Chastity Cage Pegging Stories

19,371 results
Orientation
Length
Source
Infinite Scroll

1st Meeting with Mistress Pandora

by FiguringItOut23 on Jul 10, 2018
Loving Wives

***I am over 18, as is everyone in this story. I'm actually 23*** *** I felt it before I ever met Christina. The overwhelming desire to serve, to drop to my knees and submit to someone's will. The impulse to sacrifice or delay my own needs to satisfy another's. It was a powerful urge, and when I saw her across the bar it was immediate and it was viceral....

Last Friday: First Sissy Experience

by sissysyzygy on Mar 5, 2018
Transsexuals & Crossdressers

Been a lurker for a little while, and thought it was time I contributed with a post! *** Title: Last Friday "You ready for your surprise?" she asked me coyly. "Yes!" I said excitedly, thinking of the possible toys we had been looking at online, or perhaps a striptease. We had our eye on a Bad Dragon dildo as our starter strapon kit had grown my interest...

Pegging for Promotions

by TheDougler80 on Sep 18, 2017
Fetish

Doug was less than five years out of college, only in his late twenties and had already started one of the most successful businesses in his city. It seemed as though he had made every right decision since leaving school. That is, until he decided to hire a personal assistant. There were a number of qualified candidates, but when Melissa walked into his off...

Let's Go for a Drive

by exploring_couple on Oct 29, 2018
BDSM

This is a sequel to "A Keyholder's First Week." It's recommended, but not necessary to read that story first. *** Jason and Beth had just finished an early dinner. Jason had dinner ready by 5 because Beth had told him that she had some mysterious plans for the evening. She didn't actually say mysterious; she just didn't say what the plans would be. Jason w...

Scenes from a Marriage Pt. 06

by DopamineFan on Mar 9, 2020
BDSM

It had been a week and a half since our last scene on Valentine's Day, and I was really needing to feel Mistress's dominance again. Life had been keeping us busy, but we had finally set aside some time tonight for another scene. I took a viagra before giving our son a bath. After I put him to bed, I went back downstairs to help my wife clean up. Then we wen...

Alice and the Looking Glass Ch. 18

by LeopoldNicholas on Sep 14, 2017
Erotic Couplings

Willow tightened the straps holding Jack of Hearts wrists to the pegging horse till the flesh turned first bright crimson then the palest shade of blue. Normally the recipient would be expected to react vocally in some way but the insertion of a pair of her freshly soiled panties before the usual ball gag completely silenced any lamentations from being more...

Learning to Let Go

by NRMathis on May 15, 2019
BDSM

Jonah could not remember a time when he was more nervous. Per his habit, he showed up far too early at the Cheesecake Factory, and was waiting at a table. For her. For the woman he had been chatting with online and exposing some of his deepest, most embarrassing fantasies to. The woman who wanted to meet him in person. The Domme who he wanted so badly....

Made to Obey Ch. 11

by madetoobey on Aug 21, 2019
Transgender & Crossdressers

Reprise: I'd been caught wearing my Sister-in-law's underwear and jerking off to shemale porn by wife (Ruth), Sister-in-law (Esther) and their mother (Donna). I'd been forced into a chastity cage and made to wear panties all the time. Humiliation was now a frequent event. Esther, who had investigated my internet usage on my laptop to see if I'd visited shema...

Danni Ch. 03

by Coder3445 on Apr 21, 2020
Transgender & Crossdressers

Authors note I know it's been a few months since the last Danni came out and I am sorry for making those who want to read wait for so long. With that being said the reason for it is that I meant to write it but suffered from writers block at the time and eventually forgot about it. However I hope this does Justice as I tried to make it longer without sacrifi...

Black Wife Cuckolding Black Hubby

by Samuelx on Sep 16, 2017
Interracial Love

What's up people? My name is Sheila Adeyemi-Williamson and I'm a Black woman of Nigerian descent living in the City of Ottawa, Ontario. I'm five-foot-nine, curvy and sexy, with dark brown skin, and short Black hair. I always look classy in tailored pantsuits when I go to work. And everybody notices. A beautiful, educated and confident Black woman is somethin...