Shemale Mature Stories

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The Mom

by Fever on Sep 12, 2017
Mature

I had been tutoring Marina for about three weeks now, three times a week. Each time, we had sex. She was learning her "sex education" very well. She had learned every word I could think of for cock and pussy, she was giving me terrific blow jobs, she enjoyed my oral sex, and each week we would fuck each other. We had even started seeing each other outside of...

Living Our Fantasies Pt. 21

by LIVINRFANTASIES on Sep 15, 2017
Exhibitionist & Voyeur

Camping and Early Bondage Stories #1 ---It is true, we've had very little experience with spanking, torture, and bondage. Dollie isn't real thrilled about being a Slave and I'm not a great Master. While I agree this sort of treatment for fun, sex, and amusement can be exciting, I said I didn't believe in anyone being forced into performing sex acts, being p...

Watching Over

by VincentC on Sep 13, 2017
Mature

Looking at him, she couldn't help but take in the sight. His toned body, so slim and fit. Even while he was sleeping, his muscles seemed to ripple. He slept atop the blankets so there wasn't much left to the imagination. She tried to resist it but it was impossible not to - he was right there in her living room! Such a thing of beauty, she thought as she ad...

Yes, Teacher

by CathyO1955 on Sep 12, 2017
Mature

She came into the classroom, wearing thr red skirt and white blouse that drove him nuts. Her legs were long and sleek under it. He groaned, thinking of how those legs would feel around him, the smooth nylon of her stockings rubbing against his bare skin. He closed his eyes and felt his cock harden. He shifted in his chair uncomfortably. She turned, seeing...

Between Larissa's Legs Ch. 01

by eatoure on Sep 16, 2017
Fetish

This story builds to a climax chapter by chapter. You will enjoy it much more and it will make more sense if you read them in sequence and save Chapter 5 for last. * Judy was shrieking with laughter while she did it! There were only the two of them left in the office so she didn't have an audience except Larissa but Judy was acting like this was the funni...

Diane "My Story" Ch. 01

by st3ph1066 on Sep 17, 2017
Mature

My names Diane, I'm a 46 year old divorcee. I have been divorced for 18 months now, I met my new guy about 8 months ago, and I have decided to keep him anonymous so that anyone reading this story can imagine them for themselves. I'm 5 foot 4 inches tall, I have shoulder length straight black hair with some red tinges in it, my breasts are a 36C and I am quit...

The Approach

by Von6969 on Sep 16, 2017
Mature

My head is aching from playing computer game all day long. I remember how miserable I felt while telling myself that this won't give me anything beneficial, that I should find something productive to do, over and over again, until I looked at the clock and remembered that dad will be arriving soon. I turned off the computer. Gaming hangover kicked in. It's a...

Two Months of Fun

by MistyRivers on Sep 14, 2017
Mature

I was wearing my black stilettos, shivering in my leather pants and skimpy top. Watching him through the window, I envisioned him strapped to my chair and screaming for help. The thought started warmth radiating from my belly downwards. I stood there for another few minutes just watching, and then headed home tingling with anticipation. I continued my night...

Classy but Crazy Ch. 04

by ChelseaBoy on Sep 12, 2017
Mature

As the months and years went by I had established a relationship with Betty, which to any man who is attracted to older women would have been ideal. I was a regular visitor and she was always glad to see me. She had introduced me to a fellow resident and as far as she was concerned (at Elizabeth's request) all I was doing was visiting her once or twice a we...

Fucking The Mom Next Door

by Nixonyme on Sep 19, 2017
Mature

FACT: All women crave good sex. Like a radio station, you just have to tune into their individual frequency modulation. Then let it play out, hard. Make it last, and keep showing them how naive they are, and how many tricks in bed they are yet to learn from you, and they will come back begging for more. I had known her for years. She lived next door. A moth...