Lost Bet Pegging Stories

182,901 results
Orientation
Length
Source
Infinite Scroll

A Quiet Holiday Away

by Danieluk on Aug 20, 2018
Loving Wives

With their family scattered around the World, Joy and her husband finally had the chance to get away from the awful weather and have a quiet holiday in the sun for a change. Then life fired one of those awful situations at them. WORK!! Joy was pissed that her husband had succumbed to the demands of work declaring they could not get way. She was livid and...

Tentacle Adventure

by LFFemdom on Jul 15, 2020
Fetish

"Tentacles?" You say to your friend, "What does he mean?" You and your friend had both just posted on a site that you'd be willing to kinky sex in return for cash. So yes basically prostitution. But who wouldn't want two 19 year olds to have crazy sex with? However, the first request you received back shocked both of you: "Have you ever watched those Henta...

Amy Moonlight's Stinky Knickers

by wordyone on Jul 14, 2020
Fetish

I had the panty time of my life. I was assigned the task of photographing the Edinburgh Festival for a fashion magazine, and my accommodation had been sorted out for me by a friend. I climbed three flights of stone tenement steps to a black door numbered twenty-three and rang the bell. The door was opened by a beautiful creature, little more than five feet s...

Good Girl Goes Cam

by CelesteWoods on Aug 6, 2019
Toys & Masturbation

The sound of friendly chatter fills the small church as Sunday service ends and the congregation starts to mingle. Smoothing out my cream cardigan and fit and flare floral dress I make my way to the entrance, stopping along the way to greet anyone I know and make small talk. "We are so incredibly excited to have you doing the desserts again this year. Our c...

Julie and the New Job Pt. 01

by StockingFan on Aug 6, 2019
Toys & Masturbation

Julie was excited at the thought of a new job. She was very lucky to get an interview with such a prestigious firm and this was her chance to show them that she could be a real asset to the company. She took a great deal of care with her appearance this morning. Hair and makeup – just a little more effort than usual. She wished she had stuck to her diet but...

The Boutique Ep. 01

by youjjrousseau on Jul 15, 2020
Erotic Couplings

In just 3 days, my girlfriend would be celebrating the grand opening of her new location for her salon and boutique. What started in a small store front had gradually grown into a thriving small business. The swanky suburb of Nashville was thrilled to host a locally sourced clothing retailer that also cut hair and did the works. But don't be fooled... we w...

Date with the Devil

by alexandrarios on Dec 24, 2019
Transgender & Crossdressers

The Greatest Liar, Trans Erotica With A Purpose © Alexandra Rios 2019, all rights reserved Disclaimer This is a work of fiction. All characters (including the narrator), hotels, locations, celebrities, places, events and incidents are either the products of the author's imagination or used in a fictitious manner. Any resemblance to actual persons, living...

Monica's Black Cock Fantasy Pt. 01

by rocket_man on Mar 31, 2020
Loving Wives

This is a work of fiction; all characters are over 18. It involves interracial sex. If that offends you, skip it. Otherwise, read and enjoy. * Chris and his wife, Monica, lay together one night after a round of sex. "Where were you?" Chris asked, "When I was fucking you," he said, "the look on your face told me you were someplace else. Off in a fantasy."...

Maddy

by naughtywriter19 on Apr 13, 2020
Mature

The cute blonde ran her miles every day, and every day, Garth watched her from his window. Maddy was her name. Today, she was wearing a tight tank top and tight shorts with running shoes. He'd watched her for some time now. She was the youngest in her family. Now eighteen years old, he would be ready to make his move just as he had six years earlier with her...

A Place to Call Home Pt. 01

by JackandJilldo on Mar 2, 2020
Erotic Couplings

I live out in the country, with several dozen acres of land that overlook a small mountain chain. It's a beautiful view from the top of the ridge where my house is, with sweeping views of the valley, and the mountains extending for twenty miles or so before terminating. Aside from that, it's mostly wooded and very private; sitting in almost a half mile from...