur-lined white pimp suit with a [[BadassCape red cape]], a Bootsy Collins-esque white top hat with a colorful star design, [[ClassyCane a gold scepter]], gold wristbands, a gold EyepatchOfPower, and [[NiceShoes black punk-rocker boots]].

* The Boogie Man from ''WesternAnimation/ThePowerpuffGirls'' episode "Boogie Frights" dresses like this. Obviously not a pimp (it's a kid's show), but a nod to {{Blaxploitation}} films as part of the episode's [[TheSeventies 1970s]] vibe.

# One [[NiceHat hat]], with a brim that extends at least 15 centimeters in every direction. Some sort of giant feather or other ostentatious decoration is preferred.

* ''VideoGame/TeamFortress2'': The [[TokenBlack black]] Demoman class now can randomly get (or craft) the Hustler's Hallmark, a [[NiceHat sweet-looking]] pimp hat. For bonus pimp points, he can wear this hat along with a pair of slatted shades, which apparently belong to WebAnimation/HomestarRunner.

* ''WesternAnimation/MyLittlePonyFriendshipIsMagic'': Spike receives a [[NiceHat suspiciously pimptastic hat]] for an episode.

* Pete Holmes had one routine about his GPS sending to [[WrongSideOfTheTracks the skeevier side of town]] and talked about an encounter he had with a pimp, describing him thusly:

The standard attire for all men who... [[DoubleEntendre help young women earn money for college]]. You know, managers in the intimate entertainment industry. Guys who... how shall we put this?... [[DontExplainTheJoke manage a harem of prostitutes]]. Pimps. Street walkin', [[JiveTurkey jive talkin']], bitch slappin', bling wearin' pimps. This is their uniform:

* UsefulNotes/ThomasJefferson's attire in ''Theatre/{{Hamilton}}'' alludes to the stereotype, as he wears a bright purple fancy suit and carries around a cane. His being a representation of the slave-holding landowners of the South parallels him being the pimp with the slaves being his "girls" that he makes his money from while they do the actual labor. Aside from LargeHam King George III, no other character is dressed so brightly -- UsefulNotes/GeorgeWashingtob and Aaron Burr are subdued blues to reflect their subdued demeanors, and even UsefulNotes/AlexanderHamilton's base green suit isn't as eye-catching.

* UsefulNotes/ThomasJefferson's attire in ''Theatre/{{Hamilton}}'' alludes to the stereotype, as he wears a bright purple fancy suit and carries around a cane. His being a representation of the slave-holding landowners of the South parallels him being the pimp with the slaves being his "girls" that he makes his money from while they do the actual labor.

* A Pimp Named Slickback from ''WesternAnimation/TheBoondocks''.

* The infamous [[FanNickname Pimp Daddy Destro]] from the ''Franchise/GIJoe'' 1997 Commemorative Edition line. There was even a dedicated website about the ultra-rare figure. According to the site, it started as a bit of a gag when a production sample was needed for the commemorative line. A few hundred samples with the leopard-print paint job were produced before Hasbro put the kibosh on it, but some of the figures managed to get packaged and hit the shelves anyway. The 2007 Official G.I. Joe Convention even commemorated Pimp Daddy Destro with a [[http://www.yojoe.com/action/07/destro15a.shtml 25th anniversary release]] (and a [[http://www.yojoe.com/action/07/destro15b.shtml gold-helmeted variant]] to boot).

** ''Toys/LegoSpacePolice III'' features Brick Daddy, a.k.a. [[FanNickname SPACE PIMP]], an alien gang leader dressed in purple pimp duds. [[MemeticMutation The fandom was very, very amused]].

* Though he can't go all the way (being a redeco), Optimus Prime's royal purple color scheme in ''ComicBook/TransformersShatteredGlass'', coupled with his bulky build and yellow-and-green highlights, has earned him the FanNickname "Pimpimus Prime".

* Partial example: This trope is why Sun Quan's outfit (a fur-lined vest) in the ''VideoGame/DynastyWarriors'' games gets the FanNickname "Pimp Coat".

** The Red Mage's hat has the FanNickname "Pimp Hat" because it's of a similar shape and sports a fancy feather.

* In ''Manga/FullmetalAlchemist'', Greed seems to be going for this look. He wears a boa and CoolShades and is introduced with a PaidHarem. Also, not a direct example, but Kimblee almost always wears a snazzy white suit which has been given the FanNickname of "the pimp suit".

* In ''WesternAnimation/AmericanDad'', Klaus travels to Iraq to retrieve Roger (who is currently a soldier named Sgt. Pepper) so that his therapist identity, Dr. Penguin, can resolve the family's current hostilities, accidentally caused by Klaus when he revealed various secrets that they had been keeping from each other. He travels there with the help of his pimp friend, White James, who's parents he had convinced to let him go to art school. White James's attire consists of: a bright green shirt and purple slacks with a white leather belt with a gold belt-buckle, a purple coat with cheetah-print trim and cheetah-print cane with a big crystal at the top, a purple hat with a big feather and cheetah-print band, a gold neckchain with a large golden "$" hanging from it, gold hoop-earrings, gold and jeweled rings on his right-hand, and a gold knuckle-duster with a plate that has "PIMP" printed on it on his left-hand, and fishtank platform-shoes for Klaus to travel in.

-->'''Bender:''' Stupid anti-pimping laws...
* An episode of ''WesternAnimation/JimmyTwoShoes'' had Samy wear these. Yes, on a kids show.

** Tammy, the HookerWithAHeartOfGold who stays with the Hills, gives Hank a cowboy hat with a leopard-print hat band, which everyone in Arlen ''except'' Hank and Peggy treats like serious Pimp Duds.
* ''WesternAnimation/MissionHill'': The pimp who mistook Posey as a prostitute who offers erotic massages, dresses like this. Andy lampshades this when he describes the man as a "good, old-fashioned, bell-bottom and platform-shoe pimp," then asks if he's seen him on the show, ''Series/{{Beretta}}''.

* ''Fanfic/IfWishesWerePonies'': Chapter 37 gives us one of the Daily Prophet's newest recurring articles / columns. It focuses on wizards wearing completely inappropriate clothing, including one bright purple outfit that looks like a Pimp Suit. Dumbledore realizes he has something similar in his own wardrobe.

** ''Toys/LEGOSpacePolice III'' features Brick Daddy, a.k.a. [[FanNickname SPACE PIMP]], an alien gang leader dressed in purple pimp duds. [[MemeticMutation The fandom was very, very amused]].
** They DID IT AGAIN. Invizable from the ''Toys/LEGOUltraAgents'' theme has a pimp appearance, too.

* ''VideoGame/WorldOfWarcraft'' supplies nearly every item one could ask for in making pimp duds for anybody able to wear leather or better. It's very popular for banking toons; there's even a diamond-tipped staff that sparkles. The downside is that you can't wear your pimp shades and pimp hat at the same time.
** And for those who can't wear Leather? Well, at least there's the [[http://www.wowhead.com/item=18727/crimson-felt-hat Crimson Felt Hat]], a must-have item for any Vanilla-era caster.

* [[https://piecomic.tumblr.com/post/117795443848 This webcomic]] uses the ubiquity of this trope in the popular imagination to... entertaining effect.

* ''WebVideo/JoueurDuGrenier'': In the MerchandiseDriven shows episode, to mock the extravagant clothes found in series like ''Yu-Gi-Oh!'', Seb shows up dressed like this while presenting himself as the regional champion of Beyblade for Poitou-Charentes.

* The overall most powerful headgear in ''VideoGame/DungeonSiege'' is the "Mac Daddy Hat of Procurement", a purple pimp hat with a zebra-print band and a long black feather, that is obtained as an EasterEgg after defeating the expansion campaign's final boss on Veteran difficulty or higher. It has a defense of 100, adds a gigantic intelligence bonus, grants a 50% chance for its user to inflict an armor-piercing hit, steals 10 health and mana from enemies per hit, and has no equip requirements. It goes together quite nicely with the Staff of Stars.