Lost Bet Pegging Stories

182,901 results
Orientation
Length
Source
Infinite Scroll

A strange night

by latexdoll on Oct 19, 2006
Science Fiction

Sitting home for another boring night of surfing the internet, you are about to give up on finding anything new when an odd link pops up at the bottom right of your screen. "Click here for the night of your life." Assuming it has to be some sort of virus or spyware you go to delete it. But something makes you pause, be it boredom, or simply the kno...

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Becoming CD Mistress Raven's Slut

by Vodka_Jim on Nov 19, 2018
Transgender & Crossdressers

**Author's Note: This story is very kinky. It has a lot of BDSM and is about a straight guy having an encounter with a cross-dressing dominatrix. It's definitely not for everyone. Hell, it might not be for anyone. But hopefully a couple of you will enjoy it. All comments are welcomed. VJ** ***** Kevin looked at me and just shook his head. "You gotta snap o...

Pandora's Cock Pt. 01

by ilsop on Sep 12, 2017
Fetish

"Martha, I have a rather odd proposal for you," my uncle said on the phone. No one but my Uncle Doug called me Martha. Everyone else called me Marti. He worked in the research labs at the same large university I attended. Specifically, in the bioengineering division, but I had no idea what he did. He took me out for lunch a couple times a semester and made p...

Black Men: Kings of the World

by Samuelx on Sep 16, 2017
Anal

My name is Liz Couguar. I'm a retired businesswoman living in the city of Boston. At the age of fifty, I'm finding a lot to do. I keep myself occupied. You could say that I've found a new lease in life. I never got married. I came close, a couple of times but things didn't work out. That's okay because I love my life the way it is. I live in a nice apartment...

Mistress Choukri of Somalia

by Samuelx on Feb 12, 2019
Group Sex

"I like to fuck Muslim men, especially Black Muslim men with my strap-on dildo," said Mistress Choukri, smiling at the camera. In the basement of her townhouse, located in a quiet corner of the Glebe area of Ottawa, Ontario, she felt quite comfortable being interviewed by a certain reporter. Might as well shed some light about what it is I do, Mistress Chouk...

Anal 101: How To Get Pegged

by Tigger_Lilly on Apr 3, 2019
Anal

[Bonus Turn On Trick: If you are dying to have a woman peg you, you may want to start very, very slow. Even a kinky woman may resist anal. Sharing a story like this can be a great way to start talking about your fetish.] Anal 101: How To Get Pegged I'm not sure where the desire came from. Maybe porn? Maybe. The idea of having my butt penetrated seemed to...

My Shy Neighbor

by Ozgal2 on Sep 17, 2017
BDSM

Marty was such a sweet guy, but so painfully shy. He’d moved in next-door 3 months ago and in all that time had uttered no more than a couple of words and only when I spoke to him first. He had this cute little way of dipping his head into his shoulder and never making eye contact. Marty was quite a handsome man. He was about 6’ tall, with dark blonde hair...

Perfect Pegging

by Slightlyslutty on Sep 25, 2017
Anal

She breathed deeply, her heart pounding and her clit throbbing. He was bent over in front of her, submissive, his perfect arse displayed for her viewing pleasure, pink smooth and begging to be licked. She couldn't resist, panting slightly she bent, gently running the tip of her tongue up the slight ridge in the centre of his perineum, he moaned and arched hi...

School Drop Off

by daciasdesire on Apr 19, 2018
MILF

Spencer Askren leant down and hugged his daughter Amy goodbye. “Be good in class today sweetie. I know you will crush your physics test,” he told her before giving her a kiss and sending her off. “Thanks Dad,” Amy replied. “Don’t forget I have softball tryouts this afternoon,” she told him as she left the school drop off area and made her way to the entrance...

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The Demonic Idol

by bob10 on Jul 31, 2013
Fantasy

Life didn't offer a lot of joy for Lydia. Her only daughter was one of them. In fact it was the only thing her former fiancée. Unfortunately the bastard had left her after her pregnancy. She raised her daughter Mary alone, her parents didn't give a lot of help. She thought about finding someone but she failed. Now at 45 she didn't have the mind and the body...

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