Mature Crossdressing Stories

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The King of SeXXX

by DickThePimp on Mar 17, 2020
Celebrities & Fan Fiction

"Tonight on Fox 11. Where is The King Of SEXXX? He hasn't been seen in a week and no one seems to know where he is. More tonight at 10... I'm Christine Divine, see you then." ... Where am I? Odds are, I'm somewhere fucking. That's what most people would think. Maybe I am. Maybe... I'm not. ... "I honestly don't know where he is." My girl Kate Upton tells...

Suzanne, an Older Woman

by Casey_Glenn on Mar 10, 2020
Mature

It was Sunday night. I was in our bedroom, sorting my laundry, getting clothes ready for the work week. When you get to be our age, preparedness helps to avoid the situations where you can't remember what you were thinking about or what plans you made. If I line my clothes up ahead of time, it makes it easier to get out of the house in the morning, which is...

Camilla Pt. 05

by TheWriterZola on Mar 3, 2020
Mature

"Hey!" Ed smelled an expensive perfume that was a mix of sandalwood and roses. "Sorry. Excuse me, I tripped a little," he fumbled. The woman he bumped into was a different color than the blues and greys of the late-night business crowd. She looked to be in her early 40s. Her dramatic black jacket was regal drapings of soft black fabric holding everything...

Going Dutch Ch. 06

by outdoorhorny on Mar 30, 2020
Erotic Couplings

Before Britt and Lara sat back down, they reached back and grabbed their glasses. I took the opportunity to pick mine up as well, and once they both settled down on either side of me, we all had a few sips. They were both very giggly--probably the aftereffects of the orgasms they had just felt and the thrill of their exhibitionism. I was pretty damn giddy as...

My Delivery Driver

by WatchedBeth on Oct 5, 2020
Exhibitionist & Voyeur

Delivery Driver A modern times short story... Business was starting to pick up, people were starting to go back to work, it seemed like things were starting to get back to normal. That is at least, if we could avoid what the experts were calling a second spike. My regular deliveries were returning as I received boxes from the usual delivery companies who...

Rev. Sam's Wife Pt. 04

by Magna12 on Sep 28, 2020
Mature

The next morning Mrs. Davidson awoke to a Caribbean sunrise. I opened her curtains, and coffee and juice were on the balcony. "Good morning," I said, "How did you sleep?" She looked at me and stretched her arms, "Never better." I smiled, "Vacations here are just the thing to help you let go and feel new again." Then I laughed, "Just don't get a sunburn."...

Mrs. Lewis and The Master Pt. 01

by fantasyboy on Sep 28, 2020
Mature

Mrs Lewis was married to her husband David and although she loved him their sex life left her extremely frustrated. He was very religious and as far as he was concerned sexual intercourse was solely for the purpose of producing children. He would tell his wife when they would do it and she had to be ready for him. For the short time they were doing it she e...

Lucy at the Hotel

by Tantalaimon on Sep 28, 2020
Interracial Love

This is a follow on from my story 'My affair with Lucy'. At the end of that story I noted that Lucy and I had several more sexual encounters and that she had an incredible sexual appetite and imagination. This is the account of one of those encounters. *** After our affair began, we would text each other and sometimes exchange fantasies. I learnt that Luc...

I Wish My Wife was This Dirty Pt. 05

by anewuser on Oct 6, 2020
Mature

Anita parked the car in front of Wes's office. He worked from a unit on a small business park on the edge of a nearby town. There was not a lot of activity there this Sunday afternoon. "OK, here we are," smiled Anita as she got out of the car. As her legs separated I got a glimpse of stocking tops above her short but professional business skirt. She recogni...

PTA Mom’s Agenda

by lovematurebbws on Oct 6, 2020
Group Sex

I currently run the PTA meetings at my sons elementary school and have to deal with the moms that volunteer their time to the committee. It was clear that they needed a night out with their husbands without the kids. I decided to hold a night where the school provides a night care service watching the children from 6 to 9pm. They loved the idea and so we hel...