Playmate Stories

2,432 results
Orientation
Length
Source
Infinite Scroll

Meep

by spectreofhell on Apr 10, 2019
Sci-Fi & Fantasy

It was raining. Again. Fuck global warming, Dean thought as he splashed through the puddles. Pretty soon, this neighborhood would be abandoned like all the others he had known. He dodged a sprite when it flew out of an alleyway, cursing at it. Why didn't people keep a leash on their damned pets? Goddamn genetic engineering, he thought. Goddamn everything. Th...

Healing Matthew

by seriouswriter12 on Sep 17, 2017
Loving Wives

Walking inside the room, Joan immediately smelled the foul odor of cigarette smoke, vomit and oh yeah, sex all over the place. Yeech. Wrinkling her nose in distaste, she approached the bed just in time to see a naked blond emerge under the sheets. "Come on handsome,let's fuck some more." Who obviously didn't notice her standing just a few feet away. "Giv...

The Photo Session

by ozraven on Aug 19, 2017
Exhibitionist & Voyeur

You laid back on the soft cushions placed behind your head and shoulders, sheets of the softest cotton beneath you caressed the skin, the room was warm, but comfortably so. Distant voices came murmuring to your ears. You glanced around at the equipment and the thick dark curtain bordering our space, your hands lay shaking in your lap, your legs together, sl...

Hollywood Jim: The Early Years Pt. 08

by hollywoodjim on Aug 30, 2017
Erotic Couplings

Before he was "Hollywood Jim" in Los Angeles, he was a geeky kid with a funny nickname in the Connecticut suburbs. And before he had numerous starlets as friends, he had various girlfriends. Here then are the "Adventures of Hollywood Jim-The Early Years". * It took longer than expected, but our work at the Baldwin's was finally finished. The barn and stora...

Encounters on the Erotic Side

by onwardbob on Sep 13, 2017
Group Sex

Act one: Blindsided It was early evening and I was working at my desk. The Adult Boutique I owned wasn't due to close for another couple of hours. I was restless and wishing like Hell I could stomp on time's gas pedal. And that's when someone knocked on the jamb of my open office door. I looked up, surprised to see Dana, the cousin of an employee who had...

Deborah Reel from Agnes Scott

by MasturbationSuperstar on Sep 16, 2017
Letters & Transcripts

Dear Deborah, "First impressions are the most lasting." The first impression you made on me has lasted over 20 years and to this day it is still a strong and powerful one. I still remember the first time I saw you. The April 1991 issue of Playboy magazine arrived in my mailbox and took it along with the rest of my mail up to my apartment. I put the mail on...

Me, Devin Devasquez, and Cynthia Brimhall

by david_webb04 on Sep 17, 2017
Celebrities & Fan Fiction

I come home from a trip and unwind. After dinner and some time watching TV, I notice a light on from the complex across the way. I look out the sliding doors of my condo to see Playboy Playmate Cynthia Brimhall in her apartment all alone. I shut off all the lights, but still leave the television on, which lights up the living room as I stand at the window...

The Pillow

by dscott1947 on Sep 16, 2017
Toys & Masturbation

Copyright 2007 by Dwight Scott All rights reserved. Other than downloading one copy for strictly personal enjoyment, no part of this story may be reproduced or transmitted in any form or by any means, electronic or mechanical, except for reviews, without the written permission of the author. However based on real events and places, "The Pillow" is completel...

Caught by Two Playmates

by MasturbationSuperstar on Sep 17, 2017
Celebrities & Fan Fiction

I come home from a trip and unwind. After dinner and some time watching tv, I notice a light on from the apartment across the way. I look out the sliding doors of my apartment to see Playboy Playmate Hope Dworaczyk in her apartment all alone. I shut off all the lights, but still leave the television on, which lights up the living room as I stand at the wind...

First Time of FFM

by MistressMD on Oct 24, 2018
Group Sex

I arrive this morning knowing that you have a surprise for me, something that we had discussed and have planned for a while. I am apprehensive of what we planned for today, I am unsure if I am ready to take this step in our relationship, if by introducing another to our bedroom that the dynamics we have will alter, if I can go back to being just us, if I wil...