Playboy Stories Stories

62,446 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

1963

by cerection on Sep 16, 2017
First Time

I love to jerk off. I loved it the first time, and I love it thirty six years later. I hope I'll always love it. No matter what my lovers have thought, yes it's sexual, but it has absolutely nothing to do with my sex with them. My masturbating has nothing to do with whether I like sex with them, it doesn't mean I do or don't want sex with them. It's just tha...

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...

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...

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...

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...

X-Men: Playboy

by zewesman on Apr 29, 2025

Earth. Most think there is but one Earth and they live on that. There are, however, those who has the knowledge that there is an infinite number of Earths for an infinite number of choices that each and every person can make. Most of these Earths are similar to that of Earth 616. While not Earth Prime, it has become the bedrock of the multiverse, having the...

Open in Reader

Erotic? No. Soporific? Yes.

by fardreamer on Sep 16, 2017
Reviews & Essays

Warning: This review deals with a DVD which contains "erotic" material, and as such contains references to nudity, sexuality, and other topics which may be offensive to some readers. Part One: Sex, Money, and Balancing Budgets, or, Why I Own this Awful DVD... Like most adults my age (I'm 41 as I write this), I've had more than a passing interest in sex, n...

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...

On Pornography ID Laws

by secondsamuel on Jun 26, 2019
Reviews & Essays

Imagine signing in to Literotica with a driver's license. It's the reality British citizens face in an effort to protect children from pornography. Since I can't even synch my nudes with the cloud, I have no idea how Britain intends to safeguard the privacy of the millions of users on pornhub. But there are enough articles about why that won't work. Bear w...

The Prom Night

by Doclube on Sep 13, 2017
Erotic Couplings

It was the day of the prom, both my sons have dates and by 4:00pm the house will be empty except for Karen and I. The thought of having the house to our selves was fantastic. Don't get me wrong, we love our boys whole-heartedly, but it always seems that they would barge into our bedroom at most inopportune times and catch us making love. Twenty years ago thi...