Playgirl Stories

210 results
Orientation
Length
Source
Infinite Scroll

Playgirl 10-Year Anniversary Pt. 01

by last_random_hero on Mar 25, 2019
Exhibitionist & Voyeur

I knew Dayna from my freshman year of college. We lived a few doors apart in the residence hall, and became fast friends since we were both kinda nerdy, and liked anime and sci-fi movies. I was a bit shy about my love of nerd-culture, but she openly embraced it. Her dorm was always covered in anime posters, she excitedly chatted about episodes of Bleach and...

Playgirl Magazine Photoshoot [CFNM]

by last_random_hero on Dec 23, 2017
Erotic Couplings

So here's some backstory: (sorry if this reads funny, I'm typing inside the text window here): I knew Dayna from my freshmen year of college. We got along well because we were both kinda nerdy and liked skateboarding, anime and old sci-fi movies. She was a little more open about her love of Star Wars and everything geeky, whereas I was a little more withdraw...

Sex - on the Rocks or Neat?

by MagicaPractica on Sep 14, 2017
Reviews & Essays

Women have been devouring romance novels and chocolate bon-bons in lieu of satisfying their sexual desires for a long time. Sometimes the partner isn't willing. Sometimes there isn't a partner and going out to pick someone up at the local bar seems a little unsafe, at best. What's a girl to do? We turn to stories to stir our imagination and sate our appetite...

The Education of Rose

by BryanBiff on Sep 16, 2017
Exhibitionist & Voyeur

I spotted her at Barbara's Bookstore. There were three teenage girls looking at a Playgirl centerfold and giggling. It was a hot day and all I was wearing a T-shirt, cargo shorts, and sandals. I admit that I got a bit turned on watching those girls ogling the naked stud in Playgirl and I had to shift my penis to avoid having an obvious hard-on. Hey I'm a hea...

In Bed with Julian

by justboycrazy on Sep 17, 2017
Celebrities & Fan Fiction

Hey it's me Wendy Carson. My fellow shutterbug and best friend Kristy Garrison are doing another exciting photo shoot for Fantasies for Women magazine. We're doing a cover and a photo shoot for the mag's "Bedroom Issue" which features articles and such for about everything to do in the boudoir. We couldn't be more excited to do the shoot with none other tha...

Le Sexe Superieur Ch. 09

by ValoryG on May 15, 2018
Transsexuals & Crossdressers

Luis and Fiona leave late in the evening. Too late, really, for Peyton and me to get enough sleep for the next day. We get around four hours of shuteye, after showering and me stepping into my nightgown. I suppose because my boss and I had so much sex with Luis and Fiona, we sleep apart. Next morning, Peyton again locks me into my brass, elastic and leathe...

Tracy's Journey Ch. 01

by Hat_Trick on Sep 13, 2017
Erotic Couplings

We made love several more times that first night, and we both could barely walk the next day. A couple of weeks later, Tracy moved out of her dorm room and into my apartment. As we settled into cohabitation, Tracy's libido proved to be every bit as alive as it was at first. We must have fucked and/or made love (there is a difference) three or four times a da...

Semper Fi!

by Moonraker_Bond007 on Sep 13, 2017
Exhibitionist & Voyeur

To The Reader: Some scientists postulate that more than one universe exists. In fact, there are those who believe that there may be an infinite number of parallel universes that exist side-by-side. This would mean that an infinite number of you exist, in multiple different universes. This theory is so popular that a movie was actually made about it - 2001's...

Long Shot

by Jacknov on Sep 17, 2017
Mature

When I was 19 years old, I spent a lonely summer in my college town working two jobs to help make ends meet for my upcoming sophomore year. Three nights a week, I worked as a waiter at a restaurant. During the day, and on call at night, I helped Mr. Simonson, the apartment superintendent of our 100-unit complex, with maintenance services. His wife, Mrs. Simo...

Millionaire Playgirl

by Queenie77 on Sep 12, 2017
Erotic Couplings

Millionaire Playgirl: The Mandy Michaels Story The ad read "21 year old female, 120 pounds, 5ft7, light brown hair, blue eyes, Caucasian seeks a MALE for anything, use your imagination." To think a 21 year woman with that description would have to resort to a personal ad was absurd. However if you knew Mandy Michaels you knew it wasn't that she was desperat...