First Time Masturbating Stories

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My First Threeway

by ThatSexyIrishGirl on Sep 12, 2017
Group Sex

It was summer. I was visiting with Sinéad (no, not that Sinéad), my aunt, in her very nice apartment in Chicago. Sinéad was 28 then, single, working, and not at home much. We would spend most of our together time on weekends, but I was pretty much left to my own devices during the week. I'd visited before from Ireland, but never alone or to stay for the whol...

Denial Ch. 02

by Conquered on Sep 25, 2017
BDSM

I noted, after being locked in the cock cage for the first time in 1985, I thought that I would only have to wait a few days to be unlocked and allowed to masturbate. The rule was that I was not allowed to "even LOOK like I was hinting for her to unlock me." She would just extend my denial further if I did. That first time, instead of a few days, I was locke...

Sara's First Pussy

by Inspirinious on Sep 14, 2017
Erotic Couplings

AUTHOR'S NOTE: While this is a work of fiction, it is largely based upon actual events. The names and some details have been changed to protect the identities of the people involved. +++++++++++++++++ KARLA: "Hey girl. How's you?" SARA: "I got big news." KARLA: "What?" SARA: "Last night I ate my first pussy!" KARLA: "WTF????" SARA: "I had my first, gi...

Bonnie's Shower

by Marilynmwf on Sep 14, 2017
Erotic Couplings

This story was preceded by BWT (BOATING WITH BONNIE) But reading that first is not necessary. Dan got to tell you about our first time together, so now I get to tell you the shower story. Well actually there are two shower stories and they should be told together. After the boat incident, Dan and I got together more and more often. After a while we walked...

She Wanted to Fuck Me

by Livelycouple on Sep 14, 2017
Erotic Couplings

She wanted to fuck me. I've always been a very horny person and have spent a lot of time masturbating. We have a great marriage and a great sex life. We have shared many fantasies and I hope it continues. But even though we have this type of relationship I still masturbate when she is not in the mood. A couple of years ago Gabby, my wife, got a little cra...

In Autumn's Bedroom Ch. 02

by Archer2050 on Sep 14, 2017
Exhibitionist & Voyeur

Autumn, 18 years old, gorgeous red hair, penetrating brown eyes, a taut, expertly designed body that was no less than the very definition of erotic, sat alone in her bedroom, still waiting for her neighbor Gavin to come home. He'd been away for several days now, and she was in need of giving him another performance through their bedroom windows. She could've...

The 35 Centimeters 2

by darkman27 on Sep 16, 2017
Toys & Masturbation

I am not very excellent lover or too popular among girls, but I do have something. I was 21 when I bought myself a sports car with my own money; I have been to army, traveled in 15 countries and I know what it is like to hear a grenade whistling its way to the closest building. Since I have dated only one woman I have spent a lot of time masturbating. Now I...

Twice the Wicked Pleasure

by Beth69 on Sep 1, 2017
Group Sex

It had been two weeks since her agent had given her the news, and still she had nothing for him. Time was up and her career was on the line, for the first time in her life Tiana Marque felt hopeless. All she could do was keep playing the conversation over in her mind. "Either you come up with a bestseller or Emerald Publishing is history. I have done all I...

An Exhibitionist is Born

by troy_michels on Aug 19, 2017
Exhibitionist & Voyeur

I'm an exhibitionist and I mean that in the clinical sense. I am highly aroused by being watched and there are times when I have a difficult time masturbating if I'm NOT being watched. It wasn't always that way, I used to be your standard red-blooded male who could jerk off at the drop of a hat, but over the years I've delved more and more into exhibitionism...

Strange Feelings

by warmme3 on Sep 16, 2017
Toys & Masturbation

Alaina sighed as she leaned back on the green couch. It had been a long day of hard work and she was ready for a nice hot bath. And a little something more, she thought, thinking of her breasts and private place. Having had these thoughts for over a month now, they still surprised her. She was new to masturbation, having sworn to completely save herself for...