Sissy Strapon Stories

8,068 results
Orientation
Length
Source
Infinite Scroll

Jade in Control

by Slutboy88 on Oct 26, 2020
Fetish

I woke up still lay on the floor with my hands tied behind my back. I could still taste my own cum in my mouth after Jade had made me eat it from her pussy the night before and my ass hole was throbbing from the brutal fucking she had given me with her strap on the night before. My mouth was dry and I felt disgusting. I desperately wanted Jade to untie me so...

Bollywood mixed wrestling

by maverick11111 on Oct 13, 2016
Fetish

This is your first mixed wrestling experience. You have waited a long time to wrestle women. And you find yourself an opportunity to wrestle bollywood babes.What's next? Kareena Kapoor Kriti Sanon Deepika Padukone Priyanka Chopra katrina kaif What's next? Kareena Kapoor Kriti Sanon Deepika Padukone Priyanka Chopra katrina kaif...

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Mistress Monique Pt. 02

by bleedndkn on Sep 25, 2017
Fetish

This wasn't even my fantasy, I thought as I purchased the clamps, butt plug, heels and maid dress online with expedited shipping. The next day I brought the items in a backpack to Mistress Monique's apartment while she was at work. I put everything on then placed the butt plug in my ass and tightened the nipple clamps painfully so they wouldn't fall off, th...

Fantasy land

by Litle_man on Feb 26, 2021
Transsexual

Our history takes place in the Kingdom of Rubia, where all kind of fantasy races dwell, while the ruling family of this kingdom may compose of humans that may not be the case on the surrounding nations Our story takes place right before the marriage of the crown prince william of Rubia, to the princess of the neighboring dark Elf kingdom of the Hollow tree i...

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The Tables Turned

by 9volt on May 8, 2018
Fetish

I came home on a Friday night horny and feeling kinky. I talked my wife Brandi into getting in the hot tub and letting me shave her. I set the camera up on a tripod to record it as I shaved her and then I licked her smooth pussy through two orgasms. As she is recovering, before she really knows what is happening, I turn her around and shave the few stray hai...

Night With Chantz Fortune Ch. 02

by lilguy on Sep 11, 2017
Celebrities & Fan Fiction

I laid there on the bed pass out till Chantz got horny again. She laid in her expensive bed with satin seats. She smoked her cigarette and took a look at my ass. She smiled as she saw the ass cheeks redden with hand prints. She saw my ass open with her strapon and looked at it. She loved looked at an ass that she just fucked with her baby. She called her str...

The Tables Turned Pt. 02

by 9volt on Oct 15, 2018
Fetish

The party was wrapping up and Brandi invited Mike and Erica back to our house for a nightcap. The nightcap turned out to be tequila shots. She was singing "tequila makes her clothes fall off," and winking at me. Brandi suggested a game. I think it was called "Porn the game", and I was surprised at how eager Brandi and Erica were to play. Mike and I were the...

Black Cuckolding Dreams

by Samuelx on Sep 11, 2017
Group Sex

Sometimes what you're looking for is closer than you think. Take my fiancé and I for example. My name is Stacey Walton and I'm a young Black woman living in Milton, Massachusetts. I studied business administration at Bay State College and earned my MBA at the University of Massachusetts at Amherst. Presently I work for a real estate company in Brighton. I me...

Subliminal Obsessions Ch. 04

by Sissyhalo on Sep 14, 2017
Transsexuals & Crossdressers

*Before... I open my mouth and pump the last bits out of him and show him and Sarah's sort of become invisible as she recorded all of this. Alberta's standing and staring from the doorway and I show her too and her wide eyes widen more and then I swallow it. I rise up to standing and deeply kiss Leon. "That was perfect, worth all those years working for...

Helping Jess Pt. 03

by mski on Sep 18, 2017
BDSM

Sometime in the morning I woke up with Jess on top of me giving me a good morning kiss. 'Wakey wakey sleepy head!' she said with a huge smile. I grinned back, it was a nice way to be woken and she looked as gorgeous as ever in her red silk chemise. I started to get aroused but my penis was always going to lose the fight against the chastity belt. I grimac...