Mistress Strapon Stories

27,962 results
Orientation
Length
Source
Infinite Scroll

Training Me

by SometimesSub on Sep 17, 2017
BDSM

You had me waiting for you, naked and kneeling. When you arrived, you took off your jacket to reveal your outfit: a corset that left your breasts exposed, tight latex panties and a pair of high heels. You knew the sight of you in it would drive me wild with lust, and it did just that. You approach me, looking down at me. I feel your hands grab me by the ha...

Jeff Explores His Fantasies Pt. 05

by majorpayne_1342 on Apr 28, 2020
Transgender & Crossdressers

That particular Friday was forged in my mind. The pleasures I felt that day could never be repeated. I thought I was dreaming. In just the morning of that day, I had enjoyed being with Raven and Mia. I never thought something like that would ever happen to me. I hoped I could experience such a moment with them again. Back then, I thought it was gonna be the...

I Am My Daughter's Bitch

by britneyfan on Sep 25, 2017
Transsexuals & Crossdressers

How did I end up like this? On my hands and knees dressed in just sexy stockings and suspenders and a lacy corset, my face in slutty make up, my lips wrapped around my daughter's boyfriend's cock while my daughter herself rammed an eight inch strapon up my arse. The worst of it was, humiliated though I felt, this was really turning me on. This is the story o...

The Gynarchic Alliance Ch. 02

by gynarchite on Dec 1, 2017
Sci-Fi & Fantasy

NB These stories are set in a different "universe" to the Galactic Gynarchy ones. The two series are unrelated. ***** Chapter 2 – Preparing to leave Earth One morning, about ten days after his enslavement, Alex was awoken in his cell by Nurse Sing and Doctor Sing. Neither was dressed for work – Nurse Sing wore a severe black dress that clung to her athlet...

Seven Lessons Ch. 02

by Vertex on Sep 16, 2017
Transsexuals & Crossdressers

Previously... Bryan is an arrogant biggot. This Halloween season, someone has decided to teach him a series of 7 lessons. Yesterday the lesson was acceptance, but as he chose not to accept the lesson, he ended up with no body hair, wearing a bodystocking and being fitted with a chastity device. Will he learn his remaining lessons? That night he had many...

Happy Shavesgiving

by 9volt on Dec 24, 2019
Fetish

I woke up, to the most wonderful feeling in the world, as Brandi's lips were wrapped around my cock. She smiled and winked at me as I opened my eyes. She released my cock and caressed my balls with her talented tongue before returning to the head of my cock and slowly, teasingly, gently engulfing the head of my cock. I was close and she knew it. Suddenly s...

Lena et Tatiana Ch. 04

by Eltee84 on Jun 15, 2020
BDSM

All three girls were panting hard, catching breath. Bright red cheeks. Sweat on their brows. Delighted, devilish smiles on two faces. The face of panic then orgasm then a harsh smacking evolving a tired confusion on the third. Miss Lena stepped back; Miss Tatiana looked with devilish desire on the once Maitresse. Bound on the pillow her restraints pulling h...

A Couple's Cuckold Fantasy Pt. 02

by flash321 on Sep 19, 2017
Fetish

After their first encounter Danielle teased John mercilessly about how horny she was and how if she still had the key to his chastity device she wouldn't be able to resist sucking him until he came in her mouth or fucking him until he ran out of come. She decided to wear her sexiest thongs under her work clothes and changing immediately when she got home int...

Hotel Fun

by Boone3030 on Apr 21, 2020
Loving Wives

The Adventures of Tim and Laura continue with a weekend trip to a hotel with Mistress Laura in charge. ————————————————————— "How does that cage feel?" Laura asked Tim innocently, as they were nearing the hotel, while playing with the key on her necklace. "It feels good, it's not bothering me," he replied. "How about now?" she asked as she leaned over t...

Owned Pt. 02

by NoFearGenderqueer on Apr 13, 2020
BDSM

"Can I buy you a drink?" Angela wasn't sure what the woman had just said to her. She hadn't felt like herself all evening. These monthly drinks with the girls had become the only time she got out of the house. She'd been stuck in her own head all night though. She thought she was getting away with it until Sharon insisted she join her for a cigarette. Ange...