Transgender Stories

4,333 results
Orientation
Length
Source
Infinite Scroll

Friends Always

by trigudis on Sep 14, 2017
Transsexuals & Crossdressers

She's cute, really cute. She's an eighteen-year old high school girl with silky, straight brown hair that she wears in various styles, depending on the season and her mood. Sometimes she parts in the middle, with the front sweeping across her forehead. Other times she puts it up in pigtails for that adorable, little girl look. In winter, she lets it grow lon...

The Librarian Ch. 02

by MicheleNylons on Sep 13, 2017
Transsexuals & Crossdressers

Part Two - Sarah They stopped for the night at a Holiday Inn Express on the outskirts of a nondescript town; they snagged a ground floor room that opened onto the parking lot. An hour out from the diner where they had lunch the man had to pull over so the librarian could upchuck her lunch. "I told you it was too much," she sobbed between heaves. "It's bec...

S is for Selena

by BethanyJ on Sep 12, 2017
Transsexuals & Crossdressers

*** Transgender-themed stories which I hope will be of interest to those who like women, or would like to be a woman. Which includes me! *** "His name is Ken," my friend Isabella had told me as she recounted her own encounter and that of her friend. "I got to first base with him that first time he came in the club. Just a quick snog and then he seemed to...

Sweet Treat Ch. 04

by SaucyMasquerade on Feb 25, 2019
Transgender & Crossdressers

"Ok, in here is the photographic studio, it may seem a little intimidating to start with, but unfortunately technology can be a little, how you say, unkempt." As I followed him though the white glossed six panel door, I was struck by the contrasting halves of the room. At the far end on the left wall was another door, but centre piece to the room was the la...

Discovering Amber Ch. 06

by Ms_Allison on Feb 12, 2019
Transgender & Crossdressers

Mistress notes: Once you understand them sissies are rather easy to manipulate and control. It's just a matter of finding which buttons are the ones that need to be pressed and when to press them. amber has a weakness for lingerie, heels, and humiliation. Additionally, she was very easily brought to her knees at the promise of an orgasm. Getting dressed up...

Biggest Fan Futa Ch. 02

by FemFreak on Apr 23, 2019
Transgender & Crossdressers

Summary: Gwen and Ellie return to help Hera with her big problem again. Gwen once again gets pushed beyond his comfort zone by the woman with a penis, and Ellie enjoys watching, and participating. ~~~~~ Gwen had nearly succeeded in suppressing the event with Hera Auger. After a few days he had gone back to his usual ways of listening to her music and talki...

The Girlfriend Ch. 05

by nikkiesilk on Apr 23, 2019
Transgender & Crossdressers

I shuddered and closed my eyes as Sam took me into his mouth. I knew I should stop this right now and my hands moved to push him away just as he wrapped his tongue around the head. When he flicked the spot where the head meets the shaft I moaned, and instead of pushing him away my hands held him in place as his tongue danced around my cock which was now as h...

Lost in a Female's Pleasure Pt. 03

by LucysFox on Mar 11, 2019
Transgender & Crossdressers

Synopsis: Damien had been looking forward to a relaxing weekend free from his abusive father, but things quickly take a downward turn when he's kidnapped and wakes up in a confusingly elegant room and learns that his life is about to change forever. After a confusing few hours of fear and pleasure he collapsed, and after waking up he is dressed and led towa...

The Dominatrix Order Pt. 02 Ch. 02 - Cuckold

by Jwwsmith on Jan 29, 2019
Transgender & Crossdressers

And so the days and nights passed at Johanna's home. With Sissy Slut gone, there were no slaves remaining who possessed any culinary skills. So Pomona took it upon herself to cook a fine breakfast every morning for Johanna, as a way to repay her for her hospitality. Pomona would wake early each day, fire up the wood stove, and cook a delectable meal of bacon...

Aficionado Gets in Trouble Ch. 03

by His_fag_wife on Sep 23, 2019
Transgender & Crossdressers

As his WhatsApp call rang to the contact simply named Master, Pete had no idea what faced him. His senses were full of Marks cum, the distinctive metallic taste, it's manly musky aroma were overwhelming for him. He was still high from the poppers and thought he should just sit for a few minutes to recover a little, although the nearly full bottle of poppers...