At a Class Reunion or other gathering of long-parted friends and acquaintances, a male regular character meets (and, in some cases, hits on) a stunningly beautiful woman. While he is certain he's never met her before, she is distressingly familiar with all manner of details about his life, and seems privately amused by the whole encounter.
Eventually the truth comes out: she is in fact a former male classmate (sometimes even a former best friend) who has undergone gender reassignment and come out of it a bombshell. While beautiful trans women are not uncommon in Real Life, the prevalence of supermodels and Playboy Playmates in these parts usually means we're more in the realm of the Easy Sex Change.
In most cases, the regular cast member freaks out, entertaining the audience with his inability to cope with either the concept, the execution, or his attraction to the woman. In those cases where he accepts his friend with aplomb, there is usually An Aesop blatantly made about tolerance and the like.
At times, this trope involves a male character's ex-"girlfriend" undergoing female-to-male gender reassignment and meeting the now male character, who goes unrecognized. These examples will sometimes have the regular cast member consider outing the trans character as such when he sees him hitting on a female character.
See also Unsettling Gender Reveal.
- Holiday Inn ran a memorable commercial based on this trope during Super Bowl XXX. It was pulled after just one airing due to complaints from both a Media Watchdog and gay-rights group.
- An advertisement for Heinz Baked Beans used this trope. Two men who he kissed during summer camp once years ago meet and the cis man is visibly unnerved.
- There exists a Spanish-language ad for Sprite where a group of friends from school reunite as adults and joyfully call out their old nicknames (which thanks to growing up are now Ironic Nicknames) and hug. At the end they're approached by a woman, who they recognize as "Oso" (bear) and embrace.
- Subverted in The Day of Revolution: Megumi's former True Companions don't start hitting on her until after they've forced her to confess she used to be their (male) friend Kei.
- Happened to Yukari in Family Compo. It's Played for Drama: one of her female classmate used to have a feeling for Yukari when Yukari lived as a man, and now that said classmate's marriage is in ruin, she lament how she didn't pick Yukari for husband back then. On the other hand, now that Yukari is a woman, she understands her plight as a fellow lady.
- The premise of the manga No Bra is that two childhood friends meet, with one now living as a girl. Later this is subverted as the childhood friend was someone else. A tomboyish girl of the same name.
- Played with in Wandering Son. Shiina and Yuki weren't friends as children but they knew each other. Sometime before the manga began they met again and eventually paired up. Late into the series there was a class reuninion but Yuki refused to go, averting this situation.
- One chapter of Ai no Shintairiku has Sara go to a class reunion where a bunch of people she knew in elementary are. They don't know who she is at first but when she reveals to them they start ambushing her with questions and making her uncomfortable.
- One episode of You're Under Arrest! has an old friend of Aoi asking for help as her younger brother is being bullied. She knows that Aoi works at the police department but Aoi ends up hiding from her and later on presents as a different individual. The women learns for herself who Aoi is when she notices her basketball skills (golf in the manga).
- This is the plot of Go Go Ichigo. An elementary school girl is surprised when the new girl turns out to have been her Forgotten Childhood Friend from kindergarten. Anzu spends most of the manga in confusion and denial, especially due to her falling for Ichigo, and constantly tries to "expose" her to others but eventually she considers Ichigo a girl.
- A tragic version appears in Yuureitou. Tetsuo was engaged to a man by his adopted mother when he lived as a woman. He eventually told his fiance he could not marry him, for he did not like men and he identified as male, but hoped they could be like brothers. His fiance was considerably confused and not soon afterwards Tetsuo killed his adopted mother and "died". When they meet again Tetsuo's fiance is horribly disfigured and does not know this. He doesn't know anything about Tetsuo transitioning or the incidents in the past. He still sees Tetsuo as a woman and Tetsuo keeps up the facade of romance until his fiance dies protecting him.
- Happens early in Moyashimon. Kei is introduced as a male college student going to the same school as his childhood friend, disappears for several chapters, and reappears wearing an Elegant Gothic Lolita getup. Sawaki didn't notice that the goth girl was Kei until he noticed that they shared the same microbe and Kei kissed Sawaki.
- Averted by Mamiya and subverted by Sagara of Kanojo ni Naru Hi (The Day He Becomes a Girl) and its sequel Kanojo Ni Naru Hi Another. Both change sexes due to a natural process that maintains a fixed gender ratio so it doesn't particularly surprise anyone. Mamiya does gradually develop a romantic relationship with her best friend after she transitions but that falls under Jumping the Gender Barrier. Sagara is a subversion because he did not accept gender reassignment to go along with the physical sex change. His relationship with a male classmate falls under If It's You, It's Okay. Played straight with Kurokawa: Sagara is very surprised to discover she was a boy he knew (admittedly not well) in grade school.
- This happens at the beginning of Kyou Kara Yonshimai, but with family instead. After being away at college for two years, three girls find out their brother is returning only to find he's living as a woman. After being varying degrees of upset for a while they get over it.
- Akane from Bokura no Hentai had known about Marika's desire to live as a girl for years however it still surprises her when Marika starts living as a girl after being gone from school for several weeks. She continues to call her "Yuuta", though it's not meant to be malicious but due to habit.
- Ayakashi Triangle: After Matsuri is made female, he starts living as a girl to maintain The Masquerade, and ends up talking to Suzu's family for the first time in years. They're practically the only Muggles who knew him when he was male, and so assume a non-transgender variant of this trope: that Matsuri was always a (cisgender) girl they just mistook as male until "she" hit puberty.
- In Moriarty the Patriot, when James Bond meets up with Hudson and John again after his transition, they carefully refer to him by his new name and Sherlock says his appearance might be different, but he's still the same person.
- In A Choice Of Boyfriend and Girlfriend, middle school Childhood Friends Kazuma and Haruka reunite in Tokyo after 7 years apart as part of a promise they made. Their reunion is played for equal parts laughs and heartwarming, when Kazuma admits to a girl he meets at a local train station how highly he thinks of Haruka, unaware that she was actually Haruka himself — having contracted a condition that irreversibly turned him female and kept the act up until the last possible minute before he accidentally outs himself. The series focuses on Haruka's attempts to settle in to the big city, while Kazuma adjusts to how his best friend lives life as a girl.
- Inverted in an old Doctor Fate comic, where a character takes most of a page to notice that the previously male Dr. Fate is a woman. (Since this version of Dr. fate was a man & woman fused into one, and the character in question was the human incarnation of a godlike Lord of Order, this actually made some sense, but was still played for laughs.)
- Walter Moers' Adolf the Nazi Pig: Adolf Hitler, having emerged from the sewers of Berlin in The '90s, gets a prescription for a fuck from his psychiatrist. The only hooker willing to do prescription sex is Hermine — who turns out to be Hermann Göring after a CIA-sponsored gender change. They do it anyway, singing the "Ride of the Valkyries" in the course — Göring because he still kind of has the hots for Hitler, and Hitler because he is high on crack.
- In the first chapter of You Got HaruhiRolled!, Kyon meets an attractive girl. Turns out she's Koizumi, frequent source of Ho Yay in the source material. Hilarity Ensues.
- New Century 2318, a Neon Genesis Evangelion far-future AU, pulls a particularly spectacular version of this trope on Gendo Ikari.
Gendo: You're not my son.Natsu(formerly Shinji): Was it the way I fill out this dress that gave it away?
- A Fairytale is a Metaphor is a non-fantasy AU of Ever After High featuring Raven as a trans girl. After her mother's death, Raven moves back to her home town of Everest. The conservative Apple doesn't know how to react to her Childhood Friends' transition.
- RWBY: Scars: When Ruby's aunt Ivory sees her for the first time since Ruby was an infant, she's initially confused because Summer had a son named Crimson. She asks Ruby if she has an older brother, which Ruby declines, but it's obvious to Ivory that Ruby is her niece's kid. Ivory loves Ruby just the same nevertheless.
- In chapter 13 of Denounce the Evils, after several years Team Rocket comes across Harley, who is now living as a woman. They take to the pronoun change instantly.
- The fundamental premise of Different for Girls.
- The slide show in National Lampoon's Class Reunion reveals that a person from their class who'd never taken gym is now a housewife in another state. Whether or not the character is transgender (they may instead have been cross-dressing in their youth) is left unspecified.
- One classic Filipino film, Miguel/Michelle, had this as the plot with a respectable 'man' returning from being a contract worker as a woman. The situation was not played for laughs, highlighting the social tension transgender people usually experience.
- In Escape from L.A., Snake Plissken is astonished to discover his old friend Carjack Malone is now Hershe Las Palmas (played by Pam Grier).
- This is the twist ending of the 2019 French film La Grande Classe; the woman who has been talking to and advising one of the protagonists at his middle-school reunion - and who ends up getting together with him - turns out to have been one of his former (male) bullies.
- In Pedro Almodovar's novel Pornstar, there's a FAAB variant. The titular female pornstar's childhood friend, who had a hopeless crush on her, became a man to be with her (but it didn't work out.)
- Lois McMaster Bujold's A Civil Campaign features an inversion of the usual examples, with Ivan Vorpatril arriving at the shuttleport with flowers in hand hoping to restart his old relationship with Lady Donna Vorrutyer. He knew she went to Beta Colony concerning something involving the Succession Crisis surrounding her late brother Count Vorrutyer, but it took several seconds for him to realize who that fellow accompanying the two Vorrutyer armsmen was.
- An old friend of Dr. John Becker is a trans woman in an episode of Becker ("He Said, She Said"). Despite jokes earlier in the episode completely contradicting this reveal.
- A skit from a different Israeli skit show, The Chamber Quintet, showed a man meeting his old friend from the army, only to discover she's transitioned. Hes extra-shocked by the change because at one point, when it was extra-cold out in the field, they had to share a night of particular closeness... which, at the end of the skit, they choose to re-live.
- Billy Kronk on Chicago Hope ends up meeting a woman who claims to be the sister of a guy who played hockey with him many years before. They end up sleeping together. He starts to suspect that she has fake boobs. When confronting her, she admits that she's not the guy's sister... she is the guy.
- On the Soap Opera The City (a Spin-Off of Loving), gorgeous model Azure C. confessed to her landlord Bernardo that she'd had a crush on him since high school. This confused him, as he didn't remember her. Shortly after they consummated their relationship, he learned that she was Transgender. It was the pre-transition version of her who'd had who'd had the crush on him, developed after he protected her from bullies.
- Community referenced this trope in "Anthropology 101" with Abed asking if Jeff had, "A wealthy uncle, or buddy that may have had a sex change?" and Jeff realising Abed was mining his life for classic sitcom plots.
- Doctor Who: At the end of "Dark Water" it is revealed that the Doctor's old Friendly Enemy the Master has become the Mistress, and now goes by Missy. For years there had been fan speculation that Time Lords could change sex when they regenerate, and this was the first onscreen example. The Doctor is shocked that the Master is alive, not that the Master is female.
- In a twist, one of the main characters of The Education Of Max Bickford, a professor at the same college Max teaches at, undergoes gender reassignment surgeries just as the series starts.
- Frasier: Parodied when an old friend of Martin's thinks Roz is Niles after surgery.
- In the French-Canadian series Un gars, une fille (Love Bites for the American adaptation), Guy and Sylvie, the show's focus couple are participating in the gay pride parade to support Guy's lesbian sister. There, Guy meets a hot woman named Martine (of whom Sylvie is uncharacteristically not jealous), who claims they went to high school together, and even slept in the same bed during a hockey tournament. Guy is completely confused until Martine reveals she used to be called Martin. When she leaves, Guy, dumbfounded, tells Sylvie he slept with her in high school, not entirely realizing what it implies. Off Sylvie's confused look.
- The Jeffersons had an episode where George met up with his old Navy friend Eddie and found that she was now Edie. This was in 1977, a surprisingly sensitive early use of a trans character (and a black one at that). Of course it had the George-freaks-out-initially-but-learns-to-accept-it storyline.
- Judging Amy: In the "Slade's Chophouse" episode, Bruce looks forward to a visit from his old friend, Father Ted. Bruce is rather surprised that he goes by Teresa now and is in town for the final surgery.
Amy: Thought you'd be shorter...and a guy.
- An old friend of Finch's turns out to be a trans woman on Just Shoot Me!. She was played by Jenny McCarthy and Finch had a difficult time dealing with his attraction to her.
- A skit Israeli skit show Ktzarim showed a class reunion in which every member who used to have a nickname related to what they were known for become irrelevant: a classmate known for playing the guitar lost an arm, another who was known for his hair went bald, etc. The well-endowed one... doesn't have the equipment anymore.
- Played straight on Las Vegas, with a much faster cooldown than usual: Danny McCoy walks into a traffic control, starts hitting on the hot woman to get info, and she asks him if he recognizes her before revealing she's an old friend. Danny is already tolerant, just a little shocked. The next scene has her going out to eat hot dogs while chatting with Danny.
- The Lone Gunmen: Byers's former college friend asks the team for help. About three quarters of the way through, her brother uses her deadname and former pronouns, revealing to the rest of the team that she is transgender. Byers knew her pre-transition (and Jimmy had figured it out) but didn't think it was relevant enough to reveal to the rest of the team.
- Kristy McNichol played Gopher's former college roommate on an episode of The Love Boat.
- In the Married... with Children episode "Dud Bowl", Al gathers his old high school friends for a football game, and it turns out one of them transitioned in the interim. Unlike most examples, this one is played by a male actor (Drew Pillsbury) in drag.
- In Necessary Roughness, Jeanette goes to her high school reunion hoping to connect with an old crush, Gerald. When she gets there, she finds out that Gerald is now Geraldine. Notable because, unusually for this trope, Geraldine is played by transgender actress Candis Cayne and is also stated to be a lesbian.
- Neighbours introduced Mackenzie Hargreaves this way. She came to Erinsborough in search of her father, (who she hadn't seen since she and her mother left him years earlier because he couldn't deal with her transition) and was reunited with Yashvi Rebecchi, an old classmate who had known her as Michael at the time. Yashvi recognised her but couldn't place her, and a misunderstanding involving her father Shane, who had been friends with Mackenzie's parents, forced her to come out sooner than she would have liked. The Rebecchis have taken it pretty well so far.
- An old friend of Dan Fielding's is a trans woman on Night Court.
- Sense8: Nomi reunites with one of her old hacker friends who was unaware that she had transitioned. Bug is a little thrown at first and accidentally uses her deadname a few times but eventually grows past it.
- Star Trek: Deep Space Nine has this with the character Jadzia Dax. While Dax first appears to be a gorgeous woman, Commander Sisko keeps calling her "Old Man". This is a reference to Dax's previous host: a crusty old diplomat and cool mentor named Curzon. The reunion is played for laughs: as both already know that the gender change has happened, but in "A Man Alone" even Sisko expresses some discomfort knowing the man he once shared some Ruji twin sisters with is now a young woman. In "Blood Oath" a Klingon friend of Curzon's encounters Jadzia and is quite appreciative.
Kor: Dax! My Curzon? After eighty-one years I find you a kyamo-looking woman! Kiss me!Dax: How about just a great big hug.
- Happens when Nick Driscoll meets a drop dead gorgeous woman at his class reunion in Stupid Stupid Man.
- Inverted in Two and a Half Men. Notorious womanizer Charlie is invited to a bar to meet up with an old girlfriend to talk. He meets an attractive man there (played by Chris O'Donnell), whom he befriends, only to discover he is Charlie's ex-girlfriend, who came out as transgender after they broke up. This culminates in Charlie's mother Evelyn (briefly) dating this man.
- Daniel in Ugly Betty runs across this trope. A woman whom he hits on turns out to be his brother, whom everyone thought was dead and who has, post-faked-death, undergone SRS.
- In an episode of WKRP in Cincinnati, Herb starts flirting with a woman who claims she knew him in high school. While making out with her, he learns he did know her in high school... before she had the operation. She was a teammate of his on the high school football team - the center to Herb's quarterback. To say Herb had a case of the Squick is putting it midly.
- What Would You Do? used this trope as the basis for at least two episodes, featuring a transgender woman and a transgender man. In both cases, actors playing former acquaintances or classmates of the transgender people react with bigotry and bullying, with the intention of seeing whether bystanders will step in and put a stop to their behaviour.
- In Catherine, the waitress of the bar that Vincent and his friends hang out in is named Erica. They speak closely with her and banter as if they've known her for a long time and Tobey, the only one in the group who's not a thirty-something, develops a bit of a crush on her. One night he happily tells Orlando that he lost his virginity to Erica, but there was something about her that he couldn't quite put his finger on. In the best "Good" ending of the game, while everyone is at the bar for Vincent and Catherine's wedding reception, Tobey exasperatedly tells the gang that they didn't tell him that Erica is transgender; they tell him that they all went to high school together and she used to go by "Eric"; she underwent gender reassignment surgery and they've been referring to her with her name and she/her pronouns since. She simply tells him that there are no refunds on his V-card.
- Gabriel of Blood 2: The Chosen is brought Back from the Dead when Caleb opens up a wormhole and retrieves him from a different dimension alive and well, but somehow turned from Gabriel into Gabriella:
Caleb: "Things have changed... but I don't need to tell you that."
- In Rain, Gavin was best friends with Rain when she was called 'Ryan.' They went to separate schools and drifted apart, and when she transfers into his high school as a girl, he is immediately attracted to her, not (initially) recognizing her.
- An arc in Welcome to Room #305 has Yang Jooha trying to meet an old friend from high school. He tries to avoid her as he's living as a man now. When they meet face-to-face he ends up dressing awkwardly as a woman but later they meet normally. Yang Jooha has no issue with him being transgender but their other school friends are less accepting.
- In Tales of the Galli, Emperor Constantine discovers that Katia the Battakes, who has come for a formal interview, is actually his old bodyguard Kasen, who is now a eunuch Galli.
- While not exactly a "friend", Shay from Between The Lines (2006) comes across a girl who used to bully her as a little kid due to being feminine. Both are trans girls, which causes Shay to berate the girl for having been an Armoured Closet Trans person.
- Aubrey of Boy Meets Boy initially presents as a woman, but despite being introduced as Harley's best friend (whom Mik hates), drops completely off the radar for a long stretch. He reappears towards the end of the strip's run and Mik doesn't even recognize him at first.
- Least I Could Do didn't show Cyndi for a good long while, before a random man mentions the old joke of buying a horse a prostitute to Rayne and introduces himself as Carter. Becomes a Pet the Dog moment for Rayne as he keeps repeating Carter's new name to avoid accidentally deadnaming him.
- Dan and Mab's Furry Adventures: Turns out to be why Dan didn't recognize Biggs, he'd gone by "Bridget" last time they met.
- Tripping Over You: After getting a publishing contract, Liam meets up Matt, the one person he talked with in law school. Matt has since changed his appearance greatly and started his transition.
- In the Paradise setting, humans are randomly, permanently changed into Funny Animals by causes unknownand sometimes gender-swapped at the same timethough the effects of these Changes are Invisible to Normals who will continue to see the Changed person as his or her old self (and gender). However, at one point a Ret-Gone effect kicks in for these gender-changed, with reality editing itself to reflect their new gender. As part of this, family members may be surprised to discover that photos of their brother or son now show their sister or daughter, even though their memories of said person's original gender remain intact. Also, those going through the Change themselves will start to see friends' or loved ones' new animal forms (and genders) in person, or in photos they happen to have about.
- The Family Guy episode "Quagmire's Dad" runs with this trope. Quagmire's father has a sex change, and is now living as a woman named Ida. Ida goes to a hotel, meets Brian and has sex with him. Brian has heavy doses of Squick when he finds out Ida was Quagmire's dad, resulting in a Vomit Indiscretion Shot that is so long it Crosses the Line Twice.
- When Stewie goes to the future in the movie, he finds out Meg has transitioned after college and is now a man named Ron. His only reaction is shock that Meg went to college.
- While it's not a plot point, there is an example in the "Droopy Botox" episode of Harvey Birdman, Attorney at Law - at the end, Harvey walks into Phil Ken Sebben's office to tender his resignation, only to walk in on a surprise party for him. Heading the surprise party? Phil Ken Sebben, who's undergone gender reassignment and become a total bombshell (still with the eyepatch, though). Harvey asks, exasperated, "Do I know you people?" Then she speaks - and it's still Stephen Colbert's voice.
- In The Simpsons episode "Holidays of Future Passed", a future Lisa goes onto Facebook and sees that Martin Prince has now become "Marsha Princess". Retconned in the sequel episode.
- In the Codename: Kids Next Door episode Operation: C.A.R.A.M.E.L., Numbuh Five helps her partner-turned-enemy-turned-friend Henrietta von Marzipan return to her true gender after being cursed to be a boy. This stabilizes their formerly tumultuous relationship, and Numbuh Five is shown to care about her greatly. Due to Values Dissonance, the rest of Sector V react in a horrified way after finding out she used to be their enemy.
- Rocko's Modern Life: Static Cling: When Rocko and his friends track down Ralph Bighead, the original creator of the Fatheads, they discover that she's come out as a trans woman named Rachel.
- President George W. Bush surprised some former classmates with his handling of this situation at his Yale class reunion. A woman approached Bush, introduced herself, and said, "You may not remember me, but when I attended here, my name was Peter." Bush, according to reports, took her hand and shook it, and said "Now you've come back as yourself."