Gay Prostate Exam Milking Stories

55,123 results
Orientation
Length
Source
Infinite Scroll

Roommate

by Cyanlot on Sep 12, 2017
Transsexuals & Crossdressers

In retrospect, I realize that I probably should have planned ahead. I mean, who heads off to graduate school with everything he owns in his old station wagon—a hand-me-down from his parents—and no idea where he was going to live? But I wasn't much for planning and, usually, things worked out okay anyway. So, I checked in at a cheap motel and hit the student...

Inheritance Includes a Houseboy Ch. 01

by walterio on Sep 13, 2017
Novels and Novellas

AUTHOR'S NOTE: This story contains encounters involving gay sex, bi-sex and straight sex which is why it was categorized under Novels and Novellas. ***** PRELUDE I woke up in the queen size bed on Saturday morning and looked over at the lovely person sound asleep next to me. It was a beautiful sight. We were both still naked from the marathon of sex from...

When Two Tribes...

by Nickton on Sep 17, 2017
BDSM

"Well how about that? Frankies! They're playing our song!" laughed Kathy as the DJ announced another 'golden oldie' for the gyrating mass of teenagers on the marquee dance floor. In this case, it was 'Two Tribes' by Frankie Goes To Hollywood. "Shall we show them how it's done?" laughed James, nodding towards the dance floor. "No, I think we've embarrassed...

The Old Bailey

by Darlantan on Sep 13, 2017
Celebrities & Fan Fiction

"Oh God, do we really have to go through another bloody day of this crap? I thought being an international movie star meant you had people to do this for you?" Kate Beckinsale stubbed out a cigarette as she smiled at Tracy Barnem, her personal assistant. Tracy's bright, wide smile brought an answering one to Kate's face as she leafed through some more resume...

Most Often & Most Exciting Sex

by walterio on May 22, 2019
Novels and Novellas

It is my belief that sex happens most often in the office and that it is the most exciting place for it to happen. My experience with office sex began in 1964 and continued through 1990. I still had plenty of encounters from 1990 until I retired but not in the office. Over the years I had sex in my office and in other people's offices. My first encounter wa...

Latex Futa Nuns From Hell Ch. 02

by ChainedToAKeyboard on Dec 2, 2019
BDSM

It was a blazing hot summer day as Jessica trudged down the burning sidewalk, her thick wool habit making the journey much more arduous than it needed to be. That had been the story of her life since joining the Sisters of Guadalupe. It might as well have been the sisterhood's motto. "Harder than it has to be." But not for much longer. Their mission was no l...

So You Want to be a Nurse? Ch. 08

by MicheleNylons on Sep 18, 2017
Transsexuals & Crossdressers

Chapter Eight -- Riding The Matron Matron, Polly, Jean and James watched Michele come down the staircase; She looked resplendent in her red satin evening gown, shoulder-length brunette hair. The split in the side of her dress displayed a lace garter attached to the dark welt of stocking sheathing her shapely thigh; her feet were shod in black patent-leather...

Black On Black Pegging: Try It!

by Samuelx on Sep 11, 2017
Fetish

My name is Jasmine O'Connell Amadou. I'm a six-foot-tall, light-skinned young Black woman living in the town of Randolph, Massachusetts. My father Richard Jones is originally from the town of Montego Bay in the island of Jamaica and my mother Crystal O'Connell is a Boston-based Irishwoman. I've lived in the City of Randolph, Massachusetts, my whole life. I g...

Mrs McKinley's Shopping Trip Ch. 01

by badge_278 on Sep 25, 2017
Fetish

"Yes, just a single glass please." Turning the page of her magazine Mrs McKinley barely glanced at the restaurant operative as he asked whether she wanted one glass or two. The imposing jug of water separated the table, with Nigel meekly hidden behind it. The restaurant guy took his leave, understanding that he would get no further feedback from Mrs McK....

A Good Marriage Ch. 05

by jomar on Sep 16, 2017
Loving Wives

Chapter 5 – Blowjobs In a world where it's safe to have unprotected sex, there is such a thing as...a good marriage. ********** Carrie woke to an overcast morning. She quietly got out of bed and went to the bathroom. Reentering the bedroom she stood at the French doors and looked out at the valley and the bay beyond. She smiled. She was happy. She hugge...