Cheryl Tweedy Stories

1,980 results
Orientation
Length
Source
Infinite Scroll

Cheryl's Revenge

by grgy56 on Sep 16, 2017
Transsexuals & Crossdressers

Cheryl was an extremely well to do business women in her late 30's. She could afford to put up with the unemployed, younger, money grubbing, bastard she had been supporting for the last five years. Even though Cheryl could afford a house keeper, Mike was given an ample allowance in exchange for keeping the 2,200 square foot condo suite tidy. She felt he ha...

Pita, PETA, Peter, and Naked Models

by SuperHeroRalph on Sep 17, 2017
Celebrities & Fan Fiction

This is a Earth Day contest story. Please vote. * Taking a beat down for God, supermodels misunderstand their Earth Day modeling assignments. Christie Brinkley was the first to appear for the photo shoot, an Earth Day commercial for Pita Breads, a new bread, even lower in carbohydrates and calories and made with all natural ingredients. Since she's always...

A Time of War Ch. 02

by doc87123 on Sep 14, 2017
Exhibitionist & Voyeur

The day began just like the day before. One of the comforting things about military life is the routine, if you like that sort of thing. After PT, I showered and marched to class. I was looking forward to flirting with Cheryl today. When we reached the school, I dismissed the platoon, and went to the class. I rescanned the manual that they had handed out yes...

Lucky Pt. 02 Ep. 03

by Happytimeshappy on Jan 14, 2018
Sci-Fi & Fantasy

Hangover Cure "Lucky," came a soft call in his ear, waking him in a start. "I didn't mean to scare you." Cheryl stared down at him with a weak smile on her face. Dark bags sagged under her eyes and her hair stuck up in every direction. She looked like she felt terrible. "Are you okay?" He asked as he propped himself up on his elbows. "I feel like a train...

Her New Girlfriend Ch. 03

by grgy56 on Sep 25, 2017
Transsexuals & Crossdressers

Chapter 3: Completed Well up to now Cheryl videotaped me in her underthings and masturbating; she took me to her friend's spa where I was made hairless and made up to look more feminine; then purchased a number of sexy outfits and put on public display. Quite a full day by any other standard, but we weren't finished yet. "Ding-dong!" the front door. "Gina...

The Cheryl Cummings Story: Early Years Ch. 02

by mark_8675309 on Dec 12, 2018
Exhibitionist & Voyeur

** Cheryl Visits Home on Spring Break ** The years went by after prom. Cheryl and Chris went out for about a year, then they decided it would be best to break up when Chris went away to college. They decided at this point that they should be free to date other people and not have to worry about it. Another year went by, and it became time for Cheryl to g...

How Much Love?

by StangStar06 on Sep 12, 2017
Loving Wives

"God Damn it Cheryl, you've been working with us for four months now," said Connie. "This is the first time we've ever gotten you to come out with us. So don't start trying to leave before you've had at least one drink." "And at least a dance or two," piped in Nancy. "There will be a lot of guys here on a Friday night. And you're a good looking woman. You w...

Kaitlyn and Cheryl Ch. 02

by WhatIKnow on Sep 16, 2017
Group Sex

When my alarm went off it was still dark outside. Cheryl was curled up in front of me and was sound asleep. We had about thirty minutes before we had to leave my place, but I wanted to get moving. My dick was hard so I rubbed it on her ass. Cheryl stirred and she pushed her ass against me. After rubbing for a few minutes she finally opened her eyes, but by n...

Cheryl Takes It All Off

by rafters11 on Sep 25, 2017
Exhibitionist & Voyeur

Cheryl and I had been dating for 3 months and having sex for 2 months so when she suggested I try to find a place on a Florida beach for spring break I readily agreed. Cheryl is a 5'2", 100 pound beauty. She is a very serious, smart and personable college senior getting ready to graduate in June with a degree in finance. She has blond hair she wears just lo...

How I Earned My Place in the World

by WillieTurner on Sep 13, 2017
BDSM

As she was untying me, Cheryl asked me a most surprising question, "Tell me, what do you want out of this relationship? Surely you want more out of this than being a pleasant little fucktoy at my beck and call!" I thought a bit, unsure how to answer. My lips were a little swollen and numb, she had sat roughly on my face while I worked kind of hard to make h...