Playboy Stories

4,151 results
Orientation
Length
Source
Infinite Scroll

The Test Ch. 01

by DG Hear on Aug 30, 2017
Humor & Satire

I wasn't sure where to place this story, I chose 'Humor/Satire' but could have been 'Romance' or others. Thank you all for reading my story, Hope you enjoy it. I would also like to thank "Gypsies" for editing this story to make it more enjoyable to read. * I was just sitting at my computer reading my e-mail. A friend of mine sent me a story/joke that made...

Gaye Rennie

by hopeolsonfan on Sep 17, 2017
Celebrities & Fan Fiction

When Gaye Rennie sat for her graduation pictures the photographer paid special attention to her; after the portraits were taken he asked her to wait and he went in to an office and came out with his wife. She sat down with Gaye and held her hand. At first the young girl thought something was wrong but then the woman asked if Gaye knew about Playboy Magazine....

The Beauty Queen

by Just Plain Bob on Sep 14, 2017
Loving Wives

Note: I put this in Loving Wives because I couldn't find a better category for it. * He stood there in the crowd and looked up there on the bandstand and thought back to what had happened to bring him to that point in his life. ++++++++++++++++++++ It had all started in grade school. She had just moved into the neighborhood and when he first saw her he...

Fuckin' Bus

by glory_first on Sep 1, 2017
Group Sex

Note - Unlike my other writing, this does contain an element of fiction. * The GEN light started blazing red, the classic VW bus warning for an overheating motor, as the same belt which spins the generator drives the fan to cool the motor. This was a bad stretch of road for this to happen, with absolutely nowhere to pull off from the hilly, curvy narrow pa...

Nancy Cameron's Prom Night

by hopeolsonfan on Sep 13, 2017
Celebrities & Fan Fiction

The characters in this story are all over 18. All of Nancy Cameron's friends thought she was crazy for dumping her boyfriend two weeks before the prom. Partly it was a woman's fault so Nancy did feel a lot was happening fast and everything was exciting. She had a secret that she couldn't share with her girlfriends, at least not until after graduation. But t...

Haunted Mansion Leads To Some Fun

by SweetVibes on Sep 13, 2017
Loving Wives

This story begins a little over a year ago. I had been married to the woman of my dreams for almost 25 years. I first met Linda in college during my senior year, while she was a junior. She had an amazing body and the most stunning face that I had ever seen. We began dating and the rest as they say is history. Linda was a very conservative girl, even being a...

That Fine Line

by SouthernCrossfire on Mar 17, 2020
Humor & Satire

This was written for the 750 Word Project. The story itself is exactly 750 words long according to Microsoft Word. Thanks for reading! _______________________________ "Can you help me, please?" I did, several times, always hoping she'd be back again. In their infinite wisdom, the powers that be in Financial Aid had assigned me to the Computer Help Desk...

Operators Are Standing By

by GoddessKaren on Sep 17, 2017
Humor & Satire

"Look Honey!" my husband, Dale, gasped, pointing to a pop-up ad that had appeared on his computer screen. I glanced up quickly, noting the surprise in his voice. It was an ad for a product promising penile enlargement. Another one. I sighed. My husband, like most men, is obsessed with the size of his penis. It functions perfectly and gives me loads of pleas...

Porn: the Pros & Cons

by R M Roxinger on Jul 15, 2020
Reviews & Essays

It amazes me how many people are anti-porn, whether they be on the feminist left or the religious right. As much as they disagree on other issues, the one common ground they have that I know of is the belief that porn is evil. Well, I've got news for them. Porn is as old as humankind. It's been around ever since humans made paintings on caves. And it will s...

Real First Time For Exhibitionism

by MaverickMan on Sep 12, 2017
Exhibitionist & Voyeur

I recently realized that I had forgotten an earlier experience I had with being naked in the presence of young clothed women. All of the participants in this adventure were eighteen and trying to kill time the summer before we went to college. As a young man of eighteen in the sixties, I was, like all young men, constantly horny, often somewhat embarrassing...