Crossdresser Gets A Creampie Story Stories

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Orientation
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Infinite Scroll

From a Husband to a Dutiful Sissy Ch. 07

by Sissy_Chantel on Sep 18, 2017
Transsexuals & Crossdressers

Chapter Seven will also advance the time of my story here a bit. To move my story along into a lifestyle changing story I will have this chapter set seven months after Phil was outed as crossdressing sissy named Chantel. Over the last seven months, life for Chantel has become entrenched as a sissy maid and slut. The sex video productions put up online have...

Cabin in the Woods

by Lovinhose on Sep 16, 2017
Transsexuals & Crossdressers

Finally, I get to give you another TRUE story after a WAY too long 'dry spell'. This story is completely true (and may be a little boring maybe...would love any feedback). Only the names have been changed to blah blah blah... Anyone who is familiar with my writings knows my stories are true and not made up unless I openly state at the beginning that it's a...

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...

The Retirement Party

by DrLuverotica on Sep 18, 2017
Transsexuals & Crossdressers

April 3 Jo had been singing it for days and it was driving me mad! "It's all about the bass, about the bass..." On and on she went until finally I screamed: "Enough already!" "Oh hubby. Do you not like my song?" "Well, I like the way you move to the song." Jo looked hot swinging her big sexy curvaceous ass in a short micro skirt and flicking it up occasi...

Home in the Hills Pt. 01

by ValoryG on Dec 10, 2019
Transgender & Crossdressers

All names and characters in this story are fictional and have no connection with any actual person living or dead. ***** Jonathon Worley is in his sophomore year at Onanoma State University, majoring - at least for the time being - in art history. He's the third child in his family, and after his parents paid for the first two to go to college, there was...

Promotion/Demotion Slips

by pikapache on Apr 29, 2025

The promotion/demotion slip is one of the strangest types of magical item throughout the multiverse. They are A5 sheets of paper with four bits. At the top of the page was a bit to put the name of the person that is being affected, different people with the same name are not affected as only the person the writer of the slip is thinking about is affected and...

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♡《Lusty Kingdom》♡

by LittleYeezus on Dec 23, 2020
Fantasy

》Little Author's Note《 This story heavily uses the score system and a ton of variables so make sure to Start Game to enjoy the full experience. In this fantasy story you'll meet all sorts of characters that you'll be able to customize so as the story progresses go to Customization and change the names of the characters to whatever you want but also you'll co...

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☆《Lusty Kingdom》☆

by LittleYeezus on Dec 23, 2020
Fantasy

》Little Author's Note《 This story heavily uses the score system and a ton of variables so make sure to Start Game to enjoy the full experience. In this fantasy story you'll meet all sorts of characters that you'll be able to customize so as the story progresses go to Customization and change the names of the characters to whatever you want but also you'll co...

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Your inner femboy

by SkirtSkirt on Feb 10, 2021
Transsexual

The first thing you have to ask yourself is, who are you Are you an ignorant boy about to be turned into a little cum slut?But then who was there to show you who you really are?Or did you do it to yourself? Or are you already a cum dumpster about to reveal themselves? Or maybe you want to be a slutty crossdresser that's secret gets exposed,one throat fuck at...

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My Secret Revealed Ch. 06

by jealouscuck on Jun 19, 2018
Transsexuals & Crossdressers

I had crossed a line by myself. Here I was at Sally's apartment, not knowing who was there for sure and transformed completely into a passable woman. I had ventured out and found a crossdresser shop on my own. The sales "person", Tammy had not only helped me with shoes and clothing, she had me come back in for a complete makeover before I was to go to Sally'...