%% Image selected per Image Pickin' thread: http://tvtropes.org/pmwiki/posts.php?discussion=1365186595053278800
%% Please do not replace or remove without starting a new thread.
[[quoteright:350:[[Webcomic/DubiousCompany http://static.tvtropes.org/pmwiki/pub/images/DudeLooksLikeDubiousContent_680.png]]]]
[[caption-width-right:350:To be fair, it ''is'' more masculine than his prior [[GirlishPigtails hairstyle]].]]

->'''Hideyoshi:''' ''[in trunks]'' Hey! How's it going you guys? Finally done changing. Sorry for the delay.\\
'''Lifeguard:''' W-what do you think you're doing!? Get back in there!\\
'''Hideyoshi:''' Are you guys closing?\\
'''Lifeguard:''' Why aren't you wearing a top with that?\\
'''Hideyoshi:''' Because this is a guy's swimsuit; it doesn't come with a top.\\
'''Lifeguard:''' Well, girls shouldn't be wearing guys' swimsuits out here.\\
'''Hideyoshi:''' I agree with you, ''but I'm not a girl.''
-->-- ''LightNovel/BakaAndTestSummonTheBeasts''

%% Quote changed per thread: http://tvtropes.org/pmwiki/posts.php?discussion=1327331003042025100&page=158

Whether it is due to their gorgeous hair, delicate features, snazzy dressing, or fey nature, some boys get called "little lady" more often than they'd like. The opposite of LadyLooksLikeADude, this trope involves male characters who, despite entirely identifying as male and making no effort to seem otherwise, are frequently mistaken for female (by other characters).

'''Not to be confused with:'''
* WholesomeCrossdresser or CreepyCrossdresser (when the dude ''wants'' to look like a girl)
* ViewerGenderConfusion (when ''you'' mistake a character's gender)
* {{Bishonen}} (male characters who are feminine or androgynous-looking--some of those dudes do look like ladies, but what separates it from this trope is that it's normally not commented on by other characters)
* DisguisedInDrag (when the dude's dressing as a girl only for a specific reason)
* ManIFeelLikeAWoman (that's [[GenderBender a whole 'nother story]] entirely)
* {{Transgender}} (when the "dude" identifies as a girl and is trying to pass as one or vice versa)
* EverybodyWantsTheHermaphrodite (when the "dude" has female parts as well as male ones)
* AmbiguousGender: when the character looks androgynous but their gender ''remains'' unrevealed (and the character may not even ''be'' a human male or female)

Frequently results in an UnsettlingGenderReveal; the difference is how much another character has invested in the dude actually being a lady (''Film/TheCryingGame'' versus any scene with Kazuki in ''Manga/GetBackers'').

Named for the Music/{{Aerosmith}} song, a RealLife example as it was allegedly [[TakeThat/{{Music}} written about]] Music/MotleyCrue [[TakeThat/{{Music}} frontman Vince Neil]].

Compare AmbiguousGender and {{Bifauxnen}}.



[[folder:Anime & Manga]]
* Husky the fishboy from the manga ''Manga/PlusAnima'' is so girly in appearance, even the reader isn't sure of his gender until he complains about being forced to dress like a girl. When he's introduced, he's a circus attraction... the "Mermaid Princess". Characters frequently mistake him for a girl, and his friend Nana at one point becomes convinced that he's a girl in disguise due to his appearance and the fact that he's more girly than ''she'' is. Poor Husky is forced to prove his masculinity by getting naked and showing a horrified Nana his manly bits. As it turns out, the reason he [[HeManWomanHater doesn't care much for girls]] is because of how much he was teased for looking and acting like one as a boy. A side character even ''falls in love with him'' after Husky saved him from drowning... poor guy thought he was, well, the mermaid princess. A group of teenage boys invite him to come "play with them", thinking he's a girl. One mentions "she" is a bit young, but apparently the leader "likes [his girls] young". Even after Husky [[BerserkButton attacks them in rage]] they don't realize he's a boy.
%%* ''Manga/{{Adekan}}'': Anri and Shiro are pretty enough to get mistaken for girls.
* Minoru in ''Manga/AKB49RenaiKinshiJourei'', which inspired him to cross-dress and participate in the same auditions as his crush to secretly provide her some moral support.
* Akira Shiraishi in ''Manga/AiOreLoveMe'', the "princess" of his all-boys school, and considered a girl even by his brothers. Also dating the [[{{Bifauxnen}} "prince"]] of an all-girls school, Mizuki Sakurazaka. This generally leads to people around them being shocked when they go out on a date and overhear Akira calling Mizuki his girlfriend or Mizuki mentioning Akira as her boyfriend.
* ''Manga/AirGear'': In chapter 279, while fighting Agito, the girlish loli Shalott reveals to Agito that [[UnsettlingGenderReveal he is actually a guy]].
* In ''Manga/AnatoliaStory'', Yuri mistakes a guy named Tito for her little sister Eimi. Funny, since Yuri herself is a {{Bifauxnen}}.
* In ''Manga/AngelSanctuary'', the only thing Rosiel needed to do to fool mooks into thinking he was a woman was to ''talk in falsetto''.
* In [[Manga/AiKora Inoue]] [[Manga/MidoriDays Kazurou]]'s short story ''Aoi Destruction'', the titular father of the main character is a 38 year-old man, yet looks like a little girl.
* Nagisa Shiota from ''Manga/AssassinationClassroom''. He confused many readers into thinking he's a girl. At one point it's lampshaded--the class goes swimming, and a couple girls notice he's in male swimwear. Becomes a plot point later when [[spoiler:he dresses up like one to help the other girls while infiltrating a resort.]]
* ''Webcomic/AxisPowersHetalia'':
** Several people thought that China was a girl, him with his ponytail and all. Well, it's not that hard to believe [[http://i824.photobucket.com/albums/zz169/JulieTF2/Axis%20Powers%20Hetalia/4540851.jpg with]] [[http://i327.photobucket.com/albums/k451/anekisee_album/axis%20power%20hetalia/402869.jpg pictures]] [[http://fc03.deviantart.net/fs41/f/2009/010/c/a/caa4ee10ed9b96bd47d1b9f519e044ac.jpg like]] [[http://fc07.deviantart.net/fs40/f/2009/055/7/4/APH_China_version_Huggy_Pillow_by_JikokuNoRei_sama.jpg these.]] [[http://3.bp.blogspot.com/_W-TWZHRT-Fs/TRtMwOppTdI/AAAAAAAAAII/QK3FBhiJLDY/s1600/nihao_china.jpg It's no wonder]] [[http://images4.wikia.nocookie.net/__cb20100317175501/hetalia/images/6/6b/Hetalia_China_CD.png the fans are]] [[http://blog-imgs-38-origin.fc2.com/h/i/m/himaruya/nihao_china.jpg confused]]. Lampshaded by the creator:
-->The only female member of the Allies...''not''.
** Chibitalia (young North Italy). Many nations, including his caretaker Austria, were convinced he was a girl, and the Holy Roman Empire even [[HoYay fell for him]]. Until Italy reaches puberty and his voice changes.
** [[AgentPeacock Poland]] already looks girlish, and then he talks in a schoolgirl dialect (translated to ValleyGirl in English) and, when he feels like it, [[WholesomeCrossdresser cross-dresses]]. When they were children, Prussia pointed out that Poland looks like a girl and, because the Teutonic Knights had a vow of chastity, [[ItMakesJustAsMuchSenseInContext he had to touch his balls]]...Poland wasn't up to it.
* ''LightNovel/BakaAndTestSummonTheBeasts'': Hideyoshi, the infamous DudeLooksLikeALady of the series, looks like [[http://images6.fanpop.com/image/photos/39300000/Hideyoshi-Kinoshita-baka-to-test-to-shoukanjuu-39379167-400-400.png this.]] No wonder people have a hard time believing that he's a guy, and it's even funnier when his looks gives him the role of MsFanservice, even more than the ''actual girls.'' Oh, and he is also lusted after by almost [[EvenTheGuysWantHim all the guys]] in the series.
* Rentaro Taki from ''Battle Club'' takes this UpToEleven, to the point that he literally looks like a woman, complete with relatively large breasts and an attractive feminine figure. Even WordOfGod [[spoiler:states that he's a dude]] in spite of his appearance. The only thing that makes him a male is that [[spoiler:he has male genitalia]].
* A few characters in ''Manga/BetrayalKnowsMyName'':
** Most notably Yuki who's even told he looks like a girl by other characters. Which is quite understandable as he [[spoiler:has been a girl in all of his previous lives]].
%%** And in episode 14, Sodom, once he reveals his human form.
%%* ''Manga/BlackBird'' has Kyo, whom Misao mistakes for a pretty girl upon seeing him as an adult.
* ''Manga/BlackButler'': Ciel. Joker even had to ask if Ciel was a boy to make sure. Also, in the Green Witch arc Rudgar is surprised to learn that Ciel's a boy and Sullivan [[CrotchGrabSexCheck grabs his crotch]] while asking "which one" he is.
* ''Manga/BlackLagoon'': In the omake episode ''Boys and Girls'' (in which everyone is gender-swapped to their opposite genders), Revy (who gender-swapped to male) looks much like his original female version, such as the clothes and hairstyle, which causes Rock (who gender-swapped to female and has gone a bit insane because everyone is gender-swapped and he's the only one who remembers their original genders) to believe that Revy is still a woman, but Revy admits to her that he is a guy and proves it by [[UnsettlingGenderReveal taking off his shorts and showing Rock his genitalia]].
* Ryousuke from ''Manga/BokuraNoHentai'' has long eyelashes and is noted in elementary to have looked like [[StrongFamilyResemblance a short haired version of his sister]] (made even more obvious [[spoiler:as family photos reveal Yui herself [[LadyLooksLikeADude looked like Ryousuke]] when she was younger and had BoyishShortHair]]). In middle school Ryousuke [[LongHairedPrettyBoy keeps his hair long]] to [[MySiblingWillLiveThroughMe dress up as her]].
* Mizuki, the main character of ''Manga/BokuGirl'', is a guy, but he looks so much like a girl that about everyone has mistaken him for one his whole life. He has even received several love confessions from guys who may or may not be demotivated by his real gender, to his great dismay. To make matters worse, the goddess Loki decides to play a prank on him and [[GenderBender turns him into an actual girl!]]
* In ''Manga/Brave10'', Kamanosuke prompts a lot of confusion and has to do very little to look feminine, [[DecoyDamsel something he used to ambush people]] during his time as a bandit. When the Braves meet Jinpachi, [[HandsomeLech Jinpachi immediately starts hitting on him]], thinking he's the hot teammate Kakei told him about:
-->'''Jinpachi:''' Whoa, a strong-willed woman! You'd make a great pirate!\\
'''Kamanosuke:''' Have you got a screw loose, asshole!? What part of me looks like a woman!? I'm a man!!
* It's fairly easy to mistake ''Manga/CastleTownDandelion'''s Haruka for his twin sister. In Chapter 26, Shuu even commented he'd look fine in a skirt.
* Mumu Momoyama from ''Manga/ChocoMimi'' gets mistaken for female by both Choco and Mikachin when they meet him. He does occasionally wear skirts, and once dressed as a maid to advertise the class cafe, but he doesn't like being mistaken for a girl. Mikachin does assume he's a SweetPollyOliver once though.
* There are several examples in ''Manga/Classi9'':
** Ren says she often forgets Liszt is actually a man because of his long hair and gentleness.
** Beethoven was mistaken for a crossdressing girl while walking with Ren by two guys who came to Vienna to pick up girls. Salieri says he has feminine features and his long hair and short stature don't help. Since the two guys wouldn't give up about taking Ren and Beethoven on a double date, even after Salieri confirmed their alleged gender, Beethoven outright stripped to prove he was, in fact, a man.
** In-universe only, Rentarou tries to avoid that trope as much as possible. However Mozart tells Ren she already looks girly and fragile because she is so petite and baby-faced, and her jittery behavior doesn't help. Wagner interpreted the imposter's accusations as this trope because of that jittery behavior and [[spoiler:Tchaikovsky]] figures out Ren's secret because she's trying too hard.
* In ''Manga/CountCain'', the only thing Cain needs to do to convincingly cross-dress is to wear a wig. He managed to fool a man into thinking he was a HighClassCallGirl once, even though the man was literally inches away from his face.
* Gren from ''Anime/CowboyBebop''. The second he speaks, it's obvious he's a man, but he looks very feminine and [[spoiler:due to an experimental and highly-addictive drug, he has boobs. Big ones]].
* Sakuragaoka from ''Manga/DFrag''. Not only does he look and sound exactly like a girl, but his female clubmember, Tsutsumi Inada, finds him extremely attractive when he crossdresses, often finding any excuse to get him to wear girlish outfits.
* Yu Kanda from ''Manga/DGrayMan'' was mistaken for a girl by Lenalee the first time they met as children. Even now, main character Allen has been known to use "girly face" as an insult for Kanda. In chapter 210 there's a scene where a random guy in a bar hits on Kanda, thinking he's a girl.
* Daisuke Niwa from ''Manga/DNAngel''. He was made to dress up as the princess in a play and made a ''very'' convincing girl with just a wig and dress. On one occasion, one of his friends comments on how girly he looks.
* Hinata (Hina) Omori of ''Manga/DesireClimax'' looks enough like his beautiful sister Mio Omori that her boyfriend almost mistook him for her in the dark.
* [[spoiler:Seiji Asou]] from ''Manga/DetectiveConan'' is strong enough in this department that his actual gender was not questioned after being on a [[spoiler:HarmlessLadyDisguise]] for two years.
* Rune of ''Manga/DragonKnights'' was used as a body double for a princess in the first volume. Later on he gets proposed to by a man who then pats down Rune's chest to confirm his claims of masculinity.
* Historical Japanese figure, Nasu no Yoichi, from ''Manga/{{Drifters}}'' is presented this way, to the extent that Toyohisa and Nobunaga both thought he was a girl at first.
* Eljuia from ''Anime/{{Endride}}'', whose RapunzelHair, long eyelashes, and general {{bishonen}} appearance cause some confusion, to the point of it being lampshaded when Shun is trying to describe the [[LaResistance Ignauts]] to an innkeeper:
-->'''Shun:''' Have you seen a guy with a feather sticking out of his hat? Or this guy who kind of looks like a girl?
* Hiromi Sugita from ''Manga/{{Erased}}'' has both a feminine appearance and name and was allegedly murdered by a serial child kidnapper and killer who targets girls because he was mistaken for one. [[AmateurSleuth Satoru]] later theorizes that the killer was well aware of Hiromi's gender and killed him in order to remove himself from the list of suspects, as anyone who knew Hiromi would also know that he's a boy and thus be discounted by the police as a serial killer known for targeting young girls. As it turns out, [[spoiler:Satoru's theory is correct, as the killer is revealed to be both his and Hiromi's fifth-grade teacher]].
* In the original manga version of ''Manga/FairyTail'', Midnight's gender is very ambiguous, but the anime adaptation makes it more obvious that Midnight is a man thanks to voice acting. The makeup makes it easy to think that Midnight is actually a woman. Gajeel even [[LampshadeHanging lampshades]] this in the Key to the Starry Skies arc:
-->'''Gajeel:''' You look like some angsty kid to got into his mother's makeup.
* Rei in ''Manga/FistOfTheNorthStar'' actually takes advantage of this--he disguises himself under a sheet, leaving only his very feminine eyes showing, and then kills the bandits that try to take advantage of him.
* ''Manga/TheFiveStarStories''' Amaterasu dis Grand Grees Eydas IV and his sort-of honorary nephew [[ArtificialHuman Maximum HOLTFORS Ballanche Kaien]], Duke of Fates. The guys could win any [[AmbiguousGender androgyny contest]] just by showing up, and [[UnsettlingGenderReveal surprising]] unsuspecting males is a RunningGag for Amaterasu when he goes to [[KingIncognito fool around incognito]]. Hell, there was a moment when Amaterasu was impersonated by a full-on woman, and nobody noticed.
* Tokiya Mikagami in ''Manga/FlameOfRecca''. A death glare awaits those who think he's actually a girl in disguise. It's even more explicit in the anime than in the manga. When a guy identifies the only teenage boy around as being [[{{Tomboy}} Fuuko]], an enraged Tokiya shouts, "You idiot! I bet you thought I was a girl!"
* In the ''Anime/{{Free}}'' drama CD, it's mentioned that Rin has a pretty face and looks very good in a maid dress. His own sister calls him pretty.
* Several characters in ''Manga/FruitsBasket'':
%%** Ayame is the biggest example. The [[RapunzelHair long white hair]] ''doesn't help''.
** This ambiguity of this trope got played around with. Kakeru started calling Yuki, who gets told he looks like a girl rather often, "ranger pink". He's androgynous enough that Kakeru tricked his girlfriend into believing he really was a girl who was cross-dressing as a boy in a SugarWiki/{{Funny Moment|s}}.
* Envy from ''Manga/FullmetalAlchemist'', who is male in the [[Anime/FullmetalAlchemist first anime series]] [[spoiler:being Hohenhemin and Dante's son]], but can shapeshift into a woman if he wishes. In the official character book for the manga, the section under Envy is described as "of uncertain gender". He even had a female voice actor in the original Japanese, English, and Hungarian dubs, and this appearance is played for laughs in the Chibi Party OVA.
* ''Manga/FushigiYuugi'':
%%** Hotohori is initially mistaken for a woman.
** Likewise Nuriko, though [[WholesomeCrossdresser the dress]] probably guided most assumptions. Even when Nuriko stops wearing dresses and wears more masculine clothing, this trope becomes more apparent for him, especially when he still wears his hair in a long braid.
* Yellow Belmont in ''Anime/GenesisClimberMospeada'' disguises himself as a female pop singer to avoid detection by the Inbit. His natural appearance is so feminine, however, that in one episode, while sunbathing almost completely naked, he is still mistaken for a woman by a tribal youth seeking a wife.
* When Kazuki of the Strings in ''Manga/GetBackers'' assists a person in a hospital, not only does the head nurse assume he is a woman, she thinks he is a trainee, makes him wear a nurse's uniform, and takes his clothes. Ren also mistakes him for a girl, and is in turn mistaken for a guy by Shido. Amon goes so far as to hit on him. On many occasions, main characters have been peeping on what is supposedly a girl bathing, approached a "girl" from behind, or otherwise been completely blindsided when they see the face and [[UnsettlingGenderReveal realize that they've been attracted to Kazuki]]. Major spoilers: [[spoiler:the end of the manga reveals that the GB world is an AI simulation with Infinity Tower as its conduit, explaining the superpowers the characters have. In the "real world", Kazuki really is female, and is married to Jubei, bearing his child]].
* Lucille, the vocalist in the manga ''Grand Guignol Orchestra'', is often mistaken for a woman.
* Ranmaru Fujieda from ''Manga/HaikaraSanGaTooru'', being a ''kabuki'' artist and also doing acting training.
%%* Huo Long from ''Manga/HaouAiren''.
* ''Manga/HayateTheCombatButler'''s Hayate Ayasaki has a face girly enough that both Nagi and Maria are occasionally compelled to [[DraggedIntoDrag make him play dress-up for them]]. The result of those projects sends the {{Moe}} factor of the show through the roof.
* ''Manga/{{Hellsing}}'':
** Alucard's apparently [[AFormYouAreComfortableWith female form]] counts, as despite looking the part, he still retains his deep, obviously ''male'' voice.
** Also Schrodinger. It helps that he shares a similar design to Seras (sans the hilariously large bust)
* In ''Manga/HunterXHunter'', Chrollo mistakes Kurapika for a woman when he first meets him. Then again, Kurapika WAS [[WholesomeCrossdresser dressed as a woman with a feminine hairstyle, and he did it very convincingly too]]. Chrollo seems more shocked at getting Kurapika's gender wrong than him being incapacitated and tied up in Kurapika's car.
* In ''Manga/{{Jin}}'', Tanosuke is so feminine, his acting career begun with him playing female characters. If it wasn't for his short hair, you probably wouldn't guess he's a man.
* ''Manga/JojosBizarreAdventure'': ''Vento Aureo'': Narancia Ghirga has a gently-curved face and a lithe body figure (due to malnutrition in his youth), leading a lot of readers to think he is a girl at first glance. And, well, his Stand is Aerosmith for a reason.
%%* Miller from ''Manga/KaguyaHime'', much to his dismay.
* Suriou from ''Manga/KamisamaKiss.'' Some of the other characters even lampshade it when they remark that he is prettier than the female lead, Nanami.
* ''Manga/KarakuridoujiUltimo'':
** Rune. It's actually lampshaded; he ''was'' a girl in his past lives.
** If you prefer to believe the Doji actually have genders (they are supposed to be robots) then Ultimo, Desir, Jealous, and most especially Sophia and Service all count (the former for his feminine name, and the latter for being a CaptainErsatz of [[Manga/ShamanKing Tamao]])
* Pre-GenderBender Hazumu of ''Manga/KashimashiGirlMeetsGirl''. Yasuna, who DoesNotLikeMen, accidentally mistook him for a girl when he was still a "he".
* After ArtEvolution, ''Manga/KatekyoHitmanReborn'' has suddenly started getting a bunch of them, including the protagonist. Chief offenders include Kikyo and Daisy of the [[spoiler:Real Furneral Wreathes]]. Only in the latest chapter has the translator been certain that Kikyo is male and no one can be certain if Daisy is this or a {{Bifauxnen}}.
* Kagemiya Sen from ''Manga/{{Kekkaishi}}'' can be easily mistaken for a female due to his face shape and hairstyle. This is also noted by the other characters in the manga itself, much to Sen's displeasure.
* Shun from ''Manga/KimiToBoku'' starts out as a LongHairedPrettyBoy who NewTransferStudent Chizuru mistakes for a girl (and falls for). He gets a haircut for the summer and keeps it the rest of the series.
* Shun in ''Manga/KokoWaGreenwood''. As a practical joke, several older residents of the dorm convince the main character (who is Shun's roommate) that Shun is in fact a cross-dressing girl. This deception holds until Kazuya runs into Shun using the urinal.
* The titular character of ''Manga/KunisakiIzumoNoJijou'' looks like a girl and is often mistaken for one. Because of that, he is also invariably assigned as an ''onnagata''[[note]]male actor playing female roles[[/note]] in the ''kabuki'' plays organised by his family's troupe, much to his chagrin.
* ''Anime/{{Macross}}'':
** Lord Geppelnitch ([[spoiler:or, rather, the human body he's possessing]]) from ''Anime/{{Macross 7}}'' looks and sounds so ridiculously feminine that nobody among the fans could believe he was a man. Near the end of the series he is seen shirtless, which finally proves it.
** Alto Saotome from ''Anime/MacrossFrontier''. Well, it generally happened offscreen, but his [[{{Bishonen}} fine features]] and long hair make such reports rather believable. The fact that he's a trained (and talented!) Kabuki actor, who frequently played female roles, ''and'' [[StrongFamilyResemblance is a dead-ringer]] for his gorgeous MissingMom doesn't help either. Frequently addressed as "Princess", at one point he is even offered female clothing by a salesman who mistakes him for a girl. The first time he meets Ranka, she mistakes him for a beautiful woman. And even later ''describes'' him to Ozma with that in mind.
--->'''Ranka''': He was really pretty, like a [[EverythingsBetterWithPrincesses princess]].
* Titus from ''Manga/MagiLabyrinthOfMagic'' is so girly-looking that Aladdin actually gropes his chest when they first meet in order to make sure Titus is a guy. Turns out there's a good reason for his feminine looks [[spoiler:since he's an OppositeSexClone of a female Magi]].
** Prince Ren Kouha of the Kou Empire already looked quite girly when Aladdin first meets up with him. After the timeskip, when Alibaba sees him with his hair down and loose, he thinks that a pretty woman is walking up to him carrying a heavy load of fish.
%%* ''Manga/{{Narutaru}}'''s Norio "Nori-rin" Koga has very feminine looks and is often mistaken for a girl.
* ''Manga/{{Naruto}}'':
** Haku looks feminine to the point that the main character is left in shock when he learns [[UnsettlingGenderReveal that Haku is actually a boy]].
--->'''Naruto:''' No way?! He's prettier than Sakura!
** Filler villain Benten in the ''Shippuden'' anime. This is to the point where Chūshin quips that whenever Benten opens his mouth, it looks and sounds strange due to his masculine voice and feminine appearance.
** Upon seeing Sasuke as a baby, Kushina thought he was a girl. He also looks similar to his mom. Itachi even more so. He looks just like his mom and has really long eyelashes.
* In ''Manga/NatsumesBookOfFriends'', Natsume Takashi's most defining physical characteristic is his [[IdenticalGrandson uncanny physical resemblance to his grandmother at that age]]. While humans don't tend to mistake him for the opposite gender (except for that one time where [[http://i726.photobucket.com/albums/ww262/CapZiggy/natsumetrap.jpg he was possessed by a female Youkai]] and started giving his male friends ''[[StupidSexyFlanders thoughts]]''), {{Youkai}} seem to do it all the time, and according to Madara, the vast majority of Youkai do not make a distinction between genders.
* Shinji from ''Anime/NeonGenesisEvangelion'' is essentially a GenderFlip of [[Anime/NadiaTheSecretOfBlueWater Nadia]] (see [[http://wiki.evageeks.org/Image:Sadamoto_nadia-shinji.jpg here]] for notes from [[WordOfGod Sadamoto himself]]). He was described by Sadamoto as looking like "a boyish young girl" (more evidence [[http://i528.photobucket.com/albums/dd325/Synapsidia/EVA/048272545b0140dfe444054e96364e821.jpg here]]), and was made as such to distinguish him from the mecha heroes at that time. Shinji's feminine facial features are brought up by Misato in the first episode, and during the eighth and ninth episodes he's made to look like a girl from nothing more than [[http://i528.photobucket.com/albums/dd325/Synapsidia/EVA/FemmeShin1.jpg a wardrobe change]]. A scene from the ''Neon Genesis Evangelion 2'' video game had Fuyutsuki say that Shinji looked just like Yui and then [[http://www.youtube.com/watch?v=r26VFYHj1dY&feature=related crossdress Shinji]] for the role all while saying how beautiful "she" looks; Fuyutsuki's actions soon become [[{{Squick}} overtly sexual]]. Shinji and Kaworu also make [[AttractiveBentGender rather pretty girls]] with little more than a hair and eyelash change (and breasts) in the [[http://www.youtube.com/watch?v=5N_18EljyPk GenderFlip version of episode 24]], longer haired Shinjiko ends up looking like a young version of Yui. The issue is not helped by [[BridgeBunny Maya]], who is essentially Shinji in a female officers uniform. And female, obviously.
* ''Manga/OuranHighSchoolHostClub'' [[PlayingWithATrope plays with this]], in that Haruhi would fall into this perfectly, and does in the eyes of the Host Club's customers...except [[WholesomeCrossdresser she actually]] ''[[WholesomeCrossdresser is]]'' [[WholesomeCrossdresser a girl]].
* ''[[Anime/{{Patlabor}} Patlabor: The Mobile Police]]'': Baddo is a 12 year old boy from India, who looks so feminine that he could be [[{{expy}} a dead ringer]] for [[Anime/NadiaTheSecretOfBlueWater Nadia]]; albeit with longer hair. [[AffablyEvil Richard Wong]] used it to his advantage at the end of the Griffin arc, by disguising Baddo in feminine Indian garb, to cover their escape.
* ''Manga/PeacemakerKurogane'':
** Souji Okita looks eerily like a woman. Other Shinsengumi members {{lampshade|Hanging}} it a few times by reproaching to him that he walks like a woman, acts like a child and is girlishly pretty that he resembles a young girl. That, and he almost never carries a sword around when he's off-duty.
** Also, Suzu. Especially after he starts wearing makeup and revealing clothes in the sequel manga. Even the other characters in the series comment on how beautiful he is.
** There's also Susumu. He often cross-dresses (quite convincingly) to gather information.
* ''Manga/PetShopOfHorrors'':
** Count D is often mistaken for a woman, to his great annoyance. Probably doesn't help that his traditional Chinese clothing looks rather ambiguous.
** Papa D (and Sofu D), being [[spoiler:genetic copies of him]], look the same. Papa D also has long, flowing hair to make it even better.
%%* ''Manga/PokemonAdventures'': Bugsy. Gold got a Bridget dropped on him real quick.
%%* Gold from ''Manga/PokemonGoldenBoys'' mistakes Bugsy for a girl when they first meet.
* Tooru and Yuujirou in ''Manga/PrincessPrincess'' frequently get asked out by other guys (when not in their princess garb). The aforementioned two have also stated that when Mikoto is standing next to his girlfriend, they look like two beautiful girls instead of a guy and his girlfriend.
* In ''Pump Up!'' the protagonist mistakes a male classmate for a girl. It doesn't help that their uniform is androgynous, aside from girls wearing skirts and boys wearing slacks, and he's short for a boy. His feminine looks have made [[EvenTheGuysWantHim him popular with guys too]].
* Junior of ''Anime/RODTheTV'' is pretty enough that one of the Paper Sisters invites him to be their younger sister, [[{{Cloudcuckoolander}} so they can all play]] ''Literature/LittleWomen'' together. This...throws him somewhat.
* Kenshin of ''Manga/RurouniKenshin'', who was based on a real historical figure who used his feminine appearance to his advantage, getting up close to his targets so he could assassinate them and hiding out in brothels after a kill. We see Kenshin doing exactly that in a flashback.
* ''Manga/SaintSeiya'':
** Andromeda Shun gets this a lot, even in-universe. His own older brother fell in love with a girl who looked identical to Shun "except for her gender and the color of her hair." It doesn't help that his patron constellation is Andromeda the ''Princess'', or that his (pink) armor appears to have been tailored for a woman, complete with breasts in its first form. It even fooled one of the dubbing teams, who cast a female voice actor right up until Ikki first called him "little brother."
** The Gold Saint Aphrodite Pisces, who is obsessed with beauty above all other things. He's even named for the Greek goddess of love. Again, this is acknowledged in-universe.
-->'''Seiya:''' Is he even a man...?
%%** The Silver Saint Lacerta Misty.
* ''Manga/SamuraiDeeperKyo'' has Yukimura, a handsome bishonen who is sufficiently androgynous that he can easily pass for a woman in the right clothes, and has a FEMALE ninja as his body double. Not a macho-looking female ninja either.
%%* Kogure, from ''Manga/TheSecretDevilChan''.
* ''LightNovel/{{Shimoneta}}'': Oboro not only [[AloofDarkhairedGirl looks]] [[http://ami.animecharactersdatabase.com/uploads/chars/11498-278228631.png the part]], but even ''[[CrossdressingVoices sounds like one]]'' without having to disguise himself, or his voice.
** Everyone refers to him as "Ms. Tsukimigusa" and, had it ''not been'' for Tanukichi's [[CrotchGrabSexCheck accidental discovery]] in episode 9, no one would suspect any different. Such that Ayame initially thought Tanukichi was lying when he tried to tell her Oboro's true gender.
** Made moreso during the end credits of the same episode, which [[FreezeFrameBonus briefly shows him fully nude.]] Despite the absence of breasts and [[SceneryCensor the bubble filter]] covering his crotch, he's shown to have a woman's figure; including his hips [[ShesGotLegs and legs.]]
* ''Manga/ShugoChara'': Nagihiko, [[spoiler:[[WholesomeCrossdresser otherwise known as Nadeshiko]]. Yup, [[YamatoNadeshiko that Nadeshiko]]]]. [[http://www.zerochan.net/src/zerochan.Fujisaki.Nagihiko.55231.jpg This is a guy, believe it or not.]]
%%** Tadase Hotori, too.
* Wapourif from ''Anime/{{Simoun}}''. The people of his world are female until they turn 17, at which point they choose their adult gender, but the change isn't immediate. Wapourif hasn't been a man long enough for his big breasts to flatten out, and still wears his hair long. [[ViewerGenderConfusion One could easily be forgiven for thinking he was a]] WrenchWench.
* Zaji of ''Manga/TegamiBachi'' has garnered more than few double-takes for his androgynous appearance.
* ''Manga/TokyoGhoul'': Suzuya and Sasaki make quite the attractive ladies merely by changing into feminine attire and Sasaki wearing a wig. Tsukiyama occasionally crosses into this in the sequel when he's in his AngstComa showing him to be even more beautiful and frail than usual. Kanae was initially this before [[spoiler: he was revealed to actually be a woman]].
* ''Manga/TonoToIssho'': {{Mo|e}}tochika, to the extent that he's voiced by Creator/MamikoNoto and his retainers refuse to accept he's a boy, making him wear a miniskirt and fantasizing about marrying him.
* Loran Cehack from ''Anime/TurnAGundam'' is effeminate enough that, in masculine clothing, Guin Lineford called him "Laura" (also used by the Earth Militia and Dianna Counter when referring to him). He also [[WholesomeCrossdresser cross-dresses rather convincingly]]. Lineford himself lampshades the name, saying it suits Loran better. It's turned into an important plot element as the enemy (and most of the militia) are convinced the "White Doll's" pilot is female. Rumor has it that Loran's design was Tomino's WriterRevolt against the execs not letting him have a female main character.
* Played with in ''Manga/UQHolder''. The supposedly-male Kuromaru is extremely girly and gets mistaken for a girl and called "miss" by about every other character. However, while Kuromaru isn't lying when claiming not to be a girl, "he" is not actually a "dude" either. Turns out Kuromaru has NoBiologicalSex: the particular breed of demons he is descended from do not become male or female until 16 years of age, at which point they make a conscious decision which to become. Kuromaru is currently leaning towards male (hence why he identifies as such), but hasn't reached that age yet (and, due to his immortality, it's possible, though unconfirmed, that he never will). To make things more complicated, Kuromaru is beginning to think about becoming female, due to developing a crush on the male main character.
* Hibiki Tokai from ''Anime/{{Vandread}}'' was mistaken for a young girl once by another man.
* Canute in ''Manga/VinlandSaga'' is initially mistaken for a girl once he removes the helm hiding his face, and though the confusion gets cleared up fairly quickly, Thorfinn continues to use the insulting nickname "Princess" for a bit, and Thorkell's men once make a crack that if Thorkell is the avatar of Thor, Canute must be the avatar of Freya.
* Shingo in the King of Brutes storyline in ''Manga/ViolenceJack''. And, because this is Violence Jack, he is molested because of this. MANY. TIMES.
* ''Manga/WaratteSotomuraSan'': In a flashback from when the Sotomura siblings went to a store to buy yukatas, each one was given something for the other's gender.
* ''Manga/TheWorldIsStillBeautiful'''s Bardouin, thanks to his [[LongHairedPrettyBoy long hair and bishonen looks]]. Livius lampshades this in an argument, saying he should just look in the mirror if he wants to go after pretty girls. [[BerserkButton Bardouin doesn't react well to that comment.]]
* Yoon in ''Manga/YonaOfTheDawn'' is frequently mistaken for a girl. This actually helps him to infiltrate a human trafficking ring, [[WholesomeCrossdresser disguised as a girl]]. Hilariously, this is averted with the rest of the Dragons who despite being {{Bishounen}} aren't able to pull off that feminine look.
* Oddly enough, the ''Anime/YuGiOhGX'' dub makes several jokes about this in the case of Professor Chronos/Crowler:
-->"I didn't know he was a doctor."\\
"I didn't know he was even a dude."
* Kurama from ''Manga/YuYuHakusho''. In the last episode, some girls in a train station mistake him for Kuwabara's girlfriend (which seems strange, since he is quite tall, flat-chested and broad-shouldered). This is even funnier in the manga, due to the fact that Kurama briefly starts to lose his temper. When Yusuke later asks him to help nab a monster at a girls' school, he bitterly asks, "Should I wear a disguise, or shouldn't I bother?"
* Ranewater Calder from ''Manga/{{Zombiepowder}}''. It didn't help that he's the leader of a gang called the "Ash Daughter Gang"...
* Frequently done in Kaori Yuki manga, not just in terms of art, but as part of the storyline.

[[folder:Comic Books]]
* Korbinian ("Bini") from ''ComicBook/{{Mingamanga}}'' is a Heavy Metal fan and has the hair. Also, the teacher mistakes "Korbinian" for "Korbinia".
* One of the protagonists of the graphic novel ''a + e 4ever'' is Asher, a teen boy "cursed with a beautiful, androgynous face" and constantly mistaken for a girl. He eventually learns to embrace his appearance and use it [[SexForServices to get favors from guys]].

[[folder:Fan Works]]
* In ''[[http://www.fanfiction.net/s/6480316/1/The-World-in-Black-and-White The World in Black and White]]'', Kaizo (Kon's name in this verse) hits on three girls in his first appearance. The last "girl" is actually Uryuu. Who promptly [[BerserkButton snaps]] in response.
* The ''Franchise/{{Pokemon}}'' Send Your OCs fanfic ''FanFic/PokemonTakeTwo'' gives us Trevor, whose femininity is {{Lampshaded}} by Raion when she mistakes him for a girl, and Alex, who Raion ''almost'' mistakes for a girl.
* [[http://archiveofourown.org/series/82162 Stars From Home]] has a scene early on in which Charles speaks to a mutant prisoner at the police station and snaps at the officers for mistreating a little girl. The mistreatment is still wrong, but the mistake embarrasses the "girl"--it's [[spoiler: Scott]]. Ruth later makes the same mistake and Alex teases him until he gives himself an ImportantHaircut.
* ''WebVideo/YuGiOhTheAbridgedSeries'' parodies this trend in ''Anime/YuGiOh''. Marik and Bakura are frequently mistaken for a woman. Duke and Yami are very pretty like women as well.
-->'''Marik:''' [[YouFool Foolish fools!]] There are no women in ''Franchise/YuGiOh'', only extremely girly men! And I am the girliest of them all!\\
'''[[SissyVillain Pegasus]]:''' Keep telling yourself that.
* ''WebVideo/DeathNoteTheAbridgedSeriesKPTS4TV'':
** In in DaChief's [[{{Cloudcuckoolander}} warped perceptions]], Ryuk is a trap. Upon meeting him, DaChief declares "goth girls are hot!"
** Also, upon first meeting [[{{Bishonen}} Light]], Ryuk mistakes him for a girl:
--->'''Ryuk:''' Tell you what -- [[MonsterRoommate I need a place to stay.]] [[FreudianSlip If you let me bunk with you maybe we can experiment together.]] W--with the Death Note. Not each other. You're a sick little girl, you know that?!\\
'''Light:''' But I'm a boy!\\
'''Ryuk:''' ''Riiight.''

[[folder:Films -- Animation]]
* This is Francis the male ladybug's shtick in ''WesternAnimation/ABugsLife''. He has a very feminine face as well as a very masculine voice. This is lampshaded a couple of times; for example, when we first meet him, two bugs in the audience start hitting on him when he performs. Helps that he's voiced by Creator/DenisLeary!
-->'''Francis:''' ''So'', [[TertiarySexualCharacteristics being a ladybug automatically makes me a girl]]! Is that it, flyboy?! Eh?!\\
'''Flies:''' [[UnsettlingGenderReveal Cripes, she's a guy!]]

[[folder:Films -- Live-Action]]
* Angelica in ''Film/PiratesOfTheCaribbeanOnStrangerTides'' poses as Jack because he was the only (male) pirate she thought she could pass for.
%%* [[spoiler:Tobio]] in ''Film/WildZero'' (although he ''might'' be a WholesomeCrossdresser).
* In the movie of ''Theatre/{{Hair}}'', the hippies crash a party and one of the partygoers comments on the "Negro with the two young ladies" (there was only one girl in the group; the "second" was presumably [[http://www.fanpop.com/clubs/hair-film-musical/images/26211480/title/woof-photo Woof, who has long blonde hair and is clean-shaven]]).
* The '60s comedy ''Film/WhatsNewPussycat'' opens with Peter Sellers in a velvet suit and shoulder-length hair, arguing with his wife, who accuses him of seeing another woman. She demands "Is she prettier than me?" He shouts "Is she ''prettier'' than you?!...''I'm'' prettier than you!" (Note: for comparison's sake, he's nowhere ''near'' pretty.)
* Inverted in the film version of ''Film/DarkShadows''. During the party at Collinwood, Barnabas mentions that Alice Cooper is the ugliest woman he's ever seen, not realizing that he was looking at a man. (He was confused by the name.)
* ''A Flirt's Mistake'' (1914). Creator/FattyArbuckle and other men are enticed by a passing creature wearing high heels, a flowing gown, and shoulder-length hair. Then he sees the person's front, and discovers the person is actually a bearded rajah. [[BerserkButton Who does not appreciate the attention.]]
* There is an instance used in ''The Case Of The Mukkinese Battle Horn'' first heard in the radio program ''Radio/TheGoonShow'', in which Peter Sellers (in the short film, Harry Secombe in the radio show) is noticeably aroused by the veiled belly dancer in a seedy club who goes over to him and after calling "her" a beautiful creature, etc., he asks what causes "'her' to dance in such a den of sin?" "She" lifts her veil, revealing "her" to be Eccles (played by Spike Milligan), with the line "I've got to make a living, too, you know!"

* A cabbie picks up a nun. She gets into the cab, and the cab driver won't stop staring at her. She asks him why he is staring. He replies, "I have a question to ask you, but I don't want to offend you." She answers, "My son, you cannot offend me. When you're as old as I am and have been a nun as long as I have, you get a chance to see and hear just about everything. I'm sure that there's nothing you could say or ask that I would find offensive." "Well, I've always had a fantasy to have a nun kiss me." She responds, "Well, let's see what we can do about that: #1, you have to be single and #2, you must be Catholic." The cab driver is very excited and says, "Yes, I am single; and I'm Catholic too!" "OK" the nun says. "Pull into the next alley." He does, and the nun fulfills his fantasy with a kiss that would make a hooker blush. But when they get back on the road, the cab driver starts crying. "My dear child," said the nun, "why are you crying?" "Forgive me, Sister, but I have sinned. I lied. I must confess, I'm married and I'm Jewish." The nun says, "That's OK, my name is Gary and I'm on my way to a Halloween party."

[[folder:Light Novels]]
* ''LightNovel/SwordArtOnline'', due to the random generation of the avatar, Kirito, who already looks [[{{Bishonen}} rather feminine]] ends up with this appearance while in GGO. As if he didn't have enough problems already (what with a guy running around doing ''real'' [=PKs=]), he now has to go around looking like Literature/SnowWhite!
* Hideyoshi Kinoshita from ''LightNovel/BakaAndTestSummonTheBeasts''. He has to keep reminding Akihisa (and everyone else) that he's actually a guy, and is at one point mistaken for his twin sister. This has gotten to the point that a) Hideyoshi being a third gender is a RunningGag, and b) Hideyoshi gets most of the {{Fanservice}} shots of the series...in what would be extremely potent ''female'' fanservice moments/poses, if not for Hideyoshi being, er, not female. StupidSexyFlanders ensues.
-->'''Hideyoshi:''' I don't want to be alone with girls in the women's bath!\\
'''Yuuji:''' Don't worry, Hideyoshi. See?\\
''[curtain pulls back to reveal bathing area labeled "Hideyoshi"]''\\
'''Akihisa:''' So it's acknowledged by society.
* Yuuta of ''LightNovel/LoveChunibyoAndOtherDelusions'' looks quite feminine according to a few characters and, in the light novels, himself.
-->'''Isshiki:''' Hmm, it�s disappointing! Why weren't you born as a girl?! Ah, but maybe you'll do if we put you in female clothing...how about it?
* Kazumi in ''LightNovel/GargoyleOfTheYoshinagas''. That he looks like a girl is one of the things his little sister teases him about to no end. Still, he's generally a nice guy and even has a girl that has a crush on him.
* Huey Laforet from ''LightNovel/{{Baccano}}''. One character (Tick's younger brother) had to guess at his gender based on his voice -- and, even then, he wasn't really sure. Firo also skirts the trope a bit. Nobody's ever mistaken him for a woman, but cops and FBI members have a habit of taking jabs at his appearance, like insinuating that he only got promoted to Capo because he was pretty enough to sleep his way up the ranks.
* A lot of guys from ''LightNovel/SaiunkokuMonogatari'', but especially Sa Sakujun, with his long pink hair.
** In the manga, Ko Kijin wins a men-in-drag contest basically by showing up.
* Yoshiki Nakameguro from ''LightNovel/SeitokaiNoIchizon''. It's enough to instill some StupidSexyFlanders moments in Ken in episode 12.
* In ''LightNovel/ACertainMagicalIndex'', Last Order asked Accelerator if he was a boy or a girl because she couldn't tell.
* ''LightNovel/IfHerFlagBreaks'': Due to his very feminine appearance and attire (thigh-high socks and shorts), Megumu is mistaken for a girl by many characters when they first meet him. The fact that he wears the male uniform (or, at least, the male blazer) is the only way anyone could see that he was actually a boy.
* ''LightNovel/No6'':
** Nezumi. He makes a living performing in Shakespeare plays. In episode 5, he was playing a girl. In episode 1, Shion even states that he looks like a girl.
** Inukashi (Dogkeeper), if you go with the theory that (s)he's a guy. The manga, anime, and light novels support varying interpretations of his/her gender, and it's never stated outright. Either way, (s)he's got really long hair from never cutting it and a thin build from malnutrition.
** Shion. He's {{Bishonen}}, has a face similar to Safu's (who's a girl), and in chapter 6, a guy hits on him and tells him that he's "very pretty".
* Totsuka Saika from ''LightNovel/MyTeenRomanticComedySNAFU''. The adorable tennis club member is noted to be cuter and more feminine than most actual girls by the protagonist narrator.
* Shun/Yun from ''LightNovel/OnlySenseOnline''. In real life, he looks so feminine that, when he was once forced into competing in a beauty contest, he was the winner. In the titular game, he's been assigned a female avatar, due to the system mistaking his actual gender.
* ''LightNovel/FateApocrypha'' has Astolfo, Paladin of Charlemagne, who has long, pink hair in a braid, a penchant for rather androgynous clothing, a high-pitched voice, and the personality of a spunky teenage girl. He is also a guy. In-story, the only one who seemed to not realize this was Jeanne d'Arc, who freaked out a bit upon running into Astolfo coming out of the shower. Astolfo himself occasionally likes to mess with people by playing up his gender ambiguity, and is noted to not care particularly much about gender differences.

* Most males in the ''Literature/AnitaBlake'' series fit this trope except for Richard and a couple of others. Most of them are swooningly subservient, have feminine faces, slender bodies and long flowing hair.
* ''Literature/RealmOfTheElderlings'': The Fool in Creator/RobinHobb's works. [[spoiler:He even spends a few years passing as a woman]], and for most of the series the Fool's exact gender is unknown, until the final book of The Tawny Man series, where it is revealed that the Fool is [[spoiler:actually male]]. Well, hir belongs to a non-human species and some of hir physical attributes are continually changing (skin and hair color). It is entirely possible that zee physically changes hir sex in intervals (it seemed more like zee was genuinely thinking of hirself as female-gendered for a time, not just pretending), or that hir physical sex wasn't determined until the last trilogy, considering zee was still adolescent before that.
* Lani Garver, from ''Literature/WhatHappenedToLaniGarver''. In fact, although [[spoiler:the narrator finally just refers to Lani in the masculine form, the issue is never actually resolved]].
* There's an [[PlanetOfHats entire species of these]] in Creator/AlanDeanFoster's ''Taken'' trilogy. When they talk, however, [[CuteButCacophonic they sound like garbage disposals]], as fits their combination of [[ProudWarriorRace an absolute sense of honor and a fondness for killing]].
* Nakajima, protagonist of the ''Literature/DigitalDevilStory'' series, is described as handsome in a feminine way. Specifically used as a taunt at one point.
* ''Literature/{{Nightrunner}}'': Seregil ''unintentionally'' manages to have a very straight man fall in love/lust with him using only a very modest dress, a little make-up, and his acting skills. (He already has a slim body, long hair, and apparently no facial hair growth.) He spent many days in that disguise surrounded by the same people on a cramped ship, and nobody noticed. His apprentice also developed a bit of a crush on him, and later unconsciously chooses a female prostitute who looked like Seregil in drag. [[spoiler:Of course, later it turns out that the kid is bisexual and just hadn't realized it yet.]]
* ''Literature/JourneyToChaos'': Getis Darwoss is the older brother of Noreji Darwoss but Eric notes that, with his long hair and feminine face, he could be mistaken as an older ''sister''.

[[folder:Live-Action TV]]
* ''Series/GameOfThrones'': Jaime describes Loras as a "curly-haired little girl" in "Dark Wings, Dark Words".
* Vince Noir of ''Series/TheMightyBoosh'' is mistaken for a woman (or more specifically, as his [[HeterosexualLifePartners friend]] Howard's wife or girlfriend) in nearly every episode. He addresses his oddly compelling androgyny himself in the episode "Party": "Of course you [fancy me] -- all men do! I'm the confuser! 'Is it a man? Is it a woman? I'm not sure if I mind!'"
* The ''Series/{{CSI}}'' episode "What's Eating Gilbert Grissom?" features a guy killed after he is mistaken for the ''female'' victim the murderer had already picked out. The murderer did have vision problems though, due to bad laser surgery, but not confusing your victims is Serial Killer 101.
* An episode of the German police procedural ''Series/{{Tatort}}'' had a short scene from a rapist's point of view while he was looking for a new victim. The camera lengthily gazed over several longhaired beauties, among them one which caused the POV to rapidly shift to another when ''he'' turned around.
* ''Series/TimAndEricAwesomeShowGreatJob'' had a whole song about a man whose ''footsteps'' sounded like those of a woman.
* An episode of ''Series/MadAboutYou'' had Paul and his cousin first mistaking an obese "woman" as pregnant - and when correcting for that mistake, discovering it was a man. After it was solved, they call the waiter who asks "And the lady?".
* While Kurt from ''Series/{{Glee}}'' doesn't ''look'' like a woman per se (though he's enough of a PrettyBoy that him doing drag isn't hard to picture), he certainly sounds like one: the second thing he usually has to say when answering the phone is "No, [[MissingMom she's dead]], [[BlackComedy this is her son]]." It's been lampshaded a bit, like like Sue calling him "lady face" and when the mean jocks in theatricality mentioned that they couldn't tell the difference between him and girls.
* ''Series/ChappellesShow'': During Charlie Murphy's True Hollywood Stories skit about Music/{{Prince}}, Charlie Murphy remarks how Mickey Free, a member of Prince's crew, looked like a girl.
-->When he joined the group, I heard mad cats like, "Yo, Shalamar got a new girl in there, man, bitch fine like a motherfucker." They was talking about Mickey Free, man, okay? Mickey Free is not a girl."
* ''Series/TwoBrokeGirls'': Han remarks in one episode that a CampGay couple asked him if he was a "rice queen on the downlow".
-->'''Earl:''' They think he's gay!\\
'''Max:''' Huh... ''[{{beat}}]'' That's a step up; [[DeadpanSnarker usually people think he's a lesbian]].
:: It happens again in "And the Pearl Necklace"[=:=]
-->'''Sophie:''' Where's that Asian lady who usually brings me my menu?\\
'''Caroline:''' That's Han ... Han's a man.\\
'''Sophie:''' If you say so ...
* In the ''Series/{{Bones}}'' episode "The Girl in the Mask", a doctor flies in from Japan to aid with the investigation and the team spends most of the episode trying to figure out his/her gender. Angela divines at the end of the episode through a very thorough hug that he/she is a man, despite the fact that [[CrosscastRole the character was played by a woman]].
* In ''Series/ThirtyRock'':
-->'''Bucky Bright:''' I wandered the building all night. I didn't run into another single living soul. Except one giant lesbian. Who is ''Conan O'Brien'', and why is she so sad?
* On ''Series/That70sShow'', Jackie uses makeup to glam up Kelso like Music/DavidBowie. She's delighted with the results and chirps "You're prettier than Bowie!" ''He's'' pleased with the results and chirps "I'm prettier than ''you!''"
* Referenced in ''Series/AgentsOfSHIELD'' when the Asgardian woman Lorelei sees a $100 bill for the first time and thinks that Creator/BenjaminFranklin is a woman.
* On an episode of ''Series/TheBennyHillShow'', Benny is in a bar and attempts to pick up what he thinks is a long-haired woman. Benny approaches her and says "My wife doesn't understand me." The "woman" turns around, showing herself to be a long-haired man, and says "Neither does mine!"
* Thanks to his long hair and soppy-hippie behavior, Neil of ''Series/TheYoungOnes'' has been mistaken for a "damsel" by a medieval knight and a "little girl" by an accidentally-conjured minor demon.

[[folder:Myths & Religion]]
* In Myth/GreekMythology, Narcissus fell in love with his own reflection. Some say that he mistook it for a beautiful woman, while others say that he recognized himself. He was then turned into a flower that bears his name. This happened because he spurned the affections of a young man named Ameinias and a (female) nymph named Echo, who prayed to {{N|amesToRunAwayFromReallyFast}}emesis for revenge.

[[folder:Pro Wrestling]]
* Mark Briscoe refers to Wrestling/TheYoungBucks as "the hottest babes in pro wrestling".
* "He looks more like a woman than a man" was one of the reasons Wrestling/KurtAngle gave for disliking Wrestling/JeffHardy, while Hardy was the centerpiece of Immortal and made a silver Aztec sun belt styled after his face.[[/folder]]
* In ''Theatre/{{Jerusalem}}'', Ginger is mistaken for a woman by the Professor, though this is only because the former has long hair and the latter is a senile and possibly crazy old man. Nobody else has any doubts about Ginger's sex, which makes sense given that Mackensie Crook doesn't look much like a woman at all.

[[folder:Video Games]]
* ''VideoGame/AkanesasuSekaiDeKimiToUtau'': Yui Shōsetsu, even though he is completely unaware of this and will get [[BerserkButton very pissed]] when other people mistake his gender.
** Tokugawa Yoshimune, to a lesser extent. His profile says he's "so beautiful one might mistake him for a lady".
* Bridget from ''VideoGame/{{Disgaea 2|CursedMemories}}''. Just like every other human in the game, he was cursed with the appearance of a demon. Of course, in ''his'' case, the aforementioned demon form is that of a very feminine [[HornyDevils Nymph-like creature]]. {{Unsettling Gender Reveal}}s ensue.
* Fierro of ''VideoGame/EternalEden'' fell in love with Jean despite Jean telling him that he's a man.
* ''VideoGame/FireEmblem'' has a couple of these:
** The first one seen by Westerners was [[http://serenesforest.net/wp-content/uploads/2014/04/Lucius.png Lucius]] from the seventh game, ''[[Videogame/FireEmblemElibe The Blazing Blade]]''. He's even mistaken for a woman by [[GenkiGirl Serra]] in-game.
** Libra from ''VideoGame/FireEmblemAwakening'' gets mistaken for a woman by practically everyone who talks to him, due to not only looking but ''sounding'' very feminine. So much that some of them occasionally forget that he's a man, ''even after he points it out to them''.
** Elphin from ''[[VideoGame/FireEmblemElibe Binding Blade]],'' like Lucius, gets mistaken as a girl, this time in his A support with Fae, who corrects her almost immediately.
** Forrest from ''VideoGame/FireEmblemFates'' continues the trend. While not as feminine sounding as Libra, he sure makes up for it by being a WholesomeCrossdresser who is very good at sewing. Not to mention his father's [[RealityEnsues initial embarrassment]] of that lifestyle.
* Bridget from ''VideoGame/GuiltyGear''. Many characters will assume he is a young girl, even though he knows he's a boy, and doesn't go out of his way to correct most of the cast.
* ''VideoGame/MetalGearSolid2'':
** Raiden. Like Rune, he got patted down, but in... er, [[CrotchGrabSexCheck a different area]]. By the ''US President''. It doesn't help that we're so used to visual representation of the male body as having no hips (they do, just not as pronounced as women) that Raiden is relentlessly mocked because of the figure-enhancing suit he wears. ("Hips Don't Lie" is a minor meme for male character models that look like they're just very flat women.)
** Then there's Raikov, from the follow up game ''VideoGame/MetalGearSolid3''. Raikov was created in response to the controversy surrounding Raiden following his replacement of Solid Snake as the main character. Hideo Kojima on more than one occasion has commented on Raikov's beautiful looks.
* Felix in ''VideoGame/RadiataStories''. He has a male stalker who is [[UnsettlingGenderReveal shocked and appalled]] when it is revealed that Felix is male - yet continues to stalk him anyway.
* Ranmaru Mori of the ''VideoGame/SamuraiWarriors'' series has a very feminine appearance, to the point that he gets mistaken for a woman in universe to the point of RunningGag status--he even "counts" as a lady for the purposes of {{Designated Girl Fight}}s. Amusingly, one of his battlecries from ''VideoGame/WarriorsOrochi'' is "I'm as dangerous as I am manly!"
** Also, Ne Zha from the same game. The child-like face and pink hair doesn't seem to help much on his case.
* Parodied in the comics for ''VideoGame/TeamFortress2''. Merasmus the magician constantly gets referred to as "ma'am" and "witch-woman" despite clearly looking and sounding like a man.
* In ''VideoGame/WorldOfWarcraft'', blood elf males invoke this trope frequently. One post-Cataclysm quest, for instance, features a parody of a KnightErrant looking for [[DamselInDistress damsels in distress]]. One of said damsels is a male blood elf, who dropped his [[LessEmbarrassingTerm "purse"]]...um "[[http://www.wowhead.com/quest=24705/damsels-were-made-to-be-saved crate]]" in the lake.
* VideoGame/FinalFantasyIX has [[BigBad Kuja]]. He's easily mistaken for a woman upon first glance, thanks to his feminine hips and {{Stripperific}} outfit.
* ''VideoGame/PapersPlease'' has some male entrants whose heads look like women's heads. You have to strip search them to find whether or not the passport's stated biological sex is true or not in order to determine whether to let them in or to arrest them.
* ''VideoGame/TalesOfVesperia'' has a RunningGag of various NPC being surprised that [[TheHero Yuri]] [[BloodKnight Lowell]] is a guy. Considering [[http://vignette1.wikia.nocookie.net/thebiogateroleplay/images/b/be/Yurilowell.png/revision/latest?cb=20120418024004 this]] is how he looks, it's not very surprising. What ''is'' surprising is that a) not many major characters comment on it and b) Yuri just flat out...doesn't care.
* In ''Castle Chase'', Monica assumes that the librarian [[GenderBlenderName Clare]] is female because of "her" [[LongHairIsFeminine long blond hair]] and flowing robes. She learns otherwise only in Clare's ending where Clare reveals to her that not only is he a man but the reason he asked her to [[FetchQuest fetch]] him various items was that he wanted to use them to make a gift of affection for her.
* In ''VideoGame/BlazBlue'', Amane Nishiki is confused by a woman in multiple occasions. Just ask Bang, Hazama, Litchi, among others.
--> '''Kagura:''' (After checking him out) ''Not another dude...''

[[folder:Visual Novels]]
* '' VisualNovel/{{Clannad}}'': Kappei Hiiragi. Sunohara is still in denial, despite the fact that Tomoya told him that he had [[UnsettlingGenderReveal been fooled]]. The [[HoYay implications]] are not lost.
* Tsukasa Shiramine from the second ''VisualNovel/FragmentsNote'', who purposefully wears the girls' uniform and acts like a SmittenTeenageGirl because [[ItAmusedMe he finds it entertaining to mess with his classmates' heads.]]
* [[WholesomeCrossdresser Hideaki Hakamichi]], Shizune's little brother from ''VisualNovel/KatawaShoujo''. [[AbusiveParents His dad]] seems about as sympathetic to his plight as he is to Shizune's deafness.
* Mizuho of ''VisualNovel/OtomeWaBokuNiKoishiteru'' is ''very'' pretty even when not cross-dressing as a girl.
* Luka (sometimes called Lukako) from ''VisualNovel/SteinsGate'' is incredibly effeminate and [[WholesomeCrossdresser frequently cross-dresses to complete the illusion]]. {{Lampshade|Hanging}}d by Rintaro when Luka is introduced; he makes a series of flattering descriptive statements, followed by "but he's a dude". [[note]]A large portion of the fans consider Luka a transgender girl, but that's another debate. The story leaves the matter ambiguous at least.[[/note]]
-->'''Rintaro:''' ''[narrating]'' Luka: the embodiment of feminine grace and charm… also a total dude…
* Chiharu, one of the minor characters in ''VisualNovel/TheyAreMyNobleMasters''. Besides being frequently ignored (even more than Yume, who's already barely noticed by the other characters), Ren has to have his gender confirmed the first time they meet.

[[folder:Web Comics]]
* Jacob the Rag doll from ''Webcomic/{{Monsterful}}'', his long hair and shy personality make it even worse.
* Al in ''Webcomic/{{Goud}}''. At one point, Vincent isn't sure if Al is a guy or a girl but falls for him anyway.
* ''Webcomic/ElGoonishShive'':
** Tedd, whenever he removes his OpaqueNerdGlasses. And even when he doesn't, "[[http://www.egscomics.com/?date=2003-04-29 he's just that androgynous]]" is the oldest RunningGag of EGS. Certain [[GenderBender habits of his]] don't help matters, though it's suggested that one of the reasons he does it is when he's a boy, his feminine face gets him mocked. When he's a girl, he's a [[StupidSexyFlanders hottie]]. At one point, he magically dyed his hair pink and went to a ''TabletopGame/MagicTheGathering'' tournament. This [[http://www.egscomics.com/index.php?id=1854 drew attention]] from straight men at the tournament, although he seems to be under [[http://www.egscomics.com/index.php?id=1875 the assumption]] that anyone attracted to him is gay.
** Noah is even worse. Elliot's reaction when [[http://egscomics.com/?date=2010-03-17 meeting him]] is "Who's this...guy? I think?"
* Dan in ''Webcomic/DanAndMabsFurryAdventures'' with his long hair, fluffy wings, and robe, gets mistaken for a woman all the time. Sometimes he hates it, but sometimes he uses it to his advantage...
* ''Webcomic/PennyArcade'' had a running gag where Gabe kept mistaking game developer John Romero for a woman (despite Tycho's repeated corrections) because of his "long, flowing hair". [[http://www.penny-arcade.com/comic/2000/02/18/ They both made this mistake at least once]].
* Parodied in ''Webcomic/{{Insecticomics}}'' when MoralGuardian Lady Jaye attempts to make the 'naked' robots all wear censor bars. Override, who is female but has a gender-neutral body, taunts Lady Jaye by asking how many censor bars she needs. Lady Jaye eventually puts a censor bar on her groin but not on her chest, having decided that Override is male.
* Leslie from ''Webcomic/FlakyPastry'' has an [[GenderBlenderName ambiguous name]], dresses androgynously, works as a barmaid (complete with skirt and tube top) and is surprised when the girl he asks out thinks he is gay.
* In [[http://sidekickgirl.comicgenesis.com/d/20080730.html this]] ''Webcomic/SidekickGirl'' strip, Chris looks like a tall, skinny girl, but in the next strip is [[ShirtlessScene revealed to be a young man with very long hair]].
* [[http://www.sluggy.com/daily.php?date=971007 This]] ''Webcomic/SluggyFreelance'' strip invokes this trope thanks to an alien race where the males look an awful lot like human females. Rather than being [[UnsettlingGenderReveal grossed out that they were drooling over a guy]], Torg and Riff keep right on staring at his breasts. "Could you jump up and down for us, mister?"
* Cale from ''Webcomic/LookingForGroup'' is often referred to as "she" by Richard when the latter is still getting to know him, even after he's well aware that Cale is male. Aside from Richard's mocking, Cale's effeminate appearance continues to be used as a RunningGag with other characters as well.
* ''Webcomic/MyLifeInBlue'': "Your mom looks like a girl. Ooo."
* In ''Webcomic/GoldCoinComics'', Theo, whose job class (healer) is normally reserved for girls, is mistaken for a woman when Lance first meets him.
* ''Webcomic/FauxPas'': Randy, who is male, once was Miss April on a calendar.
* ''Webcomic/HeartOfKeol'' has Danbi, who not only looks like a girl, but also practices an art traditionally reserved for women in his culture. His [[AmbiguousGender sexually ambiguous voice]] (caused by throat damage) doesn't help.
* Kano, the main character of ''Webcomic/{{Kagerou}}''. The artist has made specific note of his "absurd girl hair".
* [[spoiler:Eutropia]] of ''WebComic/{{Amazoness}}''--it's actually a plot point.
* Chovek, a minor character in ''Webcomic/{{Inhuman}}''. The fact that he's {{pink|GirlBlueBoy}} doesn't help.
* Lampshaded heavily and hilariously in ''Webcomic/ChasingTheSunset'', as Leaf is ''so'' girly that it often takes ages for someone meeting him to realize he's a guy. But then, he's an elf, so {{bish|onen}}iness is pretty much par for the course.
* Mashiro from ''Webcomic/KurumisAfterHours'', deciding to try out opening a videogame streaming channel, is surprised to find a large number of viewers on his channel, all commenting on ''her'' looks. Several other strips has him get mistaken for a girl too. His GenderBlenderName certainly doesn't help matters.
* ''Webcomic/TheOrderOfTheStick'''s Vaarsuvius. [[AmbiguousGender May]][[ViewerGenderConfusion be.]]
** Given the art style, pretty much ''everyone'' is of AmbiguousGender and we have to rely on clothing and how they're referred to by other characters to tell. V wears a wizard robe, so that's no help, and the other characters aren't any better since most of them have no idea what gender V is either.
** Apparently androgyny is a racial trait, as V's spouse and children are also androgynous, and according to the translation, the Elven language does not have gender-specific words, referring to V as ''other parent''.
* In spite of being an adult male well into adulthood, Vinci of ''Webcomic/VinciAndArty'' is often mistaken for being a female, at one point being mistaken for a pregnant woman in labor when pulled over by a cop. ItMakesSenseInContext.
** He often combines it with OlderThanTheyLook, too. How about being mistaken for a ''little girl''?
* Meet ''Webcomic/DubiousCompany'''s [[http://dubiouscompany.com/comics/2006/05/07 Elator]]. Later on, a drunk Tiren braids his hair with [[ClingyMacGuffin magic hair ties]] that won't undo. Most characters [[http://dubiouscompany.com/comics/2010/07/27 mistake him for female]]. Marty has [[SelectiveObliviousness problems]] with this [[http://dubiouscompany.com/comics/2010/11/09 revelation]].
* ''Webcomic/UnwindersTallComics'': Dr. Minivan, after losing his hair (for science), buys a wig to hide his baldness. The wig is so long that he gets mistaken for a woman. When this happens in a public restroom, he panics and hides in a stall, and tries to figure out how to get back out of the restroom without incurring further confusion. This takes so long that he grows a beard. Problem solved!
* ''Webcomic/{{Sunstone}}'' has Alan, who is so protective of what facial hair he has not even his wedding day could part him from it. Some of the characters have a vendetta to get the man to cross dress.
* Allen from ''Webcomic/AllenTheAlien'', who would't normally be this trope, is mistaken by the aliens for a girl; RR-TWTTW somehow think he resembles his daughter.
* ''Webcomic/{{Life}}'' has [[http://www.cha0sden.com/Life.php?comic=274 Edward's roommate]] [[http://www.cha0sden.com/Life.php?comic=275 Lex]].
-->'''Lex:''' And yes, I am a guy.
* Lampshaded in ''Webcomic/MMBN7TheWorldTournament'', were Sean mistakes Viddy Narcy as a woman at first before their match.
* ''Webcomic/SequentialArt'': Art's neighbor, Roger Lapin, to the extent that he basically looks ''exactly'' like [[Film/WhoFramedRogerRabbit Jessica Rabbit]], right down to the ImpossibleHourglassFigure and... [[BuxomIsBetter generous bustline]]. Considering that Roger's very anatomy is female, as opposed to just having feminine facial features, it isn't clear whether he just looks like a woman or whether he actually is transgender. His wife, Jessica, is an inversion since she looks like a stereotypical overweight, bearded biker dude.

[[folder:Web Original]]
* Izael from the ''Roleplay/TheGamersAlliance'' is often confused for a girl because of his looks.
* Axel from ''WebVideo/DemyxTime'' enjoys mocking Marluxia for this. Inverted when Demyx firmly believes that Larxene is a man.
* In the ''VideoGame/DissidiaFinalFantasy'' {{machinima}} "Real Men", there's a segment where Squall states, "Only a real man hangs out with the ladies." Cloud responds with, "You know that's a guy, right?" but Squall firmly states that it's a chick, until he finally decides to ask the man/lady in question, who is Bartz. Bartz replies, "Oh yes, I am male--I mean, FE-male." Squall's response?
-->'''Squall:''' ...Oh, you're dead... ''[gunclick]''
* Phase, in the ''Literature/WhateleyUniverse'', looks and sounds so girly that he's given up and dresses in mannish girl's clothes that fit him, while he tries to find a way to change himself back to a manly guy. Even in pants and heavy coat, he still gets tabbed as a girl, much to his disgust.
* ''Roleplay/EquestriaChronicles'' has Shiloh, who looks like a filly and has been mistaken for one on multiple occasions.
* ''Roleplay/EquestrianLegends'': Beret Swirl invokes this trope to get free drinks.
* In the Roleplay wiki, one of the character profiles done is of an Androgynous ninja.
* And while we're still talking about ponies, Website/FourChan's original character "Golden Brisk", who is CONSTANTLY mistaken for a female to his own chagrin, to the point that his day job is to model women's clothing. He spends most of his free time trying to make himself look "manlier" and failing hilariously. His love interest is his own DistaffCounterpart [[LadyLooksLikeADude Silver Breeze]].
* ''Website/GaiaOnline'''s Gino Gambino at one point looked very feminine despite the memetic "[[BigOlEyebrows Twinkie Brows]]"; the description for his collectible doll states that he's often mistaken for a girl. More recent manga updates featuring him have been making him a little more masculine, via ArtEvolution and an ImportantHaircut.
* An NHL blogger decided to [[http://thecanafornians.com/?p=806 list hockey players]] who she felt [[CelebrityResemblance looked like]] Creator/TildaSwinton.

[[folder:Western Animation]]
* ''WesternAnimation/TheAmazingWorldOfGumball'': Leslie the flower is a boy, but his appearance and behavior make him easily pass as a female, including his pink petals. In the first season, [[ShesAManInJapan he was treated as a female in some dubs]].
* Edd from ''WesternAnimation/EdEddNEddy'' can be seen as this. In fact, [[spoiler:in the series finale, "[[WesternAnimation/EdEddNEddysBigPictureShow Big Picture Show]]", Eddy's brother mistakes him for Eddy's girlfriend]].
* ''WesternAnimation/HomeMovies'': Brendon comes home to find his mom and her boss looped on wine. On seeing him the boss shouts "Well, look at you! What a perfectly adorable little young lady!". Brendon anxiously replies "Ah...well...I'm not so little...". Brendon is considered to be kind of girly by lots of folks, including his friends.
* In an episode of ''WesternAnimation/JohnnyBravo'', Johnny is at the beach when he approaches what appears to a woman in a bikini, but as soon as the person turns around, it turns out to be a slender man with long hair in a speedo.
-->'''Johnny:''' Whoa! I thought you were a chick!
* On ''WesternAnimation/TheLegendOfKorra'', Korra's {{creepy|Twins}} HalfIdenticalTwin cousins Desna and Eska are introduced, and since they look almost exactly alike except for make-up on Eska (the girl), Bolin assumes they are both girls.
* ''WesternAnimation/LittlestPetShop2012'':
** Many viewers thought that Sweet Cheeks the Sugar Glider from the episode "Pawlm Reading" was female, especially given he had a squeaky high voice and long eyelashes, when in fact he's male.
** [[spoiler:Princess Stori from "Terriers and Tiaras". Zoe is quite shocked upon learning this the first time he speaks.]]
* ''WesternAnimation/{{Metalocalypse}}'': Skwisgaar Skwigelf is tall and thin, with long hair, large lips and very nice butt. He [[BerserkButton does not like it]] when you call him a lady.
-->'''Skwisgaar:''' ''[puts a box of tampons inside Toki's shopping cart, chucking to himself]'' Uhhh, hey Toki, look inside of your basket. [[AllPeriodsArePMS Guess why you are is in such a crappy mood]]. You have ladies' tampons. Inside of it. And you buy them for yourself. Go have a conversation with all the ladies and tell them your problems!\\
'''Toki:''' ''[[NoYou You]]'' [[NoYou lady, Skwisgaar]]!\\
'''Skwisgaar:''' '''''NO IS NOT!'''''
* The main joke of ''WesternAnimation/SheZow'' is the fact that the title character is a guy who has to dress like a girl due to the ring that gives him his powers. A TitleDrop of the tropes is done in the first episode.
* ''WesternAnimation/FamilyGuy'':
** On an early (as in before it was cancelled and UnCancelled) episode, the gang are discussing which celebrities they would have sex with if they had the chance. Quagmire says [[Music/{{Hanson}} Taylor Hanson]], and suffers a minor breakdown once he's told Hanson is a man.
--->'''Quagmire:''' [[ADateWithRosiePalms But I have all these magazines]]! ...''Oh God!''
** Another episode has Quagmire being asked which celebrity he'd have sex with, [[GayBravado and was given a choice between two men]]. He chooses Creator/JohnnyDepp, because "he kind of looks like a chick, I guess".
* The opening theme for ''WesternAnimation/PepperAnn'' has an unidentified character ask if Pepper Ann is that girl she's always seeing everywhere, upon which Milo, in his very deep and laid-back voice, then says, "No, that's me."