Caught Crossdressing By Wife Stories

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From Submissive to Slave Pt. 01

by HerBetaBoy on Sep 25, 2017
BDSM

So I sat there, my wrists and ankles bound to the chair I was sitting in. My mouth forced open by the pink ball gag wrapped around my head. My cock, as pitiful as it looked at the moment, was locked in its cage covered by pink lace panties. The view in front of me was both humiliating and exhilarating at the same time. My wife of 4 years was on her back, her...

Ghosts From The Machine

by Halode on Apr 17, 2021
Miscellaneous

Emilia leaned on the railing surrounding the Ghost Machine, tucked away in one of her many rooms at the King estate, watching as her staff put the finishing touches on their restoration project. The machine was polished to a mirror finish, the brass and steel gears and cogs stretching upwards to affix to the high-vaulted ceiling. The dome occupied the center...

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Sarah Had to Give a Blowjob

by SarahCD on Dec 18, 2018
Transgender & Crossdressers

I first published this story a few years ago. Since then, my writing skills have improved a little. While, I cannot change what actually happened to me, I have added some more details and corrected some grammatical mistakes. ---------------------------- After collage, my girlfriend's best friend, Alison, and I found ourselves working in the same city and...

Master's Degree in Crossdressing Ch. 02

by wifetoy on Sep 16, 2017
Transsexuals & Crossdressers

This confession is the second chapter of a follow up series to my earlier series "College Crossdressing Confessions." My wife forced me to make those confessions detailing my shameful addiction to wearing panties, pantyhose, and other girly intimates, and my panty pilfering ways in college. While I was making those confessions to the public for the first tim...

The Bio of a Masturbator

by Chatomana on Sep 18, 2017
Toys & Masturbation

Disclaimer: Although this is a work of fiction, some parts contain actual facts and events. The author can not and will not be held responsible for any injuries that may occur if the reader tries to reproduce of these events. The author holds all copyrights to this story, printed and/or digital. Prologue This story is not about love, nor about romance, or...

Fulfilling all My Fantasies Ch. 01

by classmate1119 on Apr 23, 2019
Transgender & Crossdressers

"Last chance to change your mind, Cristi," Jalen said. "It's probably the most outrageous one so far! Not that I'm worried, of course, but you never know what else might happen... " I reapplied my lipstick in the reflection of the club's glass entrance. "Hey, we spent too much time preparing for this. Don't back out on me now, Jalen!" I threw him a coy smi...

A Demon's Revenge

by SnoopWorg on Nov 20, 2020
Fantasy

Prologue When Aron Steelside began adventuring, the golden years were already past. Almost all the High Demon lords had long been defeated by the heroes of old, whose statues now resided in the cities they had made safe. There was still some money to be had clearing out nests of goblins and protecting smaller villages from bandits, but fame was a pipe dream....

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Encounters of a Crossdressing Slut

by KAshton on Sep 16, 2017
Transsexuals & Crossdressers

This is an introduction to my crossdressing experiences, touching upon highlights along my journey. I will write more about these, and other encounters in detail, in time. These really are all true stories, no embellishments whatsoever. I had always been fascinated with women's clothing, specifically tights (pantyhose) and anything silky and sheer, like sli...

A Fantasy Night Exposed Ch. 01

by tfrah on Sep 12, 2017
Fetish

This is the first part in a story based on my fantasies which my wife has long been encouraging me to finish writing and publish. In my defence this is also my first ever submission and the first time I've tried to properly finish a fantasy story so I'm also very curious to see its comes out purely self indulgent or if it actually works as an erotic story. I...

Barbie's BBC Beginning

by jacki697 on Jun 9, 2020
Transgender & Crossdressers

I had always been curious about men. I had always wanted to experiment but alas I was way too scared of being "gay" to ever follow through on any of my urges. Chalk that one up to 18 years of living in a conservative Christian community. Instead I left my sexual urges to the alone time I had to indulge in my other fantasy of crossdressing. I loved the thrill...