6 Works by Caladan
Listing Works
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Summary
DON'T BE PUT OFF BY THE STORY LENGTH. It's meant to be read in small bits.
This NSFW gay male story is about the sexual awakening of a teenage Harry Potter and encounters with his schoolmates and a couple of school-aged OCs. All chapters have sexual content. The plot exists mostly to string together and set up the sexual situations (i.e., this is mostly smut, pwp, plot what plot). You could read many chapters as a one-shot and miss very little. So use the chapters titles for clues on that.
Keywords as well as character pairings and such indicate something that occurs in at least one of the chapters but isn't necessarily an overarching theme of the whole story.
Latest chapter #41, posted Feb 2026. More still to come.
I welcome any constructive feedback, suggestions for the plot, and illustrations of the story. I've had one such illustration already.
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Summary
Note, you don’t need to know anything about the Teen Wolf franchise to enjoy the story. I just set in that world because I like the fantasy of a young Jackson Whittemore (Colton Haynes) being subjected to this.
(Summary contains spoilers.)
Jackson, a fifteen-year-old boy, is drawn to the mysterious "Starlight Theater" at a carnival, and agrees to compete in a secret game show for a cash prize. The show begins as a seemingly goofy trivia game but quickly escalates into humiliating sexual punishments and penalties. He will be slimed, wedgied, and sexually stimulated on stage in front of the cheering audience, bringing him to multiple forced orgasms. The humiliation concludes with Jackson being subjected to one final humiliation before leaving the stage.
After the show, Jackson is taken to a private dressing room where Alex tends to him. Despite the public degradation, Jackson feels a strong attraction to Alex. They engage in consensual sexual intercourse, and Jackson loses his virginity to the man he fantasized about earlier. The story ends with Jackson leaving the carnival, paid and permanently changed by the experience.
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High School Musical: The Pegging Prequel by Caladan
Fandoms: High School Musical (Movies)
18 Jan 2026
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Summary
Note, you don’t need to know anything about the movie or the franchise of High School Musical to enjoy the story. I just set in that world because I like the fantasy of a young Zac Efron (Troy) and Lucas Grabeel (Ryan) as our key players here along with Noah. I gave the name “Noah” to a character from the movie, the “Brainiac Dancer” played by Thayne Jasperson (later of Hamilton fame).
(summary contains spoilers)
Troy, a handsome but arrogant high school freshman (14yo) known for bullying others, is lured into a trap by two female classmates, Taylor and Kelsi. Under the pretense of testing a drama club harness, they restrain him and blindfold him. He is then subjected to a sexual encounter involving a strap-on, during which he is recorded. Unbeknownst to him, the strap-on is swapped out for two boys he had bullied, Ryan and Noah, who proceed to fuck him while he believes it is still the girls using a toy. Ultimately, the experience strips away his arrogance, replaces it with empathy for those he bullied, and becomes a complex, permanent part of his sexual identity.
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Note, you don’t need to know anything about the show Glee. I just set in that world because I like the fantasy of a young Sam Evans (played by Chord Overstreet) naked. Sam gets drunk at a concert and is tricked into a rather humiliating experience involving costumes, a couple of orgasms, anal play, and public displays. No need to have knowledge of the TV series Glee to appreciate the story.
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Summary
Story stands alone. No need to know the characters or the TV show.
Nate, a popular high school basketball star of One Tree Hill, secretly tormented by his father's impossible expectations and his own hidden insecurities, masks his pain with a cruel bullying persona. When a traveling carnival comes to town, a group of his victims orchestrates an elaborate scheme of revenge, luring him to a private "game" under false pretenses. The event, however, quickly spirals far beyond a simple prank, becoming a psychologically intense and sexually charged ordeal that systematically strips away his defenses (plus his clothes) and forces him to confront the truths about himself he has long suppressed. The night becomes a catalyst for a profound and painful transformation, including Nate's realization that he's gay, setting him on a new and uncertain path.
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A link to works from artists who have illustrated any part of my story: Harry Potter and the Magic Mirror. I only post with their permission and in the manner of their choosing; back to their own portfolio, or to a stand-alone link for example. My story is also here on Ao3 and is linked to this one.