Lost Bet Pegging Stories

182,901 results
Orientation
Length
Source
Infinite Scroll

Somali Queen In Ottawa Ch. 05

by Samuelx on Sep 12, 2017
Fetish

The things I do for love never cease to amaze me, ladies and gentlemen. The other day, after a night of passion, I tossed my girlfriend Yasmin Hussein my house keys, mainly because I wanted more access to her pussy, and the sexy Somali chick got it into her Hijab-wrapped head that I wanted her to move in with me. I was terrified of Yasmin moving in with me b...

Interracial Pegging : Amen!

by Samuelx on Sep 11, 2017
Interracial Love

Hey, there. My name is Barry Etienne. A big and tall young Black man of Haitian descent living in the City of Nepean, Province of Ontario. And for the longest time, I've been desperately lonely. Almost to the point of wishing my existence would end. My life seemed that dull, man. I felt like I had nothing real going on. From my classes at Carleton University...

White Women Got Big Dicks Too

by Samuelx on Sep 17, 2017
BDSM

My name is Susan Edgar. I'm a six-foot-tall, blonde-haired, green-eyed, forty-something Irishwoman living in Boston. I'm happily married to Stuart Lemond, a tall and good-looking, red-haired gentleman of French-Canadian descent. Lately, our relationship has been rocky. Partly because the passion is gone. So, we decided to spice things up. Bringing new people...

Sissy Hubby

by rj1774 on Mar 18, 2020
Fetish

In case these are not the fetishes you like; this story features pegging, CEI, and sissy training. * It had been a very long week at work, but I had finally made it to Friday at 3pm and was excited to relax over the weekend. Then a text from my wife of five years came in that started the snowball rolling down a steep mountainside. "Hi! I have to run a few...

A Latex Crossdresser's Dream Pt. 02

by shinyglove on Aug 20, 2019
Fetish

Please read A Crossdressers Dream part 1 before moving on to this story. *** I was glued to the big screen as my wife helped the 11 inches of strippers cock ease into Karen's well lubed ass. Karen was enjoying every inch. "That's it big boy fuck that sweet latex ass, fuck it hard, fuck it deep," yelped Karen. My wife was also very vocal with encouragemen...

Aunt Matilda in Lyon Pt. 02

by mollycactus on Sep 15, 2017
Exhibitionist & Voyeur

Sunlight streaming through a small gap in the curtains woke Sara the next morning. She stirred, sandwiched between Chaucer and Gable. She looked at both men. Chaucer's red hair was all bed tousled. She thought he looked cute like that. Turning toward Gable, she saw his eyes opening. His gold-flecked hazel eyes focused on her. "Good morning, Miss," he said,...

My Favorite Stalker

by Samuelx on Aug 18, 2017
Fetish

"Mistress Darkness, I'm going to stalk you until you agree to make me your slave or I die, I simply can't have a supreme Black Goddess like you in the hands of White dudes, Black male submissive types like me need you too," Ralph Bellamy said to me, and I looked at the tall, dark-skinned, nerdy young Black man with the deranged gleam in his eyes and sighed....

My First Pegging Experience

by doncamillo on Nov 19, 2018
Fetish

When I mentioned my interest in pegging to my professional dom friend her eyes sparkled. We were out drinking and have had quite a lot of drinks already. So it wasn't surprising that we ended up in her studio to satisfy my curiosity. After we got in she put her bag to the side, took off her jacket, helped me take mine off and stood in front of me. Looked u...

A late night at the office

by morpheus_arms on Aug 30, 2019
Miscellaneous

This is a Hub Page to make it easier to select a path the reader would enjoy most right from the start and as such very much a WIP. {Morpheus here: This story is what Germans call a "Fingerübung", a finger excercise to test out how to structure and maintain a first complex story all of my own. As such, expect some newbie mistakes and such, even tho...

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Expanding Horizons

by JacobGoody on Sep 16, 2017
Fetish

Adam was cute from the minute I laid eyes on him at a friends party. Skinny and bearded he was a plaid wearing hipster kid holding his beer and listening to friends tell ridiculous stories about art school. He kept a smile on his face, and whenever there was a pause to drink, his eyes scanned the room, sometimes making contact with mine. Eventually that eve...