Age Gap Stories

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Orientation
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Infinite Scroll

Woman in White and Daddy Glenn Ch. 01

by SusanJillParker on Sep 26, 2017
Mature

Is a much younger women with an older man, every man's sexual fantasy? Just as women dream of striking it rich by marrying a wealthy, older man, older men dream of having sex with beautiful, sexy women half their age. Cougars versus sugar daddies, does age really matter? Once the hot sex is over or the money exchanges hands, even those in this sort of relat...

Wetting Fun in the Sun Ch. 01

by Primal23 on Sep 16, 2017
Fetish

Chapter 1: The Setup Emma was 22 when she graduated from college with a degree in English Literature and Music studies, and after studying day and night for the last six-months of her life to come away top of her class, she decided she needed a gap-year of pure relaxation in Europe, her first stop being the islands of the Mediterranean. She had a near perfe...

Inquest for Love

by HelenHall on Sep 2, 2017
Erotic Couplings

She awoke to a confusion of thoughts. That she been so overwrought seemed to her now ridiculous. She told herself that it would be best not to see him. Not until she was more in control of herself and had restored the shaken idea of her sexuality. She needed time to review, time to think, approve the decisions her actions had imposed on her. She pulled her...

All Work and Some Play

by JWoodman on Sep 28, 2020
Erotic Couplings

My industry is one of the remaining male-dominated sectors of the work force. Home renovations. So you'll forgive me if, even as a progressive male, I find having a woman on our crew to be something of a novelty. We hired her about a year ago, and it's been a good experience for all of us. She's young and inexperienced, but eager to learn and a lot less bone...

Warehouse Encounter

by vetinarismoll on Sep 14, 2017
Erotic Couplings

Wednesday, 4am It had been a long, hard night in the warehouse, with lots more orders than usual to pick and pack. To make it worse, the air conditioning kept failing and it was hot as hell. She needed to do her laundry soon, as she was running low on clean lingerie and had to resort to a cheap polyester bra today which itched and irritated her sensitive n...

Futanari Ballbusting: Reluctant

by RichardPercival on Sep 17, 2017
BDSM

Sometimes, you just don't want to kick someone in the balls, you know what I mean? Don't get me wrong, I love a round of testicle bashing fun, and I've built up quite the reputation of a ballbuster at my school. From grade school to middle school to my current, senior year, I've kicked a ton of futas in the nuts! But it wasn't just Futanaris that were death...

Vivian's Best Kind of Girlfriend Ch. 02

by Eroticalover1968 on Sep 14, 2017
Transsexuals & Crossdressers

"Hey. Hey wake up! Good morning Sleepyhead," said Vivian, shaking the daylights into me. I blinked, having forgotten my place momentarily. I was still wearing the black cocktail dress from the night before. It was now up around my hips, in contrast to having previously looked so very elegant on my willing body. Vivian peered into my fluttering eyes with appr...

A Second Chance at Love Ch. 05

by komrad1156 on Sep 11, 2017
Mature

After a fitful night's sleep, Clint was wide awake at 5:30 am and out on the road by six o'clock. He pushed himself hard through his favorite four-mile course in order to break this obsession about Lauren going out with Dr. Hansen. By the third mile he found some relief and by the end of the run which he finished in a half-mile sprint, he felt like his old s...

The Asian Ass-Slut

by FreakyBiFantasyGuy on Sep 15, 2017
Anal

I was taking a gap year when I decided to go on a trip to China. You know, to see the world and all that. I set off for Beijing with a good friend of mine, Alex. Once there, we booked into a nice western-brand hotel, opting for a twin room to save money since we would be out in the city most of the time anyway. The first night, Alex suggested going to chec...

Later Discovery Ch. 03

by Learningfast on Sep 19, 2017
Fetish

After that first day and night, Phyllis and Mark have spent all their free time together. His home has been over 20 miles from hers; say 40 minutes driving. She has visited his place and they've stayed in nice hotels some weekends. The theme of their friendship, and the centre of their excitement has been her firm and controlling underwear; and her tan nyl...