Anime & Manga
- Dramacon: When Christine presents Lida Zeff a copy of her first published work to autograph, Leda's reaction is something akin to a brief Heroic BSOD, followed by her putting on the puppy dog eyes to persuade Christine to Kill It with Fire.
- In an episode of Lucky Star, Hiyori invites friends over to her house, only to be horrified when she finds them skimming through old sketches in her artbook.
- In Panty & Stocking with Garterbelt, episode "Sex and the Daten City": Panty and Stocking are set to debut a movie starring them, and Panty accidentally reveals that she acted in a porno without realizing it at the time. The episode revolves around Panty thereupon setting out to destroy all the copies of the porno in existence. Panty then decides to edit Stocking out of the movie, and Stocking responds by uploading a secret copy of the porno to YouTube, where everyone can see it.
- Chuunibyou Demo Koi ga Shitai!: Knowing the kind of weird things you did because you just want to be special is shameful indeed.
- Getting away from this seems to be one of the motivations of the Yuuta, because he really couldn't stand the All the Other Reindeer treatment he had due his very extreme adolescent delusions.
- Like Yuuta, Shinka resents her past life as "Mori Summer". Unlike him, however, she's not as good as him when it comes to facing the fact that her past delusions will always haunt her.
- The case of Eita of Ore no Kanojo to Osananajimi ga Shuraba Sugiru is somewhat similar to Yuuta, above, in which he was also trying to hide a bout of Mr. Imagination. This is an important plot point—a notebook containing his fantasies was used by Masuzu to Blackmail him into her fake boyfriend.
- Her first time on the Internet is this for Chisame Hasegawa from Mahou Sensei Negima!. So much, in fact, that the face she makes just for remembering it gets Jack Rakan's approval as a fine "bad face".
- In Bakuman。, after hearing that Eiji came up with the idea for his incredibly popular series "Crow" while younger, Mashiro decides to look at his drawings for inspiration. With most of them, he is surprised at how much he sucks, but he does actually manage to find one that serves as the basis for his and Takagi's first serialized manga, "Detective Trap".
- In Rock Lee's Springtime of Youth, Sasuke considers imperfectly copying Rock Lee's taijutsu to be this. Suigetsu considers it hilarious.
- The My Little Pony: Friendship Is Magic fanfic Fluffershy (no link because it is NSFW, even if it is not a Lemon) is about her friends trying to find out if Fluttershy has an old shame. Pinkie Pie accidentally found a pornographic video which seems to have Fluttershy's rump on front, and a mixture of lecherous curiosity and genuine concern causes her friends to investigate. She both has and hasn't. She was just an extra in the film and didn't do anything remotely sexual, but still considers it an old shame. The filmmakers put her flank on the cover even if you don't get to see her have sex in it because Covers Always Lie.
- This trope is part of the plot of Notting Hill, where the female lead is a movie star whose pornographic past turns up in the press halfway through the movie.
- In Music and Lyrics, Alex Fletcher openly concurs with the general critical consensus that his only solo album was, in the words of what was apparently the kindest review, "a crass, contrived effort not fit for a dentist's chair." When Sophie reveals she's bought and listened to a copy, he immediately produces his wallet to refund her.
- In Airheads, Chazz is forced by the SWAT leader to reveal to that he was a high school dork. Instead of losing the metal crowd that had gathered, however, his confession spurs people in the crowd to their embarrassing secrets of geekery. By the end, the crowd is even more supportive of the Lone Rangers' hostage-taking.
- In Billy Madison, Principal Anderson used to be a professional wrestler known as "the Revolting Blob" until he accidentally killed an opponent during a match. Eric Gordon uses this to blackmail him into claiming that Billy bribed him into passing his classes.
- In Lois Lowry's Anastasia series of children's books, the eponymous character's father is a literature professor who has published three poetry collections. In an invocation of the trope that authors always think their early work is terrible, he is so embarrassed by the quality of the first collection that he tries to discourage Anastasia from reading it.
- In Gregor and the Code of Claw, it's revealed that Bartholomew of Sandwich resorted to poisoning the moles to get their land. It was thought they were all killed by this tactic, and it poisoned everyone else's opinion of the humans.
- In a 3rd Rock from the Sun episode, Mary discovered a thesis she had written years ago and which she had thought was brilliant at the time. She read it again only to find it was crap.
- iCarly: The Benson family, with the sport of fencing.
- In How I Met Your Mother, there is an in-universe example for Robin as Canadian pop star "Robin Sparkles" and her hit songs "Let's Go To The Mall" and "Sandcastles In The Sand", as well as staring in a Canadian edutainment show. She is so humiliated by this that she would admit to being married and doing porn before admit being Robin Sparkles.
- Another in-universe example is Ted being embarrassed of his "rereturn" where after he had confessed his love to Robin, he "rereturned" to her apartment to try and kiss her but was so drunk that he threw up on her carpet and ran away.
- The above incident was covered in the episode "Game Show" where it revolves around each of the character's Old Shame.
- Marshall was seen on the toilet by Lily's kindergarten class.
- Lily recalled how Marshall's mother overheard the couple having sex via phone call.
- Barney's video to his girlfriend Shannon, begging her to come back to him (and serenading her) while as a hippie counts.
- Future!Ted is often embarrassed by Present!Ted's antics in some stories. Similarly, Present!Ted is often embarrassed about College!Ted.
- House discovers Wilson starred in a student film that was later turned into a porno by adding sex scenes from another actor. This is quickly spread to the entire hospital, and House replaces Wilson's usual movie posters with posters from the porno.
- In one of House's more convoluted plans to attract Cuddy, he allows Lucus to find a picture of him as a college cheerleader. Lucus originally believes that the picture was planted by House to manufacture false embarrassment—which was probably House's plan, but Lucus is able to determine that the picture was real. When confronted, House explains that he did it for a girl, which Lucus believes makes it more shameful.
- In Community, when Jeff and Annie are running for student government president, Annie brings out Jeff's audition tape for The Real World: Seattle. It begins with him singing a parody of George Michael's "Faith", "Gotta have that Jeff, Jeff, Jeff".
- In Castle; Richard Castle joins the murder investigation in the pilot episode partly because his curiosity is stoked over why the killer decided to base his murders on Castle's self-described 'lesser works' rather than his later, better ones. It also helps him peg Detective Beckett as a Fangirl of his works when she accidentally reveals that she's familiar with those lesser works.
- Despite not being involved in the creative industries, Detective Beckett also has an example, curiously enough — it involves photos of a shoot during her short-lived career as a model when a teenager.
- In "The Final Frontier", this trope actually leads to the murder: The actress who played Lt. Chloe on the short-lived Nebula 9 hated the show so much that when she found out that the woman who owned the rights to it was selling them to a major film company so it could possibly remake the series, she killed her before she could finalize the deal.
- In Angel a dream sequence reveals that Angelus attended Barry Manilow concerts. It's too much for him, and he's practically begging for someone to kill.
- Actually, it was that Angel went to the concerts, which turned out to be a kind of accidental psychic torture for his alter-ego Angelus.
- In Party Down Henry is constantly reminded of his role in a series of beer commercials by party guests recognizing him as Hey, It's That Guy!. Again, he is embarrassed when Casey recognizes him from an old indie movie in Steve Guttenberg's collection.
- Bones: Medical Examiner Camille "Cam" Saroyan appeared in a low budget, very cheesy vampire movie called Mother Suckers to help pay for medical school. Upon learning this fact her co-workers of course track down a surviving copy to see just how bad it really is. Much to Cam's embarrassment.
- On one Clip Show episode of Friends, which has a Frame Story of being Soap Opera Digest's interview with Joey, several of Joey's acting roles depicted in early episodes are implied to be this. Such roles include his lead role in a musical about Sigmund Freud and his role as an extra in a porno (taken after he couldn't bring himself to be the lead). The most bizarre one is in a play that we are only shown a small part of, which seems like a normal play until a lit-up ladder comes from the ceiling and Joey's character explains that he is going to "Blargon 6" and will return in 200 years.
- Big Bang Theory Penny's role in "Serial Ape-ist" and its sequel are destined to be this if she ever realizes her dream of becoming a famous actress. She reluctantly accepts the sequel job after a talk with recurring guest star Wil Wheaton that touches on this trope in relation to his post Star Trek movies. He is later revealed to have been cast in the same embarrassing movie as Penny.
- Invoked by the Chely Wright song "Back of the Bottom Drawer", which is about a great deal of detritus gathered from former boyfriends, such as stolen hotel keys, napkins with poetry on them, et cetera.
- Also, "'Fore She Was Mama" by Clay Walker. The narrator recalls finding a box full of photographs that show his mom as a rebellious, motorcycle-riding, marijuana-using wild lady, and is incredulous that she used to be such a person. He and his brother tease her about it, and she ends up burning the box.
- Strong Bad of Homestar Runner refers to his first attempt at drawing a dragon as the "S-is-For-Sucks" Dragon.
- However, in the Trogdor's 5th birthday toon, he sings a song about the S is For Sucks Dragon, then indicates that he's sick of Trogdor, claiming that "you Internet types" ruined him.
- Yamcha of Dragon Ball Z Abridged recorded a hit song. According to him, he needed the money, and no, it wasn't worth it.