Transsexuals+&+crossdressers Stories

12,315 results
Orientation
Length
Source
Infinite Scroll

Crossdresser Gets Found Out

by leathertanya on Sep 16, 2017
Transsexuals & Crossdressers

This story is fiction and is written for my pleasure and any comments or suggestions that anyone would like to make. Any suggestions to the address in my profile. I adore the feel of leather, rubber, pvc and anything silky so it was no surprise to me that at an early age I liked the feel of certain female clothing. I am a perfectly straight male but my fant...

Sissy Life Pt. 04a

by sissymark79 on Sep 19, 2017
Transsexuals & Crossdressers

That's it then. I am going to be whipped by my wife's - my Mistress' - lover. I had offered him use of my mouth in a vain attempt to stave of the beating to come, but as he said, why would he be interested in my mouth? He has my wife's whenever he wants. He has no interest in sissies, this isn't his fantasy - he's a man. A real man. 'I said get over here a...

And When I Return Ch. 08

by sublocked on Sep 25, 2017
Transsexuals & Crossdressers

When Fiona found him in the morning, she scrunched up her nose at his stink of urine while she helped him to get up off the floor. "My, my, you've had quite a night dear, haven't you?" she said, sounding like a caregiver in a nursing home. Indeed, had did have quite a night, he thought, sleeping fitfully on the hard floor, soaked by his own urine. He sputte...

A Surprise Stripper for My Birthday

by dirtyjoe69 on Sep 12, 2017
Transsexuals & Crossdressers

\ My wife and I have always been a little on the kinky side. We have been swingers for seven years and have done many wild things during this time. Every Friday night we have a thing called dirty night where we go up to our room and watch two of our favorite shows Bliss and Kink. Bliss is a weekly series that has mild erotica in it aimed at couples. Kink i...

Female Seduces Shemale Ch. 2

by Tashas Baby on Sep 16, 2017
Transsexuals & Crossdressers

(This story may not be reproduced in any way without written permission from the author.) * * * * * I wake up to your soft kisses on my throat. I open my eyes to see you fully nude laying over top of me with your hands on both sides of my chest holding yourself up. You look down and smile at me seductively. You lean down for a kiss. I feel your hot tongu...

Cody Becomes Chloe Pt. 01

by Southernstud97 on Sep 16, 2017
Transsexuals & Crossdressers

Please note this is my first story and I will continue writing if I get some feedback and people enjoy it. Thanks for ready, hope you enjoy! ***** Cody was not your typical high school student. He rarely hung out with friends, never went to any parties, and never really talked to girls. His parents believe that it was only a phase and that next year at col...

When the Balls Drop; A New Years Tale Ch. 10

by LuciousBi-Writes4U on Sep 16, 2017
Transsexuals & Crossdressers

Chapter Ten- The 3some of a Different Kind… As she kissed Mason and felt his passions rise she took Veronica's hand and slid it up between her thighs and under her panties. She pulled Mason's arm around her and clamped it on her ample ass check…and he began to squeeze and knead them just as he'd done Veronica's earlier. Veronica worked her nimble fingers a...

Boy/Girl Ch. 01

by lindiana on Sep 16, 2017
Transsexuals & Crossdressers

Growing up in Vegas, you get used to seeing a lot of odd things. First off, since I am a resident, I get to see a seamier side of life that the tourists never do. But that isn't where I met Lola and Bob. I was standing in line at one of those hot dog carts that seem to spring up out of nowhere on hot days. I was hungry, thirsty and it was way past noon. Lol...

Kate's Mom Comes To Visit Ch. 03

by Catytheghost on Sep 16, 2017
Transsexuals & Crossdressers

Auntie Damn, Little Sis brought the girls out hell! I had no clue they were all witches. I knew Sally, Mary, and Jasmine were, but all of them? Hmm...Sis did recommend them all to me; now I know why. Well, shit! Sally was riding Kate, but damn, they were two feet off of the fucking ground, and Mary and Alison were a foot! What's with all the floating sex, w...

Mile High

by mikaho on Sep 12, 2017
Transsexuals & Crossdressers

Edited by g1dnshwrgr1 (many thanks!) I boarded the plan and was taking my seat when I noticed the most mature of the three stewardesses. She was beautiful with a classic flair; her pencil skirt perfectly presented an hourglass waist, defined hips, and a round butt. The image of her shapely form flitted around the edge of my thoughts as I started answerin...