Cheryl Tweedy Stories

1,980 results
Orientation
Length
Source
Infinite Scroll

Call Me Pegg

by grgy56 on Sep 16, 2017
Transsexuals & Crossdressers

I was already hard and I hadn't even put on my panties yet. Clearly I was anticipating what was to unfold for this evening. Late last evening my girlfriend Roberta (who actually hated that name so I must call her Robbie), had me dress in my white baby doll with loose fitting, thin nylon panties. I also wore white thigh highs and white stiletto heels. She fu...

My (Im)perfect Mate Ch. 01

by grgy56 on Sep 13, 2017
Sci-Fi & Fantasy

"Welcome to Maid Perfect where we can create your perfect household staff." I was greeted by a curvy, big breasted blond saleswoman. "I'm Stella." Stella reached out her right hand which I took. It was a gentle grip and warm to the touch. The handshake lingered long enough to make a connection but short enough not to be too uncomfortable. Stella's blue eye...

The Daughter Ch. 03

by hazel43 on Sep 14, 2017
BDSM

Cheryl felt herself begin to awaken. She was standing suspended with her arms over her head. A rush of fear swept through her as the memory of her branding became fresh in her mind. Terrible throbbing pain emanated from her right hip. Tears filled her eyes as she struggled to open them. The cold walls and floor were made of gray stones. Iron bars filled th...

Walk a Mile in Her Shoes Ch. 01

by grgy56 on Sep 16, 2017
Transsexuals & Crossdressers

"Well I think it's a great idea." Said my girlfriend Cheryl after bringing up the topic during dinner. It was a month before the "Walk a mile in her shoes" support parade against abuse of women. "What kind of example would it be if my own feminist boyfriend won't support me especially at WFS?" Cheryl worked as an executive officer at "WFS"; a women's financ...

A Lazy Sunday

by tirreno12 on Sep 17, 2017
Loving Wives

A late spring sunny day. Cheryl and James' garden. She is a delightful forty something lady. Medium size, short blonde hair, green eyes, lovely legs. She is blessed also by a spiced and varied conversation. James is about ten years older. Rather strong built, grey haired, he owns with his wife an antiquarian gallery and bookshop. It's Sunday and for the firs...

Someone Different

by PenPal2001 on Aug 28, 2018
Loving Wives

"Come on, Honey. I'm real close," Cheryl whispered to her husband, Mike, as he lay atop her, methodically motioning his penis in and out, in and out. After some foreplay, they had been bouncing on the mattress for 10 minutes and Cheryl knew that if Mike didn't come soon it wouldn't happen, much like the time before last. Mike opened his eyes and saw that C...

Setting New Boundaried Ch. 4

by Niki on Sep 17, 2017
BDSM

At the top of the stairs Lucky got her first look into the ‘bedroom’. It covered almost the entire upstairs of the house. One end was covered in mirrors with a large potted plant in each corner. There was a door that lead off to the glass enclosed shower. Set in the center of this was a large white marble Jacuzzi tub. A walnut king-size bed and a black walnu...

My Epiphany

by HerLittlePiggy on Sep 13, 2017
BDSM

"Mmmmm," I moaned as my wife Cheryl teased my sensitive asshole with her talented fingers. She licked and sucked her fingers and eased one up my ass as I lay face down on the bed. "You like that don't you piggy," she chided. "Yes," I groaned as she added another finger. Her free hand grabbed my hair and she yanked hard. "Yes what!" she asked sternly. "Ye...

Cheryl and her Friends: A View to a Thrill

by JLCC on Sep 14, 2017
Exhibitionist & Voyeur

Just prior to Christmas, I was engaged by one of our readers to write a custom story. I've been wrestling with the continuations of a couple of chapter stories so this opportunity let me dig back into the process in a channelled way, which helped me move those along. It was a good chance to also make a fast friend. It's pretty much a stroker, which is exact...

I Like to Watch

by Saml31 on Sep 17, 2017
Loving Wives

For those of you who have read some of our earlier stories, this may not come as a surprise. I like to watch, and I believe that a large number of you out there have the same feelings. My wife Cheryl is a lovely woman of near perfect proportions, i.e., 36 24 35 and weighs 120 pounds standing 5'2" tall with light brown hair. She has colored it from time to ti...