Mature Threesome Stories

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Shemale Thressome

by trentdolby on Sep 12, 2017
Transsexuals & Crossdressers

I met Chrissy about a year ago at a bar. We really hit it off. She was about 5'5" 120 with a nice, athletic body. She was Filipino. Her face, well, unless you knew, you would never know. She was different than the rest of the girls at the bar. While she was there to make a living, she was also there to have fun, with the right guy. Fortunately for me, I was...

Workplace Escapades Ch. 02

by Cassadaga on Sep 14, 2017
Group Sex

Recollections of the days when I was young, busy, ambitious, curious and willing to try anything ... I was taking 15 university hours and working the early shift at the neighborhood's oldest dive bar. From 5 until 9 p.m. or so, I did homework in the wait station; ran the occasional discounted happy-hour drink to a table of schoolteachers; and flirted inno...

Reward of Self Pleasuring

by LadyDonaLee on Sep 13, 2017
Toys & Masturbation

I left for the pool early Tuesday morning with great anticipation of how much I was going to enjoy my toys. Using them was part of the reward that my Master had granted me after a very long, stressful week. I was to have a day of pleasuring myself and it would begin with my usual morning swim. I carried the shiny silver ben wah balls safely in my pocket un...

Threesome Becomes Foursome

by snow_angel2000 on Sep 1, 2017
Group Sex

Part I Since it's our first meeting, we decide to meet at a restaurant for dinner first. After dinner, drinks sound good, to loosen us up and lighten the mood a bit. We're a little nervous. We get to the bar, and after a few drinks, we're all joking about what we want to do, until Chris grabs mine and Amber's hands and leads us back to the hotel. We stumble...

My First Time With Julie

by ALawyer on Sep 12, 2017
Erotic Couplings

Julie and I are standing at the hotel’s entrance as the clients’ black limousine pulls up. The uniformed driver comes around to open our door. Julie gives me a look that says, “I impressed.” The driver takes her hand as she steps into the car. We both are able to appreciate her small firm ass while she enters. As she sits, the long slit up the right side of...

Valentine for Three

by sexdiamond on Sep 13, 2017
Group Sex

"I want something special for Valentines Day...." I said to Jay. "Such as..." "A fantasy fulfilled" "Which one of those can I now make come true?" "I want you and another man. I want to suck his cock, while you watch me. When you get so hard that you can't stand it, I want you to fuck me." "While you have his cock in your mouth...?" "Yes, Of course. I...

Vacationers

by neutrona on Sep 1, 2017
Group Sex

Holly was on vacation by herself and while a lot of people worried about her being lonely, she didn't feel lonely at all. The only time she felt a tad out of place was in restaurants. She did not want to stare at other people as that was not polite so she usually brought a magazine or book with her. That night, Holly was in a quiet restaurant, with only two...

I Want a Threesome

by ladyhawk100 on Sep 12, 2017
Group Sex

I want to know what it feels like to have two big cocks inside me. I want to meet my lovers and know that we are going to have the most wonderful time. I close my eyes and can see us now. Two big, strong men, kissing me and undressing me. Then I undress them. They stand before me, cocks jutting out, begging for my mouth. With a hand on each shoulder, they...

Calahonda Threesome

by hamishmcl on Sep 17, 2017
Group Sex

Some time ago I was in Spain on my own and had a bit of freedom to play around. The local English language newspaper has a couple of pages of what they call "Adult Relaxation" and I saw this. Quote English couple active fifties. Relaxed fun for that unfulfilled fantasy. Singles or couples welcome. Lovely private apartment near Calahonda. Telephone (Mobile...

His Birthday Wish

by sweetthing0864 on Sep 13, 2017
Group Sex

It was his thirty fifth birthday and for two years he had joked about wanted to experience a threesome. It had been his greatest dream to have to women in his bed. To be in control of the action. It would be the best gift he could be given. Having never experienced any thing but sex with a man, the thought seemed to be intriguing. So needing to see if there...