Caught Pegging Stories

164,162 results
Orientation
Length
Source
Infinite Scroll

Biracial Somali Dominatrix

by Samuelx on Sep 17, 2017
BDSM

Muslim women are supposed to be boring, dull and repressed, that's what a lot of otherwise intelligent people believe. My name is Mariam Jabari and I'm here to refute these absolutely false claims. I was born in the City of Ottawa, Ontario, to a Somali immigrant father, Ahmed Jabari, and a white Canadian mother, Marilyn Samson. I am the daughter of two very...

Pegged

by ndeavour on Sep 25, 2018
Erotic Couplings

I was home alone in my office. One of the benefits of working from home is being able to dress as I please. Since I had a video call to deal with, from the waist up I had on a dress shirt and tie. But from the waist down it was a pair of board shorts. My wife Alison had gone out earlier for lunch with her girlfriend, Geri. Alison is a real knock out, and I a...

Black On Black Pegging Rules!

by Samuelx on Sep 11, 2017
Group Sex

Happily I slid my eight-inch strap-on dildo into Saul Jean-Pierre's tight asshole. The big and tall young Black man groaned as I penetrated him. Lying on his back completely naked on my big bed, he took it like a bitch. Bound legs hanging in the air and eyes filled with lust and shock. His hands are also bound for good effect. I wonder if he knew what he was...

Would You?

by Dragonologist on Mar 13, 2018
Toys & Masturbation

Would you? This question is being asked because, a week ago, we received a message on Facebook saying we should check our email for instructions because our lives were about to change. Normally, I simply dismiss random messages, like this, from an online person who I don't know, but the name that showed up was Mistress Trudy. It's the same name my wife use...

The Shameless Slut Fails Her Exam

by erinyahn on Sep 12, 2017
Group Sex

This is the second story in the "Shameless Slut" series. Each of the stories is standalone, but you may appreciate this one better if you read the other one as well. The nature of these stories is that the protagonist is trying new things as she discovers her sexuality, so each story will touch on different kinks and genres. So, some stories might be your th...

The Job Pt. 01

by DreamCloud on Sep 11, 2017
Novels and Novellas

Author's Note: This story was edited by Tim413413. His work was embarrassingly difficult. I actually think he spent more time on this than I did. Thank you sir! ***** The Sun began to threaten Jayden's chair. The awning just wasn't big enough to block the tropical rays. He scooted the chair back another couple of inches and it hit the café's wall. He had m...

He is Your Master Now Pt. 06

by DomAlphamann on Oct 19, 2020
Transgender & Crossdressers

At the start of his first full day at the mansion, Ambrose decides to submit himself to whatever fate Cassilda ultimately plans for him, even though he is still daunted by whatever that fate might be. As a result, his stress is greatly reduced. Then, a new, unforeseen player arrives and contributes to his newfound mental well-being, even as she works to faci...

Caught Out at Work

by alexis19901 on May 12, 2020
Fetish

For those of you who have read the stories that I've already put on, you will already know a bit of my back story, but for those of you who are reading a story of mine for the first time, I will give a bit of background in the intro. WARNING - This story contains m/f, pegging and some crossdressing. So, for those of you who aren't aware, I've taken to wr...

Undercover Mistress Pt. 02

by nexomorph on Dec 2, 2019
BDSM

The first part was a bit raw. Sorry, I rushed it a bit. Read it if you want the plot. In this part I cut to the main thing. The series will contain all kinds of BDSM stuff and fetishes Have fun! *** I was in front of woman of my dreams. Aurora. Mistress Aurora. In black corset, garter belts, stockings, black thong, glassy high heel platforms, oriental hair...

Jason's Secrets Exposed Ch. 10

by jlenil on Sep 13, 2017
BDSM

I would appreciate if readers would rate and comment on this chapter. ***** Lillie and I had had a wonderful time, and I was enthusiastic about what a great pupil of perversion she had turned out to be. After Jason served us our breakfast, Lillie and I had our cigars on the patio and, afterward, she got ready to leave. She had a wicked glimmer in her eyes,...