Hairless Stories

15,918 results
Orientation
Length
Source
Infinite Scroll

A Sissy Husband

by imaginesex101 on Sep 16, 2017
Transsexuals & Crossdressers

'Smooch' "Love you babe" "Love you too, Jeff" Pamela and Jeff are on a vacation spending time outside the city in a beach farmhouse. Pamela got up and wore her purple negligee over her huge tits and wet pussy. "Go and get ready, I will prepare you some breakfast." "Ok", Jeff said waking up from the bed in his pink bra and matching panties. "I must...

Calva Ch. 01

by cdangers on Mar 7, 2018
BDSM

This is a continuation of the Enslavement Series with its subject starting her new life. *** I am a submissive woman who has lived the strange fantasies of a female sex cult. For several months I was kept prisoner by a group of women who included my former lover. During that time many degrading things were done to me that both humiliated me yet excited me....

Becky was Really Not Becky

by Billgreen678 on Dec 24, 2019
Transgender & Crossdressers

Hello, This is Jeff. I write stories with my wife Robin. This story, however, is mine alone from a time before I met Robin. Of course no real names will be used. Georgia - 1969. In 1969 I was three years out of college and had moved to Georgia from St. Louis for grad school. I graduated a year later and stayed on in what I thought was a great singles town...

April Fool Office Sissy

by lululuvsblack on Apr 10, 2018
Transsexuals & Crossdressers

"Dear Colleagues This week, in order to help with our efforts to raise money for charitable causes, we have decided to mix up our usual policy of dress down Fridays. This Friday we are instead instigating a "dress up Friday" in which staff are strongly encouraged to come to the office dressed in the office attire of the opposite gender (that's suits and tie...

Mom's Best Friends Ch. 02

by flim62 on Sep 26, 2017
Mature

About six months after my first sexual experience with Sheila I went to visit my brother who lived in Boston. I drove from Tennessee to Massachusetts, enjoying the road trip, and then, on the way back I stopped in Virginia to visit the Grants. The Grants were the third couple in the group formed by my parents and Ron and Sheila Dobbs. The Grants had known me...

There's Nude, & Then There's Naked

by JuanSeiszFitzHall on Jan 28, 2020
Erotic Couplings

(This is an entry in the Valentine's Day contest. Every character involved in sex acts in this story is at least 18 years old. The story is set in 2019, the most recent Valentine's Day before the deadline for this contest, and that was a Thursday. Please read and vote. Thanks.) From Fred: There are some things you just can't do while you're raising kids an...

Voyeuring My Sister In Law

by bstan2 on Aug 19, 2017
Exhibitionist & Voyeur

This story is completely made from my imagination. My Sister-In-Law is a Junior in college. Her name is Jane. She is 20 years old and is just beautiful. She is about 5'7", long dark hair and average weight. She wears a 36C bra and medium thongs (I know because I look through her drawers!!). Jane came home from college on a Wednesday to take care of some f...

Time For A Check-Up

by Darksider on Sep 13, 2017
Erotic Couplings

I could escape it no longer. As an 18 year old senior in high school, I had to get a job. Somehow I had managed to get out of getting a part time job my first three years of high school, but finally my parents could put up with it no longer. I needed a job. If that wasn't bad enough, to get the job I had to get a work permit from my school, and to fill out...

Becoming April

by AprilAnne on Sep 16, 2017
Transsexuals & Crossdressers

They had been friends for a few months, having met at writing class they were taking. Jason, at 35 was the older of the two. He was 6' 4, 220lbs, lean but muscular with close cropped black hair. Andy on the other hand was 27, 5'10, 175lbs, lean and had blond hair that reached almost to his shoulders. They were the original odd couple. Not only were they di...

My Secret Revealed Ch. 03

by jealouscuck on Mar 28, 2018
Transsexuals & Crossdressers

I was wondering what Karen had in store for me. When I got up the next morning, showered and shaved, I had little time to wait. She was holding her tiny g-string that she had worn the day before. A certain twinkle in her eye told me that something else was about to happen. "Honey," she said, "Like I told you last night, even with your smaller than average c...