Gay Prostate Stories

30,137 results
Orientation
Length
Source
Infinite Scroll

A Tale of Southern Tail

by LynnGKS on Sep 12, 2017
Loving Wives

Dear Reader: As my regular readers know two of my favorite themes are gay guys and cuckolded husbands. When I write a story about both it is hard to decide whether to list it under Gay Male or Loving Wives. No matter which I choose someone always complains. This time I flipped a coin. My name is Barry Johnson and I'm six years out of college working as a...

Caught Out, Made Over

by TanyaCc on Oct 5, 2020
Transgender & Crossdressers

It had finally happened. To be honest, I shouldn't have been that surprised. But here I was, dressed in my favourite sissy school gurl outfit, heels on, lipstick, wig and chastity cage in place, bent over the kitchen bench, getting reamed to the hilt by an 11 inch dildo on the end of my own fucking machine. I had cum dripping down my thighs, moans and groans...

The Best of One Night Stands

by ErickLand on Sep 13, 2017
Group Sex

A Private Bedtime Story "The Best of One Night Stands" * Author's Note: This story came to me when I was especially lonely for Jane. We had been apart too long and I needed a "pick me up" sort of a lift. So, as is often the case, to overcome my melancholy I began to fantasize sexually about her. I came up with this story and masturbated gloriously after w...

Sissy/Cock Sucker Dictionary

by silkstockingslover on Jun 12, 2019
Reviews & Essays

Summary: A list of terms to aid in understanding the activities and nature of sissies and cock suckers. Note 1: The author's source material isn't Webster's Dictionary or anything similar, but is drawn from many years of interest in matters sexual and countless conversations, both spoken and online, with other perverts. Note 2: Thanks to Tex Beethoven and...

A Disturbing Desire

by Cirkle7 on May 28, 2019
Transgender & Crossdressers

Of course everyone mentioned in this story is over eighteen years old. If you are under that magical age read no more. Also if gay desires, cross dressing, interracial relationships or anything along those lines offends ... please finds another story short many good authors here. This is my first story so please be gentle. ***** Last week my mistress sent...

Derby Line Marriage Ch. 11

by jtuf on Sep 13, 2017
Novels and Novellas

It was Saturday afternoon near the end of May. Francis was preparing for a night out with her husband, Patrick, and their friends, the Smiths. As she undressed in the master bathroom, she considered her body in the mirror above the sink. She cupped her ample bosom, imagining what they would be like full of milk. She pressed her hand against her stomach and p...

Ian Samples Forbidden Fruit Ch. 02

by ktsema on Sep 14, 2017
Loving Wives

Chapter 02: Ian and Marie's Affair Is Discovered Ian and Marie stole time together throughout the rest of the summer whenever they could. On those rare occasions when Ian's family was all out for the day, and he was at home, the lovers would meet at his house for an hour or so of impassioned loving and fucking. The sex at these times was always incredibly h...

Top 12 Signs Your Lesbian Erotica

by LesbianChickLit on Sep 13, 2017
Humor & Satire

Top Twelve Signs Your Lesbian Erotica Was Written by a Dude: 1. The first piece of information you learn about the object of affection is her boob size, generally in direct comparison to the heroine's. Both are still at least a cup size that's a failing letter grade. 2. Rather than explain to you why such an attractive lesbian is single, he explains why su...

Fifi La Femme: A Pansy at Last Ch. 02

by pris69696 on Sep 14, 2017
Transsexuals & Crossdressers

Chapter 2- Missing Big Frank Coming Out Telling our wives wasn't easy especially for me who had seduced Shirley's gorgeous hetero husband by dressing up in my wife Doreen's lingerie and make-up and offering him full homo sex as a limp wristed effeminate lady-man. It was my first experience as a queer and when Frank asked me to marry him; to be his gay wi...

But I am NOT Gay

by JSipes on Mar 20, 2018
First Time

INTRODUCTION: Dan is a very large young man with a very large cock. He was a high school football star and had his way with any girl he chose. Dan loves everything about girls; their tits, their ass, their legs and their sweet smell. When word spread that he was packing a lot of meat, he was swamped with girls wanting to date him. With so many girls throwin...