Gay Prostate Stories

30,137 results
Orientation
Length
Source
Infinite Scroll

Self-spanking Science

by Ashesh9 on Sep 17, 2017
BDSM

Science, Spirituality, Self-spanking for the Male Why are a large number of intelligent, red-blooded, seemingly Dominant Males secretly submissive, masochistic slaves to cruel women, wives, girlfriends, prostitutes, professional mistresses, phone dommes, just dommes, dominatrii, Bitch Goddesses, Mistress Wives, Female Owners, Queens, Mistresses, Goddesses,...

My Prostate & Me

by lord_jefe on Sep 18, 2017
Anal

Well, it all started about 20 years ago. I'm not sure if you know how tech support works. For me, I had either 10 calls or none. One day—I had 15. This is why tech support people burn out so fast. I had worked my ass off. I was tired, horny and had no girlfriend. So I went to a rental girlfriend place that I'd been to once or twice before. You walk in and t...

Call Me, Lover! Ch. 02

by twistedthoughts1978 on Sep 14, 2017
Transsexuals & Crossdressers

This is the second chapter of an ongoing fantasy. All people mentioned are 18 years of age or older. I recommend if you are just reading this that you read the previous chapter (Call me, lover.) to get the baseline. It has been almost a year since that Friday afternoon when my whole life changed. The year has flown by with how busy I have been. I had been...

Search for a Great Prostate Massage

by massageguy64 on May 29, 2018
Fetish

This story meanders a bit, through a number of experiences, but the end is a bit shocking. At least for me. This story, like all my stories comes from my personal experiences. Including the final one which was just this afternoon. All of the names and locations have been modified. ***** My first submission started with me standing outside an asian massage...

Girl Checks Recruits for Hernia

by prevacker on Aug 31, 2017
Exhibitionist & Voyeur

Nancy Friday, I loved your books and have reread all of them, and some parts I have marked to reread on special occasions, but I do have my own fantasies, and one of them (a favorite) seems different from the ones in your books. I am a thirty-something mother of two sons, with a husband I have loved pretty much since the day I met him in school. He can be a...

How to Ejaculate Like a Young Man

by Whispor on Nov 26, 2019
How To

I've always been self-conscious about the size of my penis and testicles. I'm on the small-to-average size, but always been able to sexually satisfy all of my lovers. One aspect of my sexual function that I've always been personally proud of has been the volume and force of my ejaculations. The amount of semen I would produce can only be described as "copiou...

How to Buy a Sex Toy - FOR MEN

by Noira on Sep 25, 2017
How To

Author's note: This is for you, anonymous! You asked, you receive! Now you too can know just as much as I know about male masturbatory aids! — Fap... fap... fap... sigh... fap... fap... sigh... aw, is my poor little baby getting sick of using his hand to jerk off? I'm sorry to hear! What is that you say? You can't get laid? Awww. But that's okay! Because...

A New Gay Neighbor

by prevacker on Aug 18, 2017
First Time

Although I have never considered sexual interaction with another male, I have fucked my ass with a (big) wooden dildo, and know that the prostate massage (with a little help sometimes) will cause me to ejaculate. A gay guy named Fred bought a house next door to where my wife and I have lived for several years, and he really is "pretty" but also masculine....

The Doctor Is Hot

by Leezy on Sep 16, 2017
Anal

My name is Greg, and I am a 38 year old married man. I have a story which I think you will find interesting about a recent encounter with a Doctor. I needed a complete exam to qualify for a new insurance policy. I do not have a regular primary care Doctor, so I just did an internet search and found a Doctors office near my business. I made an appointment fo...

Massage What?

by MightyCasey on Sep 19, 2017
How To

How to initiate prostate massage into your relationship. This is what worked for me without a large amount of ass-pain, pardon my pun. I'm not obsessed with my prostate or anything, but it's nice to have a wife doesn't mind giving me an occasional prostate massage. My wife of twenty five years Gwendolyn is a real cutie, she has always been a great lover...