Playboy Stories

4,151 results
Orientation
Length
Source
Infinite Scroll

Cosplay Bingo

by nikki_2021 on Nov 9, 2017
Group Sex

'We should go to the cosplay convention!!' Brad suggested to the group, almost bursting with excitement. 'What the fuck would I do at a cosplay convention?' Jane laughed, rolling her eyes at him. 'Well the obvious thing would be to cos-play, it would be awesome,' Brad replied, trying not to let her dampen his enthusiasm. 'Oh yeah, that would be fabulous,'...

Mercedes Bends

by lovecraft68 on Sep 12, 2017
BDSM

Authors Note: Welcome to my latest story and...hard to believe it's been four years since I have posted in this category. A couple of notes about this story; one, it's on the longer side and features a story, not just 'action' so if you enjoy shorter pieces, this may not be for you. Second, this story is part of my Circle series and hopefully will leave you...

The Harem: Episode 6

by KMB2476 on Sep 17, 2017
Celebrities & Fan Fiction

There are several reasons why I am better than Santa and the biggest one is that I really don't care if you've been naughty or nice. With that in mind, here is my Xmas present to you all, both good and bad, The Harem: Episode 6. Stuff your stockings with this, boys and girls. If for some reason you haven't read previous chapters of The Harem, check yourself...

Maggie

by Paris Waterman on Sep 16, 2017
Novels and Novellas

Chapter 1. "Me?" "Hey, I'm just a 28 year old guy, you know, didn't have a girlfriend, hadn't had a girl in Gods knows how long well, 8 months if you hafta know just pretending it didn't matter; that football and basketball on the TV were the most important things in life. Putting on a good front, ya know?" "Well, it seems some of my closer friends did kno...

Wait, Am I A Zombie? [BOOK 3]

by sensanin on Apr 21, 2020
NonHuman

Hey everyone, As I said in my profile. I'll be posting all of my novels online because of these uncertain times. Afterall, a good book can take away a few hours of stress. So, I guess this is my contribution to helping you make it through the day. If you would like to support me the best thing you can do is STAY INSIDE. Seriously. Nothing would make me h...

Forever Weekend at the Lodge

by JPRichly on Mar 3, 2020
Novels and Novellas

All characters depicted in sexual situations in this novel are over the age of 18 September 2025 It's the final year for the best squad Almington High has produced in decades. The boys a formidable force, undefeatable with the girls electrifying the crowd. As nationals are on their way, the crew are awarded two weeks break for their achievements and decid...

Déjà Vu

by BenLong on Sep 12, 2017
Erotic Couplings

Occasionally everyone has that déjà vu experience. Time seems to be in slow motion as you watch events happening and you know exactly what's coming next; that feeling that you've lived this exact moment in time before. Whether it was something similar or something that we can't explain, most of us never know. For me, it was similarity to real life experience...

Good Friends

by StangStar06 on Sep 16, 2017
Loving Wives

Elliot Carson looked at the screen on his HAAS controller. He pressed the buttons that would run the program at 25% rapid and in single block mode. Running in single block, meant that the huge machine would execute only one single block or command in the program at a time. It would then wait for him to prompt it before doing anything else. He closed the doo...

There Must Be A Mistake Ch. 26

by Prolonged_Debut10 on Sep 25, 2017
Novels and Novellas

Note: All persons in this novel are fictitious. If you are looking for a great deal of explicit sexual activity, this story is not for you. Those scenes that are included will be evocative rather than just for the sake of sex itself. This story is for your reading pleasure. Its length is undetermined at this time, because I do not know where my mind will tak...

The Man Who Fucked His Way Across... Ch. 02

by Hugopossetposset on Sep 2, 2017
Fetish

The Man Who Fucked His Way across Chelsea and Back Again - Part 2 INTERVIEW I was invited to see the head designer, Liza Blow at Vagina Shoes after a successful phone call. I forwarded some of my friend's best sketches by email and she phoned me back a few weeks later. Jefferson, who let me borrow one of his portfolios, was a Cordwainer's graduate and spec...