Old Man Cheating Stories

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Orientation
Length
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Infinite Scroll

Becoming Melissa's Cuckold Pt. 02

by GreyMatterH on Sep 16, 2017
Fetish

The next morning I was both afraid and embarrassed to leave my room. I didn't know how I was going to face Melissa and I was worried about how things were going to change between us. As I lay in bed worrying about these things, there was a knock at my bedroom door. "I'm coming in" Melissa informed, not asked. There was an awkward moment between us, but she...

The Corruption of Katherine Pt. 01

by RiteofSpring on Sep 26, 2017
Erotic Couplings

The Arrangement It was an accident, really. I'm a middle-aged guy, divorced from the witch of the world, with four grown kids who don't want to know me. Fortunately, there's Dot. She's blonde and petite and vivacious, and we met at work, by chance, really. I'd gone to the wrong conference room and interrupted a meeting. Glancing around the table, I knew my...

The Boss

by jfking on Sep 12, 2017
Exhibitionist & Voyeur

Ms. Brennan was the most peculiar combination of frigid ice queen and shameless cocktease Andy had ever met in his life. On the one hand, she wore the shortest little skirts and the tallest high heels (the kind that drove Andy crazy, with the thin straps around the ankles) to the bank each and every day, always left the top three buttons of her tight blouse...

Living Without You

by leto1492 on Jun 3, 2019
Fantasy

You said goodnight. You're calls had been similar most nights, long drawn out pauses between statements about your day or the latest gossip from your respective friend groups. “I love you,” you whispered at the end of the call, she whispered the response. You felt a pang as you knew for the next 8 hours she’d be off the grid and you’d experience the crushing...

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Amending Marks

by Ashson on Jan 1, 2018
Erotic Couplings

The school year was drawing to a close. All exams had been completed and marked. Now it was simply a matter of printing up the reports and getting rid of the students. As the manager of the IT section I was always aware of the possibility of cheating and attempts to finesse the system. That's why I kept a copy of the exam results offline. I'd do a check eac...

How Many is Enough?

by catchercradle on Sep 24, 2019
Romance

I don't kiss and tell. However Mary did. I can't say it was a bad thing that she did either even though I would have preferred that many of female population of the college didn't know who I had slept with. It may be to do with playing both woodwind and brass instruments or I might have just been lucky and my instincts matched what she needed but she told he...

The Sadistic Cheerleader Ch. 02

by Aiurzealous on Jul 30, 2019
BDSM

Catherine shuddered one last time, her body tensing. Her hips thrust forward, her ass and pussy spread wide over Devon's well used face. Her cheerleader skirt covered any evidence of him now. She wasn't sure if he was awake or conscious. Hopefully not dead. She had lost track of him during the orgasm, one of the best she'd ever had. She still couldn't believ...

Scott Gets Some Candy

by hells_belle on Sep 14, 2017
Erotic Couplings

Surrounded by their friends, their eyes locked together. For a split second, all they saw was each other. He saw her golden hair shining in the moonlight framing her fair skinned face. She saw his strong jaw line and mysterious smile gazing in her direction. The reverie came to a screeching halt when she also noticed his wife next to him, smiling and chattin...

Jamie Ch. 06

by Jay2Kay on Sep 12, 2017
Erotic Couplings

I apologize for this chapter taking longer than the others. I've had some personal things come up and have been distracted from my writing. But, I hope you enjoy the new chapter! Please leave comments and/or suggestions! * We talked cheerily as we finished our meal at the small steakhouse. I paid the bill and then we got back on the road. I still couldn't...

A Treat Turns Tricks Ch. 12

by voluptuary_manque on Sep 16, 2017
Sci-Fi & Fantasy

Melanie heard the apartment door open and saw her roommate, Aster, stumble in and flop down on the sofa, a dreamily happy but completely exhausted look on her face. "Aster? What's with you? Where have you been?" Aster took a deep breath and sighed. "I've been mythed." "What? You had sex with some satyr guy? Who? Where . . .?" Another sigh. "Remember Nick...