Cuckold First Time Stories

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Infinite Scroll

Twenty Questions

by highpowererot on Sep 16, 2017
Toys & Masturbation

The situation described in this story is contrived, but the answers to the survey are real. If you are turned on by masturbation, or simply curious about the real life experiences of an ordinary college-educated guy, you might like this story. If such things are not of interest, don't waste your time. Unfortunately, it was necessary to exclude all experience...

The Girl with Two Boyfriends Ch. 02

by Dariander on Aug 31, 2017
Group Sex

Prelude Whilst it's not essential to read chapter 1 before this one, it will make more sense if you do. * * * * * The next evening, Mike arrived in good time at Dan's flat. "Beer?" "Er, not tonight. I want to keep myself in top form. Got any coke?" "Yea, sure." He fetched a couple of cans and the two men settled down in the lounge to wait for Isabel....

Fantasy or Fact; You Decide

by mandywilluk2000 on Sep 1, 2017
Exhibitionist & Voyeur

Fantasy or Fact; You decide. An exploration into a woman's need for more; much, much more! By Amanda Williams aka mandywilluk2000 I think it was that film I'd seen that really started me off on what I came to think of as my "Belles". The old French film I mean, the one with that most stunning and sexually desirable female stars of all time, Catherine D...

Training Notes: Sam's Story

by chloejacobs83 on Nov 27, 2018
BDSM

After our trial, and the girls-only celebration that lasted through the night, Wendy and I were given 3 days of rest and recovery restricted to the Rogonfeldt grounds. I did some writing. She and I were able to go on long walks. The other girls left us to rest up; the masters ignored us. They were busy with the other girls and, especially, with integrating R...

Mature's First Anal Massage Pt. 01

by LaceyDresser on Oct 10, 2017
Mature

I've been getting regular massages for as long as I can remember. Well, maybe not that long, but for a good fifteen years now. Every week on Friday unless something interferes. Which isn't often. As for my masseuse, her name is Paula, who was recommended to me by my dear friend Lois. When I first started going to Paula she was working at a hair salon where...

Party Girls

by sharkinlace on Mar 5, 2018
Transsexuals & Crossdressers

It's been a while since I posted anything. But this is a story that I've been thinking out for a couple years. Bear with me, as I thought I would fill in the back-story through a series of flash backs. I hope it works, and isn't too confusing... "Tell me about your first time," she asked. Julia and I had just finished making love for the first time as a co...

My Bottom and Me

by CorsetLvr on Sep 16, 2017
Anal

Hello dear readers and fans. I decided to take a short break from writing The Hunger to work on something else that I have been planning for a while. This is a bit different for me. I have frequently said, when asked, that my stories are not truly autobiographical. Rather, they are based on real life experiences, but not necessarily in the context that they...

The Chair Ch. 07

by Rickd_1960 on Sep 12, 2017
Toys & Masturbation

Her previous encounter with The Chair had taken such a physical toll on her, they decided to wait several days before using it again. This also gave him a chance to make a few alterations and to complete a few features that had not been finished in time for the trial run. The day had finally arrived for test run number 2. This time he had the video camera...

Emma

by rachel_hirt on Sep 14, 2017
Erotic Couplings

"That's it, Michael! I can't take this anymore!" Cheryl threw a pillow against the wall and rolled off the bed. Michael could hear her incensed breathing as she reached for her clothes. "You really need fucking help." After a pause, Cheryl added, "And I mean that literally. Fucking help!" Michael didn't even watch her finish dressing. He stared out the be...

First Time, Second Time

by catchercradle on Sep 15, 2017
First Time

Fifteen years since they had last seen each other. Almost to the day in fact and a few weeks more since the day they had slept together and each left the tent still virgins, contrary to what everyone who saw her leaving his tent in the morning thought. Not just those who saw him leaving the tent in fact as the story had spread like wildfire how the two inn...