Transsexuals+&ampamp;+crossdressers Stories

12,315 results
Orientation
Length
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Infinite Scroll

Just Across the Hall Pt. 01

by EROTICbearscribe on Aug 6, 2019
Transgender & Crossdressers

CHAPTER 1: The Secret Is Out It was just another lazy Saturday alone with no real plans. I seemed to be a in rut. Life was just sleep, eat breakfast, maybe jerk off, shower, work, eat dinner, maybe jerk off again, watch television and go to bed. The alarm had gone off that Saturday morning and I hit the snooze button several times. What was the point?...

Best Friends Forever Pt. 07

by Kantarii on Oct 24, 2018
Transgender & Crossdressers

"I want to have sex with you....." Brian's words echo over and over in my head as soon as they roll off his lips. Normally, guys tell me they want to fuck me, but he just made the moment a little more special. I might have wanted him to cum in my mouth earlier, but that's suddenly changed. Now - now I'm really, really horny and want him even more. As I gaz...

My New Neighbor and Her Surprise Pt. 03

by mothman34 on Oct 24, 2018
Transgender & Crossdressers

The sun was shining through a crack in the drapes, just starting to light up the room, waking me as it shined down on my face. Fuck, 6:30, I said, looking at the clock, way too early to be awake. I rubbed my eyes, groggily raising my head up off the pillow, and looked at Trisha, sleeping peacefully beside me. God she was beautiful, I thought, and I'm a lucky...

It All Started When...

by crashmatt on Oct 24, 2018
Transgender & Crossdressers

It all started when... well, perhaps that's not a great way to start. It's difficult to say exactly when it started, or perhaps even what "it" is. For the purposes of this story "it" relates to an episode at Halloween, yes I know, another Halloween story. But, you see, in the UK Halloween isn't the event that it is in the USA, and crossdressing for Halloween...

The Path to Happiness Pt. 04

by brendachaplin2000 on Oct 8, 2019
Transgender & Crossdressers

After couple of days I had settled in to Roger's spare room. I cleaned and cooked for my room and board, not that I was a great cook, but I could warm up food without burning it. I was living full time as Brenda now. My last outing as Brian came when I went to my Store job and quit. I had only worked there a few weeks but the manager wished me well when I t...

Bimbo Beer - Girl's Night Out

by HllyOne on Aug 27, 2019
Transgender & Crossdressers

Juniper pressed her head to the bar's counter with the force of someone hoping to sink into it. "You know a good psychic? I need to work out which past life committed enough genocide to make karma feel the need to screw me over so hard." Mary looked down at her friend from the other side of the bar. "Oh come on, it wasn't that bad." "Really? What could be...

The Fifty-Cal Gal Ch. 02

by Zorknarian on May 7, 2019
Transgender & Crossdressers

The morning after, I awoke to the sight of Lashona's beautiful slumbering face. The sun's rays shine gently upon her gorgeous visage. It was like God himself pointed a spot-light upon her. I wouldn't blame the guy. She's just as, if not more, divine. At first, I didn't recognize the room our lazing bodies tossed and turned within during the night. I relucta...

Adult Shop

by LucyFrance11 on May 7, 2019
Transgender & Crossdressers

As you will have noticed from my previous stories, I am gay. But for the last 20 years I have also been crossdressing and I now spend over half my time dressed. Over the years I have become more adventurous and now regularly dress in public. I live in the South of France not far from Cap D'Agde which during the summer is the sex capital of Europe. There is p...

The Land of Dreams Ch. 06

by giandomenico on May 6, 2019
Transgender & Crossdressers

As our son's eighteenth birthday approached Leo and I were worried. Whereas his sixteen -year -old sister was bright and lively and looked as though she was so besotted with Rollo's son that a marriage was highly likely once she reached eighteen, our lovely, quiet little boy, Theo, had turned into a surly, and clearly deeply unhappy, young man. He showed no...

Uncovering the Sissy Beneath Pt. 05

by jefferyscott745 on Jul 17, 2019
Transgender & Crossdressers

Disclaimer: This story contains extreme fetishes including BDSM and forced seduction. It is also purely fictional. This is part five of my previous work. Be sure to read parts 1-4 if you wish to understand the background of this section. ***** Dinner might've been the most normal thing I had experienced at this place. A little awkward at first, but when...