Playboy Stories

4,151 results
Orientation
Length
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Infinite Scroll

When Lance Banged Sandra

by Rubirosa on Nov 6, 2018
Erotic Couplings

NOTE: For those of you joining us for the first time, this story is a vignette from Rubirosa's series "C*ck Star." The chronicle focuses upon the private life of a public figure. As the most accomplished porn star of modern times, SAMSON lives out popular male sex fantasies on a daily basis. This story recounts our hero's youthful exploits as a lusty high...

My Playmate Ch. 02

by bluedragonauthor on Sep 11, 2017
Group Sex

PART 2: The Centerfold *** "How does it feel to fuck a Playmate?" "Feels good," I groaned, then pulled back and thrust forward slowly once again, savoring every little sensation as each ridge of my cock slid inside of Courtney's welcoming tunnel. And yet each feeling was bittersweet. My mind was caught in this dichotomy between pleasure and pain. I looke...

Utilizing Tattoo for Exhibitionism

by Alwayspantyless on Sep 16, 2017
Exhibitionist & Voyeur

My wife is a petite blonde haired blue eyed beauty at 5'2' and a 110 pounds and all natural. A few years ago while out of town and not knowing the sauna she was in was co-ed she accidentally got caught totally nude by two guys that walked in on her. When she returned home and told me about it she confessed that it turned her on, working together since then s...

The Brady Bunch Sequel

by Kip Carson on Sep 25, 2017
Celebrities & Fan Fiction

*** The following is a parody, and is not associated in any way with the original television series or its characters. *** Greg, Marcia and Jan had discovered the joys of sibling loving in pt 1. Mrs. Brady (Carol) had just discovered a copy of playboy magazine in Greg's underwear drawer. Mr. Brady was out of town on business and would be gone for a week. S...

The Bar Scene

by phunmaninphx on Aug 19, 2017
Exhibitionist & Voyeur

Bar Scene It was crowded at the bar when we got there. Martini's was a popular watering hole with the up and coming power players and the everyday hacks working in Denver's downtown office buildings. So by Friday afternoon, Happy Hour wasn't just a diversion, it was an obsession, and everyone who wanted to be someone was mixing and mingling in the crowds of...

Trapeze

by InnerStrength on Sep 17, 2017
Loving Wives

"Samantha, I know what I want you to wear to Trapeze." "Really? What, baby?" "Just a dress and shoes. No stockings, no underwear, no bra, and the dress should be something a little tight, like a knit." "OK, baby, anything you want." Samantha and I are an odd couple. We met through unusual circumstances and probably shouldn't be together. But something di...

Death By Fucking Ch. 17

by thebullet on Sep 14, 2017
Romance

(c) 2003 by thebullet Note: This story contains quotes and paraphrased references from popular culture. The author uses these quotes and references because it amuses him to do so and because he has no life. I leave it as an exercise for the reader to identify any quotes that may have been used. If you are interested in learning what quotes were used, you ma...

A Common Kind of Love

by liljean on Sep 14, 2017
Interracial Love

Chapter 1 Douglas teetered through the crowd back his two friends at the table in the middle of the square. Please don't let me trip and pour this beer in someone's lap, he thought. It was a huge outdoor festival for Oktoberfest, he and his two buddies Dhani and Alberto, who they called Al had decided to take a trip to Germany to experience the true Oktober...

Evil, Sexy Witch Tricks for a Treat

by andtheend on Sep 16, 2017
Erotic Horror

Halloween night is not only for candy but also for sex. George sat in a bar on Halloween night having a drink and minding his own business. He hated Halloween. Sipping a beer, he impatiently waited for the stroke of nine-o-clock, when all the trick or treaters went home for the night to examine and eat their collected cache of candy. Then, finally, he could...

New Doctor

by magmaman on May 29, 2018
Exhibitionist & Voyeur

Some of you asked via email about where I have been. Let's just say that we old men should stay OFF of Harley Davidson trikes. *LOL* Maybe I will write THAT disaster later. I really do hate hospitals. This short tale is my wife Debra's fault. +++ There is nothing unique about my needing to train a new Doctor. Around here, physicians are in what I call "...