'''Transgender'''[[note]]or '''trans''' for short[[/note]] people are those who identify as a gender that's not typically associated with their genitalia (the genitalia they had at birth). Some transgender people have body dysphoria and pursue medical means (e.g. hormone replacement, surgery, etc.) to help mitigate it, but others don't have it, don't have access to treatment, or choose to not undergo treatment for various reasons. Transgender people aren't a new group; their existence has been documented as far back as the [[OlderThanFeudalism Roman Empire]]. They're systemically disadvantaged, oppressed, and often murdered in modern society. They're often used as a source of interesting {{Conflict}} in a story, partly because coming-out stories can depict change more visually. See the Useful Notes on UsefulNotes/{{Transgender}} people for a more RealLife-oriented and complete description. There's a general outcry by the trans community for more representation of them as just regular people - just like not every female character's story has to be about battling sexism, trans people too would like to see themselves depicted in all traditional narratives.

Now for some definitions of the terminology involved:
[[folder:Terminology]]
* [[QueerAsTropes Homosexuality]] is a completely separate issue. Transgenderness isn't [[TransEqualsGay gayness turned]] UpToEleven. Strictly gay man would not be attracted to trans women, and trans women are not any more or less likely to be lesbian than cisgender women are. The "T" is in "LGBT" because transphobia and homophobia have similar motives - both defy the main idea of what a man or woman "is" or "should be" - but they are distinct groups.
* "Non-binary[[note]]Gender identity that doesn't strictly match male or female.[[/note]]", "Agender[[note]]Gender ID that lacks any gender at all. Note this doesn't necessarily mean this person doesn't experience body dysphoria.[[/note]]", "Gender Variant[[note]]Catch-all term for variations in gender apart from male or female[[/note]]", and "Genderqueer[[note]]Like gender variant and non-binary, is also used as a catch-all for all deviations from binary, including those in the next bullet point.[[/note]]" are various terms used for people who reject the gender binary entirely.
* Genderfluid, Bi-gender, and Tri-gender refer to people whose gender changes over time, whether between many identities or just two or three. This can be as often as daily or as rarely as once per decade; it can happen on its own, or be triggered by something. If these people's identities end up matching their birth-assigned gender at some points, they may consider themselves "part cis". Not to be confused with Dissociative Identity Disorder (multiple personalities), although it has been known for dissociated personalities to rarely possess a gender that does not coincide with the sex of the patient.
* AFAB[[note]]Assigned Female At Birth[[/note]]/FAAB[[note]]Female Assigned At Birth[[/note]]/CAFAB[[note]]Coercively Assigned Female At Birth[[/note]], AMAB[[note]]Assigned Male At Birth[[/note]]/MAAB[[note]]Male Assigned At Birth[[/note]]/CAMAB[[note]]Coercively Assigned Male At Birth[[/note]] and UAB[[note]]Unassigned At Birth[[/note]] refer to the interpretation of a person's genitals by doctors/their parents at birth. These are modern terms used instead of [=MtF=] and [=FtM=], since those terms exclude non-binary and {{intersex}} people. Calling someone's body a "female body" or "male body" isn't really accurate - a body has the gender of its owner, regardless of genitals (which unlike gender identity can be changed medically) or chromosomes (which you can't see anyway). It's still rude to ask a transgender person which of those they are, however, as those questions are invasive and privacy-violating. ("What are your genitals like and what did they used to be like and did you change them?" is [[{{Understatement}} kinda worse]] than "what color are your panties" and you generally wouldn't ask a person that. We hope.) A person can decide to share that, but if they don't, DON'T ASK. Same goes for transition-related questions. If you aren't close enough to someone to ask for their intensely personal medical details, don't make an exception for people who are also stigmatized.
* [[{{Crossdresser}} "Crossdresser" and "Transvestite"]] refer to wearing clothing that's traditionally culturally coded as 'belonging' to a different gender from the one you identify as. They may or may not be used interchangeably and ''don't'' automatically entail either transgenderism or homosexuality, but they also don't preclude either. [[http://en.wikipedia.org/wiki/Transvestic_fetishism That other wiki]] has an entry for "transvestic fetishism". Transvestite is generally considered an offensive term because of its history, and shouldn't be used to refer to people who crossdress.
* {{Drag Queen}}s and Kings are performers who dress as caricatures of the opposite gender, but most of them identify as cisgender in their day-to-day lives. They tend to be CampGay men and {{Butch Lesbian}}s gender-bending to entertain, hence [[TransEqualsGay the mistaken notion that a transsexual is "super" gay]]. Drag performers that are also trans will make an effort to look ''less'' convincing (thick makeup, huge hair, GagBoobs, etc.) in their drag personas.
* [[http://www.isna.org/faq/what_is_intersex "Intersex"]] (inaccurately and offensively "{{Hermaphrodite}}") refers to atypical development of genitals relative to chromosomes, and is more common than you'd think. It's considered related to transgenderism but not synonymous with it, since an intersex person can identify with the same gender they were assigned at birth.
* [[http://cdandor.tumblr.com/image/3569062893 "Shemale," "He-She," "Tranny,"]] [[ItIsDehumanizing "It," etc.]] are almost always considered deadly insults. If you don't know whether you have NWordPrivileges, you don't.
* ''Cisgender'' or just ''Cis'' is the opposite of transgender, the majority: someone whose gender identity matches the one they were assigned at birth. [[note]]"Cis" is a Latin prefix that is the opposite of "trans," meaning "not across," as in chemistry or "cisatlantic/transatlantic."[[/note]] "Non-trans" is also used, but just saying "normal" or "real" or just "man"/"woman" as opposed to "trans man"/"trans woman" is [[UnfortunateImplications basically saying that trans people aren't ''really'' their gender.]] Cis is also sometimes [[FunWithAcronyms jokingly de-abbreviated as "comfortable in skin"]] (although many trans people are comfortable with their bodies and identities, suffering only from the stigma).
* The term "trans" is used as an umbrella term for all non-cis people, and is a shortened form for "transgender", which is used for same.
[[/folder]]

Portrayals of trans people range between AcceptableTargets and OnceAcceptableTargets. While many portrayals are sympathetic, many are also built around jokes about the character "really" being another gender - plus, bigoted and inaccurate "trans panic" jokes portraying trans people as deceptive cross-dressers ("Oh no, the hot chick is really a man!") are still common. Because this line of reasoning is [[http://en.wikipedia.org/wiki/Trans_panic often a motive]] [[http://en.wikipedia.org/wiki/Murder_of_Gwen_Araujo for murder]] in RealLife, this type of humor goes beyond mere UnfortunateImplications.

Trans women are more common in media than trans men, whose existence is largely ignored by the mainstream despite statistically being equally common in RealLife. (Current estimates are somewhere in the vicinity of 1 in 200 for social transition.)

Contrast GenderBender, which is a trope about men and women changing genitals (and the rest of their bodies) into conforming to a publicly accepted image of the opposite gender -and sometimes gender identity - through magic or AppliedPhlebotinum. Also contrast EasySexChange, which is this trope plus TheyJustDidntCare; though it has at least a ''pretense'' of realism, it minimizes or ignores many physical, psychological, and/or social complications of sex change. For another common example of TheyJustDidntCare as applied to this trope, see TransEqualsGay.

Has nothing to do with {{Transhuman}}s; the shared root "trans-" [[note]]Latin for "across", "beyond", or "on the opposite side"[[/note]] is the only commonality, and even then both terms use different definitions of it. The root "trans-" here roughly means "opposite".
----
!!Examples:

[[foldercontrol]]

[[folder:Advertisement]]
* [[http://www.youtube.com/watch?v=4VrGVVAVIbQ In a Sprite ad for Latin-America]], a guy reunites with his school friends, and each encounter finishes with "[insert friend's childhood nickname], eeeeeeeh!" and a hug/group hug. The last one, nicknamed "Oso" ("bear" in Spanish), turns out to have transitioned from male to female; we only see her from the back but she's clearly using heels and a minidress. What do her friends do? "Oso...? [blinkblink] [[CrowningMomentOfHeartwarming OSO!! EEEEEEEH! [group hug]".]]
[[/folder]]

[[folder:Anime and Manga]]
* In the manga adaption of ''Anime/WelcomeToTheNHK'', Yamazaki befriends a pre-op transsexual, and even gets a job to pay for her operation. Unfortunately, this charity offends her, and she ends the friendship
* Maho, one of the two main characters in the manga ''Manga/DoubleHouse'', is a trans woman, as are a number of the secondary characters.
* Shouko Aihara from ''Gakuen Saimin Reido'' used to be a male bully known as Akira Aihara until he is hypnotized by Satou Futoshi (the fat guy he usually bullied) into taking hormone pills until that body reaches the female shape and Satou later brainwashed her and altering her personality.
* Isabella in ''ParadiseKiss'' seems to be a non-operative transgender woman.
* The ''[[{{Trigun}} Trigun Maximum]]'' manga has Elendira the Crimsonnail, although she is presented as a transvestite. Vash is the only one who briefly recognizes her as female, and then only to insult her. She glared and said 'a woman like you' out of Wolfwood when he called her a guy one time. Apart from Meryl categorizing her as a transvestite (and complimenting her figure) after she falls out of the sky, it doesn't really come up otherwise; people are busy. The actual question is how everyone can tell by looking at her.
* ''Manga/AngelSanctuary'':
** Arakune/Arachnee, who doesn't have reassignment surgery because it'd mean she would lose some of her strength.
** [[spoiler:Laila/Sevoth-Tart/Sevy/Sebi]] is a trans man, sort of. In this character's case, it's as a result of the trauma of [[spoiler:being gang-raped]], living in denial of her previous existence as [[spoiler:Laila]], and goes as far as undergoing treatment to inhibit her breasts. She also wears a machine that makes her voice sound 'masculine'.
** [[spoiler:Belial, the Mad Hatter,]] explicitly identifies as neither male nor female and deliberately resorts to genderfuck clothing and make-up to play on their androgynous appearance. Some scenes shows them as more masculine or feminine than other ones, though; in the presence of [[spoiler:Kira or of Lucifer, Belial]] usually looks very much like a wounded FemmeFatale. To make this powerful [[TricksterArchetype Trickster]] character even more complex in terms of gender and sexuality, Kaori Yuki also makes them omnisexual, madly in love with [[spoiler:Lucifer]], seduces [[spoiler:Kurai]] partly by taking the appearance of one of her male suitors and generally acting like a campy male.
** Kurai herself has some trouble in identifying as female, although it's probably partly because she starts off as a young teenager. She seems to have less trouble with her gender identity once [[spoiler:she 'develops' at an extremely quick rate]]. However, she explicitly compares herself to Arachne, mentioning that their families had problems with Arachne being what they thought was a [[{{Crossdresser}} 'transvestite']] and Kurai being a '{{tomboy}}'.
** [[spoiler:Alexiel and Rosiel]]. While she laments to have been "born female", because she had too many feelings to deal with and wished to be reborn as male (which led to [[spoiler:her reincarnation as Setsuna]]), she seems to embrace her true self in the end, she still has gender issues. Meanwhile, her brother [[spoiler:''wants'' to be her, he has her beauty/face and even pretends to be female once.]]
* ''Manga/FamilyCompo'' has so many Transsexuals and {{Crossdresser}}s that it's hard to count. The main character's adoptive parents ('''both''' of them -- that is, the dad is AFAB, the mom is AMAB), his adoptive father's assistants (all transsexuals, some post-op, some not), several dozen bit characters, and one of the [[WillTheyOrWontThey character's love interests]] -- his adoptive sister and cousin -- may or may not be AMAB, given that about every 6 months she'd switch genders as she was growing up ([[spoiler:It's never explained in the manga, and in the end, the character realizes it doesn't really matter anyway.]])
* [[spoiler: Seiko, born and originally named Seishirou]] from ''LovelyComplex''. One chapter has her voice breaking which causes her to become depressed and she detransitions. The other characters try to convince her otherwise. She eventually transitions again after she goes to the hospital and gets a shot, which she says was for a cold that reversed her voice.
* Akari in ''SamuraiDeeperKyo'' was raised as a woman to make her shamanic powers stronger, and it stuck. The series mostly ignores the implications of transgenderism (except as gag fodder) and makes her the strongest of Kyo's followers and, therefore, a complete {{Badass}}.
* Commander Teral from ''Anime/GodSigma'' is literally a woman in a fairly masculine man's body. Ironically, she's the noble prince-type of the story despite being one of the main villains. She gets very little snark, which is pretty open-minded for an early '80s show.
* Shuuichi Nitori (trans girl) and Yoshino Takatsuki (trans boy) from ''Manga/WanderingSon''. Also their adult friend Yuki Yoshida (trans woman), who is implied to have had a full physical transition, as well as Nitori's classmate Makoto Ariga (trans girl) and Taiichirou Ebina (trans girl). In Takatsuki's case in particular, at least one character suggested [[spoiler:that it wasn't so much that Takatsuki wanted to be male so much as she disliked being female.]]
* Hibari Oozora of ''Manga/StopHibarikun'' loudly voiced her disappointment in the fact that she doesn't have breasts and plans to eventually marry Kousaku. The anime avoids ever showing her naked chest despite the fact that she doesn't have anything to hide there. There's also [[spoiler:a random island girl that looks almost exactly like Hibari (resulting in another UnsettlingGenderReveal moment for Kousaku]] and [[spoiler:a girlfriend of Ibari's -- one whom he doesn't know is trans.]]
* The protagonist of Creator/RiyokoIkeda's ''Manga/{{Claudine}}'', Claudine de Montesse. He's a very {{woobie}}-like trans man with a sensitive heart and horrible luck, who ever since he was a child was sure that he was a male, and [[spoiler:in the end [[BuryYourGays commits suicide]] after his lover Sirene gets engaged to his eldest brother Andre. His doctor (who doubles as NarratorAllAlong) reminiscences about Claudine's case, and concludes that he was right into identifying as a male.]]
* Futaba Aoi from ''Manga/YoureUnderArrest'', one of the prettier woman officers in the Bokuto Station. ("She's girlier and cuter than ''all of us''!") In an episode in the second season where she asks for help with a date with a man, Aoi says, "I have the body of a man, but the heart of a woman". Episode 6 explicitly mentions "transsexual".
* The BL light novel and anime ''LightNovel/{{Sukisho}}'' has transgender TeamMom Nanami.
* ''Manga/TheDayOfRevolution'' is a two volume manga series about an intersex but genetically female high school boy who elects (under pressure from his family) to become a girl because he sees it as a choice between being an 'incomplete man' or a 'complete woman'. He quickly finds that letting go of his old male identity isn't going to be easy or simple.
* The {{Yuri}} anthology ''Mermaid Line'' has a SliceOfLife story where a trans woman and her [[IfItsYouItsOkay (apparently bisexual)]] fiancé decide what to do about her transition.
* [[SpellMyNameWithAnS Criff/Cliff]] from ''Anime/InfiniteRyvius'' is a trans woman who transitioned a good time before the series started. You'd never know if it weren't for WordOfGod statements and a blink-and-you-will-miss-it line from her sister.
* ''Manga/PetShopOfHorrors'':
** One of the stories has Leon investigating the murder of who turned out to be a transgender man with a beautiful female alternate persona, who kept rooms of aquariums of transgender fish and a virtual pet of a beautiful female fish. She was killed by the bartender who had a crush on her when he found out.
** In the Tokyo version, Count D and a friend visit a club for transvestites and transsexual women, all of whom are portrayed very sympathetically. The bartender/owner comments that they're just women looking for husbands and also makes reference to a place a floor up where men can meet other likeminded men. Count D is apparently on good terms with some of them and has tea with the group on a regular basis.
* ''Strange Mansion'' features a StalkerWithACrush who moves into the title apartment to be near her bishounen classmate. She discovers that her crush became a woman to be with her love interest (he was a bit disappointed that his first declaration of love came from a man but handled it calmly), which causes a HeroicBSOD. Of course, her wealthy conservative parents know nothing.
* The main character from ''Manga/AiNoShintairiku'', Nikotama Sara, is a trans woman.
* A little known manga titled ''Gender Identity Disorder'' follows the life of a trans man. It begins with his childhood (telling his father he wants Santa to give him a penis for Christmas), and ends with him transitioned and leading a successful life, reconciling with his father before he dies.
* Arisugawa "Alice" Kintarou from ''LightNovel/MariaSamaGaMiteru''.
* There is a LOT of InternetBackdraft on whether Nuriko of ''Manga/FushigiYuugi'' fits as a trans woman or as a WholesomeCrossdresser. It's best to thread VERY carefully around it.
* Yoshiki Kitazawa from the manga ''Manga/{{Gravitation}}'' is an trans woman. In the first series, she's only had hormones to encourage breast growth but her lower half is still physically male. In the sequel, ''EX'', she finishes her surgery on her lower half as well, like she's wanted to since she was 14-15 as stated in the fanbook.
* Izumi Nachi/Lady Nachi in ''MugenDensetsuTakamagahara: Dream Saga'' is pre-operative in Nakatsukuni, and post-operative in Takamagahara. She takes full advantage of her female form, attempting to become the perfect girlfriend that she could never be in Nakatsukuni because of societal expectations... to a guy that didn't want her. The rest of Nachi's evolution goes from ClingyJealousGirl to IWantMyBelovedToBeHappy.
* One episode of ''LightNovel/DirtyPair'' featured a wealthy business owner framing his son's fiance for kidnapping when really they were trying to elope. It's eventually revealed that the reason he objects to their marriage is because the fiance is AMAB and had a sex change. After a moment of surprise, Kei and Yuri respond: "So what? That's so closed-minded!" and "In these days, one out of every ten people has had a sex change!"
* Grell from ''Manga/BlackButler'' is a trans woman, [[WordOfGod as Toboso Yana eventually made clear]]. As the series is set in UsefulNotes/VictorianBritain, she's necessarily non-operative, which has led many in- and out-of-universe to think she's a flamboyantly gay man.
* Celebrity stylist Nao from ''Manga/IceRevolution'', who forgives uber-{{Tomboy}} Masaki for destroying her favorite scissors, gives a makeover that makes her appear truly feminine "on camera" for the first time, and even leaves the fee for later. After TheReveal, Nao tells Masaki that they're NotSoDifferent: both of them had a hyper-aggressive male appearance that they're no longer comfortable with. Notably, she is the ''only person'' outside of Masaki's friends and family who can tell she's a girl at first sight.
-->'''Masaki:''' How did you... know I'm a... girl...?\\
'''Nao:''' Isn't it obvious?\\
'''Masaki:''' (''is completely mystified'')
* [[spoiler:Mikihisa]] from ''Manga/LevelE'' is a trans man and has felt male since he was four, and it turns out [[spoiler:he's also intersex, with XY chromosomes]]. After much tribulation, the alien princess who's in love with him [[spoiler:gives him a really high-tech sex reassignment.]]
* Mitsuko, the main characters' sidekick in ''Leviathan'', is a trans woman, and while her characterization in itself is fine, her friends take every opportunity to point out that she's not a ''real'' woman and use mildly offensive terms to refer to her. And this is all supposed to be played for laughs.
* A chapter of the manga ''Manga/HowIBecameAPokemonCard'' is about a trans boy named Akari, who has to wear a female school uniform since he's entering middle school. He gets a Pikachu for his birthday, which he's mad about since it's not a "cool" Pokémon but a "[[RidiculouslyCuteCritter cute]]" one. He eventually got over it and learned that it doesn't matter what a Pokémon looks like, that they all can be [[BadassAdorable cool]].
* ''Manga/GenkakuPicasso'' has [[spoiler:[[LongHairedPrettyBoy Yosuke]] [[NiceGuy Hishida]]]], who is explicitly described as suffering from [[http://en.wikipedia.org/wiki/Gender_identity_disorder Gender identity disorder]]. She puts on a good show of acting like a normal boy, so this causes some problems when [[spoiler:she's caught in the girls' bathroom]]. She's almost [[spoiler:DrivenToSuicide]], but when Sugiura saves her and offers to listen to her troubles, Picasso (who has been inside the sketch of her heart) rallies the class to go to where she is and listen to her. [[spoiler:When they do, they apologize for how they treated her and rally to let her wear the girls' uniform.]]
* The protagonist of ''Manga/AfterSchoolNightmare'' is an intersex man. The first page in the manga has him averting NoPeriodsPeriod, much to his discomfort. [[spoiler: Later identifies as a woman.]]
* From ''Ludwig Kakumei, the Goose-Girl in the Well'', [[spoiler:Princess Julianna, whom we know for most of the series as Lui's "step-brother" Prince Julius]]. She very explicitly states that she doesn't identify as a man (or almost does before she cuts herself off), but everyone else seems to think of her as a crossdresser of some nature or another.
* ''LightNovel/SorcererStabberOrphen'' has [[spoiler:the local CoolBigSis and Orphen's first travel partner, Stephanie]]. Orphen explains to Majik and Cleao that she used to be [[spoiler:Stephan]] until few years ago, when she was seriously injured in a training accident and her body was horribly torn apart. During her recovery, she explained her situation to the local healers and asked them for sex change; they accepted, and she' much more happy and comfortable. Cleao and Majic are rather surprised when Orphen tells them ([[InnocentlyInsensitive Cleao]] wonders if [[spoiler:Stephanie's boyfriend and eventual husband Tim]] knows), but Orphen himself seems to be pretty nonchalant about the whole deal and it's never discussed again.
* In most versions of ''Franchise/GhostInTheShell'' it's implied that Major Kusanagi may have been AMAB before becoming a female-styled full-body cyborg, though the TV series balked at this and featured a flashback episode were she was a little girl.
* Nathan Seymore of ''TigerAndBunny'' is confirmed in [[AllThereInTheManual supplementary sources to be agendered.]]
* There's a shoujo manga called "''Go! Go! Ichigo''" about a girl who falls for her old childhood friend who came back several years later [[OldFriendNewGender a girl]].
* The protagonist of ''Manga/BokuraNoHentai'' is a transgender girl. The other two main characters are WholesomeCrossdresser's. [[spoiler:Not soon after her voice starts cracking she comes out to her mom who starts visiting a hospital with her. After seeing a therapist she begins living as a girl]].
* Chaplin from ''DeadmanWonderland'' is transgender. The first time she used her Branch Of Sin was when she was living as a male. [[spoiler:Her lover was using her as a source of money. She got mad at the woman he was sleeping with and accidentally stabbed her.]]
* The third story in the oneshot manga ''Mascara Blues'' revolves around a trans girl who falls for a boy.
* [[spoiler:Ren's sister]] in ''Sazanami Cherry'' is revealed to be transsexual in the second to last chapter. Ren may be transsexual too but it's hard to tell.
* Mariandel from ''Anime/IxionSagaDT''.
* BC from ''Anime/{{Vandread}}''.
* Jun's mother in ''Boku to Boku'' is a trans woman.
* Alluka Zoldyck from ''HunterXHunter'' is implied to be a transgender girl. Her brother Killua, who is the only member of her family to treat her with any affection, refers to her as a girl, while her other brothers call her a boy.
* One of the protagonists of ''Manga/{{Yuureitou}}'', Tetsuo, is a transgender man. [[spoiler:He [[SelfMadeOrphan killed his step-mom]] after disputes about his gender two years prior to the manga.]] Despite this he's a pretty sympathetic if [[AntiHero antiheroic]] character.
* ''Kyou Kara Yonshimai'' is about a girl whose brother comes back from college living as a woman.
* In the sequel to ''Manga/TokyoGhoul'', Tooru Mutsuki is revealed to be transgender, born and raised as a girl but never comfortable as such. He began living as a man in his early teens, and uses highly-masculine language in contrast to his meek personality. This turns into a plot point, when the team is investigating a Ghoul that exclusively hunts women with scars -- Mutsuki ends up AloneWithThePsycho, with Torso ripping open his shirt and discovering that he wears a Binder and is CoveredInScars. The sequence is especially nightmarish due to TruthInTelevision, since such assaults are a major issue for the trans community.
* Reina from ''Manga/AnaSatsujin'' is a smuggler who "designs" furniture made of human bones. She works with the protagonists SerialKiller girlfriend. When at home she's a nudist and has a large GagPenis according to the protagonist, which creeps him out (on top of being a necrophiliac butcher).
* The one-shot ''Cotton Candy Love'' is a GirlsLove manga with the most major character being an elementary school aged trans girl, who gets bullied by classmates.
* While not actually present within ''Manga/BokuGirl'', as it features boy who was Gender Bent, characters who are aware Mizuki is physically female but ''not'' that he was originally male usually take his declarations that he's a man as falling under being transgender. Another character, [[spoiler:his crush Fujiwara]], knows for a fact he was male but then has seen him doing things like wearing dresses (to visit a bathhouse away from his all-male dorm) or wearing panties (his roommate hung his regular underwear to dry in the rain) and thus comes to the opposite conclusion that Mizuki is a transwoman.
* [[spoiler:"[[InseriesNickname Mool Byung]]"]], one of Yang Jooha's friends who dropped out of high school in ''Webcomic/WelcomeToRoom305''. They meet years later but he tries to avoid her at first but eventually they reconcile. One of their two other school friends didn't react as positive when she finds out.
[[/folder]]

[[folder:Comic Books]]
* In "A Game of You", a StoryArc in ''Comicbook/TheSandman'', the protagonist, Barbie, is friends with a trans woman named Wanda. [[spoiler:When Wanda dies, she shows up with Death with a female form.]]
-->'''Neighbor:''' Wanda? You've got a... thingie.\\
'''Wanda:''' Don't you know it's rude to point out a lady's shortcomings?
* In ''ComicBook/YTheLastMan'', trans men are widely accepted in the post-{{Gendercide}} world as a way of avoiding SitSexuality (except by the man-hating Daughters of the Amazon who are likely to kill them on sight). The eponymous protagonist is often mistaken for one at first glance, due to [[LastOfHisKind his situation]]. Presumably transgender women died when the men died because the virus specifically affected the Y chromosome, but this isn't explicitly stated.
* DC's ''Comicbook/DoomPatrol'' had a relatively short lived trans woman character named Coagula (real name Kate Godwin, birth name Clark Godwin). The character was created by transsexual science fiction writer Rachel Pollack.
* Grant Morrison's ''Comicbook/TheInvisibles'' features a character called Lord Fanny who blurs the line of several types of transgenderism, her origin and things she says throughout the series suggesting that she has identified (or simultaneously identifies) as transsexual, transvestite, and drag queen. The contradictory nature of this may have been done on purpose, or more likely was sloppy research.
* Alison Bechdel's ''ComicStrip/DykesToWatchOutFor'' started by introducing trans woman character named Jillian who hung out for a few strips. Later, an trans man character named Jerry was introduced; Lois developed a crush on him, which later moved on to a fairly durable friendship. Finally, Jasmine's child Jonas became more and more insistent about identifying as a girl, and eventually started living full-time, taking hormones, and identifying as Janis, with Lois's support.
* DTWF FollowTheLeader ''Jane's World'' has [[spoiler:Chelle's "mother", a trans man]]. A female trucker who fell in love with him thought she was gay after learning about it.
* Marisa Rahm, the lead character of MilestoneComics' ''Deathwish'' miniseries, is a realistically-portrayed trans woman police detective. The series was written by Creator/MaddieBlaustein (better known as the voice of Meowth from ''Anime/{{Pokemon}}''[[note]]Dat's right![[/note]]), who was transgender herself.
* The ''Highland Laddie'' arc of ''Comicbook/TheBoys'' had a secondary character known as Big Bobby, first met in a pub wearing heels, a frock, makeup and a wig, the 6+ foot BigGuy self-identifies as a lesbian, although she was pre-op at the time. The storyline sees her emasculated by a fat psychotic lady with a pair of hedgeclippers. Bobby takes this in stride, and asks the doctors not to sew the severed genitalia back on, but to treat it as the first stage in gender-reassignment surgery. Played very sympathetically, with nary a joke in sight (initial surprise on the part of Wee Hughie, who hadn't seen Bobby for several years; Bobby is referred to by male pronouns, although not when present. There is one genital mutilation gag near the end).
* Alisa Yeoh, a supporting character and Barbara Gordon's roommate in ''[[{{Comicbook/Batgirl 2011}} Batgirl]]'' is a trans woman as revealed in issue 19. Though reported by multiple media outlets as "the first" transgender character in a superhero comic, author Creator/GailSimone has repeatedly stated that this is not the case, as the ''Sandman'' example and others above show.
* Sir Ystin from ''Comicbook/DemonKnights'' has a nonbinary gender identity, as she explains to Exoristos.
-->I was born this way. I've kept saying, whenever anyone asks. I'm not just a man or a woman. I'm ''both''.
[[/folder]]

[[folder:Films -- Animation]]
* Hana in ''Anime/TokyoGodfathers'' says, "I am a mistake made by God. In my heart, I am a woman."
[[/folder]]

[[folder:Films -- Live-Action]]
* The excellent film ''Film/BreakfastOnPluto'', based on a novel of the same name, is all about the life of fictional Irish transsexual Kitten Braden.
* One of the most unlikely transformations is found in the 1970 film ''Myra Breckinridge'', in which ''Myron'' Breckinridge (played by film critic Rex Reed, of all people) goes under the knife and becomes Myra (played by Racquel Welch).
* Hedwig of ''Film/HedwigAndTheAngryInch'', a gay male who got the operation on the spur of the moment to qualify for a CitizenshipMarriage with his lover. Predictably, the shady doctor screwed up, and the vulva didn't form properly, leaving him/her with nothing but a urethra, the titular "angry inch", and a scar. (In RealLife, surgeons generally invert and alter the penis, so this probably would not happen.) Hedwig spends the movie dealing with living as a trans man, until [[spoiler:at the end he comes, at least in the film version, to embrace a masculine identity.]]
* ''Film/{{Transamerica}}'' is a film centering on a transsexual woman, played by Felicity Hoffmann.
* ''Film/TheCryingGame'' gives us [[spoiler: Dil, the love interest of the movie.]]
* ''Film/DifferentForGirls'' is the story of a post-op transsexual woman meeting up with her male punk friend and protector from high school, ten years later. At first, the male friend is revolted, then accepting, then aroused in the end; [[spoiler:they decide that they don't do too well apart, and become lovers. They are both unemployed, but sell the story of their relationship to a tabloid for a sick amount of money]].
* This is the whole plot of the movie ''Film/BoysDontCry'' in which a young trans man (played by Hilary Swank) uses a combination of haircut, bandages holding down his breasts and leaving his hometown to express himself properly as a man: Brandon Teena. He even manages to have sex with a girl without her noticing [[spoiler: sort of. Confusion might arise for some viewers as to whether or not Brandon was actually a transman due to his own claims that he was a hermaphrodite, but he was in a women's prison at the time and trying to keep his secret from the woman he loved, so this was pretty obviously a lie. Especially when taking into account the shower scene after his violent and traumatic rape.]]
* Bernadette in ''Film/PriscillaQueenOfTheDesert'' is a transwoman (rather than a drag queen like her two companions). One [[BerserkButton guaranteed way to make her angry]] is to call her "Ralph"...
* Judy Squires in ''Film/BetterThanChocolate.'' She's also a singer at a local lesbian nightclub, and gets a rather tart musical number explaining the differences between drag queens and transwomen.
* ''Film/AceVenturaPetDetective'' features one of the less flattering parodies of ''Film/TheCryingGame'', revealing that the villain is actually [[spoiler:Lt. Lois Einhorn, who this whole time was really the missing football player Ray Finkle, having gone through complete transition (but remaining non-op), adopted the identity of a missing hiker, and became a police lieutenant, seemingly all in the sake of the perfect disguise]]. Roger Podacter, who was attracted to her, discovered this, finding "Captain Winkie" during a romantic encounter with her and [[UnfortunateImplications getting murdered for it]].]]
* Tom from ''The Cement Garden'' is a boy who would rather be a girl, believing that [[WouldntHitAGirl girls wouldn't get bullied]]. His sisters eventually give him a makeover, and his best friend William takes on a new interest in him.
* The French/Belgian movie ''Film/MaVieEnRose'' is a very tasteful presentation of a young trans girl and her dilemmas. A possibly trans boy youngster appears near the end of the movie as well.
* Noxeema from ''Film/ToWongFuThanksForEverythingJulieNewmar'' gives Chi-Chi a rundown of genderqueer types, doubling as a TheReasonYouSuckSpeech.[[note]]Noxeema's speech is obviously one person's oversimplified and subjective take. As the trope description above suggests, one could write an entire book just attempting to accurately define even ''one'' of these terms.[[/note]]
-->'''Noxeema''': When a straight man puts on a dress to get his [[FetishFuel sexual kicks]], he is a transvestite. When a man is a woman trapped in a man's body and has the little operation, he is a transsexual. When a gay man has waaay too much fashion sense for one gender, he is a DragQueen. And when a tired little Latin boy puts on a dress, he is simply a boy in a dress.
* The main character in Rainer Werner Fassbinder's film ''In a Year of 13 Moons'' is a male homosexual who gets a sex change to be more appealing to his lover. Somewhat subverted as the character did not consider himself a woman pre-surgery. This and the fact that [[spoiler:[[BuryYourGays he kills himself at the end]]]] has earned it the ire of critics who say it paints transsexuality in an inaccurate and [[UnfortunateImplications unfavorable]] light.
* ''Open'', an independent film by Jake Yuzna showed a positive same-gender relationship between a gay male pair: one cisgender, one transgender.
* ''Elvis & Madonna'', a Brazilian film, is a positive depiction of a cisgender lesbian and a bisexual trans woman falling in love.
* The Thai film ''Film/BeautifulBoxer'' is a biopic about the famous trans woman and former Muay Thai boxer, Nong Thoom. Thailand is known for its "kathoey", literally "third gender".
* PlayedForLaughs with Stan/Loretta from ''Film/MontyPythonsLifeOfBrian'', although to the credit of her friends, after the initial joking they accept her decision.
* There's a German film called ''Romeos'' where a gay transman falls for someone.
* The 2011 French film ''Film/{{Tomboy}}'' is about a 10 year old girl who moves to a new neighborhood and decides to live as a boy.
* ''Film/TheWorldAccordingToGarp'' features John Lithgow as Roberta Muldoon.
* German movie ''Zettl'' (SpiritualSuccessor to ''Series/KirRoyal'') has the mayor of Berlin as this. Might be a parody on the RealLife gay mayor, one of the first openly gay ones. Completely with a billionaire [[RuleThirtyFour who has a thing]] for pre-op transsexuals. And is pissed off when she finally does the operation (in the Cuban embassy, of all places) since this makes her "a totally ordinary woman!"
* Sam from ''Film/{{Gutterballs}}''. After being killed, BBK adds insult to injury by bisecting her penis to create a "mangina".
* ''Come Back To the Five and Dime, Jimmy Dean, Jimmy Dean'', the James Dean fan club reunion is joined by a stranger, Joanne, played by Karen Black, who turns out to have been better known to the rest of the club 20 years ago as Joe. Oh, and it wasn't James Dean who fathered the club president's son.
* The Chilean film ''Naomi Campbel'' is about the life of Yermen, a trans woman who enters a RealityShow to get the chance to finish her reassignment therapy.
[[/folder]]

[[folder:Literature]]
* Roberta Muldoon in John Irving's ''Literature/TheWorldAccordingToGarp''.
* Michelle Cliff's ''No Telephone to Heaven'' has the trans/genderqueer character Harry/Harriet (also known as H/H), who is AMAB and identifies as a blend of male and female. At the beginning of the novel, s/he has a masculine appearance wears bikinis, puts on feminine make-up, and occasionally dresses in the genderfuck style (for example with both a tuxedo and very campy make-up. HilarityEnsues as this impish black Jamaican character passes for an African man to fool an American tourist, who really thinks he has just met "King Badnigga of Benin!"). Towards the end of the novel, H/H [[spoiler:starts living and presumably identifying as Harriet, a white nurse, which involves double 'passing'. H/H is very aware that even as 'she' is respected as a generous nurse, s/he could literally get lynched for being trans and for passing for white, but makes this choice because a black man couldn't become a nurse]]. This character plays a huge role in the development of the very confused main character Clare Savage, a white-looking middle-class mixed-race Jamaican woman who questions the racist standards of her formerly slave-owning family and might further be bisexual. His/her ability to transcend social binaries and to fool racists and homophobes/transphobes is part of his/her attributes as a {{Trickster}} figure.
* Zoe Marriott's ''Shadows on the Moon'' has [[spoiler:Akira]], a trans woman. When [[spoiler:she became the Shadow Bride]] she should have been killed when this was revealed, but [[spoiler:the prince understood and described her as having a female heart.]]
* David Thomas's ''Girl'' is about Bradley, a macho, working class, rugby playing young man who accidentally goes through sexual reassignment surgery (and simultaneous breast augmentation) through a hospital error. It is actually quite sensitive and sweet, even if it is a bit of a stretch that the (almost stereotypically) blokish Bradley decides to commit himself to becoming a woman so quickly, ending up as a sweet-natured, pretty (thanks to hormones and plastic surgery) and content young woman named Jackie.
* ''Literature/VorkosiganSaga'':
** In ''A Civil Campaign'', the dashing and unconventional Lady Donna Vorrutyer undergoes gender reassignment at age 40 to become Lord Dono. As this is SF, Lord Dono's transformation is perfect - he's even fertile. Lady Donna chooses this course so that she can prevent a corrupt male relative from inheriting her dead brother's countship and its attendant responsibilities. Barrayaran law doesn't allow women to inherit countships, but neither is it exactly set up to deal with transsexuals - in the end [[spoiler:Dono prevails]]. And ends up engaged to be married. One assumes Donna was originally bisexual.
** Elsewhere in the Vorkosigan series, it's stated that people who choose to have their brains transferred to younger clones often choose to change sex when they do.
* In Maria V. Snyder's ''Study'' trilogy, it turns out [[spoiler:Commander Ambrose has both a female and male personality within an AFAB body due to magic -- his mother died giving birth to him and her spirit entered his body (and apparently changed his genitalia). The female personality is allowed out whenever the Commander leaves the country, and is officially an ambassador.]]
* Creator/AngelaCarter's ''Literature/ThePassionOfNewEve'' (1977) is a novel about a British man, Evelyn, who is, well, ''castrated by {{Straw Feminist}}s'' and made into "a New Eve". It's a satire on Feminism in general, Freudianism, and all other sorts of things. Also features a Dystopic America in the process of caving in on itself.
* [[http://www.strangehorizons.com/2009/20090302/diana_comet-f.shtml Diana]] [[http://www.strangehorizons.com/2009/20090309/diana_comet-f.shtml Comet]]
* Coydt Van Haaz, the women-hating BigBad of Creator/JackChalker's ''Empires of Flux & Anchor'', turns out to be a trans man with a very tragic BackStory. [[spoiler:He was castrated and then given an involuntary (and irreversible) GenderBender as a teen. He wants his manhood back and he wants it bad. Since that's not possible he wants to make all women suffer for what happened to him]]. This is very unusual in a 'verse where {{Easy Sex Change}}s are canon.
* In Creator/JohnVarley's ''Literature/EightWorlds'' series, sex changes have become so easy and common that anyone who goes through their entire lives as the same sex is considered a little weird, and population control laws have boiled down to "one person, one child."
* In an odd twist, Gurgeh (from ''Literature/ThePlayerOfGames'' by [[Creator/IainBanks Iain M. Banks]]) is regarded as being a bit odd because, although changing sex is the norm for most (human) citizens of the Culture, he has never done so. The strong implication is that Gurgeh regards everything as a game and at some level regards being a receptive sexual partner as ''losing''. At the start of the book, it's mentioned that a distinct majority (six in ten?) of his ex-lovers have become, and stayed, [=FtM=].
* Lady Dela from Alison Goodman's fantasy ''Eon: Dragoneye Reborn'' is a played straight and rather awesome version of this trope. The varied views of prejudice and acceptance surrounding her are also interesting, as the people of the Asian-inspired universe of the book seem to regard her either with respect for being a sacred "twin-soul", or a freak because they think she's a man living as a woman.
* ''Literature/{{Luna}}'' by Creator/JulieAnnePeters is about trans girl's teenage sister, Regan, who often has to lend Luna clothes or cover up for her, because their parents do not know.
* ''Parrotfish'' by Ellen Wittlinger is about a trans man, Grady Katz-[=McNair=]. At the beginning of the book, Grady decides he wants to officially come out and change his name from Angela to Grady. The title of the book comes from his nerdy friend, who points out that female parrotfish often change to males.
* Creator/NeilGaiman's short story ''Changes'' concerns the accidental creation of a drug that allows an EasySexChange and the ramifications of said drug on the global society. Gender identities are blurred as the drug takes on a recreational use, and in the end (as with every conflict of generations) it's seen as something ordinary (if mildly dirty) by the young and disgusting by the old.
* David Nobbs's ''Sex and Other Changes'' is about a transsexual married couple, both of whom transition in the course of the novel.
* [[spoiler: Anna Madrigal]] from Armistead Maupin's ''Literature/TalesOfTheCity'' and its sequels, along with the television mini-series adaptations.
* A character in Creator/TamoraPierce's book ''Bloodhound'' is a trans woman called Okha/Amber. In that world, it's apparently referred to as being 'tapped in the womb by the Trickster God'.
* ''Literature/TheBonePalace'' by Creator/AmandaDownum has Savedra Severos, the transsexual mistress of the Crown Prince, as its second viewpoint character. Transsexuality is only marginally accepted in this culture; it has a long history in the open, but most ''hijra'' (the "third sex", encompassing all varieties of transgender and agender people) live apart in the company of their own. Most are either in the priesthood, are mystics and fortune-tellers, or work in prostitution. Savedra is lucky; she was born wealthy and her mother and family members accept her. Despite the magic of the setting, nothing seems to give any kind of EasySexChange; Savedra at one point laments her Adam's apple and her small breasts, and she retains functional male genitalia, so physical sex reassignment does not appear to be possible.
* One novel about a yuppie Latina in San Francisco working under the mayor's wife features an trans woman as a supporting character. She met her boyfriend in a gay men's dance troupe, meaning the author sadly missed the part about gays and transsexuals not being one and the same.
* There's a children's book named ''10000 Dresses'', by Marcus Ewert and Rex Ray, about a young trans girl who wants to wear dresses but isn't accepted by her parents.
* The excellent novel by David Ebershoff called ''The Danish Girl'' is a fictionalized account of the first widely publicized gender reassignment surgery ever performed. The subject of the novel, Einar Wegener, begins to confront his body and sexuality issues after being asked by his wife to pose in a dress so that she may finish a commissioned portrait of a friend of the young couple. Einar is then moved by this experience to begin identifying himself as Lili. The novel explores the situations of both Lili and the ever-loving and supportive Greta as they come to terms with Lili's transformation. A film adapation allegedly staring Nicole Kidman as Einar Wegener/Lili is currently in DevelopmentHell.
* The title character from ''I Am J'' by Cris Beam, a Jewish, Puerto Rican, trans boy teenager who is deeply insulted by being called a lesbian, or even by his confused parents calling him "my daughter".
* In Brian Katcher's ''AlmostPerfect'', the main character meets, and falls in love with [[NewTransferStudent the new girl]], who happens to be a trans girl. He struggles to accept her, and eventually does so, based in part on the author's interviews with young transgender people.
* Isabel Allende's ''Literature/EvaLuna'' has Melecio, an Italian teacher who ever since young identified as a girl, much to the ire of her [[AbusiveParents abusive father.]] Her ''Mamma'' [[OpenMindedParent supports her devotedly]], though, and she get some solace in her {{Inter generational friendship}}s with [[MissKitty La Seńora]] and [[PluckyGirl Eva]]. When Eva returns to the capital after spending several years in a small village, she finds out that [[spoiler:after a full-blown BreakTheCutie process (which included politically-based incarceration, rape, torture, illness and many other terrible things), Melecio now openly can identify as female and [[MeaningfulRename has renamed herself as Mimi]].]]
* ''[=F2M=]: The Boy Within'' by Hazel Edwards and Ryan Kennedy is about a teenage trans boy named Finn. He's also a part of a punk rock band called "Chronic Cramps".
* There's a children's book called ''When Kathy is Keith'' by Dr. Wallace Wong, who works with transgender youth. It's about a trans boy named Kathy who no one believes is really a boy.
* [[Creator/HarukiMurakami Murakami's]] ''Literature/KafkaOnTheShore'' has Oshima, a gay trans man.
* Eriko from Banana Yoshimoto's ''Kitchen''. The main character, Mikage Sakurai, stays in her and her son Yuichi's house after the death of the dear grandmother [[RaisedByGrandparents who raised her]].
* ''Literature/WhenItHappensToYou'' features a trans girl named Olivia/Oliver as a major secondary character.
* Revealed to be the case for [[spoiler:The Princess]] in ''Literature/VelveteenVs'' via origin story.
* In ''Literature/PureAgain'' by Kevin [=McGowan=], two transsexual characters undergo a voluntary FreakyFridayFlip.
* In the second book of the ''Literature/OutlanderLeander'' series, Valli is a trans man. Notably, he wears dresses and is considered beautiful, but these traits aren't considered feminine in their culture. Valli is accepted as a man without question.
* The comic neo-noir ''Literature/GetBlank'' features Lara Hernandez, a minor but helpful character who is a member of the Golden Dawn and has contacts in law enforcement. Her gender (and expression) isn't a plot point.
* In the German novel ''[[http://www.amazon.de/Gottes-Bodenpersonal-Eine-unwahrscheinliche-Liebesgeschichte-ebook/dp/B00S189Q1C Gottes Bodenpersonal]]'', the sex worker Loreen is violently attacked by a john who discovers her/his penis while he sexually assaults her/him. When not working, Loreen identifies as male and goes by the rather androgynous name "Lauren". Lauren says he feels okay in his male body, but really feels female in Loreen's clothes and make-up. The term "genderfluid" is not used, though. [[spoiler: Later events hint that the trans identity issue was caused by childhood sexual abuse, and Lauren is most comfortable as a gay man.]]
[[/folder]]

[[folder:Live Action TV]]
* Very much PlayedForLaughs by Barbara Dixon, the grotesque taxi-driver of Royston Vasey in ''Series/TheLeagueOfGentlemen''.
* ''Series/NipTuck'' seems to have a bit of a fascination with transsexuality (understandably, as the show is largely concerned with sex and plastic surgery); the most notable of these is Ava Moore (played by Famke Janssen), whom main character Christian calls "the goddamn Hope Diamond of transsexuals."
* ''The Education Of Max Bickford'' had a reasonably realistic transsexual character (well played by Helen Shaver), who was an old school chum of Max's.
* ''Series/CoronationStreet'' has a realistic and extremely sympathetic transsexual woman, marrying another long-time regular character.
* ''Series/AllMyChildren'' introduced a transsexual character in the process of transitioning, in a relationship with a lesbian.
* ''Series/TheLWord'' has had a drag king as a recurring character, and a transsexual man as a member of the main cast.
* ''Series/UglyBetty'' has Alexis Meade, who lives as a woman after faking her death. Of course, [[UnsettlingGenderReveal her brother didn't know]] until [[BrotherSisterIncest after he starts hitting on her]]. In a later episode in which Daniel is displeased by his long-lost half-brother:
-->'''Daniel''': Don't call him my brother. [[http://www.movieweb.com/tv/TEKd3KNNINpTOR/my-only-brother-is-my-sister My only brother is my sister, Alexis.]]
* One of the reasons why the Argentinian telenovela ''Los [=Roldán=]'' was so succesful? The fun-loving transsexual character played by actress Florencia de la V, who is a trans woman in [[TruthInTelevision Real Life]].
* ''Series/TwoAndAHalfMen'':
** In season 1, Evelyn's new boyfriend turns out to be one of Charlie's old girlfriends. Cue the torrent of puerile jokes.
** In season 11, Alan dates a trans woman briefly. Her treatment is fairly sensitive, save a few jabs in the form of "masculine" behaviour (paying for him on a date, giving him her jacket, punching an obnoxious man being mean to him, and [[BreadEggsMilkSquick scratching her ‘phantom nuts’]]), which Alan doesn’t mind or even enjoys. In a twist, [[spoiler:their relationship ends when she gets back together with her ex-wife, at Alan’s surprisingly selfless encouragement. (Although [[GirlOnGirlIsHot he does get a kick of watching them reconcile]].)]]
* ''Series/TalesFromTheCrypt'':
** "The Assassin" has a team of government assassins invade the home of a very stereotypical suburban {{Housewife}} because they're convinced her husband is a rogue former agent who used MagicPlasticSurgery to radically alter his appearance before going underground. Nothing she says can convince them otherwise so she turns the tables on them and easily kills them all. It turns out ''she'' was their rogue former agent after quite a bit more [[EasySexChange plastic surgery]] than even they had been prepared to believe.
-->'''Female Agent''': Does he still like it rough?\\
'''Housewife''': Yes, as a matter of fact, I do.
** This is also the twist of a later episode, "Last Respects", where a female lawyer hired by a dying rich man turns out to be the man's long-lost son. Her father doesn't learn this until after he attempts to seduce her, prompting her to disrobe for him.
* The victim in one episode of ''Series/{{Bones}}'' turns out to be a postoperative transsexual woman. This is handled with surprising sensitivity, and despite the title of the episode that status is ''not'' the focus of the plot.
* An episode of ''Series/NightCourt'' had an old university friend of Dan Fielding show up as a post-op [=MtF=] transsexual, in the process of getting married; with Dan naturally playing the role of rabid homo/transphobe. The show being what it was, this was mostly played for laughs; but also a CrowningMomentOfHeartwarming as well.
* ''Series/DoctorWho'':
** Cassandra from the "The End Of The World" and "New Earth" makes passing mention of when she was a boy. She's also thousands of years old and had so much plastic surgery that she's now only a face on a ''very'' thin layer of skin [[spoiler:until she begins to possess Rose's body.]]
** "A Town Called Mercy" features a [[ItMakesSenseInContext transsexual horse.]] His name is Susan and he would like you to respect his life choices.
** Many Time Lords apparently, given that regeneration makes for EasySexChange. The first one mentioned is the Corsair ("Didn't feel like himself unless he had that tattoo -- or herself a few times."), and the first one seen is Mistress, previously known as [[spoiler:the Master.]]
* Mark in ''Series/AllyMcBeal'' found out that his girlfriend (played by the lovely Lisa Edelstein) was a pre-op trans woman. They tried to make it work anyway, but he was just too freaked out.
* In an episode of ''Series/StElsewhere,'' one of Dr. Craig's old pals shows up at the hospital. All goes well until he happens to mention that he's having sexual reassignment surgery. After having a trademark freakout for most of the episode, Craig finally accepts the situation.
* One episode of ''Series/TerminatorTheSarahConnorChronicles'' features Sarah searching for a man on the run from Skynet, only to find out he's been hiding his identity by living as a woman. None of this is played for laughs, and with zero amount of freaking out or any talk about sex. Alan/Eileen later admits to being strangely grateful for the opportunity to live as her true self, despite being hunted.
* In one episode of ''Series/RabCNesbitt'' a new barmaid at Rab's local pub is a pre-op trans woman (played by David Tennant, no less!). At the end of the episode she helps Rab and Mary to get revenge on Mary's extremely sleazy new boss (who has been sexually harrassing her from her first day in the job) by taking Mary's place at work one day and seducing him in the broom cupboard, leading to a [[UnsettlingGenderReveal spectacularly horrified reaction]].
* ''Series/LawAndOrderSpecialVictimsUnit'':
** In one episode, the VictimOfTheWeek, Cheryl (played by [[Series/TheLWord Kate Moennig]]), is on trial for beating a man to death. As the investigation continues, it's discovered that she is a pre-op transsexual woman, and she acted in self defense. Long story short, she was put in a men's prison, and after her trial, [[spoiler: she is gang-raped]].
** "Transitions" involved a pre-teen trans girl whose father refuses to let her start hormone therapy and transition. The episode treats the young girl quite sensitively, with most characters accepting and using her preferred identity and her father eventually coming around (even after being brutally attacked.)
** Another episode revealed an involuntary trans person. Preteen twins, a boy and girl, were the main suspects in the accidental death of a gang member. The DNA evidence seemed to point to the boy twin even though his sister had admitted she was the culpirt, until they learned [[spoiler: the girl twin was actually born a boy. When he was born, he'd been mutilated by accident during his circumcision, so his parents forced him into transitioning genders when he was still a baby to avoid being an outcast because of what happened. When he's finally told that he was born a boy, he states that he never felt right with his body, and starts the transition back into a male identity.]]
* ''Series/{{CSI}}'':
** An episode featurs a well-intentioned doctor who did back-alley sex-change operations.
** In another episode, the victim was a pre-op transsexual woman, killed by an actor after he goes to bed with her, discovers her sexual identity and freaks out about the fact damaging his carreer. It ended with Grissom saying:
-->There's an old rule of showbusiness that says 'Never be caught with a dead woman or a live man. He was caught with both.'
** A similar case happens in ''Series/CSINY'', where a trans woman (who was still transitioning) is found dead in the men's toilets of a very posh hotel that happened to have been running a political rally/party at the time. The initial suspect was a governor who had raped the woman's sister, but the murderer was actually a man who she'd made out with earlier that evening - finding this out enraged him (made worse by the fact that his friends knew, and found it hilarious that he'd kissed a man), and he flipped out when he saw that she was using the men's room "like a normal man".
* Two episodes of ''Series/{{NCIS}}'' had transsexual characters. One became a running joke after Tony made out with her. The other was a character who was dead by the time the episode really began (suicide), and was dealt with a lot better, even if there was the obligatory "he... she... he-she" moment.
* An episode of ''Series/TheListener'', "Lisa Says," had a trans man character.
* On ''Series/WillAndGrace'' Jack (a gay man) finds himself sexually aroused by a female stripper giving him a lap dance and starts to question his existence, but is relieved to find out that she is a pre-op transsexual and he was just aroused by the feeling of her penis. [[FridgeLogic How that works we have no idea]].
* Adam in ''Series/DegrassiTheNextGeneration'' is introduced as a NewTransferStudent, and we find out his secret at the same time as everyone in the school does. His grandmother still doesn't know. As a bonus, the character also has the title of the first fictional, transgender, teenaged character in the history of scripted television. (However TrailersAlwaysSpoil, this was heavily hinted in the promo for Season 10 to be the case.)
* In the French-Canadian series ''Un Gars Une Fille'', Guy and Sylvie participate in a gay pride parade alongside Guy's lesbian half-sister. There, they encounter an old high school hockey teammate of Guy's, who has transitioned into a woman. A humorous line happens when Sylvie asks her if it was a difficult process.
-->"Yes it was, and it took a lot of balls... ''which I no longer have!''"
* Jasmine/Jason of ''Series/HollyOaks'' is a trans man who gets framed for murder by a PsychoLesbian so he has to carry on living as a girl. It's... complicated.
* ''Series/ColdCase'':
** The episode "Boy Crazy" features a young trans boy in the 1960's murdered for dressing and acting like a boy.
** The earlier episode "[[spoiler:Danieka]]" focused on a trans woman in the 70s that [[spoiler:is DrivenToSuicide when her boyfriend's father forced them to break up.]]
* An episode of ''Series/{{ER}}'' called "Next Of Kin" stars a child named Morgan. The episode doesn't [[DownerEnding end well,]] since she's forced to live like a boy after moving in with her mom when her dad dies; apparently due to the fact her step-dad would not accept her as a girl.
* One of the dozens of subplots in ''Series/DirtySexyMoney'' revolves around Patrick Darling's relationship with a post-op transsexual woman named Carmelita, which he attempts to maintain despite (a) being married to someone else and (b) running for the U.S. Senate.
* One episode of ''DarkAngel'' has Jam Pony's resident square Normal get into a relationship with a transsexual woman. When he finds out, he's still quite willing to go out with her, but she dumps him and expresses interest in resident lesbian Original Cindy, who is repulsed.
* Mrs. Hudson from ''Series/{{Elementary}}''. Interestingly, little has been made of it -- she hasn't been treated differently, joked about, or anything really.
* Nao, a character introduced in season 6, from ''3-Nen B-Gumi Kinpachi-sensei'' was revealed to be trans. He was introduced as an antisocial, somewhat aggressive transfer student who wears a [[NonUniformUniform long skirt]] instead of the standard mini-skirt. He's considered an influential character in Japan when it comes to transgender characters.
* Tony, introduced in episode 2.08 of ''Series/OrphanBlack'', was assigned female at birth but identifies as male and has begun transitioning.
* Sophia Burset in ''Series/OrangeIsTheNewBlack'', who's in prison because when she was a firefighter she stole credit cards and financial information from burnt houses, to pay for hormones and surgery. Despite being a secondary character the show attracted wide praise for having one of the most sympathetic portrayals of a trans woman in film or television history, and her actress Laverne Cox (a trans woman in real life) has used the publicity to further her campaigns for the rights of transgender people.
* In a 2013 weekly-aired Chilean RealityShow about plastic surgery, one of the participants was a trans woman named Alejandra who entered it hoping to get the reassignment surgery. She won that round and was succesfully operated on.
* In 2008, 5-time ''Series/{{Jeopardy}}'' champion Fred Ramen from 1997 underwent gender-reassignment surgery, becoming Catherine Ramen, Jeopardy's first transgendered champion. She was considered for a fan-voted spot in the 90s-champions quarterfinal matches in 2014's "Battle of the Decades" tournament, but lost to 1996 College Tournament winner Shane Whitlock.
* Nomi from {{Sense8}} is a transgender hacker. Her gender identity plays an important role in her story, but doesn't dominate it. Her relationship to her girlfriend, and skill with computers, is as essential to her story as her gender. Considering one of the directors, Lana Wachowski, is transgender herself, the positive treatment of her character isn't too surprising.
* Two similarly-named reality TV shows launched in 2015 focusing on transgender people: IAmCait, following the very public transition of Caitlyn Jenner, and IAmJazz, which follows a pre-teen transgirl as she enters into adolescence.
[[/folder]]

[[folder:Music]]
* Music/SuzanneVega song "As Girls Go" about a trans woman.
* Music/TheCliks are the first band with a trans frontman to be signed to a major label. Apparently their leader, Luacs Silveira, abstained from testosterone injections to preserve his singing voice.
* The Music/VelvetUnderground's "Lady Godiva's Operation," focusing on a trans woman first going under the knife. [[BuryYourGays Things don't really work out.]]
* Dolly Parton's "Travelin' Thru" was written with the process of transition in mind. It is played at the credits of the movie ''Transamerica''.
* The Music/{{Scorpions}} hit "He's A Woman, She's A Man".
* The most common interpretation of the song "For Today I Am A Boy" by Antony & The Johnsons is that it's about a transgender person. The songs "You Are My Sister" and "I Fell In Love With A Dead Boy" have the same interpretations.
* Punk band AgainstMe! announced in February 2012 they were recording a new album. Fast-forward to May and the album's title is released: ''Transgender Dysphoria Blues''... along with news that their lead singer is also transgender.
* [=UTAUloid=]/Vipperloid Yokune Ruko is an intersex chimera of 90% male/10% female, according to his/her creator. Due to Ruko's very feminine appearance (as well as her expansive bust), many fans (and sadly, as a result, FanDumb) treat the 'loid as female for the purposes of non-sexualised fan works ... despite the fact that the ''whole point'' of him/her is that they have ''a male and a female voicebank''.
* Anna-Varney of Music/SoporAeternusAndTheEnsembleOfShadows is a trans woman, but refuses to get hormone treatment or surgery because of "spiritual conflict" resulting from such.
* SteamPoweredGiraffe technically contains two transgender performers in the form of Bunny Bennett, a transwoman, and her onstage persona, Rabbit (originally a male robot [[RealLifeWritesThePlot whose gender was changed to match Bunny's own]]; Rabbit's status as a robot and subsequent lack of any real gender makes this debatable).
* Schmekel is an all-transgender, Jewish folk punk band from Brooklyn, NY, featuring four transmen.
* Avicii's "Silhouettes" video involves a transwoman undergoing sex reassignment surgery.
[[/folder]]

[[folder:Pornography]]
* The trope is [[RuleThirtyFour extremely common in porn]], but, [[MostWritersAreMale being]] [[AllMenArePerverts porn]], nearly always the character is portrayed as a trans woman with fully functional genitalia, [[AllWomenAreLustful a lusty disposition]], and desire to have sex with males, females [[AnythingThatMoves and everything else]]. Which would be fine on screen and raise plenty of UnfortunateImplications in RealLife - and not only the brutal kind of homophobic or transphobic UnfortunateImplications people would imagine at first glance, but also plenty of unwanted attention from those who believe in the [[AllWomenAreLustful idea of a perpetual lusty creature]]. Fortunately porn made by and for trans people is becoming more popular, and with it more respectful portrayals and more people from across the trans spectrum.
[[/folder]]

[[folder:Tabletop Games]]
* ''TabletopGame/{{Exalted}}'' has three examples. The Tya are woman in the West who, after getting intricate tattoos and drinking a tonic that sterilizes them, are legally considered males, and can sail without fear of Storm Mothers, who destroy any ship that has a woman more beautiful then them, which includes pretty much any woman. The Dereth are Delzhan who wear a special gray sash and are legally and culturally recognized as the opposite gender. The Lunar Exalt Silver Python is agender; as a form of homage to Luna, who's associated with gender fluidity, zhe regularly switches genders every twenty years, and no longer remembers or cares which zhe started out as.
* The ''VideoGame/WorldOfWarcraft'' [[TabletopGame/WarcraftTheRoleplayingGame Tabletop RPG]] touches on this, by explaining how quilboar -- a race of warthog-like humanoids, who are AlwaysChaoticEvil in the MMO but are given a somewhat more sympathetic portrayal in the tabletop game -- operate under a strict StayInTheKitchen rule, but if a female proves herself to be a strong and capable warrior, then she is declared to be a male by the tribe's shaman, and will live as a male and even take wives from that point forward.
* ''TabletopGame/{{Pathfinder}}'', due to not being hampered by the "decency codes" that constrained earlier editions of ''TabletopGame/DungeonsAndDragons'', freely embraces a more adult stance on things and so openly includes homosexuality and transsexuality in its setting, something that has given the game a notable LGBTFanbase. Transsexual and gender-neutral characters are quite common through the game books, including such figures as the androgynous angelic Empyreal Lord[[note]]lesser god of NeutralGood[[/note]] Arshea, whose portfolio covers freedom, physical beauty and sexuality, and whose gender ambiguity means that all individuals, regardless of gender or personal sexuality, find him-her to be ravishingly beautiful and sexually enticing.
* ''TabletopGame/DungeonsAndDragons'' has embraced transgender and gender-nonconforming characters in its fifth edition, with a sidebar encouraging players to explore different options of gender expression and identity when creating a new character.
* ''TabletopGame/MagicTheGathering'' has [[http://magic.wizards.com/en/articles/archive/uncharted-realms/truth-names-2015-01-28 Alesha]] as a canonically transgender character. And a pretty badass one, at that.
[[/folder]]

[[folder:Theater]]
* Sweetie in ''BombayDreams'', a beautiful transwoman who [[IWantMyBelovedToBeHappy just wants her childhood friend and longtime crush Akaash to live his dreams and get what he wants]], to the point of eventually performing a HeroicSacrifice.
* As mentioned above, Angel from ''{{RENT}}''.
[[/folder]]

[[folder:Video Games]]
* In ''Videogame/{{Persona 3}}'', during "Operation Babe Hunt" Junpei, Akihiko, and your protagonist are victims of UnsettlingGenderReveal when the only woman who actually is interested in you three seems rather suspiciously eager and vulgar minded. The reveal is when [[spoiler:Akihiko realizes she has some hair on her chin and she outs herself, disappointed that you figured out her secret, and that she wanted you guys as "boytoys" anyway.]]
* {{Subverted|Trope}} in ''VideoGame/{{Persona 4}}''. [[spoiler:Naoto Shirogane]] appears to be this at first, given her Shadow's actions and intentions, but it turns out is a young woman who is trying desparately to be accepted in the very male-dominated line of work she's in, rather than being seen as JustAKid. [[spoiler:All of her detective heroes as a kid were male, and all of her co-workers are male, so she viewed those as role models, and aspired to be just like them, unfortunately causing her to mistakenly believe she had to make herself ''actually'' pass as a male to be taken seriously.]]
%%Let's not start arguments about Naoto being a trans guy or not here. This simply is NOT the place to do so.%%
* Poison and Roxy from ''VideoGame/FinalFight'', both trans woman. They [[{{Bowdlerise}} didn't make it]] Stateside in the console versions, though (thank you very much, [[CensorshipBureau Nintendo Standards and Practices]]). Poison doesn't reappear until ''Final Fight Revenge'', and from that point forward she sticks around as Hugo Andore's manager/bodyguard/bickering best friend. Capcom of Japan have gone on record that Poison's status is post-op in America and pre-op in Japan, though originally she was a {{hermaphrodite}} with a general feminine body-structure and masculine sexual organs.
* The Frozen Half, an ice magician described similarly to Poison in ''VideoGame/CastlevaniaSymphonyOfTheNight''. The ''Dracula X Chronicles'' rerelease changed the term to "transvestite". In both games the enemy is described as serving Galamoth, and it indeed first appeared in ''VideoGame/KidDracula'', though wearing ice skates and looking {{Gonk}}.
* Birdo in ''Franchise/SuperMarioBros'' was described in the [[AllThereInTheManual manual of her first appearance]] as "wanting to be called Birdetta" and "wanting to be a girl". Although she started as a crossdressing male, later appearances have hinted that she has since had "the operation" and transitioned.
* In ''VideoGame/{{Mother 3}}'' the Magypsies ''look'' like this. They actually have no real gender.
* It's slightly ambiguous, but [[spoiler: Robin]] of ''Videogame/CuteKnightKingdom'' appears to be transgender female-to-male.
* ''VideoGame/DeptHeaven'':
** LethalJokeCharacter Eater from ''VideoGame/BlazeUnion'' has two personalities, one of which is male. Eater is AFAB, but when the male half is in control, he is treated by all other characters and by the game system itself (which has different unit formations based on gender) as a man who just so happens to be running around in the girly clothes his other personality put on in the morning.
** ''GloriaUnion'' has Kyra, who identifies (and is treated by the game's system itself) as intergender.
* [[spoiler: Erica, formerly Eric]] in ''{{Catherine}}''. Notably, TheReveal is not treated as anything especially dramatic - it's mentioned rather nonchalantly in the Lovers True Ending, [[spoiler: Toby]] is happily in a relationship with [[spoiler: her]] (or at least one with a lot of mutual snarking), and Vincent, Johnny, and Orlando knew all along as he went to high school with [[spoiler: her]]. In hindsight, there's a lot of foreshadowing for it.
* ''Franchise/DragonAge'':
** Played for laughs in ''VideoGame/DragonAgeOrigins'' and slightly less in ''VideoGame/DragonAgeII''. In the former, at the Pearl, the PC has the option of saying "surprise me" and getting a very obviously male dwarf prostitute in a female costume. In the latter, at the Blooming Rose, the transgender elven prostitute at least has a female body model even if her voice is male.
-->'''Husky Dwarf:''' I've got a little something for everybody.
** There were transgender elven prostitutes in ''Origins'' as well, with such lines as "You have to slay the dragon before you can get to the princess". Also, the "surprise me" option can lead to a whole number of encounters, from the crossdressing dwarf to a room full of nugs- think a pig crossed with a naked mole-rat.
** The comic books ''Comicbook/ThoseWhoSpeak'' and ''Comicbook/UntilWeSleep'' has Maevaris, a Tevinter Magister who's the former lover of Varric's cousin who is revealed to be transgender later on. Other than that, her gender doesn't play into the story in any way,
** ''Videogame/DragonAgeInquisition'' has Krem, a trans male human who serves as Iron Bull's lieutenant. According to Bull, the Qunari term for transsexuals is Aqun-Athlock and by their society are treated as whatever gender they recognize themselves as. He also states that any female that wishes to become warriors (traditionally a male role in Qunari society) and are skilled enough at it are treated as thus and sent to the military, though that's more a culture-specific thing.
* Subaru Kujou in the fifth ''Videogame/SakuraWars'' game is pretty clearly genderqueer; zie always uses gender-neutral speech (at least in the Japanese version), refuses to identify as male or female, and dresses in both masculine and feminine attire.
* ''VideoGame/PokemonXAndY'' has one "Beauty" trainer from Battle Tower mention: "Yes, a mere half year ago I was a Black Belt! Quite the transformation, wouldn't you say?" Black Belts are a type of trainer consisting exclusively of men (as opposed to their {{Distaff Counterpart}}s, Battle Girls), suggesting this particular Beauty underwent gender reassignment surgery. The Japanese version of the game is less ambiguous: The Black Belts' Japanese name, Karateoh, translates into "Karate Kings"; and the Beauty makes mention of "modern medicine".
* Zonda from ''VideoGame/AzureStrikerGunvolt'' is bigender and is referred to using "xe" and "xem" pronouns (and the SelfImposedChallenge for his level is called "Use Xyr Illusion").
-->'''Zonda''': Look at you, you're all boy!\\
'''Gunvolt''': I heard you're a little bit of both.
[[/folder]]

[[folder:Visual Novels]]
* [[spoiler:Kaine]] in ''VisualNovel/AProfile''. It's handled pretty tactfully and pointed out that it makes things pretty difficult for him. He reacts poorly to the issue when it is mentioned. However, despite mostly being handled well there appears to have been some confusion on the part of the writers between this and [[TransEqualsGay homosexuality]], though it may just be that he simply happens to also be attracted to women. [[spoiler:Kaine is AFAB but never felt like a woman, so he started going to school in male clothing and took male hormones to be more masculine. Kaine continues to be treated as a male and gets more female attention than Masayuki.]]
* Jun Watarase in ''VisualNovel/{{Happiness}}'' is implied to be this. Although initially seen as a WholesomeCrossdresser, the OVA in particular shows Jun overjoyed when accidentally actually turning female (of course, he turns back [[StatusQuoIsGod before the end of the episode]]).
* The whole story is complicated, but in the end it boils down that [[spoiler:Princess Cassidy]] in ''VisualNovel/TheRoyalTrap'' is probably this rather than intersex. [[spoiler: She was [[RaisedAsTheOppositeGender raised as a girl]] since she was a toddler and never knowingly wanted to be anything else.]]
* ''Franchise/AceAttorney'':
** Jean Armstrong from "Recipe for Turnabout", the third case of ''VisualNovel/PhoenixWrightAceAttorney: Trials and Tribulations'' is very masculine physically (burly and has facial hair), but has a very effeminate character and identifies herself as a woman on multiple occasions.
** Another character in ''VisualNovel/PhoenixWrightAceAttorneyDualDestinies'' is viewed as one gender and acts like that specific gender, but is revealed to be more complicated. [[spoiler:Robin Newman, the extremely loud, angry, and passionate boy is actually a girl. Robin was AFAB, but her parents raised her as a boy since birth and she had to wear a strap on her chest to hide her breasts. Once Robin comes to terms with this, she starts acting more girly - likely because she's now free to try more feminine things, after a whole lifetime of having been denied to do so.]]
[[/folder]]

[[folder:Webcomics]]
* ''Webcomic/QuestionableContent'' has at least two; Claire, a trans woman, and Tai the lesbian librarian who apparently had a phase of "identifying as a boy" (binding her breasts, "wearing lots of Carhartt stuff" etc) but now seems settled as a lesbian, somewhat tomboyish with her short hair.
* ''Webcomic/VenusEnvy'' is all about a trans girl teenager, who, at the beginning of the comic, has recently switched schools as she moves to living as a full-time female. She also has a friend the same age who is a transitioning trans boy too.
* One of the lead characters in ''Closetspace'' is a transgender woman, who struggled with the decision of whether to undergo SRS, later regretting the surgery, but retaining her female identity. The other lead is also transgender, just starting her life as a woman.
* The main subject of ''Webcomic/TransGirlDiaries'' as it involves a main cast of transsexual characters. Also its fan sequel to ''Webcomic/VenusEnvy'', "This is Your Life."
* In Jennifer Diane Reitz' series ''Webcomic/UnicornJelly'', Wai Wai Ngo is eventually revealed to be a transgender man. This is a serious issue, as gender deviation is punished by death in the society of the time, and furthermore, this is discovered at a point AfterTheEnd when [[DeusSexMachina everyone is obligated to have children]] due to the small surviving gene pool. In the AlternateUniverse series ''Webcomic/ToSaveHer'', we see a younger Wai struggling to get his father to recognize him as male; later, during their travels, he is given sex-reassignment surgery to become fully male (the medical science in the Splay they went to being highly advanced).
* ''[[http://nxsinxmcosxoxsq.livejournal.com/ Katie Lynne Sapphe: The Webcomic]]'' is a very irregularly updated DiaryComic by a transsexual woman going through transition as a college student.
* Tom and Charlie from ''Webcomic/KhaosKomix'', Tom being a trans man and Charlie being a trans woman. The author also identifies as "Trans".
* Natani of ''Webcomic/TwoKinds'' went from merely wishing she was male (instead of just pretending, due to her profession as an assassin) to actively believing it (due to her soul being merged with her brother's in order to save her from a dark curse). Though Natani lets her brother refer to her as "Sis" with minimal grumbling. Whether Natani counts as a "true" transsexual or is just a self-loathing misogynist is probably deliberately left open.
* Minor character Riley from ''Webcomic/ErrantStory'' is intersexed, which has caused [[http://www.errantstory.com/2006-11-15/586 chaos]] at least once.
* While Ash from ''Webcomic/{{Misfile}}'' is a GenderBender, much of his struggles [[DoesThisRemindYouOfAnything closely resemble]] those of a trans boy, such as his angst of being seen as a woman and the frustration over being trapped in the "wrong" body.
* [[http://mylifeinblue.comicgenesis.com/d/20020302.html Marius]] from ''Webcomic/MyLifeInBlue''.
* While Dr Pegasus in ''Webcomic/UmlautHouse'' is a fairly typical GenderBender in the current stories, there have been a few hints that she had to deal with the problems typical of a RealLife transsexual before that.
* [[spoiler:Emerald, formerly Richard]] in ''5ideways''.
* WordOfGod is that [[spoiler:Chelsie Warner]] of ''Webcomic/{{Concession}}'' identifies as female, but since [[spoiler:she's ten years old and, going by her behaviour, suffering from a LOT of sex-related issues]] it's unclear in the comic. The WhereAreTheyNow epilogue shows [[spoiler:her at the age of eighteen, fully transitioned and apparently recovering from her traumatic childhood.]]
* Molly Ricketts in ''[[http://buxompiratewench.comicgenesis.com Rule, Britannia]]'' is transgender. Although it's said early on that none of the other characters are sure whether he's a trans woman or a trans man, he's later [[http://buxompiratewench.comicgenesis.com/d/20090615.html revealed to be a trans man]].
* The minor character Aubrey in ''Webcomic/BoyMeetsBoy'' is a pre-op trans man.
* A transsexual character receives a surprisingly sympathetic treatment in ''Webcomic/{{Exiern}}'', a comic which normally plays its [[GenderBender gender benders]] for laughs, when one of a group of gender-bent priests is shown to view it less as a curse and more as a liberation, and her backstory clearly describes someone who entered the priesthood primarily because she was unhappy with her birth gender.
* ''Webcomic/{{Rain}}'' is the title character of a slice-of-life {{dramedy}} webcomic that tells the story of a young transsexual girl who is just starting out her senior year of high school and hoping to fit in and find her way as a woman.
* ''Webcomic/TheDragonQueen'' features the eponymous hero, the city's "first and only transvestite super-hero" who was born Bradley Bartlett but currently dresses female, identifies as Brandywine Bartlett, and has the people around hir use female pronouns.
* In ''Webcomic/TalesOfAGayAsian'', there is a trans woman sengchou who has stubble and gets further surgery to look like Lady Gaga.
* In ''Webcomic/TheDragonDoctors'', there are plenty of {{Gender Bender}}s, but one actual trans man does show up in Mori's backstory chapter. In a setting where magic can easily change your gender, this might not seem to be a big issue, but Lem came from a country where magic was strongly discouraged. Worse, Lem was self-medicating with cheap, temporary GenderBender potions that had a toxic after-effect, and he nearly died from it.
* Z from the SliceOfLife JournalComic ''[[http://healthymultiplicity.com/Zyfron/Gemini/ Gemini]]''. An interesting case, as [[SplitPersonality her body is not just her own]]; she shares it with a cis man.
* Casually mentioned in ''Webcomic/DominicDeegan''; the "alterist" (magical plastic surgeon/fertility doctor) Dominic and Luna go to see gives herself as an example of the non-MadScientist applications of alterist magic when Dominic gets freaked out. She looks entirely like an average biological woman (even allowing for the OnlySixFaces artstyle), her status doesn't matter to the story, and the situation isn't played for either laughs or angst.
* The protagonist of ''[[http://whatsnormalanyway.net/ What's Normal Anyway?]]'' is a trans man, and the webcomic mainly revolves around gags related to him.
* The now apparently defunct ''[[http://www.transe-generation.com/default.php Trane-generation]]'' comic was a bunch of gag comics revolving around transgender issues, mainly those of trans men.
* One of the leading characters in ''[[http://mrnormal.com/ Mr. Normal]]'' is a closeted trans woman trying to not be.
* In ''Webcomic/{{Greg}}'', Greg is hit on by the same transsexual in multiple strips despite his unwillingness to engage. An example [[http://gregcomic.com/2011/11/23/storyline-the-facebook-part-2/ here]].
* ''Webcomic/KarabearComicsUnlimited'' debuted Eiderdown, a trans woman superhero, in issue 3.
* Acchan from the [[{{Hentai}} cub]] comic, ''The Neon Children''.
* ''Webcomic/{{Unity}}'':
** Main character Juni Melrose identifies as neutrois (although their neural clone Zero seems to identify as more feminine, or uses feminine pronouns at least, and also [[spoiler:refers to Juni retroactively as female]]). Juni also seems to get into relationships with other genderqueer characters, such as [[spoiler:Sam Roarke]]. Later, Tanya Harris implies a potential neutrois identification.
** [[spoiler:Alda Henning]] in the Breeder sub-story
** In Blackout, Min is implied to be female-identified but has a male's spurs
* ''Webcomic/ThePrincess'' revolves around a young trans girl named Sarah. Compared to the others it has a considerably lighter tone, being [[WhatDoYouMeanItsNotForKids almost]] like a children's comic.
* Early on in ''Webcomic/EightBitTheater'', Red Mage was shown to have various gender identity issues. Later subverted [[spoiler: when it was revealed that he wasn't transgender at all, but that Thief had simply been playing headgames with him to make him think he was, for no apparent reason other than Thief's amusement at the emotional distress this caused him.]]
* ''Webcomic/GhastlysGhastlyComic'' featured Freddy, a woman with a penis and a male name whom the author referred to as "s/he": "I feel s/he transcends all normal concepts of gender. S/he's not gender dysphoric, s/he's gender euphoric."
* Senna in ''Webcomic/MenageA3'' is or appears to be a Brazilian transsexual with a female figure so attractive that she has a job as an international lingerie model, but also with a fully functional penis, along with a highly active sex drive. The comic's cast page flags her as bisexual, but her main interest seems to be seducing attractive men; she's engaged in an extended game of CorruptTheCutie with the naive Gary. Exact details of her condition are unclear; when asked, the writers admitted that [[http://www.pixietrixcomix.com/forum/viewtopic.php?f=4&t=15&hilit=senna&start=1725#p420931 they're keeping their options open]] regarding her history, status and future plans for treatment, but for now, [[http://www.pixietrixcomix.com/forum/viewtopic.php?f=4&t=15&p=399787#p399787 she likes being the way she is]]. She mostly seems to be a joke about one or two real-world transsexual fashion models who've come out of Brazil, while also serving as a source of jokes about Gary's naivety.
* Bedivere in the modern and space arcs of ''Webcomic/ArthurKingOfTimeAndSpace'' following two successive {{Retcon}}s to the original female version. (The first used a series of NoFourthWall strips to establish he was now male but still in a relationship with Kay so the strip had a main gay couple; the second was that the earlier strips where he was physically female were still in continuity.)
* Ultra-Car from ''Webcomic/{{Shortpacked}}'' is an odd example. As the name suggests, Ultra-Car starts as a super-powered robot car whom everyone addresses as male. However, eventually "he" wants to be a girl instead, and has Joe and Rachel build a FemBot body to transfer into. Given these circumstances, she actually refers to herself as a "transchassis woman."
* ''Webcomic/DumbingOfAge'':
** Jocelyne Brown, Joyce's older brother. At the time of the comic she seems to only use her preferred name in her writing and is not out to her parents.
** Carla is a transgender woman, according to WordOfGod. She's the human counterpart of Ultra-Car from ''Webcomic/{{Shortpacked}}'', above.
* Pheia Tessier is ''Webcomic/{{Holystone}}'' is the setting's equivalent of a trans woman. The spoken language [[WordOfGod has been stated]] to have gendered dialects, so her gender identity is treated as a non-issue by the rest of the cast.
* ''Calogrenant'' by Gillian Cameron centers on a a trans female Knight of the Round Table.
* ''Validation'' by Christian Beranek is a slice of life comic about a transgender girl named Ally.
* ''Webcomic/ElGoonishShive'':
** Tedd is genderfluid. He didn't find this out [[http://www.egscomics.com/index.php?id=1896 until Grace told him that being genderfluid was a thing.]]
-->'''Grace:''' You're just...I think it's genderfluid? I'm ''pretty'' sure that applies to you...\\
'''Tedd:''' I'm--that's a thing? There's a name for it?
** Apparently, Grace learned about transsexuality from a [[http://www.egscomics.com/index.php?id=1906 trans guy comic store patron]]. Said guy, Sam, went on a not-exactly-a-date with Sarah.
** If Tedd's [[http://www.egscomics.com/index.php?id=1550 talk with a]] [[ItMakesSenseInContext space whale]] and the [[spoiler:spell he [[http://www.egscomics.com/index.php?id=1941 cast]]]] is any indication, in the EGS 'verse non-cisgender identity stems from having a soul that's not the same gender/sex as your body. In Tedd's case, it looks like his soul switches from male to female occasionally.
* ''[[http://gqutiecomics.com/ Gqutie]]'' has protagonist Ronnie, who is genderqueer, and their transgender partner, along with other trans characters.
* In ''Webcomic/{{Superego}}'', one of the main characters, [[spoiler: Sam]], is a trans man.
* In ''Webcomic/CucumberQuest'', one of the Disaster Masters is a trans woman, as confirmed by WordOfGod. With the change in gender also came a change in name (Thornmaster --> Rosemaster); she's not particularly pleased that the legends still refer to her by her old title and pronoun.
[[/folder]]

[[folder:Web Original]]
* [[spoiler:The title character]] in ''TheSagaOfTuck'' is a teenager who is [[spoiler:physically intersexed, and (possibly) bi-gender]]. A number of minor characters are also transgender, and several more are {{Transvestite}}s.
* [[GenderBender Gender-bending]] is a common element of the ''{{Paradise}}'' setting. Some (not all) gender-bent characters are WishFulfillment [[AuthorAvatar Author Avatars]] for transgender individuals in real life. Perspectives being a mini-series in that universe about how a transwoman would have lived her teenage life if her best friend and not her had suffered Body Dysphoria instead.
* [[GenderBender Gender-bending]] is even more common in ''{{FreeRIDErs}}'' which was created by the same person, in background material it was mentioned that many who tested out the Gender Bender Nanites in the earlier days of RIDE Development had signed up for it to cure their Gender Dysphoria. Paul Reverbek from the story "As A Woman I RIDE" is an Earth Boy who steals a RIDE to finally be free of her GID, it's written in first person perspective and she's played very sympathetically. On Earth where they don't have [=RIDEs=], people can be scanned for Gender Identity Disorder and if they have it they are given nanites to make their bodies match their minds. There are those on Earth who are peeved because it is illegal to change someone with nanites unless they have GID, one gender-curious man without GID actually goes to Zharus just to see what being a woman is like. Finally it is noted that people who use [=RIDEs=] of another sex that they are have their brains modified by the nanites as well as their bodies to ensure they don't develop Gender Dysphoria... though some [=RIDEs=] intentionally sabotage themselves or are sabotaged by others in order to give their humans Gender Dysphoria.
* Jade Sinclair (nee Jared Reilley) of the WhateleyUniverse. Toni too, before she got her wish through GenderBending (She was born Tony).
* ''Literature/TalesOfMU'' features Steff, a trans female [[HalfHumanHybrid half-elf]]. In addition, the culture of the [[OurElvesAreBetter subterranean elves]] features an "ornamental" third gender of trans women called "halfkind," who undergo a magical transformation that enhances both breasts and penis/scrotum, and who serve mostly as a status symbol for their families. [[spoiler:Steff eventually is given the halfkind potion by a subterranean friend.]]
* ''[[http://shimmerverse.com/ Shimmer: A Superhero Fantasy]]'' has to do with a trans female superheroine named Glimmer Girl.
* Twinfools of YouTube's "Fighting Dreamers Productions" Cosplay Group was very open about his transition on his own channel, but did not carry it into the groups main content. He remains the driving force behind the group playing a majority of the characters and as the main source of the funny.
* ''Literature/{{Worm}}'' has Circus, a minor supervillain who appears male in civilian identity and female in their costumed one. Even Tattletale isn't entirely sure which gender Circus identifies as, which is presumably their intention.
* ''WebVideo/CarmillaTheSeries'' has [=LaFontaine=], who is non-binary and uses they/them pronouns, and is only referred to by their family name because of their dislike of their feminine given name (Susan). This isn't addressed in the show itself because they aren't out yet, but Perry is seen correcting herself when she refers to them as "she".
[[/folder]]

[[folder:Western Animation]]
* ''WesternAnimation/FamilyGuy'':
** Quagmire's Navy war hero father, Dan, undergoes surgery to become Ida, much to Quagmire's chagrin. Having bungled a GayAesop in a previous episode, the writers tried to make the character sympathetic, but still trotted out the old jokes (including an UnsettlingGenderReveal), and earned the ire of quite a few LGBT people. It didn't help that, when she ''wasn't'' acting stereotypical, Ida was a FlatCharacter at best. Seth [=MacFarlane=] then further infuriated the LGBT community by saying that he thought the character was [[http://www.afterelton.com/TV/2010/5/seth-macfarlane-complete-idiot?page=0 "probably the most sympathetic portrayal of a transexual character that has ever been on television."]] Many took this to be proof that [=MacFarlane=] had never ''seen'' a transsexual character on TV.
** The film ''Stewie Griffin: The Untold Story'' had future-Meg going to college and getting a sex change, becoming a man called Ron.
* Done once on ''WesternAnimation/TheClevelandShow'' but pulled off with even less tact than the ''WesternAnimation/FamilyGuy'' example above. The episode doesn't even try to portray Auntie Momma (yes, that's the character's name), originally Uncle Kevin, in a positive light, portraying her as someone who "manipulates" straight men into loving her and being called a "guy pretending to be a woman." At least with Family Guy there was an attempt at sensitivity and understanding, however clumsy.
* ''WesternAnimation/SouthPark'':
** Mr. Garrison, already a DepravedHomosexual, is this in the least sensitive way possible during Seasons 9-12, first as a straight trans woman and then a PsychoLesbian trans woman, before identifying as a man again.
** The Season 18 episode "The Cissy" has Cartman declaring himself transgender (all the while mispronouncing it as "Transginger") in order to gain access to the girl's bathroom and eventually his own private bathroom in school. In response, Wendy becomes "Wendyl" in order to point out Cartman's hypocrisy. The B-plot deals with the fact that Randy Marsh is secretly the singer Music/{{Lorde}}, initially using the guise of a woman for the same reason as Cartman. Unlike Cartman however, he eventually develops genuine identity issues.
* The ''WesternAnimation/BobsBurgers'' episode "Sheesh! Cab, Bob?" has a trio of friendly, funny transvestites (one being a pre-op trans woman) who befriend Bob on his taxi route, and their only negative attribute is the fact that they're implied to be crackwhores. They even help him out in the climax and only one blink-and-you-miss-it UnsettlingGenderReveal joke tucked in.
* ''WesternAnimation/{{Superjail}}'':
** Alice is a trans woman, though it's played for laughs because she is very clearly masculine (which has lead to some controversy around the character and her implications). Also, clearly pre-operative given the always-noticeable bulge in her skirt, and (censored) depictions of her oversized genitalia. The Warden lusts after her and is initially unaware of this, though it appears he either forgets about seeing her genitalia at the end of season 2 (due to NegativeContinuity) or doesn't mind it.
** Bruce is [[SpearCounterpart the reverse of Alice]] and portrayed as overweight and lisping, with an aggressive temper. His personality is delved into less than hers, though he constantly tries to challenge and one-up her in his appearances.
* ''WesternAnimation/{{Recess}}'' [[GettingCrapPastTheRadar (of all shows!)]] gave us Mikey mentioning his Uncle ''Mary''. Vince is confused to why Mikey's uncle is named Mary, and Gretchen [[DontAsk just tells him not to ask]].
* ''WesternAnimation/AdventureTime'':
** In "Princess Cookie", whether Baby Snaps was supposed to be transsexual or just wanted the role of princess is slightly unclear, but [[DoesThisRemindYouOfAnything the implications]] are blatantly apparent.
** WordOfGod is that BMO is genderfluid, switching between male and female when desired.
* ''WesternAnimation/TheSimpsons'':
** Judge Constance Harm says "You remind me of me when I was a little boy."
** There are a few characters who are [[http://simpsons.wikia.com/wiki/LGBT_characters implied]] to be trans but it may just be one-off jokes. Brunella Pommelhorst, the elementary PE teacher, was supposed to transition but he still appears as a woman in future episodes.
* Done a couple of times in ''WesternAnimation/{{Futurama}}''. Bender becomes Coilette to keep his Olympic medals in 'Bend-her' and most of the cast have their genders swapped in 'Neutopia'.
* Averted with Dr. Girlfriend in ''WesternAnimation/TheVentureBrothers'' Her deep voice makes several characters (and viewers, too) initially suspect this, but really she's just a very heavy smoker.
* The ''WesternAnimation/StevenUniverse'' episode "Alone Together" introduces the non-binary character [[spoiler:Stevonnie]], who WordOfGod says uses they/them pronouns, has a gender ambiguous voice and presentation, and is [[spoiler:the {{fusion|Dance}} between a boy and a girl.]]
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