Caught Crossdressed In Self Bondage And Captured Captions Stories

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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...

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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Just Look at Me Now Ch. 03

by GFfan on Apr 13, 2020
Transgender & Crossdressers

Eager as I am to tell you about my first crossdressed Halloween with Jude and Becky, I must save that for a later chapter and fill you in on some major developments that occurred as my first summer of feminization ripened into autumn. Surrounding these landmark events were patterns of submission we had established early on. I wore panties 24/7, and I shoppe...

Life and Time of Lady Vargos Ch. 01

by rik581 on Oct 3, 2018
Transsexuals & Crossdressers

I am in the process of reposting my stories. *** "The Life and Times of Lady Vargos" is the second book of the Martin Hastings adventures into a life of forced feminization. This story follows the feminization and marriage of a reluctant young man as he is forced to accept his fate as a male/bride, in a same sex marriage, arranged by his family. This stor...

Captions and Kink Support

on Apr 22, 2025

This post collection is to help... A) Deepen your corruption into your kinks and fetishes B) Corrupt you into discovering new kinks and fetishes C) Train your body and mind to succumb harder and faster to your kinks and fetishes Each fetish will have post containing either a picture or a gif. And some text below. The text consist of either a short erotic sto...

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David's New Experience

by zxsgxwlp on Sep 13, 2017
Transsexuals & Crossdressers

It was a hot summer's day and David was taking a shower. He was alone in the house and was taking his time washing his tall, athletic body. Once the shower was complete, David dried himself off and tied the towel around his waist. He walked across the landing to his room and made his way to his cupboard. As David moved thorough his room, he heard a noise beh...

Caught crossdressed

by Deedeesissyboy07 on Apr 22, 2025

Im home alone as my housemate is away with his girlfriend and not due home until tomorrow so yi am sitting at my dressing table looking at my newest purchase, a chastity cage a very small chastity cage as i wanted it tight, and a vibrating butt plug with a big purple crystal on the end. I've been a closet crossdresser for ever and have a huge collection of c...

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A Bitch is Made

by chatbug on Sep 19, 2017
Loving Wives

This story has light bondage and domination, but it's not a BDSM story. I never dreamed that my marriage would turn out this way. I'm not sure that it's better or worse than I imagined; it's just different. I guess I should start at the beginning. I'd been married to Robert for about three years at the time. He had a nice government position in Washington...

Sissy's Decline into a Slut Pt. 01

by Sissy_Chantel on Sep 13, 2017
Transsexuals & Crossdressers

Hi, readers, here is a new hopefully erotic story series of a sissy's decline to that of playing a sissy slut and then without her knowing soon to be a enslaved sissy maid and slut, featuring your sissy girl Chantel. Enjoy... ************************ Chapter One: Sissy Crossdressing Play Time. I'm sitting inside my car, it's late, a faint drizzle falls a...

How I Became a Sissy Slave

by Sissy_Sasha on Jul 27, 2020
Transgender & Crossdressers

I had never been so embarrassed in my life. The woman in front of me looked at me with disgust that burgeoned on fear. Seconds prior, I was knocking on her door and ringing her doorbell expecting for a man to answer. This man was Anthony, or at least that's the name he'd given me when I asked. We'd met online a couple weeks ago on a gay dating site. For a...