Pegging Punishment Stories

32,277 results
Orientation
Length
Source
Infinite Scroll

Mistaken Identity

by kcwilder69 on Mar 25, 2019
Erotic Couplings

It was my first week at the new job, and I was drained from learning new protocols and procedures. And how would I remember the names of all the people I'd met? I parked the SUV in the driveway, looking forward to a warm dinner and a quiet evening. Approaching the house, I see it's dark. Why isn't Laurie home? She's always home by this time. I open the door...

Grace Under Fire Star Does Blacks

by Samuelx on Sep 17, 2017
Celebrities & Fan Fiction

Brett Butler looked at herself in the mirror. At the age of fifty three, she still looked good. Blonde-haired, blue-eyed and curvy. Blessed with Irish good looks that simply refused to fade. Unlike her star in the upside down world of Hollywood. That one faded so damn fast she went from being a household name to a nobody in no time. It had been so long since...

Black On Black Pegging: True Love

by Samuelx on Sep 11, 2017
Fetish

I don't know why he thought I wouldn't be able to handle it. I really hope he'll stop hiding stuff from me after this experience. Female on male strap-on domination, Afro-Caribbean style. Seriously. I honestly wish he told me about this really hot fetish of his sooner. My name is Malinda Lexington and I'm a short-haired, green-eyed and kind of chubby young B...

Taming the Dom

by Ben Rosewood on May 31, 2019
BDSM

This story has been created with Game Mode in mind. For the best experience, please turn Game Mode on. Your best friend Eddie had said it was urgent. Upon receiving his text, you head to your normal meeting place, Godzilla's Pizza Dojo. The place is covered in framed monster-movie posters and arcade machines that Eddie has topped the high scoreboards on. You...

Open in Reader

An Anal Beginning Ch. 01

by caffinated on Sep 16, 2017
Anal

This is the beginning of a longer story. It is the first piece I am publishing in this format. Your feedback is welcome. John's deepest desires left him lost. He longed for something that went against every fiber of his being. John's girlfriend Heather had opened a door to his sexual exploration, and now John longed for more. His deepest desire was hard en...

Jason's Secrets Exposed Ch. 12

by jlenil on Jan 8, 2018
BDSM

The reader is strongly encouraged to read the first 11 installments before reading this chapter. ***** Lillie's trip had been extremely fruitful, both in pleasure and in new ideas. Ariana, being extremely rich and extremely evil, had decided to embark on a new adventure. She would be expanding her slave endeavor to America. This would entail a lot of prepa...

Vivian Ch. 03

by scienceguy950 on Oct 5, 2020
Fetish

Vivian pegs and administers strong discipline to her subbie boy, who is learning to accept his role. Suggest you read Chapters one and two of this series first. Hope you enjoy it. The morning after our discussion and more at Vivian's, I was relaxed and looking forward to our rendezvous at the pool, reassured our activities were to be mutually agreed upon....

At the Resort

by sadbluekid on Nov 20, 2018
Romance

I had been working too hard, and as a reward I gave myself a week away. I am single and work for myself. I played hard but because work had been really busy. There had been a couple of one-night stands, all pretty good sex, but I hadn't spent quality time with anyone. I chose a resort in the islands, not cheap but easy for me. I turned up, got my keys, showe...

Kinky Awakening Ch. 01

by rj1774 on Oct 13, 2017
Fetish

FYI, this story features CEI and pegging if you are uncomfortable with that click to next story. ***** My husband is a high powered attorney which allows me the luxury to stay home, volunteer, and keep up my hobbies. This made what I found even more concerning at first. He left in a hurry one morning and forgot to shut down his laptop. Not thinking anythin...

Saudi MILF & Black Scholar Ch. 10

by Samuelx on Sep 16, 2017
Interracial Love

Can a guy develop prostate issues as a result of too much strap-on sex? I'm afraid to ask my doctor this question. My name is Tyrone Ferguson, and I'm a young African-American man living in the City of Ottawa, Ontario. The reason why I've got this burning question on my mind is because my gorgeous, sinfully sexy Saudi Arabian girlfriend Amina Alzahrani has b...