Tranny Stories

1,390 results
Orientation
Length
Source
Infinite Scroll

Letter from Ainsley Narrows

by justincbenedict on Sep 14, 2017
BDSM

Dear Shoeblossom: Here is a journal I was keeping a little while ago. My girlfriend Sabrina, also called Brina has since left me...and I am lost as what to do! Filek A little explanation. I never was spanked or punished until I went to live with my Auntie Ruth while going to law school, and then she was quite strict with me in regards to grades, etc....a...

Milk Weed Ranch

by JoJoJudd on Sep 16, 2017
Transsexuals & Crossdressers

It's always fun to hear from friends and stay in touch, especially if they take me up on my offer to stay a night with us here at the Milk Weed Ranch. It's a 75,000+ acre "dude ranch" and retreat. There are a few streams, a big lake, mountains in the background, horse trails, livestock, vegetable, herb and flower gardens, a buffet style dining hall, a chapel...

Operation Weekend Spoiler

by Magicidan on Sep 13, 2017
Loving Wives

Warning, you are entering a cuckold free zone. If you do not like stories of temptation, human frailty, and redemption, please do not read this story. You will not enjoy it. But, if you take solace that there are husbands who fight dirty to save their marriages I bid thee read on. Once again I find myself in the position of being a mere scribe, presenting a...

The Secretary's Sadism

by justincbenedict on Sep 14, 2017
BDSM

Lourdes gritted her teeth as Solomita pressed the end of her Newport Full Flavor cigarette to the edge of her lover's clitoris. Lourdes was a non smoker, but endured much from the cancer sticks of her various dominants... Lourdes's nipples were severely clamped with Victor rat-traps, quite heavy, and she was a comic sight as the traps wavered, on her small...

Lisas Ibiza Experience

by BmthAdmirer on Sep 16, 2017
Transsexuals & Crossdressers

As some of you who have read my exploits as the submissive girly Lisa will have read of my ongoing love for a door man from my hometown call Danny, well this is the story of our first holiday together. The time had come for me and Danny, time for me to tell him how I felt about him so I asked if we could go for a drink one evening when he wasn't working the...

A Game of Basketball Pt. 09

by phoenixcinders on Dec 16, 2019
Transgender & Crossdressers

Hello everyone! I know you've all been waiting for the next installment of A Game of Basketball which I will rename to Rivals, so here it is. Like always, all participants in sexual activities are above the age of 18. I hope you enjoy. Feel free to leave any feedback or questions in the comment section below and also you can always message me through my prof...

The Flaming Girls Ch. 05

by MicheleNylons on Mar 9, 2020
Transgender & Crossdressers

Chapter Five - Everything's Coming Up Charlie "You just treat me like any other woman and when it gets to the tricky bits I'll help you," Charlie smiled up at Robin but the sweetness in her gaze had been replaced by desire. Robin took off his coat, kicked off his shoes and then removed his shirt, tie and pants and then impatiently tugged at his socks. Cha...

Red Swallow Ch. 03

by BJGoodhead on Apr 1, 2020
Transgender & Crossdressers

After completing "The Diary of Jewel Delacroix" I was approached via E-mail by Rachael Ricci Swede and asked if I would consider writing a story idea she had. After a few emails I was intrigued by her idea and agreed to write it. This is an original story by Barbara Jean Goodhead. Written in collaboration with Ideas and Plot Points by Rachael Ricci Swede....

Special Delivery Pt. 02

by DrGonzo124 on Jun 15, 2020
Transgender & Crossdressers

As weekends go THAT first one was a stress. Once my post-sexual high wore off I realized I'd had engaged in random sex with a complete stranger who for all I knew was a certified psychopath. I would have put the whole thing out of my mind but the tang and taste of her ejaculate lingered in my brain long after it left my mouth. For the next forty-eight hour...

Tom, Crystal, Lori, Jason and More!

by THoward95th on Oct 5, 2020
Group Sex

Tom, Jason, Lori, Crystal, and More This is part of an ongoing story over multiple Categories with common characters. * Ding! I got a text -- it was Dave "Tom, you busy?" I texted back. "Not really. What's up?" "I'm stressing. Have a business meeting in an hour. Can you cum by the office?" "Cum" by the office. So, he wants his dick sucked. I could d...