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11[[quoteright:350:[[WesternAnimation/JohnnyBravo https://static.tvtropes.org/pmwiki/pub/images/0000attractivebentgender.png]]]]
12[[caption-width-right:350:From CasanovaWannabe to HeadTurningBeauty -- [[JustAddWater Just Add Magic]]!]]
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17
18->''"I'd make a sexy chick!"''
19-->-- '''Brodie''', ''Film/{{Mallrats}}''
20
21''Whenever a male is turned into a woman (or sometimes just when he dresses as one), he will almost always be extremely attractive, especially to members of his inner circle and close associates.''
22
23This may result in awkwardness for all concerned. The sex-changed character will often [[ManIFeelLikeAWoman examine her new form]] and find it to be very... attractive. Only to promptly {{Squick}} ''herself'' out when she realizes [[ScrewYourself what she's thinking.]]
24Attractive Bent-Gender operates in tandem with the FirstLawOfGenderBending to leave the world more attractive than it had been before. Or at least no ''less'' attractive. A handsome man may become a beautiful woman... but so will an ''unattractive'' man. In true GenderBender or EasySexChange situations, one rarely encounters a handsome man who becomes an unattractive woman.
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26The trope may also apply to scenarios where a male is DisguisedInDrag or [[{{Crossdresser}} crossdressing]]. Sometimes this is played straight, but (particularly when the crossdressing is PlayedForLaughs) it's often a case of InformedAttractiveness. In such scenarios, despite the "new woman" perhaps looking mannish and homely to the audience, someone will nevertheless be smitten with "her." Traditionally, this would be PlayedForLaughs as the crossdressed hero tries to fend off the advances of an unwanted suitor. In more recent works, a hero who is CampGay may instead be [[ProudBeauty delighted]] with the attention "she" is getting, and exploit the opportunity to [[TheTease fool around a bit]], with no less hilarious results. For maximum DramaticIrony in this case, the admirer is not unlikely to be some sort of HeteronormativeCrusader. Either way, sooner or later, an UnsettlingGenderReveal is likely to follow.
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28Of course, there's nothing stopping this trope from showing up when a female becomes male as well, it's just less common due to this sort of change being rarer overall. However, when it so happens that a woman falls for a {{Bifauxnen}}, she will only give up when the disguise is revealed or, these days, is liable to not care.
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30This trope is often a major part of how the SecondLawOfGenderBending operates. Compare TransEqualsHypersexual, which can involve a trans or gender-nonconforming character [[ShamelessFanserviceGirl really enjoying]] their attractiveness and sexiness, sometimes to excess. SweetOnPollyOliver is a subtrope where a woman crossdressing is [[StupidSexyFlanders found attractive by straight guys]]. Frequently accompanies OldFriendNewGender. See also RuleSixtyThree, which basically exists because of this trope. When they actually are ''both'' genders, it becomes EverybodyWantsTheHermaphrodite. Compare EvenTheGuysWantHim and EvenTheGirlsWantHer.
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32Contrary to stereotype, this can be TruthInTelevision, but such judgments would necessarily be subjective and possibly controversial. Therefore, Administrivia/NoRealLifeExamplesPlease
33
34[[noreallife]]
35
36----
37!!Administrivia/InUniverseExamplesOnly:
38
39[[foldercontrol]]
40
41[[folder:Advertising]]
42* In the '70s or thereabouts, there was a commercial for an electric shaver featuring a cop who needed a really clean shave to pose as a woman for a stakeout. At the end of the ad, another cop studies him and remarks, "Face is terrific!" then grimaces and adds, "But that body!"
43[[/folder]]
44
45[[folder:Anime and Manga]]
46* ''Manga/PlusAnima'': At the beginning , Husky is dressed as a Mermaid Princess. Looking back later in the series, Cooro mentions that 'Husky was pretty as the Mermaid Princess.' When Nana knocks Husky out and puts him in a dress, someone (probably Cooro again, since Senri [[SilentBob never talks]]), says that it's pretty. When Husky is bought by Lord Hashas and shows up at his mansion dressed like a black-haired pre-teen girl, he finds 'her' "exquisite", and when Nana and Cooro rescue him from Hashas, Nana coos and fawns over how 'pretty' and 'amazing' he looks. Husky often gets mistaken for a girl even when he ''isn't'' dressed up like one. Nana even believes he's a girl secretly crossdressing as a boy in the beginning.
47* ''Literature/HalfPrince'' has Prince, a male in the virtual world and female in real life, so ridiculously good looking that she has a ''very'' large fanbase.
48* In ''Manga/AdvanceKitakouBroadcastingClub'', Noto gets a huge (male) fanclub when he crossdresses.
49* ''Manga/AiOreLoveMe'': Mizuki and her boyfriend Akira . They're androgynous though, so they look the same whatever they're wearing; though Mizuki looks a little overly masculine even when wearing female clothing.
50%%* ''Manga/AmeNochiHare'': The five protagonists.
51* ''Manga/AttackOnTitan'': Apparently, Armin Arlert is good enough of a decoy that he gets some unwanted attention from one of the kidnappers. This is exagerated in ''Manga/SpoofOnTitan''.
52* ''Manga/AyakashiTriangle'': Matsuri was turned into a girl one day before starting high school, and pretty quickly [[BuxomBeautyStandard gets a lot of looks for his large breasts]] and curvy figure. His still-masculine personality [[NoGuyWantsAnAmazon keeps away]] most of the guys, but their staring and occasional advances are one of the few things he [[GenderBenderAngst outright hates about being a girl]].
53* ''Manga/BlackButler'':
54** Ciel Phantomhive, who wore a fancy, pink ballgown. He ''does'' make a [[http://www.kuroshitsujimanga.com/7/06/ real cute girl]]. Well, cute enough that he would get kidnapped by the [[{{Bishonen}} handsome]] Viscount Druitt.
55** Alois also dresses up as a female maid and Ciel is shown to look at him in awe because he thinks he's a girl and blush.
56* ''Manga/{{Bleach}}'': Subverted when the guys [[http://i424.photobucket.com/albums/pp326/bloody_riva/1193587414055gw1.jpg are blackmailed by Rangiku]] into doing her evil bidding, but don't look good at all, except for Kira, who pulls off the ShrinkingViolet look well.
57* ''Manga/BokuraNoHentai'': Ryousuke, Satoshi, and Tamura all crossdress for different reasons and pass as attractive girls. Over time [[IGotBigger they start growing more pubescent]] and it's noted they have [[PassFail trouble passing as female]] anymore. Tamura doesn't mind [[spoiler:despite his abusive lover dumping him for becoming too masculine]], while Satoshi quits crossdressing [[spoiler:though Tamura later convinces him to dress up again despite hitting puberty]].
58* ''Manga/BokuToBoku'' is about two WholesomeCrossdresser's and a {{bifauxnen}} girl. In [[BeachEpisode the beach chapter]] the boys get hit on several times while when the protagonist gets mistaken for a crossdressing boy.
59* ''Manga/CheekyAngel'': Megumi Amatsuka is a boy cursed to be a girl by a trickster genie twisted his wish to become a 'man among men' She is generally regarded to be the most attractive girl in the school despite her tendency to inflict violence on her more adamant male admirers. [[spoiler: Later subverted when it turns out Megumi always was a girl.]]
60* ''VisualNovel/{{Clannad}}: ~After Story~'': Shima Katsuki in Misae's arc is forced to [[WholesomeCrossdresser crossdress]] to sneak into the school to see Misae by her friends. The school's males are lovestruck with {{Moe}}.
61* ''Anime/CodeGeass'' had [[https://static.tvtropes.org/pmwiki/pub/images/Luluko.jpg this shot from the first season's picture dramas]] and [[https://static.tvtropes.org/pmwiki/pub/images/Lulu_pretty.jpg Bride Luluko.]] He's considered so pretty in girls' clothing that Milly claims to have lost her self-confidence as a girl upon seeing him in a dress.
62* ''Anime/CowboyBebop'': Gren from "[[Recap/CowboyBebopSession12JupiterJazzPart1 Jupiter]] [[Recap/CowboyBebopSession13JupiterJazzPart2 Jazz]]" is a man who suffers from a severe hormone imbalance due to experimental drug treatments and subsequently gained feminine secondary sexual characteristics, including breasts. He occasionally finds a call to dress up as a woman, and is considered attractive by both genders. He also temporarily [[UnsettlingGenderReveal unsettles Faye]] when she [[ShowerOfAwkward bursts in on him in the shower]], sees his breasts (and body), and thinks he's a woman. Then she looks down.
63* ''Manga/CrossplayLoveOtakuXPunk'' is about two guys who both crossdress and are attracted to the other one's female persona, without knowing their real identity. Both boys are very pretty as girls.
64* ''Manga/CuteXGuy'': Gren Sumi Takaoko is a generically cute girl who has been turned into a [[{{Bishonen}} improbably hot, tall man]], and promptly gets hit on by just about everyone interested in hot, tall males, especially TheVamp-ish school nurse. She uses it as an opportunity to [[GenderBenderFriendship hang out with the guy she has a crush on as a friend]].
65* ''Manga/DailyLivesOfHighSchoolBoys'': Tadakuni is tricked into crossdressing in ''High School Boys and Skirts''. Crossdressed Tadakuni is so hot that his friends wonder "where had the male hormones gone to?"
66* ''Manga/TheDayOfRevolution'': Megumi, the GenderBender protagonist. Justified in that she always was a girl (albeit an intersex one) and [[EvenTheGuysWantHim even the guys wanted him]] before he [[JumpingTheGenderBarrier Jumped The Gender Barrier.]]
67* In ''Manga/DemonSlayerKimetsuNoYaiba'', the Entertainment District Arc starts with Tanjiro, Zenitsu, and Inosuke [[DisguisedInDrag disguising themselves as girls]] applying to become courtesans in order to infiltrate three high-class brothels. [[{{Bishonen}} Inosuke]] is the only one who can really pass convincingly, while Tanjiro and Zenitsu are written off as homely. When "Inoko"'s makeup is removed, the other courtesans end up gushing over "her" feminine beauty.
68* ''Manga/DNAngel'': On one of his many heists, the notorious phantom thief Dark encounters a hot policewoman who succeeds in distracting and capturing him. "She" turns out to be Satoshi Hiwatori -- male classmate of Dark's alter ego and the police commander in charge of capturing Dark.
69* ''Manga/DrStone'': An attempt to infiltrate a village's harem results in several of the cast [[DisguisedInDrag dressing up as women]]. Senku and Gen look the part perfectly (though Senku's voice is too deep to pass and Gen is too tall to get selected for the harem), while Ginro ends up looking so attractive that he ends up getting selected for the harem even though [[CowardlyLion he's deliberately trying not to be chosen.]]
70* ''Anime/ElHazardTheMagnificentWorld'': Makoto looks so much [[ContrivedCoincidence like Princess Fatora]], that he can literally pass for her fraternal twin. The resemblance was strong enough to cause Fatora's lesbian lover, Alliel, to mistake him for her at first sight and become sexually aroused. In a later episode, Alliel openly admits that Makoto is the only male who can turn her on, simply because he looks like Fatora.
71* ''Manga/FushigiYuugi'':
72** The beautiful courtesan Nuriko is revealed to be a man. A ''very'' pretty man. (Hotohori, already a gorgeous {{Bishounen}}, actually is a little jealous at the start, but to his credit, he [[DudeLooksLikeALady can pass off as a lady with little effort]].) Later on in the manga, ''all'' the Suzaku warriors are temporarily [[DisguisedInDrag forced to cross-dress]], and Chichiri turns himself into a very sweetly gorgeous young woman - possibly the the best-looking out of all of them, to which Nuriko does not react very well.
73** One of the OVA specials features the Suzaku and Seryuu groups and their respective priestesses going on a vacation trip to what turns out to be an all-women's bath (which they find out only when they arrive there), forcing the males to dress as females. It's a no-brainer for Nuriko, while Hotohori is just so bishounen it's no problem for him, and Tomo merely wonders how much make-up needs changing. As for the others, some of them end up looking good, ranging from cute (Chiriko) to gorgeous (Nakago and Chichiri), others end up looking ridiculous (Tamahome and Tasuki), while Mitsukake, who's face was censored, ended up giving everyone a big scare.
74* ''Anime/GalaxyAngel'': An episode has the cast finding a Lost Technology device that turns Forte into a man. Not long after, Ranpha starts to fall head over heels for male!Forte, much to the latter's discomfort.
75* ''Manga/GakuenBabysitters'' has the three caregivers in the Morinomiya daycare dress up as girls in order to fool Kirin's paranoid father. Ryuuichi is the only one to make a convincing and cute girl.
76%%* ''Anime/{{Gankutsuou}}'': Peppo.
77* ''Manga/{{Genshiken}}'':
78** In Season 2, Kousaka (who is StupidSexyFlanders as is) cosplays as a character from ''Anime/KujibikiUnbalance'' for Comi Fes, causing shocked reactions from the other guys from the group.
79--->'''[[YaoiFangirl Ohno]]:''' Do you think it's generally erotic, or just catering to a particular fetish?\
80'''Madarame:''' I think we should stop talking about this…
81** And there is the WholesomeCrossdresser Hato. [[{{Tomboy}} Yajima]] is actually jealous of his feminity.
82* ''Manga/{{Gintama}}'':
83** Parodied. Gintoki and Katsura end up being forced to work in a crossdressing club after offending the leader of the crossdressers, Fierce God Mademoiselle Saigou. Due to the somewhat bishonen nature of the main characters, they look pretty good. The other crossdressers however are... a bit more realistic.
84** A later story arc has almost everyone in the main cast hit with an actual GenderBender. Everyone other than Hijikata (Who turns into an overweight {{Gonk}} of a girl) and Kagura (Who inexplicably becomes a rugged old man) has good looks, especially Kondo, who doesn't look even remotely similar to how he did as a male.
85* ''Manga/GirlGotGame'': Kyo Aizawa, a girl cross-dressing in order to join a high school basketball team makes such an attractive boy that she manages to get more chocolate on Valentine's Day than the team's captain.
86* In ''Manga/GirlsBravo'', the main character Yukinari is forced to dress as a girl, in order to host a gaming tournament. His disguise is so convincing that even the local pervert Fukuyama mistakes him for a pretty girl. This makes for one of the most humorous scenes in anime when Fukuyama finds out his true gender.
87* ''Manga/GirlsSaurus'': Tsubasa is male, but so feminine-looking that people even subconsciously visualise him as a woman (complete with rather ample breasts), and even the main character, who fears all women, keep falling for him in weaker moments... even after the reveal. He goes to an all-male school, but practically everyone else thinks he's a girl in disguise, and has vowed to never reveal 'her' secret since they find the idea of a sweet Polly Oliver romantic. (They don't even peek in the shared showers, so the ruse continues on.) When he finds out, he's thoroughly upset about the whole deal.
88* ''Manga/HanaKimi'': {{Lampshade|Hanging}}d {{Subverted|Trope}} near the end when [[spoiler:Mizuki (who spends almost all the manga as a {{Bifauxnen}} and has to "[[RecursiveCrossdressing crossdress back]]" in certain key occasions) is discovered by the rest of her classmates, many of them only find TheReveal shocking because they think of Mizuki as [[HollywoodHomely just cute]] and hoped that, if there was ''really'' a girl crossdressing in their male school, she ''must'' be incredibly gorgeous and sexy]].
89* ''Manga/HandsomeGirlAndCrossdressingBoy'': Everyone thinks Iori is cute as a girl, and in the very first page one of the friends who [[DraggedIntoDrag made him do it in the first place]] is thinking "[[StupidSexyFriend I'd tap that]]".
90* ''Manga/HereIsGreenwood'': Shun Kusanagi and his little brother look like girls, which is disturbing/amusing/arousing to the general populace of the all-male Greenwood dorm. Various other male characters don drag at different points in the manga (mostly for cultural/sports festivals), and attract various admirers. This is not including the alternative-dimension Cherrywood where everyone male is female.
91* In ''Anime/{{Heroman}}'', when Joey is forced to cross dress in episode 20 it comes as [[DudeLooksLikeALady no surprise]] that he makes an attractive-looking girl. What does come as a surprise is that so does his best friend Psy, after taming his wild shock of hair.
92* In ''Webcomic/HetaliaAxisPowers'', [[MoeAnthropomorphism Italy]] is captured by [[UsefulNotes/WorldWarTwo the Allies]] after he hits on a pretty girl, who takes him prisoner. The 'girl' in question is actually a very male France DisguisedInDrag.
93* ''Manga/HonooNoAlpenRose'': The female lead Jeudi has to cut her hair and crossdress to escape the Count, and a girl named Liesl hits on "him". Then [[UnsettlingGenderReveal people are unsettled with reveals]], much to Liesl's disapppointment. A while later, Liesl [[spoiler:confesses to Jeudi that she ''might'' be a little infatuated with her still, and laments that Jeudi's not a guy]].
94* ''Anime/IMyMeStrawberryEggs'': Hibiki Amasawa really does make a convincing woman, even if it is just to get a job as a Gym Teacher.
95* ''Manga/KamisamaKiss'': When Tomoe is posing as Nanami, the guys at school who didn't previously like Nanami find her suddenly hot and those who already liked her even hotter. It's implied that Tomoe is doing things like increasing Nanami's bust size when disguised as her.
96* ''Manga/KashimashiGirlMeetsGirl'': Hazumu gets a lot more more romantic attention after being transformed from a boy to a girl -- mostly notably from other girls. This causes problems with her male best friend who comically is conflicted about his undeniable attraction to her despite the fact [[JumpingTheGenderBarrier he knew her as a boy until the gender switch]].
97* ''Manga/KomiCantCommunicate'':
98** Tadano dresses as a maid during the cultural festival. Apparently, other guys think he doesn't look so bad.
99** Happens again in the second cultural festival when Tadano has to escape from [[{{Yandere}} Yamai]] and her gang. He is so attractive that Katai's heart starts racing.
100%%* ''Kuroneko Guardian'': When he was younger, the protagonist used to model in girl's clothes. [[OldShame He now finds it incredibly embarrassing]].%%Crossdressing by itself is not this trope.
101* ''Anime/LaSeineNoHoshi'': In episode 23, "Angel's Black Arrow", Danton disguises himself as a girl and infiltrates Count Wasanoff's ballet school under the name "[[AccidentalInnuendo Cocklico]]", in order to neutralize a plot to assassinate Marie Antoinette.
102* ''Manga/LifeWithAnOrdinaryGuyWhoReincarnatedIntoATotalFantasyKnockout'': Hinata Tachibana and his co-worker Tsukasa Jinguuji end up TrappedInAnotherWorld and tasked with fighting a Demon King before they can go home. Thanks to a poorly thought-out wish, Tachibana ends up getting turned into a young woman with [[CharmPerson literally supernatural beauty and charm]].
103* ''Anime/MacrossFrontier'': Main character Alto was a kabuki actor specializing in princess or feminine characters, and is nicknamed "Princess" by his classmate/wingmate Mikhail. He absolutely hates this part of his life, and resents his father for dragging him into the business.
104* ''Manga/{{Mahoraba}}'': Shiratori Ryuushi. Tamimi and Momono (who dressed him up in his sleep in the first place) knew he would since he was fairly girlish and were ''still'' amazed at "Ryuko". When one of his classmates sees "her" he falls in love and becomes depressed at not being able to see her until Shiratori finds out and takes up the disguise again to say "she's" not available.
105* ''Anime/MarginalPrince'': The boarding school holds a festival each year, and by tradition the newest student has to play the princess. Apparently, Henri was so good at it that he had continue this role the following two years. Unfortunately, he declines this role in the fourth year, the one seen in the series.
106* ''Manga/MariaHolic'': Mariya Shidou is a boy crossdressing, but you'd never guess in a million years. This is endlessly frustrating to Kanako, who's not only a lesbian but fears boys so much they make her break out in hives. She's intensely attracted to Mariya as a girl, and has to keep reminding herself he isn't one.
107* ''Manga/MidoriDays'':
108** Kouta falls victim to a female gang who decide to put him in a cute dress. The effect is so striking the entire gang falls in love with him.
109** When Seiji dresses up like a girl to catch a molester on a train, his (male) friend unknowingly hits on him. When the friend later shows off a picture he took on his phone, eats the phone.
110* ''Manga/MinamiKe'': Makoto, aka Mako-Chan. You wouldn't think that [[ClarkKenting a hairclip and skirt]] could turn an average-looking boy into a cute girl.
111* ''Manga/MintNaBokura'': Noel needs only put on a wig to become a dead ringer for his [[HalfIdenticalTwins twin sister]].
112* ''Manga/{{Monster}}'': Jan Suk (at least until he realizes that "she" [[spoiler:is a homicidal MagnificentBastard and has just framed him for murder]]). Though in this case, [[EvenTheGuysWantHim guys usually consider him attractive even out of the dress]].
113* ''Manga/{{Naruto}}'':
114** Haku, who is a very attractive girl in all respects save his actual gender. He was able to convince Naruto that he was a girl simply by removing his mask and changing his clothes, and [[UnsettlingGenderReveal it came as no small shock to Naruto when he discovered the ruse]].
115** Naruto in his Sexy Jutsu for definitely qualifies, and has become an AscendedMeme.
116** Neji is often DraggedIntoDrag in the spin-off series ''Manga/RockLeesSpringtimeOfYouth'' because of this.
117* ''Manga/NatsumesBookOfFriends'': In one episode, Natsume briefly gets possessed by a female spirit. Because of that, he begins to exhibit feminine qualities (sometimes seemingly having longer hair), and all of his friends start finding themselves disturbingly attracted to him.
118* In ''Manga/{{Needless}}'', the character Cruz is constantly DraggedIntoDrag and almost the entire cast is attracted to him. Most of the female cast get a ''{{Nosebleed}}'' looking at him and resident BadassPreacher and hardcore lolicon Adam Blade finds him attractive and doesn't even [[IfItsYouItsOkay mind much]] when he finds out Cruz is a guy. Countless {{panty shot}}s ensue, all with a very telltale [[RefugeInAudacity lump]].
119* In ''Manga/NegimaMagisterNegiMagi'', an InstantCosplaySurprise turns Negi into a surprisingly cute fox girl. Ayaka has a {{Nosebleed}} when see this.
120* ''Anime/NeonGenesisEvangelion'': The Angel Chromosome-XX figure of Tabris shows that Kaworu is an attractive sort, regardless of gender.
121* ''Manga/NoBra'': Yuki easily passes as a girl, to the point where the only cast member who knows the truth is his UnluckyChildhoodFriend and roommate Masato. Much to his embarrassment, several of his friends quickly develop crushes on this new "girl" at their school. Made even funnier in that Yuki never actually claims to be a girl (he even tries to explain it, but is ignored), just dresses and acts like one. It doesn't help that he has a very feminine build including what seem to be breasts.
122* ''Manga/NozomuNozomi'': Nozomu can pass for a girl while crossdressing even before his unexplained gender switch.
123* ''Manga/OnePiece'': When Emparino Ivankov is a man he is ugly, and [[{{Gonk}} barely even human-looking]]. When he is a woman she is beautiful. His powers lets him control ''anything'' about a person's body, be it [[VoluntaryShapeshifting himself]] or [[InvoluntaryShapeshifting anyone else]] by controlling hormones. His power is likely how he has his usual appearance of a vaguely bowling-pin shaped giant, since during flashbacks while still a gonk he is more normally proportioned.
124%%* ''VisualNovel/{{OokamiKakushi}}'': Hiro gets hit on by a couple of gangsters in the BizarroEpisode.
125* ''Manga/OuranHighSchoolHostClub''
126** Gender-flipped with {{Bifauxnen}} Haruhi Fujioka, who is a WholesomeCrossdresser more or less by accident and forced to stay that way by circumstances beyond her control. "He" proves to be very popular with the ladies... [[SweetOnPollyOliver and at least one guy who's not in the know.]]
127** Subverted when the male cast crossdresses at one point. Any other manga and they could probably get away with it given their looks, but they look TERRIBLE here.
128* ''Manga/PandoraHearts'':
129** When Oz dresses up as a maid, [[HoYay Gil says he looks "gorgeous"]] and a male servant of the Barma household seems to approve as well.
130** Gilbert and Break (but ''especially'' Gilbert) are quite lovely when the mangaka puts them in pretty pretty dresses in an omake.
131* ''Manga/PenguinRevolution'':
132** Ryo is so good at cross-dressing that his female persona "Ryoko" is TheOjou of his school, and widely agreed to be gorgeous. Towards the end of the series, he plays highly successful female roles in a movie and a play (and frets that he's going to have to make his living as an actress instead of as an actor).
133** In volume 5, Yuzuru Narazaki dresses up as a woman for an event held by Peacock and looks good enough to make at least one man very uncomfortable.
134* ''Anime/Persona4TheAnimation'', as in the video game, has [[spoiler: [[WholesomeCrossdresser Naoto Shirogane]]]] who wins a beauty pageant and has ''at least'' [[SweetOnPollyOliver one boy]] and ''at least'' one [[EvenTheGirlsWantHer off-screen girl]] with a crush on her. [[spoiler: Teddie]] also counts, winning the cross dressing pageant by a landslide.
135* ''Anime/PokemonTheSeries'':
136** "Love at First Flight" marks the [[RunningGag second time]] Ash gets DraggedIntoDrag. LovableSexManiac Brock suddenly loses control of himself and starts chasing after Ash with hearts in his eyes...
137** In the MissingEpisode "Beauty and the Beach", James wears a bikini with inflatable FakeBoobs, becoming quite possibly the most beautiful woman in the franchise.
138* ''Manga/PrincessPrincess'': Three bishonen in an all-boys school are chosen to crossdress in order to make up for the lack of girls.
139%%* ''Pump Up'': Mizutama, when they dress him as Cinderella for a play.
140* ''Manga/RanmaOneHalf'':
141** Among the many things that rile Akane up about Ranma is that his girl form has a larger bust than she does. Note that he is already considered handsome as a male.
142** WholesomeCrossdresser Konatsu makes quite a beautiful woman, especially compared to his [[{{Gonk}} god-awful looking]] step-family. This is justified by being quite {{bishonen}}, and the one time he wore male clothes the girls were all over him.
143** Tsubasa, whose normal attire is so convincingly feminine that no one except Ukyo knew he was male until [[ClothingDamage the clothes came off]]. (Then again, ''all'' of his disguises are pretty convincing... at first.)
144** The crossdressing version of this was also subverted when Shinnosuke, his grandfather, Ryoga and ''male''-Ranma try to distract a girl-eating monster by dressing as girls. They all look horrible, at least in part because their outfits are ridiculous.
145* ''Anime/{{Robotech}}'': Yellow Dancer/[[DubNameChange Belmont]], who once gets mistaken for a woman even while ''not'' cross dressing.
146* ''Anime/RomeoXJuliet'': Subverted when GenkiGirl actress Emilia convinces her friend Odin to crossdress for the Rose Ball and notes that the end result is ''very'' pretty... completely unaware that Odin [[RecursiveCrossdressing actually is a girl]].
147* ''Manga/ShesMyKnight'': When Ichinose and Miyoshi (both guys) are dressed as Cinderella and her stepsister, all the girls think they look cute (they think [[{{Bifauxnen}} Mogami]] looks cute all the time, whether she's dressed as a prince or not).
148* ''Literature/{{Shimoneta}}:'' Gouriki is initially antagonistic toward Tanukichi, simply because he's the son of a known [[YourTerroristsAreOurFreedomFighters "ero-terrorist".]] But his attitude changes in episode 3, when he sees Tanukichi [[WholesomeCrossdresser disguised as a girl]][[note]]as part of a plan to lure out a group that was stalking Anna[[/note]], which causes Gouriki to develop [[{{Yaoi}} a full-blown crush on him.]] The feeling isn't mutual.
149* ''Literature/{{Slayers}}'': Every season of the anime adaptation has a crossdressing episode (and it's always episode 17). Gourry looks very attractive - men (and lesbians) hit on him, and in Slayers Try a sea monster mistakes him for a beautiful princess. There's Zelgadis ("Miss Lulu") on episode 17 of ''Slayers Next''. His friends just stare at him for a few seconds, he just looks so damn hot.
150* ''St. Luminous Mission High School'': The lead male's best friend, Ryuzo Tanami, spends all but maybe fifteen minutes of the series in drag. (Hey, he ''said'' he wanted to attend an all-girl's school...) Not only is "she" very good-looking, with instantly & ''natural'' long hair and no telltales, one of 'her' classmates who thought she was straight [[EvenTheGirlsWantHer falls in love with 'her']] and doesn't take the subsequent questioning of her sexuality very well...
151* ''VisualNovel/SteinsGate'': Ruka. He's even called "more girly than any girl, more feminine than any female" by Okabe. Even when he [[spoiler:actually becomes a she [[ItMakesSenseInContext using a text message]]]], there's no way to tell the difference.
152* In ''Manga/TokyoGhoul : Re'', an investigation into a human trafficking ring prompts several cases of DisguisedInDrag. Sasaki and [[RaisedAsTheOppositeGender Juuzou]] are both ''stunning'' while in disguise.
153* ''Anime/TokyoGodfathers'' has a few drag queen characters, most notably Hana, but none of them are conventionally all that attractive. However, Mario, the hispanic assassin character, is introduced dressed [[https://66.media.tumblr.com/04e7a2633c6e34b27c6f457ebc7170ea/tumblr_inline_o0npd53znC1qbn4gn_500.gif quite]] [[https://66.media.tumblr.com/8bc7954ea2bdc60cc1c95a13a9168f38/tumblr_inline_o0npdhfnNP1qbn4gn_500.gif convincingly]] in disguise as a pretty waitress.
154* ''Manga/ToLoveRu'': Rito is changed into a girl on multiple occasions by one of Lala inventions, with his best male friend apparently suffering a case of love at first sight.
155* ''Manga/UruseiYatsura'': Ryuunosuke is a girl forced to dress up as a boy. Despite all of the school knowing of her situation, she still gets more Valentine's chocolates and love letters from the girls than all of the other boys, even the resident ChickMagnet Shutaro Mendo.
156* ''Manga/UsotsukiLily'': Played with. En Shinohara is a male, [[DoesNotLikeMen man-hating]] WholesomeCrossdresser. He's cute enough that the male student body actually ''doesn't believe'' he's male until his uniform blouse gets wet and transparent. However, this doesn't completely remove the problem, as at least one guy afterward is quoted as saying "Even those he's a guy, cute things are cute! (His transparent shirt was erotic!)"
157* ''Anime/{{Vandread}}'': Taken to an extreme when [[spoiler:the titular ship's second-in-command, named BC, was a man who had a sex change and infiltrated into the crew to act as a spy for the males. Does a good enough job (with the aid of a voice-changer) that one of the captured crew, Bart, falls in love with her.]] Even after learning that she's a man, Bart still proclaims his love for her.
158* ''Manga/{{Wagnaria}}'': Souta is forced to cross-dress during a few episodes. "Kotori" is not only highly attractive but a huge hit with [[EvenTheGirlsWantHer the girls]] and guys alike.
159* ''Manga/WanderingSon'': When Riku dresses up as a maid for a school festival, he's noted to be attractive. Fumika crossdresses to attract the attention of a girl she likes, who likes feminine boys and is attracted to the transgender protagonist, and likes to flaunt his cuteness around.
160* ''Manga/WelcomeToDemonSchoolIrumaKun'': Calling Iruma "Attractive" is perhaps underselling it - when he crossdresses, he's pretty enough to compete with professional evidols (demon {{idol singer}}s), and when [[spoiler:he enters his Wicked Phase during an evidol contest and starts acting outright seductive]], he can make an entire stadium audience's jaws hit the floor.
161** Asmodeus and Lied Shax both ended up making pretty cute evidols when they got DraggedIntoDrag.
162* ''Manga/WJuliet'': Both lead characters. Ito is often cast as the (handsome & manly) male lead in the school plays and Makoto is being forced to pass as a woman in a bet with his father. When Makoto joins the drama club, he often ends up as the female lead.
163* ''Manga/TheWorldGodOnlyKnows'':
164** Not only does [[CelibateHero Keima]] have the charm and looks to seduce and make the targeted girl fall in love with him, he can make random passerbys comment what a cute "girl" he is when he was dressed as a girl. This is what he looks like [[http://www.manga2u.com/The_World_God_Only_Knows/141/07/ as a girl.]]
165** Also [[spoiler: Yui, who [[WholesomeCrossdresser prefers to wear boy's clothes]] after her capture by Keima.]]
166* ''Manga/YubisakiMilkTea'''s main character Yoshinori Ikeda sorts through his coming of age issues by cross dressing. His best friend falls for him, and one of his love interests starts out only being comfortable around him when he's in drag.
167* ''Manga/{{Yuureitou}}'':
168** When {{bishonen}} Tetsuo is forced to dress as a woman he makes a very attractive woman. It helps that he [[UsefulNotes/{{Transgender}} lived as a woman]] for most of his life and was a beautiful, if [[TheOphelia eccentric]], one.
169** Zigzagged with Amano. He has to [[DisguisedInDrag pretend to be a woman]] for a sum of the series. He's not ugly at all but not a pretty, feminine doll either. He comes off as homely. It's still pretty noticeable he is crossdressing but no one notices, though he gets called ugly a few times, probably because people crossdressing wasn't well-known in the fifties. Several males take a liking to him, though when [[PrecociousCrush boy]] takes a considerable liking to him Amano notes it is because he lives in a hidden village with almost no young people and has no experience with women.
170[[/folder]]
171
172[[folder:Comic Books]]
173* In ''ComicBook/{{Barracuda}}'', Emilo was a moderately attractive, if slightly fey, boy. After become the WholesomeCrossdresser Emilia, he is a strikingly beautiful young woman.
174* In ''Franchise/{{Batman}}'' #626, when [[ComicBook/Robin1993 Tim Drake]] disguised himself as nurse [[http://i54.photobucket.com/albums/g108/ladymirth/Batman626Pyrate-DCPpg10.jpg Caroline]] [[http://i54.photobucket.com/albums/g108/ladymirth/Batman626Pyrate-DCPpg12.jpg Hill]], "she" is almost immediately asked out on a date by someone that has no idea she's Robin, the ''Boy'' Wonder.
175%%* ComicBook/JimmyOlsen, [[http://www.tgfa.org/comics/jimmy_olsen/jimmy_olsen.htm on more than one occasion]].
176* In ''ComicBook/GorskyAndButch'', the only female among the main cast in Maciek, a swat policeman re-drawn into a girl while trying to arrest the authors of the comic. He is very attractive, in an ActionGirl way.
177* ''ComicBook/LockeAndKey'': [[BigBad Dodge]] makes frequent use of the Gender Key to switch between male and female, usually with the intent of seducing someone (or just murdering them). (S)he is equally attractive in either form.
178* ''Franchise/MarvelUniverse'':
179** ''ComicBook/Marvel1602'': Scotius Summerisle (Cyclops) is in a relationship with SweetPollyOliver "John" Grey (Jean) and grows increasingly jealous of the time Werner (Angel) spends with her. Following her death, he realises that Werner never saw through the disguise and apologises. Werner refuses the apology, explaining, "[[UnsettlingGenderReveal I believed she was a boy, but I was in love with that boy.]]"
180** ''ComicBook/TheMightyThor'':
181*** Thor has, in some alternate universes, becomes a [[http://www.tgfa.org/comics/thor/images/EarthX_05_15.jpg very]] [[http://www.tgfa.org/comics/thor/images/EarthX_SpEd_09.jpg beautiful]] [[http://www.comicvine.com/shethor1jpg/105-588515/ woman]].
182*** [[http://media.comicvine.com/uploads/0/9241/335202-151201-loki.jpg Seeing the]] [[http://media.comicvine.com/uploads/0/7963/263987-112081-loki.jpg sexy]] [[http://media.comicvine.com/uploads/1/15776/652523-loki1.jpg female]] Loki can cause a StupidSexyFlanders moment. In this case, as it turned out, it was partly because he was inhabiting the goddess Sif's body, but the trickster god has used shapeshifting and illusion for similar effect on other occasions.
183** The ''ComicBook/UltimateSpiderMan'' version of the "Clone Saga" resulted in a number of clones of Spidey being created. One of Peter's clones, known as Jessica, [[OppositeSexClone was female]] and was meant to have her former memories erased and rewritten with memories suitable for a female secret agent. Jessica escaped before this reprogramming could occur, however. From her perspective, it's as if she had been Peter Parker for her entire life, then suddenly woke up one day as a girl. Hilariously, Jessica had to deal with the fact that Johnny Storm found her attractive, which ''really'' freaked out the "original" Peter Parker.
184* ''ComicBook/SamuraiJack'': In issue 6, [[ViolentGlaswegian the Scotsman]] is cursed with the form of a woman by some mischievous leprechauns after he drunkenly barges into their fairy circle. The "Scotswoman" is considerably more pretty and petite than before... much to his shame and embarrassment; the Scotsman doesn't dare go home to his wife trapped in the body of a "no-good stick-thin lassie monster". The Leprechauns curse Jack too, but female Jack is not that different from Male Jack.
185* ''ComicBook/ShadeTheChangingMan'': When Shade became a woman, she was a stunningly beautiful one. Justified in that he was already such a PrettyBoy that he had masculinity issues with his image.
186* A ''ComicBook/{{Titeuf}}'' comic start with Titeuf having a dream where he's a girl and Nadia, the girl he love, is a boy, he's still attracted despite this and once a wake up, Nadia makes fun of him and he says to himself that she was cooler as a boy.
187* ''ComicBook/{{Valhalla}}'': Averted for Laughs when Thor is forced to dress like a woman to infiltrate a Jotun wedding (as the bride). [[http://lh3.ggpht.com/_RSjKMptGd3o/SF1d2RzwRAI/AAAAAAAABEE/tJo3olEFius/s288/JJ-D_PM_Valhalla02-00a.jpg He looks like himself in a dress, with a veil covering the beard]]. The less said about Loki's initial disguise (which is toned down to the one on the picture), the better.
188* ''ComicBook/YoungbloodImageComics'': When Photon switches genders from male to female in the 2012 relaunch, she has quite a few admirers, both male and female.
189* ''ComicBook/Zatanna2010'': Mikey, Zatanna's assistant who can fill out her stage costume quite nicely in a pinch, apparently was once a burly male Teamster. [[NoodleIncident How exactly this sex change occured is never elaborated on other than Zatanna hinting it was a magical incident]].
190[[/folder]]
191
192[[folder:Comic Strips]]
193* ''ComicStrip/BeetleBailey'': In one strip, General Halftrack found the company sitting in a clearing watching a beautiful girl in a skimpy bikini parade about. Sergeant Snorkel explained it was a lesson in camouflage: the "girl" was ''Lieutenant Fuzz''. The strip was itself a [[RecycledScript rehash]] of an older strip, which had ''Sarge himself'' camouflaged as the gorgeous woman.
194* ''ComicStrip/FoxTrot'': One arc follows Jason dreaming about waking up as a girl. While Jason is at the age of thinking GirlsHaveCooties, Peter points out it could be worse. Cue Jason's best friend Marcus arriving with a bouquet of flowers.
195[[/folder]]
196
197[[folder:Fan Works]]
198* ''[[http://groups.yahoo.com/group/Jendrafic/files/ Jade Green Eyes and Beyond Expectations]]'', a ''Franchise/HarryPotter'' fanfic, features Harry crossdressing to hide from the wizarding world after the war ends and he becomes a star. Cue MaleGaze.
199* In ''[[https://www.fanfiction.net/s/10034628/1/Wammy-s-House-Post-Room Wammy's House Post-Room]]'', a ''Manga/DeathNote'' crack chatfic, the males think Near looks really good in a dress.
200* ''[[https://www.fanfiction.net/s/11886910/1/Gankona-Unnachgiebig-Unità Gankona, Unnachgiebig, Unità]]'', ''Webcomic/HetaliaAxisPowers'' fanfic, has Germany and Italy ''definitely'' think this of Italy when he cosplays as Sailor Moon. Fabric flies within seconds.
201* ''[[http://www.fanfiction.net/s/6293387/1/bSkin_b Skin]]'', a ''Anime/YuGiOh'' fanfic, invokes this trope twice. Besides the fact that one of the otherwise male characters (Namely ''Seto Freaking Kaiba'') has been re-written as a woman. An incredibly attractive young woman who also happens to be crossdressing ''so well'' that those who don't know otherwise find her to be an [[{{Bifauxnen}} incredibly attractive young man...]] All as planned.
202* ''Fanfic/BlessingInDisguise'': Peter finds that she makes a rather attractive girl after the shock and denial winds down somewhat after being turned into one.
203* An interesting variant in the ''Anime/CodeGeass'' AU fanfic ''[[https://m.fanfiction.net/s/7820254/1/Roommates-at-Pendragon Roomates at Pendragon]]'', where Suzaku is questioning his sexuality in the presence of his roommate Lelouch Lamperouge. The thing is that Lelouch is actually a girl named Leonelle Britannia, having dressed up as a boy to attend the military academy Pendragon.
204* ''Fanfic/EmpathTheLuckiestSmurf'': In "Another Egg-Citing Day", an adaptation of ''WesternAnimation/TheSmurfs1981'' episode "The Magic Egg", Tapper and Duncan [=McSmurf=] are both turned into Smurfettes by Jokey striking the magic egg and teasing them about being Smurfettes for not wishing to use the magic egg. The two gender-bent Smurfs find each other's new forms rather attractive.
205* ''Fanfic/{{Evershade}}'': Having gone through a GenderBender from a guy to a girl, the titular character examines themselves in a mirror, and this trope is noted:
206--> I looked at my reflection, and found myself taking a moment to examine how it looked.\
207[...]\
208I was a little nervous to admit it. ''I look... Pretty. Yeah. I look... Pretty.'' That was the word I was looking for.
209* The ''Series/HannahMontana'' fic "From Toyboy to Boy" features a female-to-male version of this; Lilly decides to escape the latest round of bullying by pretending to leave Seaview High and then return under the guise of 'Otis Scott', who immediately attracts the attention of Amber, Ashley and Miley. The situation swiftly becomes more complicated when Miley falls for Otis and Lilly (unable to tell her the truth as Amber and Ashley keep trying to flirt with 'Otis') finds herself responding to Miley's interest, Miley's interest in 'Otis' unintentionally reinforced because Lilly continues to do little things like adjust Miley's hair or compliment her outfits without fully considering how those actions will appear when performed by a boy rather than a girl.
210* ''Fanfic/IrreversibleDamage'': Once Greg realizes that he can use his new female form to get guys to do what he wants, he starts to put effort into his appearance and manages to make himself look very attractive. The inverse of this is parodied with Rowley, who looks precisely the same as he used to but with longer hair.
211* ''Fanfic/MellorineMellorine'': [[Manga/OnePiece Sanji]] finds all three of his [[GenderBender newly feminine]] comrades ''highly'' attractive, despite not particularly ''wanting'' to [[StupidSexyFlanders fawn over them]].
212* ''Fanfic/MonstersInParadise'': A [[Franchise/{{Pokemon}} Ditto]] that had been going around disguised as [[Franchise/TouhouProject Utsuho]] demonstrates its shape-changing ability by transforming into a male version of her. Orin silently admitted that he was easy on the eyes, while Utsuho herself... ''[[LoveAtFirstSight agreed.]]''
213* ''Anime/NeonGenesisEvangelion'' fan fiction examples:
214** ''When They're Gone'' ([[http://www.fanfiction.net/s/4112580/1/When_Theyre_Gone seen here]]) features Shinji cross-dressing as a major plot point. He proves to be so attractive when doing this that many of his straight schoolmates begin questioning their sexualities.
215** Another fic consists of a list of things Misato is no longer allowed to do. Most are {{Noodle Incident}}s, including a pair of items stating Misato may no longer dress Shinji in girls' clothes, even if he makes it look good.
216* ''Webcomic/ScoobAndShag'': When passing himself off as a woman on Earth, Bugs Bunny doesn't skimp on either makeup or nice clothing and is good enough to fool men into hitting on him.
217* In ''[[https://archiveofourown.org/works/27582839/chapters/67474151 Where The Pleasant Fountains Lie]]'', an Akuma causes Chat Noir to become a rather attractive and busty girl. This especially is the case while in her civilian form, [[EvenTheGirlsWantHer particularly for Marinette and Kagami]].
218* While it's currently {{Omake}}-exclusive, ''Fanfic/HarryAndTheShipgirls'' has given Franchise/HarryPotter the ability to take a female form. Said form is extremely attractive, [[https://pbs.twimg.com/media/E49IdSKVkAEyps-?format=jpg&name=4096x4096 as]] [[https://pbs.twimg.com/media/FHMoWXzacAA2f-c?format=jpg&name=4096x4096 seen]] [[https://i.redd.it/mp970ajiaix91.png here]].
219[[/folder]]
220
221[[folder:Film -- Animation]]
222* When WesternAnimation/{{Robin Hood|1973}} and Little John are DisguisedInDrag as female fortune-tellers, one of Prince John's rhino guards catches sight of the disguised Little John, gets aroused and lets out a wolf-whistle, to which Little John flirts back.
223* ''WesternAnimation/{{Aladdin}}'': When Iago's impersonating both Jasmine and a female flamingo, another actual male flamingo gets the goo-goo eyes for him, tongue hanging out and everything.
224--->'''Iago''': ''YOU GOT A PROBLEM, PINKY?!''
225* In ''WesternAnimation/TheJungleBook1967'', Baloo's disguise as a female ape is a PaperThinDisguise, and he makes no effort to hide his masculine voice, but King Louie is immediately smitten. (The size difference between Baloo and Louie may be a [[ActorAllusion sneaky reference]] to Louis Prima's song, "The Bigger The Figure")
226* ''WesternAnimation/{{Mulan}}'':
227** During "A Girl Worth Fighting For", Yao teases "Ping" about being a ChickMagnet, and a few farmgirls giggle coquettishly at "him".
228--->'''Yao:''' ''Bet the local girls thought you were quite the charmer.''
229** When Mulan's friends sneak into the palace in disguise. "It's only Concubines." "Ugly concubines," says the second guard. But the first guard seems to have a more favorable opinion.
230[[/folder]]
231
232[[folder:Film -- Live-Action]]
233* ''Film/AceVentura: Pet Detective'' has a planned case of this. [[spoiler:Ray Finkle became Lois Einhorn (Creator/SeanYoung) because a FairCop would go beyond suspicion -- even acting seductive and flirty when required -- as Finkle exacted his revenge plot.]]
234* ''Film/TheAssignment2016'': Post unwilling sex reassignment, Frank appears in a very attractive female form (played by Creator/MichelleRodriguez in both cases, though the first in makeup obviously).
235* In ''Film/TheBoondockSaints'', FBI agent Paul Smecker dons a dress, and greatly attracts two mafia goons.
236* ''Film/DoctorInTrouble'': When Dr. Burke is DisguisedInDrag as Lavinia, the Master-at-Arms can't keep his eyes off him and even tries to flirt with him.
237* ''Film/DonJuanDeMarco'': The main character claims he was forced to hide in a harem for a year, until the sultan saw him dressed as a girl and put the moves on him.Well, it was the young Johnny Depp.
238* ''Film/TheHobbitAnUnexpectedJourney'': In the extended edition, while resting in Rivendell, Killi remarks that most of the elven girls don't look particularly appealing to him except the one who was running the place when they arrive (since Elrond was off leading the party dealing with the goblins). The other dwarves wait for a minute and then tell him ''[[{{Elfeminate}} that one was male]]''.
239* ''Film/JupitersThigh'' (''On a volé la cuisse de Jupiter'' -- "Jupiter's thigh was stolen") is about finding all the lost pieces of Aphrodite of Heracleion statue (an expy of [[http://en.wikipedia.org/wiki/Venus_de_Milo Venus of Milos]]): torso, pelvis, arms, legs... The torso was a sex symbol for decades, but when restorers finally assemble the statue, it turns out to be ''male''.
240* ''Film/JustOneOfTheGuys'': Terry Griffith (Creator/JoyceHyser) makes a cute boy who attracts the attention of Sandy (Creator/SherilynFenn).
241* ''Film/TheLittleRascals'': Alfalfa and Spanky in ballerina drags. Bullies Butch and Woim find them quite attractive.
242* ''Film/OneHundredGirls'': A guy dresses up as a girl to gain access to the girls' dorm at a college and eventually must fend off a rape attempt from a guy.
243* In ''Film/Paddington2014'', the security guard thinks Mr. Brown is very attractive when disguised as a female cleaner.
244* ''Film/LaPielQueHabito'': [[spoiler:Vera]] is a man, but looks like a very beautiful female after his forced sex reassignment. Zeca and Robert are both very attracted to him.
245* ''Film/TheSexTrip'': While stuck as a woman, Eddie is considered physically desirable by pretty much every man in the movie, and is repeatedly referred to as being "hot".
246* In ''Film/SomeLikeItHot'', when Jerry is DisguisedInDrag as "Daphne," he is pursued by DirtyOldMan Osgood. He feels humiliated at first but eventually he begins to enjoy being treated like a pretty girl, admires his engagement ring greatly and has to be reminded that he can't really marry Osgood. When Jerry is finally forced to reveal himself as a man, due to Osgood's insistence in proposing marriage, Osgood says, "Well, nobody's perfect!"
247* In ''Film/ThunderboltAndLightfoot'' Jeff Bridges has to dress up like a woman as part of a robbery plot. He looks at himself in the mirror and muses that he looked so good '''he''' would do him himself!
248* ''Film/{{Tomboy}}'': This is a major plot device. Lisa falls for Mickael who is actually a girl but [[{{Bifauxnen}} looks quite boyish]]. It isn't until the last ten minutes of the film that she learns of the true sex of the object of her affection.
249* ''Film/{{Tootsie}}'': Dustin Hoffman's character is propositioned by one man and nearly assaulted by another while dressed as a woman. Hoffman himself didn't find the makeup work convincing, however. He wanted to be a ''pretty'' woman and was told: "this is the best you're gonna get".
250* In ''Film/UpPompeii'', the jailer sees Lurcio disguised as Scrubba and tries to have it off with him.
251* ''Film/VictorVictoria'' is a GenderFlip with a double somersault. Victoria is a woman disguised a the male Victor. As Victor, she gets a lot of female attention. But just to add a layer of confusion, Victor's job is a ''female impersonator'' (the period appropriate title for a DragQueen) in a 1920s cabaret show.
252* ''Film/WatchYourStern'': When discussing disguising Blissworth as Miss Potter, Commander Fanshawe warns Miss Foster not to make him too attractive, knowing what Admiral Pettigrew is like. When the disguised Blissworth meets Admiral Pettigrew, he instantly tells her how attractive she looks.
253* In ''Film/WhiteChicks'', two FBI agents Kevin and Marcus Copeland impersonate female supermodel twins Brittany and Tiffany Wilson whom they were supposed to deliver to a hotel. A billionaire NBA star named Latrell Spencer falls madly in love with Marcus and keeps flirting with him throughout the film, much to Marcus' disgust. When he finds out the truth at the end of the film, he is more distraught over Marcus being black than him being male.
254* In ''Film/{{Willow}}'', where Madmartigan briefly dresses as a woman after a tryst, pretending to be a cousin of the married woman he just bedded, to avoid being pounded by the lunker of a husband. The husband, after looking him over, offers the immortal line, "Wanna breed?"
255[[/folder]]
256
257[[folder:Literature]]
258* In "Araminta, or, The Wreck of the Amphidragora", a short story by Creator/NaomiNovik, [[spoiler: Lady Araminta]] looks much the same as a man as she did as a woman, which is still fairly attractive. [[spoiler: Her captor finds her attractive enough that he would have tried to seduce "Lord Aramin" if Araminta hadn't solicited him first.]]
259* In his ''Mémoires'', General Thiébault relates how he dressed as a girl for a theatrical play he performed on his mother's birthday when he was about twelve. He looked so much like a pretty girl in her late teens that his mother could not recognise him... and when he went out for a walk with this attire, he was followed around by enamoured gendarmes.
260* In ''L'Astrée'', by Honore D'Urfe, the shepherd Céladon ends up spending quite a bit of time disguised as "Alexis" after his failed suicide attempt and the disguise is so convincing he gets hit on by men who knew him before his "death". His old girlfriend also falls for "her".
261* ''Literature/ArabianNights'': "Prince Camaralzaman and Princess Badoura" tells of a Prince and Princess whose beauty so captivates a pair of djinn that they argue over which is the most beautiful mortal alive. Their attempt to settle the question leads to the Prince and Princess falling in love. It becomes a plot point that the two are almost identical, to the point where the Princess can dress up as the Prince, fool a cohort of her father's guards who are escorting them, and then fool a King and his daughter. Enough that the King proposes marriage and the daughter accepts.
262* ''Literature/TheArtsOfDarkAndLight'' has a villainous example that is not at all played for laughs. [[DepravedHomosexual Scaum-Durna]] uses creepy magic to appear as an attractive woman and lure men.
263* ''Literature/BakaAndTestSummonTheBeasts'':
264** Kinoshita Hideyoshi is admired by the straight male cast of the series [[DudeLooksLikeALady for his effeminate looks]], even though he wears male clothes most of the time. It really doesn't help his case that he is voiced by a woman in all dubs of the anime adaptation. That the local bathhouse owners built him his own personal bathing area is a bad sign, too.
265--->'''Akihisa:''' ''(Seeing the bathhouse sign marked "Hideyoshi")'' So it's acknowledged by society.
266** Akihisa himself gets this in the OAV. Dressing up as a girl due to a ZanyScheme, "Aki-chan" not only steals the heart of the gay man Kudo but gets voted as "the most popular waitress" of their class with the comment "did we have a girl this cute in our school?". Mutsurini also sold out the "Aki-chan Special Photobook" to ensure massive profits for class 2F in the culture festival.
267** In a Miss Beachside contest, all of the guys were made to crossdress due to the girls. Both Akihisa and Mutsurini scored very well with the male crowd.
268* ''Literature/BladedanceOfElementalers'': Kamito was once know as Ren Ashbell, the Strongest Blade Dancer. Approximately 90% of the female world population appears to have been lesbian for him, and most of them still are. He does not find this amusing.
269* ''Literature/DateALive'': In the second season (quite appropriately called Miku [[YuriGenre Lily]] in the light novel title), Shidou was DraggedIntoDrag in order to get close to Miku Izayoi as she is an idol Spirit that DoesNotLikeMen. It worked very well, to the point that his cousin alter ego "Itsuka Shiori" becomes her favorite girl very quickly. Doesn't stop Tohka, Origami and Kurumi from seeing through him instantly, though. This is taken further in the twelfth light novel, in which Shidou physically transforms himself into Shiori. There's even a {{Fanservice}} colour illustration of Shiori, as for the Spirits in the rest of the series.
270* ''Literature/DoomValleyPrepSchool'': Protagonist Peter/Petra is transformed into a girl by a fellow student, so he can be a perfect girlfriend, so he, now she, is fairly attractive. She becomes more attractive soon after as part of a nasty prank. Petra really doesn't like all the attention this gets her from boys who want to date her, or her girlfriends that keep trying to give her makeovers and are jealous of her looks.
271* ''Literature/EightWorlds'': Protagonist Hildy Johnson from ''Steel Beach'' starts out as a fairly standard looking male but, [[EasySexChange after a high-tech sex-change]] (a common motif in Creator/JohnVarley's work), becomes a stunning woman. Unlike most examples of this, with Hildy it's intentional -- he/she doesn't care what he looks like as a man but wants to be the most attractive woman she can be.
272* In Book 3 of ''Literature/TheFaerieQueene'', Lady Malecasta falls in LoveAtFirstSight with Britomart, unaware SamusIsAGirl beneath her armor.
273* ''Literature/{{Jingo}}'': Subverted, as after explaining the "universal law" of this trope, the narration goes on to say that "in this case, the laws were fighting against the fact of [[{{Gonk}} Corporal Nobby Nobbs]], and gave up."
274* ''Literature/{{Kampfer}}'': Natsuru gets this. And [[EvenTheGirlsWantHer both]] genders LOVE HIM/HER!!! Doesn't help that his GenderBender side is VERY beautiful.
275* In ''Literature/LambTheGospelAccordingToBiff'', there's a scene when Biff has to disguise himself as a woman (he lost a coin toss) to help save the daughter of an Indian outcast, who doesn't let the fact that it's a man stop him from hitting on "her."
276* ''Literature/{{Leviathan}}'' has Deryn/Dylan Sharp, who a number of teenage females in the books (plus Alek) consider extremely handsome, even moreso because she's a heroic airman.
277* ''Literature/LoyalEnemies'': Invoked. When Shelena and Veres ready themselves to confront the virgin-eating [[BasiliskAndCockatrice basilisk]] terrorizing the dwarves, Veres magicks himself a whole-body disguise as a woman. Shelena can't decide whether to be appalled or disgusted about the size of [[BuxomBeautyStandard certain assets]] Veres gives himself, but Veres is confident to be hot as hell. And he proves to be right when they are confronted by a thug who's so distracted by the aforementioned assets he completely disregards how Veres never bothers to change his voice.
278* ''Literature/MaridAudran'' takes place in the Budayeen, a RedLightDistrict of a 23rd century {{Cyberpunk}} Muslim/Arab city. The EasySexChange is commonplace, and Attractive Bent Gender is the rule more than the exception. To the point that it's considered noteworthy that one character, a German girl, is exceptionally attractive... ''despite'' the fact that she's just a "real girl!"
279* ''Literature/MaryRussell'': Mary is occasionally called upon to dress as a man (given her spouse's occupation, quite frequently) and is still rather [[PrettyBoy pretty]] doing so. In a situation that might otherwise have been SweetOnPollyOliver, this trope holds truer -- in ''O, Jerusalem'', when she's dressed as a teenage boy, her would-be rapists are in no way dissuaded by her revealing her gender.
280* ''Literature/MetamorKeep'': A rare justified example -- the transgender curse victims are ''intentionally'' made to be attractive to the opposite sex, and originally it's because they're to be turned into sex slaves.
281* ''Literature/No6'': As his local theatre was swift to notice, [[DudeLooksLikeALady Nezumi]] makes a ''really'' good-looking woman.
282* In ''Literature/OnlySenseOnline'', Yun's DigitalAvatar in the titular MMORPG is a very beautiful girl, a result of the game system [[DudeLooksLikeALady misidentifying his sex]] and generating a female avatar for him.
283* In ''Literature/OrlandoABiography'' by Creator/VirginiaWoolf, Orlando, upon turning into a woman, is ''amazingly'' good-looking; she's just as physically fit as she was when she was a man, but has all sorts of feminine beauty on top of that.
284* ''Literature/ThePetGirlOfSakurasou'': In the original light novel when Nanami asks Ryuunosuke to wear a waitress outfit, he refuses on the grounds that he would be prettier than her.
285-->''"It creeps me out to even think about it, but Kanda's focus will be all on me. Now tell me, would you be fine with that?"''
286* ''Literature/PrincessHolyAura'': Justified in that, since Steve's body was made over completely into Holly, there was no "normal" female form for her to revert to when not fighting supernatural evil--so Holly's default female appearance was Holy Aura's idealized purple-haired perfection, until Holly insisted Silvertail tweak it down to more normal-human looks.
287* ''Literature/ReignOfTheSevenSpellblades'': {{Justified}} with Pete Reston. Pete is a reversi, i.e. physically sex-fluid, which has certain technical advantages for mages. Once it becomes more widely known at [[WizardingSchool Kimberly Magic Academy]], he starts to get repeatedly approached romantically by other mages--some of whom are aristocrats with the ulterior motive of wanting to [[SuperBreedingProgram breed his reversi trait into their own bloodlines]] (the drive to push the limits of sorcery being [[BlueAndOrangeMorality a virtually all-consuming concern of the mage world]]). The repeated propositions prompt his BlueBlood friends Oliver and Chela to host a [[TheTalk sex ed seminar]] for the TrueCompanions.
288* ''Literature/TheSagaOfTuck'' does this straight (if you pardon the expression) and deadly serious -- it causes Tuck to panic when Travis starts showing serious interest in him, out of fear of what Travis would do if he found out, and [[spoiler:later, when s/he reluctantly begins dating him, the realization that s/he is attracted to him. Travis later reveals that a mutual friend had spilled the beans before they started seeing each other regularly (mostly; Travis believes at first that Tuck has had sex-reassignment surgery, which is believable because, as they determine later, Tuck is biologically intersexed)]].
289* ''Literature/SirenaSelena'': In drag, Sirena Selena is an absolute beauty, thanks to Martha Divine's mentoring.
290* ''Literature/ASeriesOfUnfortunateEvents'': Plausibly a parody, as the person who finds the CrossDresser Olaf attractive is himself an unpleasant semi-villain.
291* ''Literature/SomewhereBeneathThoseWaves'': The short story "Amante Doree" features a Transgender protagonist, Annabel St. Clair, who impersonates a woman convincingly enough to establish herself as a notorious courtesan in 19th-century New Orleans. Only her clients and maid are in on the secret, until [[IncompatibleOrientation she falls in love with a man who believes she's a woman]].
292* ''Literature/TheStainlessSteelRat'': Happens to the protagonist in ''The Stainless Steel Rat Wants You'', when he dresses up to infiltrate an army of invading StarfishAliens. The joke being Jim is disguised as a [[FanDisservice hideous bug-eyed monster]] who is regarded as incredibly sexy by all the other aliens he meets. He puts one admirer off by saying he's a hermaphrodite who is still halfway from he to she.
293%%* ''Literature/DaybreakOnHyperion'': Happens to co-protagonist Kaede, as the spell that caused the gender change in the first place was ''very'' specific in the physical parameters.%%Explain what happens.
294* ''Franchise/StarTrek'' :"The Procrustean Petard" features a device which changes the sex of every member of the ''Enterprise'' crew (except for Spock, whose HalfHumanHybrid nature causes him to suffer from ExtraYExtraViolent). Kirk is somewhat taken aback by how hot he is as a woman.[[note]]''Star Trek: The New Voyages 2'' (Bantam Books, 1978)[[/note]]
295* ''Literature/SwordArtOnline'': Kirito gets stuck with an extremely feminine avatar in ''Gun Gale Online''. In this form, he is described as having long black hair, crimson lips, and shining black eyes fringed by long eyelashes.
296* ''Literature/VenusInFurs'': Alexis Papadopolis (who is already an archetypical GorgeousGreek of a man) finds favor however he dresses. Severin and Wanda both notes how utterly captivating his looks are when they encounter him in Florence. Later, Severin learns that Alexis disguised himself as a woman while touring Paris and attracted many ardent male admirers.
297* ''Literature/WhateleyUniverse'': Most main characters, as the majority of "changelings" possess the Exemplar trait, which alters the mutant in ways which reflects something in their psyche. This usually, but not always, results in a HeroicBuild to match their idealized self-image -- meaning that a transgender exemplar gets the sex that matches their gender.
298* ''Literature/TheWheelOfTime'': The Dark One intentionally gives the formerly male Balthamel a beautiful female body as Aran'gar because Balthamel was a pervert, and the Dark One has a sense of humor.
299* ''Literature/{{Wigfield}}'': [[https://static.tvtropes.org/pmwiki/pub/images/raven.jpg This photo]], depicting Creator/StephenColbert as Raven. His brother Jay was completely fooled by the picture, asked Stephen how he knew 'her' and was "a little disturbed" when told he was drooling over his little brother.
300* ''Literature/XWingSeries'': In ''Starfighters of Adumar'', the four members of Red Flight have to disguise themselves as women to get past the people hunting them.
301-->'''Wes''': "So. Who's best-looking in women's dress? I vote for myself."
302[[/folder]]
303
304[[folder:Live-Action TV]]
305%%* ''Series/HesALady'': "Alberta".
306%%* ''Series/RuPaulsDragRace'' runs on this trope.
307%%* ''Series/TheLWord'': Ivan, a drag king.
308* Australian comic actor [[http://resources0.news.com.au/images/2013/10/23/1226744/674856-chris-lilley.jpg Chris Lilley]] of ''Series/SummerHeightsHigh'' and ''Series/AngryBoys'' fame [[http://media.tumblr.com/tumblr_l4ox9zkOzt1qz9rjn.jpg certainly]] [[http://resources2.news.com.au/images/2013/10/22/1226741/147666-131019-rev-lilley.jpg has]] [[http://style.mtv.com//wp-content/uploads/style/2013/10/jamie-private-school-girl-halloween.jpg moments]] of this when dressed as LovableAlphaBitch [[http://images.smh.com.au/2013/10/24/4855703/jamie-353-20131024101059313073-300x0.jpg Ja'mie King]].
309* ''Series/AlloAllo'': ''Very'' common. Almost every character -- both male and female -- wings up in drag at some point, and when the men do it they almost always get hit on both by straight men who don't know and by gay men who do. Particularly common with General Von Klinkerhoffen, who seems to fancy both butch women and cross-dressing men. This reaches a peak at the end of season three. With most of the cast trapped in a POW camp, they all dress up as a chorus line for the prisoner talent show as part of an escape attempt. The Germans clearly fancy not only the men dressed as women but also Edith, Michelle, Yvette and Maria ''pretending to be men pretending to be women,'' complete with fake mustaches.
310* ''Series/AreYouBeingServed'': One episode has Mr. Humphries dressing in drag for a store beauty contest. Not only did "she" win, but Mr. Grace asked "her" to accompany him on a cruise on his yacht! Mr. Humphries looked horrified as he was dragged away, and the viewer was left to imagine the hilarity that no doubt ensued.
311* ''Series/TheATeam'': In a fourth season episode, Murdock, with help from special guest Boy George, dresses as a pregnant woman to gain access to the rest of the team who have had to barricade themselves in the sheriff's office. Not only does he managed to convince a lynch mob to let him through without anyone questioning that he wasn't a she, but Face mentions that Murdock looked better to him as a woman than he did as a man.
312* ''Series/BarneyMiller'': Cops sometimes have to go undercover, resulting in this:
313** Detective Harris is a snappy dresser. When he is assigned to do undercover work wearing women's drag, he spends the whole show getting ready, even shaving off his 'stash. In the end, everyone is stunned at how great he looks as a woman.
314** In another episode, the much less attractive Fish does the same undercover detail and gains a male admirer who continues to be drawn to Fish even after he finds out he's not a lady.
315** Massively averted with Dietrich, who was gung-ho about undercover work, but just ended up looking like a man in a dress.
316* ''Series/{{Blackadder}}'':
317** An extreme example, to the point of parody, is the scene in ''Blackadder II'' where Lord Percy falls for ''Baldrick'' in a dress-- despite him retaining his usual beard and level of cleanliness.
318** Baldrick in a dress also works for Lord Flasheart (the beard gives him "something to hang on to!")
319** ''Bob'''s "Bob" was a very attractive woman who dressed as such an attractive man that Blackadder falls in love before even finding out that Bob is a woman, shortly after admitting that he had feelings for him.
320** ''Blackadder Goes Forth'': Parodied when General Melchett falls for the square-jawed, {{Perma Stubble}}d [[Creator/HughLaurie "Georgina"]]. Taken to insane extremes when he sees [[{{Bifauxnen}} "Bob"]] in a pretty dress and assumes it's a tawdry drag act ([[SpringtimeForHitler Which "Georgina" was intended to be all along]]).
321* ''Series/BoyMeetsWorld'':
322** "Chick Like Me" (the title refers to the book "Black Like Me" which inspired the episode) featured a crossdressing Rider Strong, who looked ''quite'' fetching as "Veronica Wasboysky". This was commented on in the show and was genuinely true. Cory, who was originally going to be the crossdresser is definitely not an example. It may be more understandable than most examples since Shawn admits to having thought about crossdressing before this ever became a plot. He even has a preferred female name, has practised female mannerisms and has a wig already.
323** "What A Drag!": Jack is supposed to be considered, in-universe, an attractive girl and Eric, in-universe, is definitely not but Jack is clearly a boy in a dress, while Eric looks like just a larger than average girl. This may be because Jack is squeamish about pretending to be a woman and over-compensates, as Shawn tries to explain at the end. Eric, on the other hand, asks for and listens to Shawn's expert advice, implying that Shawn never stopped being Veronica from time to time.
324* In ''Series/BroadCity'', Ilana finds Creator/GlennClose as Film/AlbertNobbs extremely hot.
325* ''Series/Charmed1998'': In one episode, a succubus is attacking the men of San Francisco through a video dating service. The Charmed Ones cast a spell to lure her to them to vanquish her, but the spell ends up turning Prue into a man (since the succubus is attacking men.) Deciding to go with it, Prue, now calling herself "Manny," submits a tape to the service, and gets 20 dates lined up pretty quick. Apparently, Shannen Doherty [[http://img1.wikia.nocookie.net/__cb20100625144011/charmed/images/2/2f/Prue_Ex_Clothes.jpg as a man]] ''works.''
326* ''Series/CoryInTheHouse'': In one episode, Cory disguises himself as Raven to present new uniforms for the White House. Upon meeting "Raven", Newt thinks he has found {{Love At First Sight}}.
327* ''Series/CriminalMinds'': The killer in an episode. As a split personality killer where one personality is a woman, this was going to happen at some point. And boy, does it happen.
328* ''Series/CrossdressParadise'' features cute high school boys in drag, and has a segment where they must "pass" in public and flirt with passersby. On the other hand, the intended ''audience'' for the show is clearly young women.
329* ''Literature/TheDevilToPayInTheBacklands'': The MiniSeries adaptation has a really good example of the female-to-male kind, with [[spoiler: the [[SweetOnPollyOliver protagonist's love interest]] [[http://www.redebrasilatual.com.br/revistas/44/imagens/GrandeSerto_VeredasBrunaLombardiI0003710.jpg Diadorim.]]]]
330* ''Series/DoctorWho'':
331** In "[[Recap/DoctorWhoS30E17E18TheEndOfTime The End of Time]]", the Master [[CloneByConversion turns the entire human population into clones of himself]], resulting in various disturbingly gorgeous [[CreepyCrossdresser crossdressing]] Masters. The original script even has a cut scene in which the original Master flirts with the Abigail-Master.
332** In "[[Recap/DoctorWhoS36E11WorldEnoughAndTime World Enough and Time]]"/"[[Recap/DoctorWhoS36E12TheDoctorFalls The Doctor Falls]]", the same incarnation of the Master meets his future female incarnation, and apparently [[ScrewYourself finds her very attractive]]. Strangely, the feeling is ''[[IHatePastMe not]]'' mutual.
333* In ''Series/TheDrewCareyShow'' the gang hangs out at a bar with Drew's WholesomeCrossDresser brother Steve. Kate thinks a man is sending her a drink, but he turns out to be a ChubbyChaser buying a drink for Steve:
334-->'''Drunk''': Sorry, honey, I like a girl with a little meat on her.\
335'''Kate''': Careful what you wish for.
336* ''Series/DueSouth'' Season 2 Episode 12 "Some Like It Red", Benton Fraser volunteers to go undercover to an all-girls school, requiring him to crossdress. Even the girls at the all-girl school are amazed that "Ms. Fraser" is a man, deciding that "he" must be a woman on the inside, at least.
337* ''Series/TheDukesOfHazzard'': The Season 6 episode "Targets: Daisy and Lulu" have -- as part of an attempt to throw the episode's [[VillainOfTheWeek Villains of the Week]] off Daisy and Lulu's trail, since they are in possession of a stolen necklace the crooks have lost and are attempting to recover -- the series defacto bad guys, Boss Hogg and Rosco, try to disguise themselves as Lulu and Daisy, respectively. The trick actually is subverted; they are uglier than their counterparts, but it's played up for full comic value by their portrayers, Sorrell Booke and James Best.
338* ''Series/FTroop'': Done when Corporal Agarn, dressed as an "Indian maid", coaxes the Loco Brothers out of their cave. Made funnier by the fact that Wrangler Jane, an actual woman, had failed in an earlier bid to do the same. Made famous to younger viewers as the clip shown on ''WesternAnimation/{{Freakazoid}}''.
339* ''Series/GetSmart'' featured several male spies that passed themselves off as attractive women (usually actually played by attractive women [[[RuleOfFunny dubbed a deep masculine voice]]). In a "would you believe" discussion of an enemy spy who did this, Max eventually confesses that he didn't realize until their third date.
340* ''Series/HappyDays'': One episode has the Fonz unknowingly take a liking to a cross-dressing Richie. They slow dance.
341* ''Series/IrmaVep'': Mira, playing Irma, dresses up as a young man. Because she's already pretty, her male persona is quite handsome too.
342* ''Series/JeevesAndWooster'': In the TV series, Jeeves has to dress up as a female American novelist for one of their {{Zany Scheme}}s. D'Arcy Cheesewright falls in love with him and moves to New York in order to find her again.
343* In ''Series/KamenRiderW'', to lure out a MOTW, the Riders have Wakana announce that she's going to a building and catch him there. However, since they can't get Wakana in danger, they have Philip dress as her instead. He actually manages to fool nearly everyone, confusing Akiko because Philip looks really good as a woman and they didn't choose her.
344* ''Series/{{Lalola}}'': The main character turns into a beautiful woman as the result of a curse, but he was an attractive playboy to begin with. Still, he has to learn to deal with the extra unwanted attention his new body brings.
345* ''Series/LegendOfTheSeeker'': In "Princess", Zedd dresses up as a prim and proper elderly countess and gets hit on by an elderly herald. The exchange between him and Cara makes the situation even more hilarious:
346-->'''Cara''': It seems you have an admirer.\
347'''Zedd''': [''Indignantly''] Is there any reason why I shouldn't?
348* ''Series/TheMightyBoosh'': Vince Noir ("the great confuser") from is a prime example, though not everyone is smitten. One character refers to him as "Howard Moon['s]...ugly girlfriend." This becomes part of a running gag in which Vince is often referred to as Howard's wife or girlfriend. Believe it or not, Vince isn't the ButtMonkey of the show.
349* ''Series/TheMonkees'' has two examples:
350** In "The Chaperone", when the chaperone for the guys' party passes out drunk right before it starts, Micky does himself up as "Mrs. Arcadian" to appease the father of the girl Davy is in love with. PlayedForLaughs. Mrs. Arcadian's attractiveness is questionable in absolute terms, but the father finds her to be rather fetching.
351** In "Some Like It Lukewarm" (the title being a direct reference to ''Film/SomeLikeItHot''), Davy dresses as a girl so the boys can enter a contest for mixed gender groups. He looks like, well, Davy Jones in a dress. However, the radio personality emceeing the contest thinks he's the most gorgeous woman he's ever laid eyes on.
352* While in ''Series/MontyPythonsFlyingCircus'', one of the Pythons crossdressing for a skit is fairly obvious and played for laughs, Eric Idle actually looks pretty attractive. [[http://img268.imageshack.us/img268/4463/idlelady.jpg For example...]]
353* In one episode of ''Series/TheMunsters'' Herman of all people gets hit with this. 'Hermina' gets a job as a cocktail waitress and complains about having to deal with lecherous drunks. Note that 'Hermina' looks like Herman save for [[LongHairIsFeminine longer hair]] and [[BuxomBeautyStandard big breasts]] and Herman looks like FrankensteinsMonster.
354* ''Series/MyBabysittersAVampire'': In "Three Cheers for Evil", Benny and Ethan must dress up as cheerleaders "Betty" and "Veronica" in order to keep an eye on members of the squad they suspect are up to no good. They use the opportunity to try and get into the girls' locker room, are part of an all-girl sleepover and pillow fight, and are [[http://25.media.tumblr.com/tumblr_lt3lah6PEw1qb7u5jo3_500.jpg hit on]] by one of the supporting male characters while in disguise. They definitely make [[http://25.media.tumblr.com/tumblr_lt3lah6PEw1qb7u5jo1_500.jpg quite]] [[http://images3.wikia.nocookie.net/__cb20120628234115/mybabysittersavampire/images/6/6e/TCFE4.png cute girls]].
355* ''Series/MyNameIsEarl'':
356** Averted in an episode where, in an attempt to lift a fellow inmate's spirits, Earl signs him up for a dating service provided by the prison. Earl signs himself up, too. Sometime later, Earl and Frank receive their matches. Frank is matched up with a TroubledButCute blonde girl, and Earl is matched up with a painfully-obvious pre-op transgender woman named Annie. Earl is very disappointed.
357** Played straight for BlackComedy in another episode, also involving Frank. In an attempt to escape, he disguised himself as a prison nurse. The other inmates either found him so attractive [[SituationalSexuality (or were so desperate)]] that...[[DoubleStandardRapeMaleOnMale things didn't go as Frank planned.]]
358* ''Series/NedsDeclassifiedSchoolSurvivalGuide'': Cookie ends up crossdressing in several episodes and is hit on by boys in two of those instances. When he disguises himself as "Simone" for the first time, [[TheBully Loomer]] falls for "her" and is heartbroken when she "leaves" to supposedly go back to Washington. Another time, Cookie crossdresses to get into [[DumbJock Seth's]] Basement Bash, and at one point falls into Coconut Head's arms, who has also fallen for "Simone."
359* ''Series/NewsRadio'': In the HalloweenEpisode, Dave Foley is said to look better in Lisa's dress than Lisa does. This scenario is an ActorAllusion to when Foley was the most convincing member of ''Series/TheKidsInTheHall'' to play female characters.
360* ''Series/OrphanBlack'': Creator/TatianaMaslany plays so many different clones that it's only a matter of time before they busted out a [[OppositeSexClone transgender clone]] -- and he's acknowledged as being pretty hot in-story.
361* ''Series/RabCNesbitt'': [[https://www.youtube.com/watch?v=xB-M_tYhLGU Davina]] has a quite large fanbase.
362* ''Series/TheRedGreenShow'': In one episode, the gang has to make it seem like there are women at the lodge, so Harold and Dalton disguise themselves as women. Despite not looking feminine, Harold is asked out on a date.
363* ''Series/SavedByTheBell'':
364** In the original series' S:1-E:2, "Screech's Girl", Zack tries to cheer up Screech, who feels depressed because he doesn't think any girl could love him, by claiming he could find Screech a girl. Since he can't he then claims to have found a girl, but that she's very shy. He calls Screech every day and [[CrossdressingVoices talks to him as "Bambi".]] Eventually, Screech gets frustrated at not being able to meet Bambi face to face, so Zack is forced to dress up as Bambi and go on a date with Screech to the Max. He does it so well that not only is Screech convinced, but Slater hits on him, realises that it's Zack then compliments his legs. Even Kelly is convinced. Finally, Screech decides that he's better off now, knowing that he's able to date women, but claims not to be ready for commitment yet.
365** In ''Saved By the Bell: The New Class'' S:1-E:2, "The Slumber Party", new main character Scott dresses up as a girl so that he can attend a slumber party with his female friends. However, a jock from school catches sight of him and is immediately smitten.
366* ''Series/{{Scrubs}}'' has played with this occasionally with Turk and J.D.: "You'd make a pretty girl."
367* In ''Series/SilverSpoons'', Rick dresses as a girl so that his best friend wouldn't be embarrassed by not having a date to a party. Ricky Schroeder actually made a [[https://www.youtube.com/watch?v=NRVl-iNslos pretty good looking girl]].
368* ''Series/SonnyWithAChance'': When Sonny disguises herself as a male fan named Eric, Tawni is passionately smitten and starts hitting on "him", even organizing a disco ball and dressing fancy and everything. After {{The Reveal}}, Tawni didn't care that she was unknowingly hitting on Sonny rather annoyed that Sonny now knows that Tawni finds her better than she thought she was.
369* ''Series/StarTrekDeepSpaceNine'':
370** In "[[Recap/StarTrekDeepSpaceNineS06E23ProfitAndLace Profit and Lace]]", Quark is forced to do a gender-swap and pose as a female. Every male Ferengi he encounters (even his own family) comments on what a lovely female he makes, to the point where the Nagus (who knows he's really Quark) can't keep his hands off him and a prominent businessman is completely smitten with him (even after being told Quark is really male). As it turns out, with Federation medical technology, [[EasySexChange gender reassignment is an outpatient procedure and is easily reversible]].
371--->'''Brunt:''' ''[pointing at naked gender-swapped Quark]'' I tell you, ''that'' is not a female!\
372'''Nilva:''' Close enough for me...
373** At the start of the series, Sisko discovers that "Old Man" Curzon Dax who was his mentor for many years, is now the attractive Jadzia Dax, due to the Trill having a symbiote who carries their memories to a new host body. Odo speculates that he's interested in her romantically, and Sisko does end up sleeping with an AlternateSelf of Jadzia in the MirrorUniverse.
374* ''Series/TheSuiteLifeOfZackAndCody'': A few episodes has either Zack and/or Cody in a dress, and they do look pretty convincing.
375* In ''Series/ThirtyRock'', Tracy disguises himself, badly, as a woman, then asks Frank if he finds him attractive. Frank replies, "Tracy, I know it's you[[{{Beat}} ...]]yes, yes I do."
376* ''Series/ThreesCompany'': Every time Jack Tripper dressed up as a woman, men fell in love with him.
377* ''Series/WinginIt'': The main character Carl is turned into quite an attractive girl in order to understand women, after taking his new Angel in Training girlfriend Denise out on a terrible date. [[https://www.youtube.com/watch?v=9HRuGS3HO2c&feature=related part 1]] [[https://www.youtube.com/watch?v=1ti-1Tmy1R8&feature=related part 2]]
378* In ''Series/WizardsOfWaverlyPlace'', Uncle Kelbo [[spoiler: is Shakira]].
379[[/folder]]
380
381[[folder:Music]]
382%%* Music/TheKinks: In "Lola":
383%%-->Now I'm not dumb but I can't understand\
384%%Why she walked like a woman and talked like a man.
385%%* Music/{{Queen}}:
386%%** Roger Taylor in the ''I Want To Break Free'' video.
387%%** Music/FreddieMercury has amazing legs. I mean, the mustache is a bit of a turnoff, but ''damn''...
388%%* Music/{{Aerosmith}}: In conflict with its [[MemeticMutation public image]], "[[https://www.youtube.com/watch?v=1qRTu5I2loY Dude Looks Like A Lady]]".
389%%* Music/{{Nightwish|Band}}: The female versions of the male band members in the video for "[[https://www.youtube.com/watch?v=hTdhXxxWREo Bye Bye Beautiful]]".
390%%* Music/LadyGaga: [[http://newsbreakthroughs.com/wp-content/uploads/2011/08/lady-gaga-jo-calderone.jpg Jo]] [[http://freshbump.com/graphics/image_files_480x400/480x400_lady-gaga-mans-up-as-jo-calderone-for-japan-vogue-hommes.jpg Calderone]], Gaga's male alter ego.
391%%* Music/TheMagneticFields: Topic of "Andrew in Drag".
392* Music/{{Vocaloid}}: Len makes a really pretty girl as seen [[https://www.youtube.com/watch?v=H22xjO-lTtg&feature=related here]].
393* Music/{{UTAU}}: Namine Ritsu, one of the better known voicebanks, is male... not that you could tell from most of his songs, fan art, or MMD models, where he makes quite the cute girl.
394* The glam rock band Angel consisted of five guys that looked like ladies. Punky Meadows, in particular, was subject to this from the perspective of Terry Bozzio in Music/FrankZappa's song "Punky's Whips".
395* The narrator of [[http://www.thefump.com/fump.php?id=1242 "Lesbian" by Nuclear Bubble Wrap]] thinks he'd look good as a woman.
396* Music/AndrewWK: The cover art for the album [[http://3.bp.blogspot.com/_GbV6-bNknlg/TAUmEa9K18I/AAAAAAAAABg/MyddCF-_Pbk/s1600/AndrewWK_MotherOfMankind_AlbumCover.jpg Mother of Mankind]] features the famous partier in a subtle addition to his normal look, namely lipstick and mascara.
397* Music/{{Rammstein}}'s drummer, Christoph Schneider, donned a skirt and blouse, complete with make-up, for their video for "Mein Teil". The result was... surprisingly attractive. The band also did a photoshoot in drag, proving that the rhythm guitarist and bassist also both make pretty good-looking women.
398* Music/{{Eminem}} occasionally dresses in drag for his music videos, for comedy, but he doesn't make an unattractive woman. There's a behind the scenes video of being put into his Music/BritneySpears costume for the video for "The Real Slim Shady" while his makeup team [[https://www.youtube.com/watch?v=RCxtWNeZH-M giggle and drool]] over how pretty 'she' is. Similarly, the behind the scenes video for "Just Lose It" shows his male production team wolf-whistling and [[MaleGaze checking out his butt with the camera]] while he's dressed up as Music/{{Madonna}}.
399[[/folder]]
400
401[[folder:Mythology and Religion]]
402* Myth/BetiPahuinMythology: The fearsome immortal warrior king Akoma Mba was transformed into a beautiful woman with the aid of his aunt Eyaga’s ghost. Every man was infatuated with rule 63 Akoma Mba, having no clue who this mystery woman was. They hounded for “her” hand in marriage but “she” would only claim to have eyes for the warlord Abo Mama who had singlehandedly vanquished Akoma Mba’s nigh invulnerable army of giant immortal warrior sorcerers. Akoma Mba was able to make Abo Mama fall in love at first sight and learn the secret of the scepter which made Abo Mama so powerful, using his low guard to defeat him. Mind you Akoma Mba in his normal state is a tall, bald, muscular, large eared, tattooed, sharp toothed, and scarred gentlemen who has killed thousands in his time.
403* In Myth/ClassicalMythology, before he was the trope maker for BlindSeer, Tiresias was cursed to become a woman for a year and a day after he whacked some mating snakes with a stick. During this time, he became a very famous and successful prostitute, and was called on to settle Zeus and Hera's dispute about whether men or women enjoy sex more, since he'd experienced both.
404* In Myth/HinduMythology, Vishnu's female incarnation as the enchantress Mohini is so gorgeous Shiva falls for her. They even had a child, the culture-hero Ayyappan, and in some versions, this was their way around a NoManOfWomanBorn clause.
405* Myth/NorseMythology has some interesting examples:
406** The gods Odin and Thor have been able to pass themselves off as women. While the fact that ''Thor and Odin'' make attractive women may make one wonder [[Creator/BrianBlessed what the hell women looked like in the Northlands]], Thor's disguise as a woman makes a lot of sense, when you look at the symbolism behind the story. The Jotun steal his hammer and hide it. As the price for returning it, they want Freyja in exchange. She is none too pleased by the Aesir's willingness to sell her down the river for Thor's hammer. The hammer is more than just a hammer, and so, with his *ahem* giant-bashing stick taken away, Thor is metaphorically a woman.
407** Thor pulled it off only by hiding his face with a veil, and Loki had to talk fast to explain away his completely unwomanly appetite and fierce eyes.
408** The Norse TricksterGod Loki has shape-shifted and not just passed as female, but ''given birth''. To a ''horse''. With ''eight legs''. No, really. He and the other Norse gods [[WeNeedADistraction had to lure away a horse]] to keep a wall from being built on time, and Loki was "it." (Certainly, there are few legends in mythology more aggressively {{Squick}}-y than Sleipnir's origin story. We feel bad for Sleipnir's dad.)
409[[/folder]]
410
411[[folder:Radio]]
412* ''Radio/TheJackBennyProgram'': In the October 12, 1941 episode, Jack's appearance as a girl was enough to fool Dennis and get him a touch infatuated.
413-->'''[[{{Cloudcuckoolander}} Dennis Day]]:''' You know, I saw ''Theatre/CharleysAunt'' this summer, and somebody just told me that pretty lady in it was you!\
414'''Jack Benny:''' Oh, well, i-it ''was'' me! It was me, it was my character in the picture. And now ladies and gentlemen--\
415'''Dennis:''' Holy smoke! You know, I thought it was a real girl!\
416'''Jack:''' No. No, Dennis, it was me. And um... and now, ladies and gentlemen--\
417'''Dennis:''' [[HoYay I sent you a love letter]]. Forget about it.
418* In ''Radio/TheMenFromTheMinistry'' Mr. Lamb becomes one when he is forced to [[DisguisedInDrag pose as a receptionist]] in the episode "Thoroughly Modern Ministry". Several civil servants bring him gifts like chocolate and roses, and Sir Gregory even tries to seduce "Raquel" at the end of the day and is only stopped in his advances because he'll have to leave to meet his wife.
419[[/folder]]
420
421[[folder:Theatre]]
422%%* ''Theatre/{{Rent}}'': The cross-dresser, Angel.%%
423%%* ''Theatre/MButterfly'': [[spoiler:Song Li-ling]]
424* In ''Theatre/DerRosenkavalier'', the Baron von Ochs starts hitting on the chambermaid "Mariandel" the moment he first sees her. When they have arranged a tête à tête, he suddenly notices the resemblance between her and Octavian, whom he has every reason to hate at that point, but dismisses it. And after the tête à tête turns into a trap and the situation culminates in the Baron scandalously abrogating his impending ArrangedMarriage to Sophie, he turns to "Mariandel" proposing marriage, whereupon the maid excuses herself with a very amusing secret to tell the Inspector.
425* ''Theatre/LaCageAuxFolles'' features Les Cagelles, roughly 7 to 16 showgirls most, if not, all of which who are actually men often described by many viewers in-universe as "gorgeous".
426* Creator/WilliamShakespeare:
427** Sometimes it works both ways. When Viola dresses up as a man in ''Theatre/TwelfthNight'', the woman she's supposed to woo for her lord instead falls for ''her'' male persona. (Good thing she has a HalfIdenticalTwin.)
428** ''Theatre/AsYouLikeIt'': And let us not forget fair Rosalind, who once did dress to become Ganymede. A shepherdess, Phebe, then fell for "him", and Rosalind did try to rebuff her.
429** There is a musical adaptation of ''Theatre/TwelfthNight'' called ''Theatre/AllShookUp''. The music is all Music/ElvisPresley all the time. And lots of attractive gender-bending.
430** In ''Theatre/TheTamingOfTheShrew'', the man who finally manages to woo the eponymous shrew(ish woman) is a crossdresser. His relative attractiveness as a man or a woman is not mentioned, but usually, the part is played as either comically manly even when crossdressing or fitting this trope to the point of fake LesYay between the romantic leads.
431* ''Theatre/AVeryPotterMusical'':
432** While many people already found Joe Walker attractive when he played Voldemort , many more believed that him playing '''Umbridge''' in ''A Very Potter Sequel'' only made him hotter.
433** Lauren Lopez makes a very adorable Draco Malfoy, too. Sango Taijima (usually Lavender) makes a really cute boy.
434[[/folder]]
435
436[[folder:Video Games]]
437%%* ''VideoGame/ShinMegamiTenseiStrangeJourney'': [[LouisCypher Louisa Ferre]].
438%%* ''VideoGame/GuiltyGear'': [[UnsettlingGenderReveal Bridget]], who is the basis of an [[MemeticMutation internet meme]] for this very reason.
439* ''VideoGame/ChronoTrigger'': Flea is stated to be an attractive woman, before Frog states that Flea's not a woman and Flea replies that "Power is beautiful and I have the power!"
440* ''VideoGame/CircuitsEdge'', the 1989 CRPG based on George Alec Effinger's Literature/MaridAudran novels (see Literature, above), likewise featured this trope.
441* ''VideoGame/{{Darkstalkers}}'': Dimitri Maximov has a [[{{Combos}} super move]] called "Midnight Bliss", which changes attractive (or even unattractive) male or female characters into attractive females. His appearance in ''SNK vs Capcom: Chaos'' [[MemeticMutation spawned a fanart industry]] consisting of female versions of male video game characters, who are referred to as being "Midnight Blissed". Spoofed in a ''VideoGame/CapcomFightingEvolution'' hentai doujin where Dimitri uses the move on Hauzer from ''VideoGame/RedEarth'', which turns the ''Tyrannosaurus rex'' into... a ''Tyrannosaurus rex'' in a SailorFuku with [[BoobBasedGag huge boobs]]. Cue a {{Squick}}ed-out Dimitri backing away at full speed.
442* In ''VideoGame/DisgaeaD2ABrighterDarkness'', Laharl inexplicably turns from a short bratty boy into a tall and busy girl, and immediately begins to attract the gaze and attention of male demons and pure jealously from [[ACupAngst Etna]]. He hates having a busty female body and the fact people like him more as a girl.
443* In ''VideoGame/EnsembleStars'', all members of the Theatre Club get a high-rarity card of them in a gorgeous period princess dress, and each pull it off ''very'' well. Contrast Souma and Keito playing Ugly Stepsisters in their performance of Cinderella, where neither really bothers to change their appearance at all beyond putting on a dress and so just kind of look normal. When Hajime (reluctantly) dresses as a girl in Love Comedy, he is also said to be very beautiful and passes completely, though the audience never gets to see it. In fact, it's often commented that Hajime would make an extremely cute girl, but he's not interested in cross-dressing so he doesn't really like that.
444* ''VideoGame/FinalFantasyVII'': Cloud, if you get the right items for the preceding quest. Although the polycount is too low to allow the player to judge for themselves, he is treated as if he were a very attractive woman in-game. ''VideoGame/FinalFantasyVIIRemake'', being in full modern HD, makes it more obvious just how pretty Cloud is for a man, so of course he also makes a very pretty lady. Even though [[VocalDissonance he does not disguise his voice]], Cloud's appearance is still feminine enough that many characters do not see through the disguise. Even Tifa does not realize who he is when she first encounters him in a dress.
445* ''VideoGame/TheLegendOfZeldaBreathOfTheWild'': Gerudo Town only allows women (and [[AmbiguousGender Gorons]]) in. Link has to [[DisguisedInDrag wear traditional Gerudo clothes]] to get into the town and, being already something of a {{bishonen}} LongHairedPrettyBoy, cuts a rather feminine figure in them. Several [=NPCs=] comment on his attractiveness when he's disguised as a girl -- quite a few guys try to hit on him, in fact -- and talking to one lovestruck NPC while wearing the Gerudo outfit unlocks side-quests to obtain the Sand Boots and the Snow Boots.
446* ''VideoGame/TheLionsSong'': [[SweetPollyOliver Emil's]] attractiveness is commented on by Nikol, who states 'he' is an extremely handsome man. If the player clicks on the quarreling couple in the cafe, Emil notes that the woman is winking at him. Other than that, it plays no role in the story and no one makes any such comments about Emma's physical appearance.
447* ''VideoGame/MajinTenseiIISpiralNemesis'': BEELZEBUB, of all things, shows up looking like an attractive woman in bondage gear with a fly motif.
448* ''VideoGame/Onmyoji2016'': Tamamo-no-Mae plays this both ways – he's a HistoricalGenderFlip to begin with, and his in-universe female disguise is as attractive as his real appearance.
449* ''Franchise/{{Persona}}'':
450** ''VideoGame/Persona2: Innocent Sin'': Jun Kurosu, who is rather androgynous-looking. His official profile states that crossdressing is one of his talents and that he looks prettier in a dress than most girls. In addition, one of his demon negotiation contacts is a group contact with Lisa Silverman, one of the other party members, who ambushes him and puts makeup on him...and then proceeds to get very depressed over him being prettier then she is.
451** ''VideoGame/Persona4'': There's a lot of this going on. [[spoiler: Naoto]] is pretty attractive as a guy, and later on, Teddie [[EvenTheGuysWantHim handily]] wins a crossdressing competition.
452* ''VideoGame/RakenzarnTales'': During an optional cutscene, [[Anime/DragonBallZ Piccolo]] is trying to convince WesternAnimation/DaffyDuck, [[WesternAnimation/EdEddNEddy Ed and Eddy]] to behave more professionally, using [[VisualNovel/UminekoWhenTheyCry Kanon]] as an example. Daffy begs to differ, citing Kanon's crossdressing incident, complete with a picture of it in which he looks a lot like [[Franchise/TouhouProject Reimu Hakurei]]. [[Manga/DetectiveSchoolQ Kyuu]] (jokingly?) comments that Kanon looks kinda hot.
453* ''VideoGame/RedDeadRedemption2'': PlayedForLaughs when {{the Gadfly}} French artist Charles Châtenay flees town DisguisedInDrag -- ''very'' obvious drag. He gets a fair few admiring comments from people before they [[UnsettlingGenderReveal get close enough to notice]]. Being who he is, he eggs them on, to his armed escort's mingled exasperation and amusement.
454* ''VideoGame/SamuraiWarriors'': Mori Ranmaru, a male historical figure, looks like a girl and is even voiced by a woman, which makes the quote he makes upon seeing you in ''Warriors Orochi'', "I am as dangerous as I am manly!" rather amusing in itself. In addition to that, in ''Samurai Warriors 2'', during Oichi's Dream stage, he will eventually join the battle to decide who the most beautiful woman in Japan is. Character designs from ''Samurai Warriors'' were reused in ''VideoGame/PokemonConquest'', where Ranmaru ends up participating in the side stories revolving around an otherwise all-female-Warriors competition '''despite his insisting that he is a man'''.
455* ''VideoGame/SlyCooperThievesInTime'':
456** In one mission, you're required to steal one of Madame Geisha's dresses for Murray. However, [[spoiler: the cables holding the hippo snap, causing him to fall into the dress, and alert the guards. However, the guards mistake Murray for Geisha, and he then [[Awesome/SlyCooper proceeds to dance for them to maintain his cover]]. It works, as all the guards drool over "her".]]
457** It gets even weirder in a later mission. Sly and Bentley are trying to convince Carmelita to dress in a belly dancer outfit to distract a different group of guards. Throughout the cutscene, you can hear Murray earnestly trying to convince them that he can do the job instead, insisting that he can fit in the outfit. He is ignored.
458* ''VideoGame/StarTropics'' has a scenario similar to the one from ''Breath of the Wild'', where our hero Mike has to disguise himself as a girl to enter Shecola. After changing back into his normal clothes, a man outside says that he was "very cute".
459[[/folder]]
460
461[[folder:Visual Novels]]
462* In ''VisualNovel/GakuenSaiminReido'', Akira Aihara was a very handsome and somewhat androgynous-looking high school student. His bullying target, Satou Futoshi, saw Akira as an enemy and managed to take revenge on him by hypnotizing him into crossdressing, adopting a feminine personality, and having an interest in men. The transformation turned out to be marvelous: students at the school were stunned by his beauty as they were unaware of his true identity, and some praised him to be better-looking than the most beautiful girl at the school (who, ironically, had been being courted by Akira when he was still straight). Eventually, even Satou gave in his action of vengeance and fell for Akira (by then Akira has become a transgender woman and changed her name to Shouko).
463* ''VisualNovel/TheGreatAceAttorney'':
464** Herlock Sholmes's suite has a picture on the fireplace mantle of a beautiful woman which Susato assumes to be Irene Adler. Should you examine the fireplace on the second day of the fifth case, and Iris will tell Ryunosuke who it really is.
465--->'''Ryunosuke:''' Mr. Sholmes... dresses in women's clothes?\
466'''Iris:''' Yes. You see the lady in the photographic print on the mantlepiece? That's Hurley!\
467'''Ryunosuke:''' [[StupidSexyFlanders (... He's quite stunning...)]]
468** The first case of ''Resolve'' sees you play as "Ryutaro Naruhodo", aka Susato herself, pretending to be Ryunosuke's cousin to defend her best friend in court, because turn-of-the-century Japan isn't quite accepting of women in the courtroom just yet. ''Everyone'' involved in the case points out how pretty and dashing "Ryutaro" is at one point or another.
469* In ''VisualNovel/HarvestDecember'' the girls dress up Madoi, the god of a neighboring area, in a girl's gym uniform. This causes one of the main characters in instantly propose and nearly assault him!
470* In ''VisualNovel/HatofulBoyfriend'' and spinoff material, Ryouta Kawara has a job at a maid cafe to support his ailing mother. In the manga, he specifically takes pride in being the most popular waitress there. In a drama CD, he coaxes Sakuya into trying it too, saying it's easy because pigeons like themselves don't have discernible differences between males and females.
471* ''VisualNovel/KiraKira'': Poor, poor Shika. He's [[DraggedIntoDrag forced into drag]] once in tenth grade and was ''so'' cute that a guy fell in love with him. His childhood friend brings this up to their fellow (female) bandmates, who decide to get out his wig and force him to dress up as a girl. Much hilarity is had. [[TemptingFate Shika swears never to crossdress again]]--but then he has to dress up as a girl to get into a friend's house because of her overprotective grandfather. And [[{{Cloudcuckoolander}} Kirari]] continues to force him into drag for concerts and her general amusement. One thing leads to another, and Shika spends about a third of the game forced into women's clothing and a wig. Even in the sequel, for the return of the original d2b, his fellow ex-band members conspire against him to crossdress once more for their last performance.
472* In ''VisualNovel/LittleBusters'', all the girls agreed that when [[DudeLooksLikeALady Riki]] was DraggedIntoDrag, he looked very, very [[{{Moe}} cute]]. He even successfully passed as a girl to a girl who came to the door to complain they were being too loud.
473[[/folder]]
474
475[[folder:Webcomics]]
476%%* ''Webcomic/SerenityRose'': Vicious Whispers is an FTM example. It helps when you're a shapeshifter.
477%%* ''Webcomic/TheWotch'': Given the reactions of various characters, Sonja and Robyn seem to fall under this category.%%Explain. Tropes are not ambiguous.
478* ''Webcomic/BrunoTheBandit'': Subverted in a story arc where a sorceress' curse turns Bruno, the Bruce Campbell-esque title character, into an equally Bruce Campbell-esque woman. Subverted ''again'' when a minor character shows up looking to propose marriage to his ladylove Octavia, who looks exactly as Bruno looks now.
479* ''ComicBook/BuckGodotZapGunForHire'': When the titular character -- a HeavyWorlder with StoutStrength, nearly as wide as he is tall --- drinks a Klegdixal bio-engineering-something-or-other and briefly turns into a woman (after first turning into a [[http://www.airshipentertainment.com/buckcomic.php?date=20090217 checkerboard, green-and-spotty, and subsequently black]]) -- the woman he turns into is [[http://www.airshipentertainment.com/buckcomic.php?date=20090219 quite hot]], and certainly seems to be thoroughly violating the Rule of Conservation -- her mass is obviously less than half of Buck's normal. It is unclear whether female [[HeavyWorlder Hoffmanites]] normally look like that since we never SEE any, or if his shapeliness is simply a result of whatever biotech was in that drink. Evidence in the comic suggests it was part of the drink. Buck makes it quite clear that he feels absolutely no attraction to Madame Louisa Dem Five, a super-gorgeous human HookerWithAHeartOfGold, because she looks nothing like a female Hoffmanite, at one point commenting she'd need to gain ''at least'' another 250 kilos before he'd be attracted. Even when she starts blasting out her sexual pheromones, while they are able to induce instant arousal in Buck, he's able to hold himself back and even claim she's only just turning him down.
480* ''Webcomic/ChaosAttack'': Doah Lee looks so good dressed up as a girl that the otherwise lazy and uncaring, but still [[CastFullOfPrettyBoys incredibly attractive]] leap on the opportunity to save him when he's attacked by an alien monster. Needless to say, they are ''not'' pleased when they find out the truth, and insist that Doah pay them back by working as their manager. PlayedForLaughs.
481* ''Webcomic/{{DAR}}'': One strip is based around the idea that [[http://www.darcomic.org/2009/02/17/transmen/ "transmen are ridiculously hot"]]. It's worth clicking on the link to see how she has since learned to be more respectful to trans* people.
482* ''Webcomic/DearChildren'': Cailin Carver, a tall blonde teenage transgirl, is attractive to the ''audience'' (she's a cute and lovable CloudCuckoolander GenkiGirl), playing the trope straight, but this is [[AvertedTrope averted]] ''in''-universe -- while she presents adequately enough as female, and people like her well enough, she doesn't seem to impress anybody as ''sexually''-attractive.
483* ''Webcomic/DoubleK'': Simon has spent all but two panels dressed in drag, and several people in-universe apparently find his disguise attractive. And some out of universe as well.
484* ''Webcomic/TheDragonDoctors'':
485** Mori, a woman who gets turned into a very handsome man, much to the [[StupidSexyFlanders discomfort]] of his/her recently {{gender|Bender}}-swapped, formerly-male colleagues. Mori's colleagues are also fairly good looking, but not extremely attractive like him/her.
486** When Aki gets turned into a man, she's likewise a total hunk.
487* In ''Webcomic/EightBitTheater'', the airship of the Light Warriors crashes on a female barracks, and to get out of them without being slaughtered by the elves, the LW dress themselves as women. And one of the elf guards [[http://www.nuklearpower.com/2003/01/18/episode-238-a-light-warrior-by-any-other-name/ finds one of them cute]] -- the one with the [[TheFaceless obscured face]] (which would actually [[BrownNote drive him insane]] if he ever actually saw), which his comrades usually mention is smelly and fat, Black Mage (and we didn't even mention [[OmnicidalManiac his personality]]).
488* ''Webcomic/ElGoonishShive'' plays with this a lot.
489** Tedd's TransformationRay actually has a setting [[http://www.egscomics.com/?date=2006-11-01 designed to turn males into attractive females.]] It also turns the girls into attractive males. In fact, one of the variations also gives the transformed person [[LoveIsInTheAir enhanced pheromones]], or in Tedd's own words, making them [[http://www.egscomics.com/?date=2002-06-14 "smell sexy".]] It then subverts the inversion by giving Sarah a male form that is decidedly less hunky -- (though [[http://www.egscomics.com/?date=2006-01-09 VERY bishounen]], making for a possible DoubleSubversion.) Tedd, meanwhile, looks very feminine even as a boy, to the point that guys [[GenderBender (and guys who are turned into girls)]] [[http://www.egscomics.com/?date=2002-06-15 feel quite]] [[http://www.egscomics.com/?date=2003-05-21 awkward around him.]]
490** Sarah also falls into the trap of being briefly attracted to herself when she looks in a mirror.
491** And Susan herself gets [[http://www.egscomics.com/?date=2005-10-17 'weirded out'']] when surrounded by girls in her male form (because one of the side effects of the TFG's gender-swapping settings is [[http://www.egscomics.com/?date=2005-08-09 heterosexuality in the altered sex]]).
492** The comic now has a favourite [[JustifiedTrope justification]]: [[ChivalrousPervert Tedd]] is the one who [[MadScientist designs]] the forms, and [[InvokedTrope he sees no reasons to make more ugly people]].
493* ''Webcomic/ItsWalky'': The "[[http://www.itswalky.com/comic/well-search-all-of-canada-if-we-got-to/ Anomalie]]" storyline has Joyce and Walky swap genders. Joe, thinking that "Walkie" is one of the "frozen natives," [[http://www.itswalky.com/comic/let-me-look-over-there/ grabs her ass]]. Tony mistakes her for Sal (which considering that they're HalfIdenticalTwins, is understandable). When everything returns to normal, Robin reveals that [[http://www.itswalky.com/comic/so-the-head-alien-is-gone/ she wanted to kiss "Jayce"]].
494* ''Webcomic/IWantToBeACuteAnimeGirl'': During her first public appearance, [[UsefulNotes/{{Transgender}} Cheryl]] waves at a boy in her class who subsequently begins crushing on her (much to "Charon"'s dismay). When Delilah sees a picture of Cheryl, she calls her "really pretty". Even her best friend Zack calls her "cute" before realizing it's her, and seems quite flustered when meeting her girl mode in person.
495* ''Webcomic/JetDream'': Appears frequently in RemixComic stories:
496** The men of the Thunderbird Squadron were all transformed into attractive women, but they were mostly attractive ''men'' beforehand. The exception is the former T-Bird "teen mascot," Rolf Jarl Cook. As a boy, he was a short, skinny kid with glasses, but as a T-Girl renamed "Cookie Jarr," she's extremely attractive, to the point that EvenTheGirlsWantHer.
497** Also enforced in the Cookie Jarr stories that feature TeenSuperspy organization J.E.T. T.E.E.N. The [[WholesomeCrossdresser crossdressing]] young Elle-Boys are all quite beautiful and have very feminine figures, regardless of what they might look like in their male guises.
498* ''Webcomic/KeychainOfCreation'': Reversing the usual genders of the trope, Marena, a [[ReallyGetsAround happily promiscuous]] shapeshifting Lunar Exalt, is just as attractive when she changes into a male form. Given that the comic is based on the Exalted roleplaying game, and the Lunar shapeshifting power in the game doesn't alter the character's Appearance stat, this is all according to the rules.
499* ''Webcomic/MaterialGirl'': Noah's supernaturally-forced crossdressing is played for fanservice in the side material, but earns him several unwanted admirers in the comic itself.
500* ''Webcomic/MenageA3'' and its spin-off, ''Webcomic/StickyDillyBuns'': CampGay actor Dillon frequently dresses in drag, at one point playing ComicBook/BlackCanary on stage. He's so convincing that the male actor playing Green Lantern may not realize the truth even after kissing him. It's generally acknowledged by other characters (including straight males) that, yes, Dillon makes an attractive woman.
501* ''Webcomic/{{Misfile}}'': Ash has managed to attract both boys and girls (not surprising, considering her mother's a lingerie model) but can't quite deal with the {{squick}} factor.
502* In ''Webcomic/MurryAndLewy'', both of the main characters get a Gender Bender. Murry, who was a slightly attractive guy, turned into one heck of a good looking lady, while his partner was average looking at best in both states.
503* ''Webcomic/{{Narbonic}}'': :
504** Subverted: Dave's female form is just plain dumpy. ("Aren't women normally shaped more like Jennifer Lopez?" "Despite what you've been taught, no.")
505** But his gaming friend Seth asks him out anyway. Despite knowing that it's really Dave.
506--->'''Dave:''' I wish I could say this was my worst date ever. I totally do.
507** Gender-bent ''Helen'', on the other hand, looks pretty damn good. [[spoiler:And the gender-swap formula [[PowerPerversionPotential apparently features in a Mad Science-assisted sex marathon]] after Dave and Helen become the OfficialCouple, so girl-Dave can't have been ''that'' hard on the eyes.]]
508*** It's mentioned at this stage that both Artie and Mell are a little surprised at Dave's glow-up throughout the comic - he's started taking care of himself, having a decent haircut instead of the buzz, etc. Presumably this carries over to Fem!Dave, even if we don't see him in that form.
509* ''Webcomic/TheOrderOfTheStick'': Subverted when Roy puts on the Belt of Gender-Changing, as she's still a bald, muscular warrior and very similar to his default appearance.
510** Played straight when donning a (mop) wig is enough to get a dwarf assassin to invite [[strike:him]]her back to his room.
511** Subverted again when Belkar can smell that the woman is Roy but hits on him just because it makes him uncomfortable.
512* In ''Webcomic/Rain2010'', both Rain herself (who's trans) and Rudy (who sometimes cross-dresses) get a lot of attention, even from old friends like Gavin [[spoiler:and Allison]]. The latter in particular confusing Gavin much more.
513* ''Webcomic/{{Roommates}}'': After Jareth turns himself and some other guys female through PowerIncontinence, they ell end up built like supermodels. It was already established before this incident that at least James looks good in female clothing. Thanks to a time manipulating "friend" and later to a French girlfriend and way too much absinthe.
514* In ''Webcomic/ScandinaviaAndTheWorld'', Denmark asks Thailand if he could buy 'the sexy lady' a cocktail, but Thailand admits he's ''Brother'' Thailand, not Sister Thailand. After a {{Beat}}, [[http://satwcomic.com/no-surprise Denmark just asks if that means he'd rather have a beer]].
515* ''Webcomic/SkinHorse'': One of the main characters is Tip, cross-dressing psychiatrist and army veteran. He's also an infamous [[TheCasanova Casanova]], and early in the comic is said to be capable of seducing "any human female under the age of eighty." Later that is amended to "anyone at all."
516-->'''Dr. Lee:''' We were talking, you were very charming, somehow we decided to go to dinner--\
517'''Tip:''' The rest is just a matter of self-confidence.\
518'''Dr. Lee:''' No! This is not what I do! I do not sleep with random transvestites!\
519'''Tip:''' Really? Those clothes on the floor kind of seem to suggest otherwise.\
520'''Dr. Lee:''' Arrgh... and you were wearing sexier underwear than me...\
521'''Tip:''' Where do you think I got the self-confidence?
522* ''Webcomic/SparklingGenerationValkyrieYuuki'' has this as its premise, basically. When Yuuki gets his first good look at his new female body (which has the same face as his old one) he chides himself for his perverted thoughts. [[ManIFeelLikeAWoman And then...]]
523* ''Webcomic/TwoKinds'': In a side plot, the slave Mike has an ''illusion'' cast upon him that makes him appear as an attractive female to himself and others. Chaos ensues.
524* ''Webcomic/WhenIWokeUpIBecameABagelGirl'': Bong Gi used to be an obese otaku. One day later, and…[[ExactlyWhatItSaysOnTheTin well]]… (In Korean slang, "bagel girl" means "a young lady who has a baby face but a slammin’ curvy body").
525[[/folder]]
526
527[[folder:Web Original]]
528%%* Literotica: This is inevitable in any story in the "Transsexuals and Crossdressers" section, for [[ExplicitContent obvious reasons]].
529* ''Website/GaiaOnline'': One minigame features a BizarroUniverse in which the HandsomeLech Liam is a Lia instead. She has a bombshell body, but her face is still very plainly Liam's (albeit with a ton of makeup plastered on), both playing this trope straight ''and'' averting it.
530* ''WebOriginal/{{Paradise}}'': An unknown cause is changing humans into {{Funny Animal}}s (and sometimes [[GenderBender changing their gender]] at the same time), and it's explicitly stated in some of the stories that the gender-Changed get a special "bonus" in the attractiveness department (especially as regards BreastExpansion), even beyond the ordinary such enhancements that Changed get in general.
531[[/folder]]
532
533[[folder:Web Videos]]
534* ''WebAnimation/HelluvaBoss'': The episode "Unhappy Campers" sees Moxxie and Millie infiltrating a summer camp on their own, since Blitzo is busy [[spoiler: looking for his sister]], in order to scout out their most recent target (Despite the fact that they find him in the act immediately - Moxxie forces them to push through with his plan anyway due to his ComplexityAddiction), and to disguise themselves, [[DisguisedInDrag they dress up as their opposite gender.]] Despite the disguises being [[PaperThinDisguise paper-thin]], Millie as "Millerd" not only blends in with gusto amongst the campers, but "he" actually becomes the local heartthrob with the girls constantly swooning over how hot and sporty "he" is, and she ends up becoming LovedByAll and even a minor Internet sensation as a result. This is in stark contrast to her husband, whose "Moxxine" disguise not only weirds the campers out, but his failed attempts at acting like an AlphaBitch leaves him HatedByAll instead.
535* ''WebVideo/TheNostalgiaCritic'': Crossdressing is Doug's AuthorAppeal, so Tamara and Malcolm dress up as other genders constantly. Lampshaded in the ''Film/JupiterAscending'' review when Tamara says they all enjoy it.
536* ''WebVideo/TheSpoonyExperiment'': "Spoonette" seems to be rather popular with the boys. Doubly so when Noah [[http://25.media.tumblr.com/tumblr_lzlwe59it31ql1l25o1_500.png cosplayed]] as Yuna for his ''VideoGame/FinalFantasyX2'' review.
537* WebAnimation/TacoMan's parody of ''VideoGame/NightTrap'' has him disguised as a girl to investigate a case of teenage girls disappearing at a SlumberParty. While there, he catches the eye of the hostess' brother, Zach.
538* ''WebVideo/VaguelyRecallingJoJo'': Inverted. Rubber Soul disguises himself as an ugly, fat female who happens to share the same face as his normal form. Jotaro thinks that the Rubber Soul is just an old lady until Yoshikage Kira's dog was devoured by Yellow Temperance.
539* ''WebVideo/YandereHighSchool'' has Sam and Taurtis dressing up as "Samantha" and "Taurissa", both of whom catch Dom's attention. Their reason for doing so is [[spoiler: Sam's crush on Sookie. Sookie is a lesbian, and the disguise works on her.]]
540[[/folder]]
541
542[[folder:Western Animation]]
543%%** In the Creator/ChuckJones era, Tom disguises himself as a female mouse. It works too well.%%Meaning?
544* In ''WesternAnimation/AdventureTime'''s "Fionna and Cake" episodes, the characters gender-bent into women are sometimes prettier than their male counterparts. Possibly justified, as it's fanfiction written by the Ice King.
545** Ice King's counterpart Ice Queen is a lot prettier than him. For context, the Ice King is a bearded old man wearing a shapeless muumuu, and the Ice Queen looks like a tall young woman with long white hair and a PimpedOutDress.
546** Fionna is much more curvaceous compared to Finn's pudgy and blocky figure.
547* ''WesternAnimation/AlvinAndTheChipmunks'' did a Literature/SherlockHolmes spoof where Simon played Sherlock, Theodore played Dr. Watson and Alvin played Moriarty. In one scene, Holmes (Simon) disguises himself as a Cockney bar wench and was able to fool Watson (Theodore) enough that he came on to him. Because there [[IncestSubtext isn't enough subtext]] in that relationship already, [[DiscountLesbians chipmunks]] or otherwise.
548* ''WesternAnimation/TheAmazingChanAndTheChanClan'': Stanley Chan makes quite a convincing lady when he needs to play the part, and in episode 3 one man found his hula girl self so attractive he ''proposed'' to "her"!
549* ''WesternAnimation/TheAmazingWorldOfGumball'': Parodied when Gumball [[UnplannedCrossdressing wears his mother's wedding dress to school]] after his BumblingDad [[ShrunkInTheWash shrunk all his clothes in the wash]], and not only does everyone ''including his brother and father'' find him impossibly beautiful despite him not changing his voice or mannerisms at all, they think the same of ''anything'' wearing the dress, including a balloon with a face scribbled on it and a fire hydrant. Apparently, it was just a really nice dress. (Given they live in a world where animals and objects spontaneously become intelligent, clothes may really be the only thing they can use as a standard of beauty.)
550* ''WesternAnimation/AmericanDad'': Roger Smith apparently looks so good disguised as a teenage girl even his old friend Steve is fooled. They even dated for a while and he never even tumbled to the truth.
551* ''WesternAnimation/BeavisAndButtHead'': In one video sequence, Beavis mistakes well-known drag artist [=RuPaul=] for a "hot chick", much to Butt-head's amusement.
552* ''WesternAnimation/BugsBunny'': Bugs frequently cross-dresses as part of his KarmicTrickster hijinks:
553** In the classic cartoons, Bugs' "victim" invariably regards the result as attractive, although it looks rather silly to the audience. 'Cause everyone agrees [[RuleOfFunny it's funny.]]
554** Referenced in ''Film/WaynesWorld'' where Garth asks Wayne if he ever found Bugs Bunny attractive when he dressed up as a girl bunny. Wayne laughs his "no" incredulously for a moment, then says seriously "No", to which Garth hastily responds "Me neither, I was just wondering".
555** Discussed in a ''Webcomic/BasicInstructions'' strip, with one character [[{{Squick}} squicking]] out another by pointing out that none of the female characters in the WesternAnimation/ClassicDisneyShorts (Minnie, Daisy, Clarabelle) is as attractive as Bugs Bunny in drag. The other character requests BrainBleach but nonetheless admits that [[StupidSexyFlanders this is true]].
556** Set up similarly, but subverted in ''WesternAnimation/DuckDodgers'', where [[WesternAnimation/DaffyDuck Dodgers]] dresses a woman to fool some guards but they both think "she" is ugly and quite easily figure him out to be a guy. Dodgers then has to simply bribe them. (But played straight in an episode where [[WesternAnimation/PorkyPig the Cadet]] is disguised as a female alien to seduce [[WesternAnimation/MarvinTheMartian X-2]] and retrieve information.)
557** Bugs's drag act is subverted on ''WesternAnimation/TheLooneyTunesShow''. Most characters say he makes an ''ugly'' woman, though Daffy and Speedy have found him attractive.
558* ''WesternAnimation/CampLazlo'': The guy-dresses-as-woman variant has happened to Lumpus a couple of times. The first time, after leaving a restaurant without paying, he and Slinkman must sneak back in dressed as women. Sure enough, an employee falls for Lumpus even after he bangs on the men's room door, shouting in his normal voice for Lazlo to let him in. It was done ''hilariously'' later on in the series, when Jane, the love of his life, was engaged to the most disgusting character on the series. Lumpus happens to be in a dress when he finally confesses his love for her...and everyone thinks he's a lady confessing her love for Jane's ''fiancé'', who simply says, "Sorry, Jane, she's hot," and chases Lumpus.
559* ''WesternAnimation/{{Clarence}}'': The title character is considered to be this when he tries on a bikini in "Clarence Gets a Girlfriend."
560* ''WesternAnimation/CloneHigh'': In one episode Joan disguises herself as a man (and by that we mean [[PaperThinDisguise she wears a fake mustache and uses a clearly fake name]]) in order to infiltrate the boys' basketball team. [[TheVamp Cleopatra]] comes onto Joan and is shocked when she is rejected [[GirlOnGirlIsHot (and intrigued when she finds out why)]] while [[TheCasanova JFK]] is so attracted to her that he starts to wonder if she's his ClosetKey.
561* ''WesternAnimation/CodeMonkeys'': Mary becomes "Mitch" after she gets fed up with discrimination in "Just One of the Gamers". Just like the ''Futurama'' example, a man who lusted after her as a woman (in this case, Jerry), is just as attracted when she's a man, with predictable confusion and self-doubt on Jerry's part.
562* ''WesternAnimation/CountDuckula'': When Duckula attends a dinner party disguised as a SouthernBelle, his enemy Dr. Von Goosewing is immediately smitten with him.
563* The ''WesternAnimation/CowAndChicken'' episode "Which Came First" has Chicken start dressing like a girl after Red Guy tricks him into thinking he laid an egg. His friends Flem and Earl immediately start acting sweet on him.
564* In ''WesternAnimation/{{Cybersix}}'', the title character is a woman who dresses as a man in her secret identity, an English teacher, and has a female student lusting after him/her.
565* ''WesternAnimation/TheFairlyOddParents'':
566** In "[[Recap/TheFairlyOddParentsS2E12TheBoyWhoWouldBeQueen The Boy Who Would Be Queen]]", Wanda changes Timmy into a girl. Timmy's best friend A.J. falls for "Timantha" and tries to win her over with a dead frog.
567** Timmy's dad once dressed as a woman to enter Miss Dimmsdale pageant. Adam West falls in love with him and knowing the truth does nothing to change the feeling.
568* ''WesternAnimation/FamilyGuy'': Brian has hit on both a DisguisedInDrag Stewie and [[UnsettlingGenderReveal Quagmire's father]].
569* ''WesternAnimation/TheFlintstones'': There are at least two episodes where Fred dresses as a woman, and in both someone inexplicably finds him irresistibly attractive. (Well, inexplicably if you discount "because it complicates the plot" as a viable reason.)
570* ''WesternAnimation/{{Futurama}}'':
571** Played with in "[[Recap/FuturamaS2E17WarIsTheHWord War Is the H-Word]]", when Leela disguises herself as a decidedly un-handsome man named "Lee Lemon." Even though [[http://futurama.wikia.com/wiki/Lee_Lemon she doesn't look like much]], Zapp Brannigan is strangely attracted to "him" and, in the end, after fighting Lee, losing, and finding out who "he" really is, proclaims that he's never been so happy to have been beaten up by a woman.
572** In "[[Recap/FuturamaS4E13BendHer Bend Her]]", Bender passes himself off as a female robot to enter the Robot Olympics and attracts the attention of ShowWithinAShow actor Calculon. FridgeLogic ensues.
573** In "[[Recap/FuturamaS6E20Neutopia Neutopia]]", most of the cast have their genders swapped by an alien. Most of the crew don't look great, but [[http://www.tvfanatic.com/gallery/fry-as-a-woman/ as a female]], Fry not only quickly attracts the attention of Zapp but is sufficiently good-looking to effortlessly slip into the BrainlessBeauty trope.
574--->'''Female Fry:''' Now when I say stupid things guys laugh and buy me stuff!
575* ''WesternAnimation/TheGarfieldShow'': One episode has this happening to Garfield and Odie, resulting in them looking like elderly ladies (to be fair, though, this is imposed on them). Nermal gets smitten the moment he sees Garfield in this fashion, but lucky for him he never finds out the truth.
576* ''WesternAnimation/JohnnyBravo'':
577** In "The Sensitive Male!", Johnny's idea of getting in touch with his feminine side involves dressing as a woman. Not only does this get him laughed at by the woman he's trying to flirt with, but then two lonely sailors on shore leave start flirting with Johnny.
578** {{Justified|Trope}} in "Witch-ay Woman", when a gypsy enchantress turns Johnny into a woman. She specifically turns him into an attractive woman so he can learn how annoying it is to be constantly hit on.
579* ''WesternAnimation/{{Kaeloo}}'': In one episode, Stumpy tries to enter a nightclub, but the bouncer tells him that only girls are allowed. He comes back [[PaperThinDisguise in a wig]] pretending to be a girl, and the bouncer seems to find the "girl" attractive.
580* ''WesternAnimation/TheLegendOfVoxMachina'': After trying out the scroll he found in the second episode, Scanlan briefly shapeshifts into a female form, leading Grog to remark he's both "confused and aroused", while Scanlan himself is stunned at how hot his female form is. It helps that it shoots him up to the size of an elf as opposed to his usual gnomish stature.
581* ''WesternAnimation/MyLittlePonyFriendshipIsMagic'': In "[[Recap/MyLittlePonyFriendshipIsMagicS5E18BrotherhoovesSocial Brotherhooves Social]]", Big Macintosh disguises himself as a mare in an attempt to participate in the Sisterhooves Social. Nopony is fooled and they decide to humor him, except for one middle-aged stallion who hilariously tried to court him and gave him flowers.
582* ''WesternAnimation/PinkyAndTheBrain'': In "My Feldmans, My Friends", Pinky and Brain disguise themselves as a married couple to fool the neighbor, who falls for Pinky as Mrs. Feldman.
583* ''WesternAnimation/ThePowerpuffGirls1998'': Professor Utonium's CoincidentalAccidentalDisguise as a female lumpkin makes Fuzzy fall madly in love.
584* ''WesternAnimation/{{Rugrats}}'': A G-rated version occurs when Tommy is crossdressed as a girl by Stu and Lou to enter him in a beauty pageant. The audience and the judges all think he's adorable, including Angelica, who calls him "The cutest little girl (other than herself) in the pageant". He even ends up winning the pageant until they're ratted out by Didi.
585* ''WesternAnimation/TheSimpsons'':
586** In "[[Recap/TheSimpsonsS4E21MargeInChains Marge in Chains]]," Bart plans to use this trope against the prison warden.
587** In "[[Recap/TheSimpsonsS5E2CapeFeare Cape Feare]]", Abe developed feminine attributes due to not taking his medication. Jasper Beardley then flirted with "her". Abe would have told the truth but changed his mind when his suitor told "her" his dating plans.
588--->'''Jasper:''' I've got Steve and Eydie tickets.\
589'''Abe:''' I'm all yours! ''<smooch>''
590** In "[[Recap/TheSimpsonsS17E17KissKissBangBangalore Kiss Kiss, Bang Bangalore]]", there's a ''Series/StargateSG1'' convention. When the lights are out, ''Series/{{MacGyver|1985}}''-obsessed fans Selma and Patty abduct Richard Dean Anderson. The people attending the convention conclude that there must be a real Stargate in the convention hall, and start looking for it until someone points out something ''more incredible'': there's a ''girl'' in there. The "girl" is Groundskeeper Willy, who tries to explain he isn't a girl and is wearing a kilt but is told he's the best they hope to get.
591* ''WesternAnimation/TheSmurfs2021'': Dimwitty is attracted to at least one of the two male Smurfs dressed as girls in "Smurfs In Disguise".
592* ''WesternAnimation/SouthPark'':
593** Parodied. After deciding he's a woman trapped in a man's body, Mr. Garrison undergoes sex reassignment surgery and (briefly) becomes "Janet" Garrison. The female Garrison looks nearly identical to the male version, save for lopsided breasts and a slightly smaller build.
594** "[[Recap/SouthParkS2E13CowDays Cow Days]]": Cartman suffers a case of amnesia and believes himself to be a Vietnamese prostitute named "Ming Lee". Wanting money, his friends have "Ming Lee" earn it for him. At least one of the clients likes it so much he doesn't even become upset upon recognizing Cartman is a guy.
595** In "[[Recap/SouthParkS7E5FatButtAndPancakeHead Fat Butt and Pancake Head]]", Cartman's ''hand'' was Music/JenniferLopez. She likes tacos and burritos. Ben Affleck left the real Jennifer for the fake, and Cartman, who [[UnreliableNarrator apparently]] couldn't control his hand, got Affleck spooge all over him.
596** In the [[Recap/SouthParkS17E7BlackFriday Black Friday]] trilogy, Kenny becomes the [[ShownTheirWork legitimately]] {{Animesque}} Princess Kenny, who makes men fall in love with "her" cuteness [[CutenessProximity just by being there]].
597* ''WesternAnimation/SpongeBobSquarePants'':
598** In one episode, Patrick disguises himself as a woman and becomes part of a LoveTriangle between Squidward and Mr. Krabs.
599** Subverted in the episode where Mr. Krabs' daughter Pearl has a birthday party with all her female friends. Mr. Krabs wants to spy on his daughter's party, and [=SpongeBob=] offers to help. Cut to what is [[PaperThinDisguise very obviously]] [=SpongeBob=] in high heels, lipstick, and a dress (without any effort to change Tom Kenny's voice) walking up to the house and ringing the doorbell. The girls open the door for "her", but immediately see through her disguise, say they've never seen "her" before, and demand that [=SpongeBob=] leave the party, until "she" runs off in tears, [[spoiler:just as Mr. Krabs drives up with the real [=SpongeBob=], ''not'' in female clothing. They watch her run away, and wonder where she came from in confusion]].
600--->'''Mr. Krabs:''' Who was that girl?\
601'''[=SpongeBob=]:''' I don't know, but she is [[HypocriticalHumor ugh-ly!]]
602* ''WesternAnimation/{{Stoked}}'': In "Mr. Wahine", Reef is first forced to dress up like a girl by the senior staff members, but then when he finds out that there's an all-girl surf contest going on, he decides to keep his disguise on for a chance to beat his [[SlapSlapKiss rival-slash-love interest]] Fin. Disguised as "Sandy Beaches", he discovers to his horror that the manager of the hotel is immediately crushing on him.
603* ''WesternAnimation/TakAndThePowerOfJuju2007'': Tak disguises himself as a girl to sneak into a club that only allows women in the episode "Girls Only". When it proves difficult for him to find an opportunity to change out of his disguise, his friend Keeko becomes smitten with his female disguise.
604* The Creator/TerryToons short "Dinky Duck: The Beauty Shop" sees a buzzard dressing himself as female bird which the rooster going heads-over-heels for him. This was the plan so the hens would go jealous and go inside a beauty saloon the buzzard prepared and traps the rooster and the hens inside. Luckily, the titular Dinky Duck manages to defeat the bussard.
605* ''Franchise/TomAndJerry'':
606** One episode features Jerry getting a robot dog to protect him from Tom. Tom hides the robot and disguises himself to look like it. By the time the robot escapes and confronted him, a moped falls into Tom's disguise, making it look like a female dog robot. The robot falls in love.
607** When Tom is tasked with guarding the garden against a gopher, he disguises himself as a female gopher. It would have worked except that Jerry warns the gopher, who then plays along.
608** "Flirty Birdy" (1945): Tom uses a PaperThinDisguise to entice an eagle who is also after Jerry for eating. Things [[GoneHorriblyRight Go Horribly Right]] and it ends with Tom sitting on a nest of eggs!
609* ''WesternAnimation/TheVentureBros'':
610** Dean Venture finds himself in [[{{Ruritania}} Ünderland]] while wearing a Princess Leia slave girl costume (it was for a costume contest, the group theme being ''Franchise/StarWars''). The dictator of the nation, Dr. Venture's "official" arch-nemesis, hauls off the rest of the Ventures but falls instantly for Dean.
611** Subverted by Colonel Hunter Gathers. [[UsefulNotes/{{Transgender}} While he did fulfill his lifelong dream of having "big beautiful tits"]], and did have a smoking hot body, his [[PermaStubble head and face stayed the exact same.]]
612* ''WesternAnimation/WoodyWoodpecker'': Woody has done this a few times, charming both Wally Walrus and Buzz Buzzard. Justified, perhaps, with fellow avian Buzz, but a male walrus?
613* ''WesternAnimation/YoungJustice2010'': Kid Flash can't help but find Miss Martian attractive when she assumes the shape of a female version of himself.
614[[/folder]]

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