Playboy Stories

4,151 results
Orientation
Length
Source
Infinite Scroll

Good Boy: Still Good

by Slider1234 on Sep 26, 2017
Celebrities & Fan Fiction

BUDDAAAAAYS... I'M BAAACK!! Standard Disclaimer: You must be 18 to read this story, be able to read erotica in your community, not be offended by the contents of it... yadda yadda. This story may NOT be distributed freely, for commercial or non-commercial use. This work is mostly fiction. All events including celebrities did NOT actually take place. Th...

Story of April

by cowboy109 on Sep 26, 2017
Novels and Novellas

Her gaze fell onto the wheels of her computer chair. The round blob of very dark gray plastic was covered by a thin hood, as if it were a real car tire that could throw up dirt. The color was supposed to be black, yet it was not nearly dark enough. Thousands of tiny little impurities in the surface kept the surface matte without reflection. Surely, this was...

Taking The Class Pt. 02

by ivan_ronical on Sep 24, 2019
Novels and Novellas

Chapter 1: Friday Morning, 8:54AM – Life's A Lot More Fun When You Aren't Responsible For Your Actions "Oh, fuck!" Will slid his arms up along the back of the girl's shirt as her torso bonelessly tipped away from him. Her legs were still locked around his hips, a sticky mess between them at the place where they were joined together. "Not the most gracefu...

Donor Uncle in Apartment Pt. 08

by kanyakumari007 on Sep 14, 2020
Erotic Couplings

It was a winter evening, and the time was 8.00 PM. Pawan Kumar was ready with his suitcase as he had to board the train to Puri at 9.30 PM. Debashree, Tapasi, Basanti, and Sumati, all of them were standing nearer to him. He turned his head towards Debashree and Tapasi, "Listen, Girls, I will be away for only 3 days as I have a Bank's job at Puri. But during...

Lapdancing Girlfriend Ch. 05

by DocCIS on Sep 26, 2017
Exhibitionist & Voyeur

Author's Note: It is recommended to read the previous chapters of this story if you have not done so already to better understand the storyline and characters... This chapter sort of got 'out of hand' in that I never intended it to be so long; however, I did not want to break it up as it fits my own personal timeline/agenda to have the entire week be one ch...

The Domme Diet Plan Pt. 01

by subm_atty on Sep 11, 2017
Fetish

Day 1—The Plan I have been fat as long as I can remember. I have tried various diets with no lasting success. Being uncomfortable with my body was probably one of the many factors that drew me into being a submissive. Two years ago, I met the Domme of my dreams. My Mistress was about 5'10" but towered well over 6' tall in the heels she usually wore. Her hai...

Heatstroked

by PuckIt on Sep 16, 2017
Novels and Novellas

Literotica 2017 Summer Lovin' Contest entry. Votes would be especially welcomed by all authors competing as it takes so many just to be eligible, much less win. All on-screen sexual encounters in the following (when they finally do occur) are between consenting adults over the age of eighteen. ***** As difficult as it might be to believe, I didn't actua...

Becoming the Man He was Meant to Be Pt. 01

by fantasyhunter2 on Sep 12, 2017
Novels and Novellas

Author's Introduction. This is the first book in the chronicles of the life and loves of Anthony Madison. This is my first attempt at crafting a multivolume novel and I hope that I will somehow find the time to complete these chronicles with additional books. However, I believe this book stands alone as a complete story even though there will be a few linge...

The Girl Next Door

by Michael_Butterfield on Sep 18, 2017
Novels and Novellas

I>Author's note: I was originally planning on this tale being a short story in the First Time category, but being a novelist at heart, it ballooned on me a bit. Even after editing, it's still better than ninety-thousand words. I didn't want to break it up into separately published sections, so I decided to put it here, in the Novels and Novellas category, wh...

The Ya Ya Dildohood

by Many Feathers on Sep 13, 2017
Mature

Chapter One I found myself standing in the driveway of my new home staring at the small U-Haul trailer that contained my entire life. At twenty-three, I had been married, and was now divorced. Thankfully there had not been any children. We'd married young, both of us full of dreams for the future. Six month's after that, we both knew it had been a mistake,...