Playboy Stories

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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...

Playing With The Playmate

by Dice_Casden on Sep 13, 2017
Celebrities & Fan Fiction

This story is written by both Dice Casden and Kristi as part of the D&K Universe. This and all of the other stories we write are for entertainment purposes only. If you do not like what we choose to write about, Literotica offers many other stories for you to read instead. ****** Hours before the start of the Taboo Tuesday 2004 Pay-per-view spectacular, E...

An Open Letter to Carrie Jean Yazel

by MasturbationSuperstar on Sep 16, 2017
Letters & Transcripts

Dear Carrie, It was once a rare thing were an admirer could reach out to someone and actively communicate and engage with that person, but today, thanks to the internet and social media, it is now possible. There has been so much I wanted to tell you and so much I wanted to ask you about with regards to your experience posing for Playboy magazine and the li...

Playboy & Hustler Suck!

by ThomX on Sep 16, 2017
Reviews & Essays

I just recently ended my longtime subscription to Hustler magazine, and I couldn't be happier! I also considered ending my longtime subscription to Playboy magazine, but I very reluctantly went ahead and renewed because of their nude celebrity pictorials, which, as far as I'm concerned, is the only good thing about the magazine anymore. Playboy and Hustler h...

Locked Inside

by Exakta66 on Sep 15, 2017
Group Sex

As the eighties wore on, my friend Rich's telephone business began to prosper. I stayed along for the ride and eventually became his partner. I had gone back to school nights at Rutgers to complete my degree in electrical engineering. After a while I suggested to Rich that we expand our core business to include sophisticated alarm systems. There was a growin...

Playboy Goes Trashy Ch. 01

by DickThePimp on Sep 28, 2020
Celebrities & Fan Fiction

VERY MUCH A PARODY... 50% SATIRICAL SARCASM... 50% OVER THE TOP TRASHY HUMOR... 100% PURE FUCKED UP FILTH... NOT REAL AT ALL... PURELY FOR PERVERTED ENTERTAINMENT PURPOSES ONLY... PEACE Episode 01 : Welcome To The New Playboy Playboy Mansion... Holmby Hills... "TAKE IT, BITCH! FUCK! TAKE THAT DICK! FUCK YEAH!" "GOD!! FUCK ME, BABY! FUCK MEEEEEEEEEE!! UH...

Playboy Files: Nurse Gets Treatment

by dfg1980 on Sep 13, 2017
Celebrities & Fan Fiction

This story is obviously of a fictional nature. It is not suitable for anybody under the age of 18. I hope you enjoy it. Feel free to email me with any thoughts or comments that you may have on this piece. This is part of a series that will take place over the course of nearly a decade involving various women of the wrestling business. My name is Chuck Wil...

The Convenient Marriage Pt. 01

by CamilleShaw on Jun 1, 2020
Romance

"Please god send me a saviour!" Miri spoke aloud as she stared in frustration at her laptop. The doorbell rang. Miri started in surprise. A saviour? She went down the stairs and swung the door open wide. She recognised him right away. Carter Carrington, old money playboy investor, a frequent star of Page Six gossip columns. What was he doing on her doors...

Office Manager Is a Playboy Playmate

by barrysmith on Sep 14, 2017
Celebrities & Fan Fiction

This is a true story until the point after she signs my magazine. I've fantasized about it many times. The "what I should have said", "what I should have done" scenarios that could have netted me an unforgettable experience. I was preparing to move out. I had a few weeks to go and I was going to be relocating to another city. On my kitchen counter was the n...

Playmate Vs Playmate

by Dice_Casden on Sep 14, 2017
Celebrities & Fan Fiction

This story is written by both Dice Casden and Kristi as part of the D&K Universe. This and all of the other stories we write are for entertainment purposes only. If you do not like what we choose to write about, Literotica offers many other stories for you to read instead. ****** After the Smackdown Taping on April 17, 2003, John Cena, the Doctor of Thuga...