Cheryl Tweedy Stories

1,980 results
Orientation
Length
Source
Infinite Scroll

I Seduce a MILF at The Adult Pool

by TheBusinessMan on Mar 26, 2019
Erotic Couplings

This is an adult sex story. All the characters are of the age of consent or far over it! Any children named or mentioned are not involved in anything sexual. This is story number fifty five (55). This is the story of how I spent my summer vacation in Las Vegas, Nevada, USA. Enjoy and thanks for the views and votes. ++++ When you last saw me, I was s...

Home Alone Pt. 02

by grgy56 on Jul 15, 2020
Transgender & Crossdressers

So to recap... My name is Carl. My girlfriend Tess is shopping in the US with some of her friends which allowed me to dress up gurlie. Tess, of course is unaware of my love of wearing my feminine things and so I only do it around the apartment when she's not here. I had been using a breast enlargement pump and was now successful in filling my B-cups. Along w...

Her New Girlfriend Ch. 02

by grgy56 on Sep 25, 2017
Transsexuals & Crossdressers

Chapter 2: Transition I stayed awake all night thinking of what transpired the day before. My girlfriend Cheryl secretly recorded a DVD and caught me dressing in her lingerie and masturbating with her vibrator deep up my ass. After the grand viewing, she dressed me up in some of her lingerie again, put one of her wigs on me and fucked my ass with her doub...

Happy Halloween Party

by Blue88 on Aug 17, 2017
Erotic Horror

Ah... sorry if this is a little garbled... sorry. Words are really not my thing, I'm more comfortable with numbers...have always liked numbers. They're solid, predictable...if you do it properly, the answer is always right. Wait... let me start again, from the beginning. My name, yes, my name. My name is David Martin. Not an uncommon name, probably a bunch...

Always On My Mind

by CarterCounty on Sep 15, 2017
Loving Wives

Copyright April/2011 Another tale of a troubled marriage. There are no descriptive sex scenes in my work, but I hope you'll read and enjoy my story anyway. If you like or even dislike this tale please make comments or send emails concerning your feeling about my work. Constructive critiques, comments, and emails are welcome and I appreciate you taking the...

Continuing Adventures Of Panty Boy

by Panty10 on Oct 15, 2017
Fetish

I sure had a wild time at the poker game and it was something I never expected. After we talked about it, I was clear that our friends did not think any less of me and that they had a great time too. Cheryl and I were lying in bed, in our matching panties, the following night, just kind of snuggling and talking about it when she reached down and started care...

A 70's Show and Tell

by Bob Waters on Sep 18, 2017
Exhibitionist & Voyeur

All characters in this story are of legal age. "That's so fake, no chick looks like that," Billy said again so superiorly. Cheryl was really starting to get annoyed with him. He really thought he was shit hot right now. Parents away and the small circle of them smoking weed and drinking Southern Comfort watching a porno on his dad's brand new Betamax. Bi...

Compromising Positions Ch. 09

by Timeris on May 12, 2020
Group Sex

When Cheryl and Jenne walked into the back yard, Mark was sitting on one of the loungers, paying close attention to Angela. She, on the other hand was sitting up straight on a lounger, feet on the ground, with her tiny thong pulled tightly between her lips. "Mark, the sunglasses aren't fooling anyone, we know EXACTLY where you're looking," Jenne said with a...

The College Recruiting Trip

by Webplaya on Sep 12, 2017
Loving Wives

My wife and I have been happily married for ten years. We are both 38 years old and we have a great sex life. The one thing I have always fantasized about that we have never done is to have her have sex with someone else. Once in a while during our lovemaking I would say something like this to her as I pounded her pussy, but we never spoke of it other than...

Becoming Brenda's Slave Ch. 03

by lorihole on Sep 16, 2017
BDSM

When the door to Brenda's room opened, I was surprised to see that it was not Brenda who answered the door. It was a tall, voluptuous woman with long dark hair that fell down past her shoulders to just above her lower back. She was wearing a black leather corset that pushed her large breasts up making them show magnificently. Below that she had on only a pai...