Nagi and Maria discover the joys of playing dressup.
Whenever a guy happens to need girls' clothes
for some reason, the girls around him suddenly get a Psychotic Smirk
... oh boy. This activity is always portrayed as more fun for the girls than for the boy; girls in fiction just relish the opportunity to play with the victim like a doll and often revel in his discomfort. In most cases, this is all Played for Laughs
, sometimes accompanied by a Gilligan Cut
Sometimes, the guy being dressed up may have feminine attributes
and other characters mistake them
for being a pretty girl
, possibly falling in Love at First Sight
. If this happens, the guy will play along
because he's too embarrassed to reveal his true identity.
Subtrope of Disguised in Drag
. Often combined with Instant Cosplay Surprise
. Contrast Wholesome Crossdresser
, a guy who's totally into doing this thing and probably doesn't need a girl's input. May overlap with Becoming the Costume
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Anime & Manga
- Chaos Attack begins with Doah Lee being forced to get his older sisters soda while dressed up as a girl as part of a punishment game. Of course, he winds up getting attacked by an alien and subsequently rescued by a group of uber Bishounen superheroes, who quickly take a liking to him, but are not pleased when he reveals his gender. So they choose to have him pay them back for saving his life by having him be their manager.
- To Love-Ru has this when Rito gets turned into a girl.
- In Hayate the Combat Butler (pictured) this is a Running Gag for poor Hayate. Nagi and Maria do this to him just for fun, and he has even been cursed into wearing only girls clothes. Some characters even think he is an actual crossdresser because of this.
- This ends up crossing with I Think You Broke Him when Nagi suggests he change out of Ayumu's clothes, and he refuses. In actuality, he just doesn't want to reveal to Luca that he's actually a guy.
- Hayate has become somewhat desensitized to it by the later manga, such as when Kotetsu forced him into a maid outfit to get into Comiket (long story) and he didn't even mind declaring he was a guy once some otaku tried taking photos of him, though being "a trap" only got them more excited. It pretty much came to a head in chapter 319 where he actually felt obligated to ask Hinagiku to borrow her school uniform...to wear... in an attempt to keep Ruka/Luca from finding out he was a guy. He might have felt forced into it, but one has to wonder if Maria has been getting to him...
- Black Butler: Done in especially disturbing fashion, as Ciel is 13 years old at most, and the scene opens such that it looks like he's being raped. Here, see for yourself
- Code Geass: Milly decides to have fun with a crossdressing day at school. Much to Lelouch's consternation.
- "How cruel! To call her a dog like that?"
- "...why are you all so good at this?"
- Yuna and Kakizaki in Mahou Sensei Negima! did this to Negi as a prop/attraction to their haunted house (which became far less haunted).
- Katsuki from CLANNAD. And the guys end up confusing him with a girl.
- Mahoraba: Shiratori gets this done to him while he's asleep, in the manga just for such a light-weight drinker, in the anime for having an apparently dirty dream about Kozue.
- Ergo Proxy: Pino puts makeup on Vincent.
- Twice in Midori no Hibi:
- First, when there's a pervert on subway trains cutting girls' skirts, Ayase has Seiji dress in drag in order to catch the suspect.
- A running gag in the relationship between Kota and Miku is that Miku and her gang love to constantly dress Kota in drag, since (according to them) he "looks cute" in it. Toward the end of the manga, Kota later asks Miku and her gang to drag him up again, this time in a gambit to persuade Midori to return to her original body.
- Minami-ke: Makoto originally, but he eventually turns into a Wholesome Crossdresser when he realizes there are upsides to it, too...
- Fruits Basket: When all the girls want to make (and succeed) Yuki crossdress.
- In Sasameki Koto, Akemiya initially crossdresses by choice, but is later forced to dress as a girl to be used as, well, uh, lesbian bait.
- In Slayers, Once a Season, Lina and Amelia happily dress up the male part of the cast because the party needs a disguise. Ironically, in episode 17 of NEXT (when the party infiltrates a girls-only kingdom), Lina's the only one in her party wearing trousers in lieu of the dresses worn by her comrades.
- When Sanji in One Piece found himself on the "Isle of Maidens" Peachy Island he was thrilled... up until he discovered that all the "Maidens" were Transvestites who insisted he go native.
- Also happened a bit to Luffy on Amazon Lily. The amazons made copies of his original clothing for him, but also added a bunch of pink frills to make him look cute. Luffy was not pleased.
- Arguable, considering it was completely unintentional. The amazon that made the clothes seemed genuinely surprised when Luffy told her he didn't want frills on his clothes, and she removed them without any real argument when asked.
- Gintoki and Katsura were forced to crossdress and work at a crossdressing bar in an episode of Gintama.
- This is more or less the point of Family Compo.
- Kafuka Fuura and Harumi Fujoshi in Sayonara, Zetsubou-Sensei once forced their teacher and his brother into dresses.
- Pokémon: In every saga (except for the Orange Islands one), Ash is forced into dressing up as a girl. Needless to say, it's never consensual on his part.
- In the Sinnoh one he didn't seem to mind too dress as a Meido much aside from some slight embarrassment.
- Gender Flipped in Ouran High School Host Club when the boys are quite happy to dress up Haruhi (in men's clothing, making it this trope, as well as women's).
- In Scrapped Princess, Pacifica and Winia are happy to dress up Leopold and Fully in drag to sneak past soldiers.
- Pretty much the entire premise of Princess Princess. Though instead of being dressed up by girls it's the Absurdly Powerful Student Council and school faculty who are behind it. It Makes Sense in Context. Sort of.
- Done in the second season of Darker Than Black, where in one episode Plucky Comic Relief Kiko and Gai from the first season bump into Suo, July, and Mao (whose currently residing in the body of a squirrel) and help Suo in her search for her mother in Toyko. During this time, Kiko and her friends dress up July (a reputedly emotionless male "doll" with no will of his own mind you) in frilly dresses and makeup until he apparently grows annoyed and leaves. It's one of the few lighthearted episodes of the series.
- Shugo Chara!: At one point, Kukai asks Nagahiko what it feels like to wear a skirt. His response? Question it as an insult to his unorthodox family upbringing, before taking out a copy of the girls school uniform and giving him and Tadase a practical demonstration.
- Early on in Season 2 of Baka to Test to Shoukanjuu, Akihisa, Yuuji, and Kouta are forced to crossdress and enter a yukata contest by their respective love interests as punishment for their attempts to hit on other girls. They then try to weasel their way out of it with their manly pride intact by losing the contest. This backfires. Horribly.
- All the guys, but especially, poor Tatsuya in Hekikai No AION. Since he was "sick" (actually spending almost 2 month in a Journey to the Center of the Mind) he didn't know that his class was preparing a "Males-in-female-clothes cafe" for their Cultural Festival, and the girls rejoiced themselves in his cuteness when they saw him in a meido costume.
- A villainous example in Saru Getchu 2nd Ukki Pink magically dresses Kakeru in pink tank top and mini skirt, which forces him to make girly poses while she takes pictures of him.
- Im A Royal Tutor In My Sisters Dress: Sherlock was forced to dress like his sister.
- In the Pandora Hearts sidestory "Knave of Hearts", Xerxes Break is forced into drag by the others. His mistress, Sharon, mentions that her mother used to subject him to modeling for her all the time.
- In Chuunibyou Demo Koi ga Shitai! (the light novels, not the anime), Rikka makes him dress like a Magical Girl as a "punishment contract" and to give Yuuta the outfit as a present for their one month anniversary together... turns out that fits him quite well too.
- In Nana to Kaoru, Nana helps Kaoru dress up as a bunny for a school play.
- Nagisa from Free! mentioned in the past◊ that his sisters would dress him up as a girl and put makeup on him.
- In Wandering Son Shiina was shown to have been crossdressed by his three older sisters when he was quite young. They eventually lost interest and stopped once he grew older and stopped looking so feminine. Played more darkly with Yuki when she was in middle school. She was forced by bullies to wear the female uniform and ended up becoming a hikikomori for several years.
- El Hazard: The Magnificent World: Londs and Princess Rune invoke this, by deciding to use Makoto's likeness to Princess Fatora to their advantage by having him impersonate her, during the time of her abduction. When he refuses, they imprison him and Fujisawa in the castle tower until he finally agrees to do it.
- Sora ended up wearing a ballgown (with tiara) while Flora, Fauna and Merryweather tried to design him a new outfit in the manga adaptation for Kingdom Hearts II.
- His Nobody, Roxas, also found himself in drag in Kingdom Hearts: 358/2 Days, when he was forced to wear a French Maid Outfit while trespassing the White Rabbit's house when the Rabbit came home, trying to trick him into thinking he was his servant, Mary Ann. However, the Rabbit saw through the disguise, and Roxas was put onto trial.
Live Action TV
- It was done in at least one episode of Gilligan's Island. The Gilligan Cut Trope Namer scene has Gilligan Dragged into Drag.
- Two episodes of Small Wonder had Jamie dressed as Vicki.
- Big Time Rush also showcased this when one of the guys dressed as a girl to get into an all female school to meet a favorite author of his.
- In an episode of 3rd Rock From The Sun, Sally decided she needed to experience a childhood, so she started acting like a little girl. This included styling Tommy's hair into pigtails and so forth. He did not enjoy it.
- In the third-season Modern Family episode "Me? Jealous?", Alex and Haley decide to make up after one of their frequent fights by dressing up Luke as a girl, something they haven't done in a long time.
- Claimed in an episode of Barney Miller, where a Wholesome Crossdresser gets arrested and is forced by circumstances to call a pal from work to bail him out. He claims he was mugged and they stole his clothes; but that doesn't explain why he has $50 in his purse.
- Final Fantasy VII: At the Wall Market, Aeris seems rather enthusiastic about the idea of doing this to Cloud.
- Happens to Yuri and Ian in Infinite Space, with the dialogue suggesting they lost some sort of bet to Nia, and this leads to Ian being kidnapped alongside the barmaid of the place where they slept at. There's a Near-Rape Experience where the pirates only responded to Ian's saying that he's a guy with "... even better."
- In Dynasty Warriors: Gundam 2 Loran has this reaction when you unlock his Laura Rola party dress, despite not actually being all that bothered in ∀ Gundam itself. In fact he mostly seems to have fun with it in series other with than the constricting corset.
- In Persona 4, during the "Culture Club" event, Yosuke signs up the female characters for the Beauty Pagent, which they can't back out of. To get their revenge, the girls sign the boys up for the "Crossdressing Pagent" held directly before. And they take great delight in dolling the boys up in humorously hideous outfits— except for Ted, who makes such a pretty girl that even a few guys remark that "I'd hit that."
- In the Fuka Bad End of Disgaea 4, Fuka decides that the recently defeated Valvatorez and Fenrich would look good in maid outfits.
Fuka: You guys aren't that bad looking... I wouldn't mind making you hunks my servants. But... You gotta wear maid costumes from now on.
Fenrich: My lord in a maid costume...!? A-are you into that sort of thing, lass? That's unacceptable!
- In Fire Emblem Awakening, Gregor can do this to Ricken in one of the Downloadable Content maps, Harvest Scramble. Humorously, this manages to successfully dissuade a drunk woman who apparently tried to propose to Gregor.
- In Watch_Dogs, one of the Privacy Invasion collectables is a man being dressed up as a princess (off camera) by his daughter (and his attempts to talk her out of it without upsetting her).
- Shikanosuke in Kira-Kira. Initially it was a way to get him into his friend Sarina's strict household since they wouldn't approve of a boy being left alone with girls. It eventually became part of his band costume to cross-dress.
- Riki, the protagonist of Little Busters!, has a quite young, girly-looking face, so naturally there's a scene where the girls drag him along on a sleepover to force him to wear a girls' uniform and coo over how moe he looks. Hell, when another girl berates them for being too loud, she mistakes Riki for being a girl she doesn't recognise.
- An extremely common trope in transgender fiction, as seen on sites like FictionMania. In TG fiction, the trope is less likely to be Played for Laughs, instead often leading to a revelation of Attractive Bent-Gender and representing a first step on a journey of self-discovery (which may be figurative and/or literal.) Alternatively, the trope is sometimes given a more sinister spin, as a prelude to sexual domination and/or the protagonist becoming a Sex Slave.
- The main theme of the New Look Series.
- While raping him, Spoony forced The Nostalgia Critic to dress up like a dirty ballerina and took pictures for blackmail purposes.
- In Demo Reel, as punishment for upsetting her (and because she thinks he looks good in it), Rebecca makes Tacoma dress up like Belle from Beauty and the Beast.
- The Sissy Alphabet by DovSherman on deviantART.
- The Whateley Universe, naturally. In the Halloween stories, Phase knows his team is doing a Tenchi Muyo theme because  can't help looking like Ryoko. Generator tells him he doesn't have to worry about the costume. He has to go, because he's certain there will be an attempt on Carmilla's life (he's right). His costume? Not Tenchi. He's not happy being dressed as Sasami.
- Robert Pattinson used to be put in drag a lot by his older sisters. He grew out of it eventually.
- There is such a thing as a "forced feminization" fetish.