Shemale Mature Stories

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Orientation
Length
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Infinite Scroll

The Night Shift

by Urguycliff on Sep 14, 2017
Mature

I own a fast food place that does most of its business in the afternoon. At night business slows and I have only one college freshman girl working for me. Her name is Jackie, long dark hair, sexy legs (the outfit I have my girls wear is a very short black skirt, and a tight white shirt with the store name on it. Most of the girls tie the shirt in the back so...

Summer School Story

by bronston22 on Sep 13, 2017
Mature

As always my stories are true. This occurred during the summer of my junior year in college while attending summer school. This details one of the best sex stories ever told to me and led to a remarkable two weeks. When I arrived for the first day of my Bioethics class I did what I always did and checked out the girls who I would be spending the next few we...

My Reputation Precedes Me Ch. 01

by gamma33 on Sep 17, 2017
Mature

To understand this story, the reader should visit a prior submission, "Ivy's Back Gets Washed" This is an addendum to that story, with another of my female neighbors. ----------------------------- I had been looking forward to an opportunity to get together again with Ivy Morris, this time to sink more than my fingers in her nice, warm pussy, but instead,...

Moving On

by ImperfectBiAngel on Sep 14, 2017
Romance

Jess looked at the TV lazily, sitting on the couch in her living room with her friend Sean. She changed the channel, getting bored with the show they were watching. Sean made no complaints, yawning softly as he watched the channels flash. It was about six o'clock on a Saturday night, Jess' mom was at work, her sister was at a friends. Typically, this would b...

Risky Business Ch. 01

by Gently Does It on Sep 15, 2017
First Time

Saturday morning, and Pete had dropped his daughter at her school at 9am for a geography field trip. He normally played golf with his best mate Ian at 11, picking him up from his house on the way to the course. Rather than go back home, then come back to Ian's again, he called Ian at home to see if he could come round straight away and hang out until they we...

Sex in a Stream

by Hibbidyhai on Sep 14, 2017
First Time

Katrina waded into the stream, throwing her silvery blonde hair back and loosening her corset. The thing does wonders for my bust line, but it's so uncomfortable. She shed the corset, tossing it to the bank. Next she freed herself of the rest of dress, and threw it aside. It had grown incredibly heavy in the water. Now wearing only her under dress, Katr...

Tennis Pro

by EricJohns on Sep 12, 2017
Mature

Though Lisa was in pretty good shape -- especially for a suburban mom in her forties -- she joined a health club near her home a few months after she and Larry had moved downstate with their ten year-old son, Carter. They'd moved so Larry could accept a promotion, and it had taken Lisa a few months to find a new job in her own field: even though she'd thrown...

To Be Frank Ch. 02

by Katie T on Sep 16, 2017
Novels and Novellas

To get a feel for where this is coming from, I recommend Chapter 1 be read first. As the week went by I found myself thinking more and more about the weekend ahead. Having got approval from my parents, and a note written to excuse me from afternoon lessons on Friday I began to realise that what I was doing was real. A whole weekend, away from family, away f...

First Time, Sort of...

by CanadianM on Sep 2, 2017
Erotic Couplings

(This is a true story, all the events are true, just the names have been changed to protect the "not so innocent", and the order of events has been changed just to make it more readable). The title of this story may be a bit misleading. It is a 'first time', but in a different way. It is my recollections of a wonderful weekend, but strictly from my perspect...

The Mistress Ch. 04

by Emmanjoy on Sep 16, 2017
Mature

This was the start of our phone sex. Our 4-hr Sunday night conversations would include phone sex. He's alone at work during this time and he'd masturbate in each of their boardrooms, his work area, and their lounge during winter and at their parking lot during summer. "Make me cum" was his signal if he wanted phone sex. We also started texting to each oth...