History Main / EmbarrassinglyDresslikeOutfit

* ''Series/{{Wishbone}}'': In "Rushin' to the Bone", Wishbone auditions to be the new "Mr. [=McPooch=]", the ostensibly Scottish mascot for his brand of kibble. He is extremely miffed at having to wear a kilt for the role, repeatedly calling it "a dress".

* ''Film/HarryPotterAndTheGobletOfFire'': In the film's rendition of the leadup to the Yule Ball, Ron receives a package from his mother and finds what appears to be an antique dress inside. He at first thinks it's meant for Ginny, only for Hermione to tell him that it's dress robes, which gets everyone laughing at him. Just before the Yule Ball, he's looking at himself in the mirror after putting on the dress robes, aghast at how horrible they look and how Harry's look in comparison.

Usually played for CringeComedy and is AlwaysMale. For the DistaffCounterpart, see UnwillinglyGirlyTomboy. If he really is wearing women's clothes, see DisguisedInDrag, DraggedIntoDrag, and UnplannedCrossdressing (and if he tries to pretend he isn't, he may use InsistentTerminology or a LessEmbarrassingTerm). Contrast {{Crossdresser}} and its subtropes CreepyCrossdresser and WholesomeCrossdresser for when a man is deliberately trying to dress like a woman. Compare RedSockRuinsTheLaundry, UncoolUndies, BadJobWorseUniform, ForcedIntoTheirSundayBest, and GoofySuit for more tropes about embarrassing clothes. Contrast HatesWearingDresses and LadyLegionnaireWear.

[[quoteright:350:[[Film/HarryPotterAndTheGobletOfFire https://static.tvtropes.org/pmwiki/pub/images/rondressrobes.png]]]]
[[caption-width-right:350:"I look like my great-aunt Tessie! I ''smell'' like my great-aunt Tessie! Murder me, Harry!"]]

->'''Worf''': These uniforms are ridiculous. They look like dresses!
->'''William Riker''': Mr. Worf, that is an outmoded, sexist attitude! Besides, you look good in a dress.
-->-- ''Series/StarTrekTheNextGeneration'', "Liaisons"

[[folder:Films - Animation]]

-->'''Devil Kronk''': Listen up, big guy! I've got three good reasons why you should just walk away. Number one: look at that guy! He's got that sissy stringy music thing.
-->'''Angel Kronk''': We've been through this. It's a harp, and you know it.
-->'''Devil Kronk''': Oh, right. That's a harp... and that's a dress.
-->'''Angel Kronk''': ''Robe!''

[[folder:Films - Live-Action]]

-->'''Ron''': Bloody hell, bloody hell, bloody hell...
-->[''Harry walks into the room in his dress robes and freezes at seeing Ron, while Ron does an EyeTake at Harry'']
-->'''Ron:''' What are those?! What are those?!
-->'''Harry:''' My dress robes.
-->'''Ron:''' Oh, they're alright! No lace, no dodgy little collar!
-->'''Harry:''' Well, I suspect yours are a bit more traditional...
-->'''Ron:''' Traditional?! They're ''ancient''!

--> '''Kah Mun Rah:''' It was the height of fashion 3000 years ago, I assure you.

--->[[spoiler:[[NakedPeopleAreFunny "I like a nice healthy breeze 'round my privates, thanks."]]]]

* ''Series/GameOfThrones'': In Episode 2.02, "The Night Lands", Theon Greyjoy travels to the Iron Islands to propose to his father Balon that they form an alliance with Robb Stark against the Lannisters. Balon sees Theon's stylish Northern-style clothes and asks, "Was it Ned Stark's pleasure to make you his daughter?", viewing them as a sign of Theon not being much of an [[ProudWarriorRace Ironborn]]. He rejects the offer and decides to attack the North instead, placing Theon's sister in command.
-->'''Theon''': ''(in shock)'' She [Yara] can't lead an attack!
-->'''Balon''': And why not?
-->'''Theon''': [[CaptainObvious You're a woman!]]
-->'''Yara''': You're the one in skirts.

* ''Series/StarTrekTheNextGeneration'': In "Liaisons", Worf complains about the long tunics he and his coworkers must wear on formal occasions, stating they look like dresses. Riker thinks that the belief men can't wear such garments is sexist, and besides, he looks good in a "dress".

* ''VideoGame/WarcraftIII'': [[StopPokingMe Poking]] the Dreadlord enough will have him adamantly state "No, this is not a dress! It's the standard Dreadlord uniform!". This is a bit of an OrphanedReference however; the Dreadlord is wearing a suit of plate armor in the release version, but the beta version had him in a very dress-like robe. The voiceline was never changed or removed to match the newer model.

* ''Film/HarryPotterAndTheGobletOfFire'': In the film's rendition of the leadup to the Yule Ball, Ron receives a package from his mother and finds what appears to be a antique dress inside. He at first thinks it's meant for Ginny, only for Hermione to tell him that it's dress robes, which gets everyone laughing at him. Just before the Yule Ball, he's looking at himself in the mirror after putting on the dress robes, aghast at how horrible they look and how Harry's look in comparison.

* ''Literature/HarryPotter'': Wizards traditionally wear robes (think priest robes) and under normal circumstances this is not seen as unmanly. However in the [[Literature/HarryPotterAndTheGobletOfFire fourth book]] there's going to be a dance and they need ''dress robes'', or robes for formal occasions. Most of them look OK, but poor Ron--constrained by poverty and forced to get something second-hand--gets "something that looked to Harry like a long, maroon velvet dress. It had a moldy-looking lace frill at the collar and matching lace cuffs."

* ''WesternAnimation/JackieChanAdventures'': In Season 2, while [[BigBad Shendu]]'s spirit is [[DemonicPossession possessing]] [[TheDragon Valmont]]'s body, they both strart wearing a "sorcerer's robe" which Valmont finds humiliating, thinking it looks like an unmanly dress. It doesn't help at all when their henchmen trio (Finn, Ratso, Chow) all make mocking compliments about how pretty Shendu/Valmont looks while wearing it.

** Played with earlier in the same book: before the [[FictionalSport Quidditch World Cup]], the protagonists [[FunnyBackgroundEvent overhear a man in ladies' sleepwear]], arguing with his friend [[PleasePutSomeClothesOn who begs him to put on pants.]]