Cheryl Tweedy Stories

1,980 results
Orientation
Length
Source
Infinite Scroll

Shemale Shock

by standingstones on Sep 12, 2017
Transsexuals & Crossdressers

My sister Louise was always trying to set me up with women she knew. Somehow she felt as if she were responsible for my love life. Louise's latest scheme was to throw a party and invite me and all her women friends that she could. I arrived at my sister's party and to her credit there were other men there besides myself. Unfortunately most of the women the...

Club 35 - Fifth Visit

by Gln1517 on Nov 18, 2019
BDSM

This is the next chapter in Club 35. It would help your understanding of the characters and their experiences if you read the previous installments. Your comments are appreciated and i do, when its called for, respond to the comments, good or bad. Please vote and enjoy! *** It had been a busy eighteen months for Jennifer Lowe, a thirty seven year old busin...

Weekend in Chicago Pt. 02

by RedDevil20 on Jul 2, 2019
Erotic Couplings

Rolling over on the pull out sofa the next morning, I could see Carly's soft, thin, left leg sticking out from underneath the blanket. Peaking under the covers I followed those legs, up to her thighs, right to the pair of purple panties that covered her pussy. Then pulling back the covers further I saw her hard nipples pressed against the white tank top she...

Chaste (A One Week Chronicles Story) Pt. 02

by Louise69 on Oct 14, 2017
Transsexuals & Crossdressers

Dear Reader, thank you for clicking on this story and reading it. I hope that you enjoy it, but know that it will be my most divisive story! Hopefully, by the end, you will see why the story was told...each story I tell has a part of me in it and helps prepare me for my other writing, but some of my stories have more of me in them that others. The One Week...

The Janitor who was King Ch. 02

by wolvie01 on Dec 11, 2018
Interracial Love

An innocent and sheltered wife and mother goes back into the workforce in teaching in the deep south after both of her children go away to college. Things aren't exactly going as she thought they would. Please read The Janitor Who Was King to better understand this chapter. ***** Cheryl woke up about 4am to the sound of Rob stumbling to bed. She strugg...

The Cheryl Cummings Story: Early Years Ch. 01

by mark_8675309 on Aug 29, 2017
Exhibitionist & Voyeur

** The New Boy ** Cheryl yawned, stretched, and moved her feet to the floor, rising out of bed on a brisk and slightly cool late April morning. The Florida sun shone brightly into her bedroom. Cheryl and her younger Sister Tawnee lived in a three-bedroom apartment with their mother since their father had been killed in a bizarre and tragic plain crash 9 yea...

Island Adventures Ch. 01

by Saltysooner on Jul 29, 2019
Romance

Introductory chapter where Mike meets Cheryl and takes a job working on her charter sailboat. Chapter 1 Meeting Cheryl I'm 27 years old and have spent most of the last six years bumming around the Florida Keys, Bahamas, and Caribbean Islands. I graduated from college in three years with a business degree and absolutely no interest at all in trying to put...

Two Close Couples

by FLrider on Sep 13, 2017
Loving Wives

Deb and I've been married for about fifteen years now, marrying just after her 20th birthday. She has a brother named Robert who is a couple of years older, and Robert married a younger girl named Cheryl a few years after Deb and I were married. We both had two kids right off and live close by to each other. There are only two quirks that seem out of place....

Adventures of Hollywood Jim Ch. 67

by hollywoodjim on Sep 25, 2017
Celebrities & Fan Fiction

With his typical bravado, and at his own birthday party no less, Chuck Tyler made the grand announcement that Amy Adamson would be taking over management of the R&B trio Tigress as they began a comeback tour. And she wasn't kidding when she told me of wanting to bring back Tigress in a big way. Even if it was just a one-off show in Japan, she wanted to get t...

My Hot Next Door Neighbor

by pastmyprime23 on Sep 12, 2017
First Time

When my next door neighbor knocked on my door one Friday afternoon, I hardly recognized him. It wasn't that he had changed or anything, but I had been out of the house a lot and we hardly ever saw him much. Sure, every other weekend he would play outside with his kids, but that was in casual cloths. Here he was in a finely tailored suit and I actually though...