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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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...
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by
Curiousissy
on Apr 4, 2018
First Time
For me, the rabbit hole started when I first got into futanari. I just found it so hot watching a girl with this big thick cock plowing another girl. I told myself I was straight because it was two girls.
Then I stumbled upon futanari x male and that solidified the direction I was headed in this rabbit hole. I was so turned on various futanari on male seri...
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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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by
Bogglepomp
on Apr 22, 2025
// All characters in this story are at least 18 years old.
Sometimes an image begs for some text to really bring out its true potential. This story is for those pictures and captions. Stories will be on the shorter side, just as some bite-sized entertainment to accentuate the pics, though if the fancy strikes, longer stories are fine as well. Mind-control st...
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by
switchhitter420
on Sep 18, 2017
Transsexuals & Crossdressers
My first stab at erotic literature, let me know what you think! Part one of a serialized fantasy journey into sissy faggotry.
*****
About ten years ago, I ended a pretty serious, 1-year relationship with a woman I had met while working at a bar. She was this classic beauty: elegant, dirty-blonde hair, thin frame, striking facial features, an amazing ass an...
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by
Sissyhalo
on Sep 13, 2017
Transsexuals & Crossdressers
Finding a place in the city is rough sometimes for a good place honestly and I spent two years in a real shitty studio apartment with not even a laundry room in the building and just no room or increasingly no room.
And my luck turned around after I won money.
Seriously there's a 50-50 draw at work and just sort of on a whim I put my name in and I won. Not...
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by
silkstockingslover
on May 4, 2020
Fetish
Summary: Straight guy is caught watching sissy porn and...Note 1: Thanks to Eric who requested and helped plot this lengthy story.
Note 2: Thanks to Tex Beethoven and Robert for editing.
Note 3: All characters are at least 18 years old.
Sissification 101: Ch. 01
1. MY SISSY CURIOSITY
I've always liked nylons. I grew up when they were still popular and...
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by
Sissyhalo
on Sep 19, 2017
Transsexuals & Crossdressers
My name's Jamie and I moved back to my hometown.
I had a lot of bad memories here and most of them stemmed from being bullied in high school and a lot of that came from Holt Thompson.
A loud mouthed jock in school he was the center of the basketball team and really, really arrogant.
I was a geek, a comic kid and dungeons and dragons kid and all that stuf...
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by
silkstockingslover
on Oct 16, 2018
Fetish
Summary: With his wife's help and support, a man becomes a sissy for black cock.
Note 1: This is a Halloween 2018 Contest Story. Be warned: this story involves sissy sex, obsession over black cock and a bukkake. If this isn't your thing, please don't read any further.
Note 2: This is dedicated to the real Paul who requested this story.
Note 3: Thanks to:...
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