Strapon Chastity Stories

8,434 results
Orientation
Length
Source
Infinite Scroll

The Mistress Reward

by stain69less on Sep 14, 2017
Fetish

He knew how to fix it – the urge that is. It would be simple and probably only take three minutes or so. He could probably do it anywhere, the bathroom, the car, maybe even at his desk. He'd taken care of the urge many times in all of those places and more. But there was a new feeling this time that kept him from it. He liked this new feeling. It drove him...

Night at Amber's Ch. 03

by simple_jack on Sep 14, 2017
Anal

The Finale The bedroom lights were dimmed when the three submissives entered. Their mistress, Amber, was lying on the bed completely nude, drinking a glass of wine. Seeing her slaves, Amber stood and fastened her pride and joy, a 14-inch strapon, to her slim hips. She motioned for the three to kneel in child's pose on the bed with their hands behind their b...

Night at Amber's

by simple_jack on Sep 14, 2017
BDSM

Stuck in rush hour traffic, Amber lightly shook her head to ward off the oncoming drowsiness that seemed to follow every major workday. As an investment banker, the slender, red-haired 29-year-old was dedicated to becoming a partner at the firm within the next decade. However, such a goal was not without sacrifice. Luckily, she knew what awaited her when she...

Lucy 01

by Gullos on Sep 12, 2017
Fetish

I – Forcing Dan into my cumslut It is incredible. Unbelievable what just happened on the last weekend. A big milestone turning hubby into my private little cumslut. And the best thing: He hates cum, what makes me even hornier every time I think about it. The more persisting he is in not being gay, the more fun I have thinking about the plans I have for the...

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...

Church Strapon Femdom

by Dyllarydoo on Sep 14, 2020
BDSM

Today you were giving zero fucks. You were so in charge. You were so sexy. You were dressed like a Satanist and had your strapon out in the open and you had put me in a slutty nun costume. I drove us to a church you had picked out for this. I got out of the car ran around and opened your door and helped you out. You pushed me down so I was on hands and knee...

Helping Jess Pt. 05

by mski on Sep 25, 2017
BDSM

I slept well that Sunday night which surprised me, though I guess I was probably exhausted. I woke up with my normal hard-on a bit before 5am, well it would have been a hard-on but for the cage. My penis was certainly trying. I never found it an uncomfortable feeling, just frustrating that there is no ending and I could not jerk off, and now who knew what wa...

A Strapon Tale Pt. 01

by damn_thats_me on Mar 2, 2020
Fetish

All the events in this story really happened, only the names have been changed. Warning: contains themes of pegging, femdom, leather & latex and chastity play. Alex (29) and I (36) had been seeing each other for about a year now. During our first date I immediately sensed that she had kinky potential. There was simply something about her looks and attitud...

Wendy Owns My Fantasy

by bleedndkn on Sep 24, 2019
Fetish

I met my girlfriend, Wendy a few months ago at the library where she worked while I was doing research with historical primary sources. We hit it off right away. I asked her to coffee and we were thrilled by each other's company. Later that night she invited me back to her place and we began having amazing sex as often as possible from the first exhilarating...

A Strapon Tale Pt. 02

by damn_thats_me on Mar 2, 2020
Fetish

All the events in this story really happened, only the names have been changed. Warning: contains themes of pegging, femdom, leather & latex, chastity play, and mild cuckolding. *** As mentioned in our last story Alex (29) and I (36) are both switches, and enjoy taking turns dominating each other. We had been dating for about a year now. Yet while we met...