Literotica Straight To Gay Captions Stories

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Tales from the Oedipal Zone

by crazydorian on Mar 24, 2019
Fetish

The Oedipal Zone idea is a creation of Squelchapron, from his old “freeusecaptions” Tumblr. The original captioned stories (Field Observations and Paragon Magazine) have been used here with his permission. An Oedipal Zone is an area within a more general free use world. The normal free use tropes apply in most parts of the world: society functions more or le...

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Fan Fiction Captions

by pornsleuth6 on Apr 29, 2025

I have been making a lot of captions lately, so I thought it made sense to split the captions off from my short story collection (https://chyoa.com/story/Short-Fanfics.46075). They are similar things of course but different enough that I don't want to disappoint people looking for one and finding the other, update to update. The grouping on these will be fai...

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Crossdresser Evolution Ch. 03

by pantyhigh on Jun 12, 2019
Transgender & Crossdressers

Recap - Crossdresser Evolution - Ch 01 - How I got started crossdressing I was becoming addicted to masturbating while wearing panties, though there was still a feeling of shame surrounding it. I saw myself in these cum soaked pink panties. I could feel some sense of arousal but at the same time was ashamed that I was standing there wearing my wife's pantie...

Farewell from Randydaughter

by randydaughterreborn on May 15, 2018
Reviews & Essays

I've been writing my erotic stories on and off for almost 10 years now, and I think my well of creativity may finally be running empty. I might post the occasional story here if the muse strikes me with a good enough story, but I think overall I might be done with actively writing erotica. Before I go, I thought I might write a kind of farewell letter to my...

Sissy Boi

by DrLuverotica on Sep 12, 2017
Transsexuals & Crossdressers

COFFEE "Thanks for me, Raquel, I'm at the end of my tether and I don't know what to do with Dan anymore." I was meeting Raquel, one of my colleagues for coffee. She knew I was struggling with my husband, but didn't know the problem was in the bedroom. "That's alright, Jo. My pleasure." "Look what I've got to share with you is deeply embarrassing, so I beg...

Making a Sissy Jock Pt. 01

by Sissyhalo1 on Jun 1, 2020
Transgender & Crossdressers

My life changed about a year after I was done college. I'm Mason, or I was and I used to be a football jock all through high school and played all through college and after all that I kind of just never got picked up. So...what do you do with a physical education degree? Most guys taught gym or coached some places. Me? I got a massage job at a spa. There...

FFQ Caption Collection

by ffq on Sep 15, 2020
Miscellaneous

I have written a variety of captions and posted them to BDSMLR over the past year. Recently, I decided that I would try sharing some of the captions here on CHYOA for people to write continuations or alternate branches if the captions catch their interest. These captions involve celebrities, historical figures, and original characters. The content most often...

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2020 - WIC

by Rekki on May 10, 2020
Miscellaneous

WIC, short for „Weekly Image Captions“, is a project I started this year to post an image caption each week. The characters, scenes and kinks are often different from piece to piece but there are some reoccurring themes like Timestop and Mind-Control, since these are my own favorite kinks. Since March, it‘s possible to choose the character for an upcoming we...

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Image Captions 2021

by Rekki on Jan 19, 2021
Miscellaneous

Another year, another collection of smutty writing! Thank you for your continuous support! To assure quality over quantity, I won't be doing these on any regular basis for this year, though I can say that I won't be stopping at all and you'll see one when I feel like it's finished. I hope my work is worth your time by then! Other than that, have fun reading...

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Caught by Flatmate

by mArmaansa on Dec 24, 2019
Fetish

Thanks to Motomaverick for editing. The story, characters, names and incidents are totally fictitious and it is not intended to insult or defame of any country, religion, caste, sub caste, society, family or even any person (living or deceased), if any similarity could be found in the story and the real life then it will be surely just a coincidence only. T...