Crossdresser Proper Lady Stories

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Life and Time of Lady Vargos Ch. 08

by rik581 on Mar 26, 2019
Transgender & Crossdressers

"Lies, Truth, and Innuendo" Martin was pressed into attending to his duties that week as Lady Vargos. With little or no manly pride left to swallow or cling to, he performed his daily routines dressed as a woman, both publicly and privately. Each day seemed to bring more heart felt shame and humiliation into his life as he stepped out and displayed his ema...

From Dom To Sub

by ScarlettCD on Sep 14, 2017
Transsexuals & Crossdressers

Twenty minutes to go. A few days ago I had posted an ad online looking for someone to come to my place so that I could, to quote my ad, "get treated like a tranny slut by a true Dom of a man." I kept the ad low-key and photo-less to ensure none of my colleagues from work saw it of course, but more importantly, I was a Domme in my own spare time and did not w...

Under the Abaya

by contactsteph77 on Feb 3, 2020
Transgender & Crossdressers

Under the Abaya Part one When someone asks you about Arab women, you would probably think about religious women who are brutally oppressed by male clerics. You would think about how they are forced to wear a hajib and cover their faces, how their male oppressors are allowed to have multiple wives and that they have little to no rights. You would probably...

Mia More

by seams_straight2me on Sep 16, 2017
Transsexuals & Crossdressers

It was 5 days after my very close encounter with Mia. I was still on very high spirit after meeting her, and fucking her. I could think of nothing else. We kept in touch via text messages and phone calls. She was "on location" for some photo shoot. One less about fashion and more about horny transsexuals having very sexy fun. She sent me a few pictures of...

Crossdresser Gets His

by CourtStJester on Sep 12, 2017
Transsexuals & Crossdressers

Since he was a boy, he had a fascination about women's clothes. He wasn't sure how or when it started, but it grew into more that a fascination as he reached puberty. Perhaps it was the lack of a father in the house and growing up with two women. While they were he would snoop into his mother's and sister's dressers looking at their clothes. There were many...

Brian

by IRivera719 on Jan 27, 2020
Transgender & Crossdressers

On the first time when he showed up first I didn't think anything. I assumed she'd be along in a minute. I was dressed and I'd tried a new perfume. She told me shopping for a date was part of the fun so I was to purchase something new, if not the week before, then on the way over to her house. Every time, she insisted. This time I'd stopped at the shopping...

My Story of Degradation

by Philippasubmaid on Aug 28, 2018
Transsexuals & Crossdressers

A Story of Degradation. This story involves BDSM and crossdressing, change of lifestyle and full submission both mentally and physically. If this is not for you feel free to read elsewhere, please. I was 47, just divorced for the second time and for the first time in years able to be myself and enjoy what I wanted to do in my own time. I should explain...

Crossdresser Evolution Ch. 07

by pantyhigh on Dec 9, 2019
Transgender & Crossdressers

Recap - Crossdresser Evolution - Ch 01 - 06 I become addicted to masturbating while wearing panties. There was this part of me that was telling me that I CAN'T like this but there was another part that was saying that I DO like it. I learn about feminized men and I also learn about them sucking cocks and I taste my cum for the first time. I buy my first b...

Recruiting of a Sissy Maid Ch. 03

by Sissy_Chantel on Oct 11, 2017
Transsexuals & Crossdressers

Chapter Three: Training Done, Chantel is On Her Way. Waking up back in her cell, Chantel finds that her days being trained, orientated and broken off will here with the Burrows brothers are wrapping up. Mitch enters her cell and has her come back out and back into the house with him and Nate. Mitch says, "Well Chantel, time has come for us to part our ways...

Michele Nylons' True Stories Ch. 03

by MicheleNylons on Jul 14, 2020
Transgender & Crossdressers

This is a continuation of my True Stories series, where I tell my readers about my real life adventures. In the next two instalments I will tell you about some of my encounters that were not particularly satisfactory. As most closet Transvestites will know, there are a lot of losers out there and some of them can even be a little scary. * Story One - The R...