Massages Prostate Stories Stories

72,520 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

The Last Frontier - I Hope Ch. 01

by massageguy64 on Jun 19, 2019
Erotic Couplings

So if you have read my work you know that I mostly write about my experiences getting massages, mostly Happy Ending massages. These are all true stories, and I hope my writing reflects that. While a lot of these happen while I travel for business, they also happen at home in Texas. Sometimes they are basic hand job happy endings and sometimes they are full o...

First Erotic Massage

by massageguy64 on Sep 12, 2017
Exhibitionist & Voyeur

This is a true story, for reasons that will become obvious, it isn't one I can share with friends... "What am I doing here" I wondered. I was standing outside a sketchy building in a light industrial area in Houston that was an oriental massage parlor. This was going to be my second attempt at an erotic massage, and the first attempt was mortifying. There h...

Exploring Sexuality: A Pegging

by silkstockingslover on Sep 25, 2017
Anal

Summary: Husband is pegged by sister-in-law with wife's permission Note 1: Thanks to Robert, goamz86 and Wayne for editing. Exploring Sexuality: A Pegging I was almost in the city when my cell rang. I glanced at it and saw it was my sister-in-law Sabrina. I sighed. I loved Sabrina, but since her divorce she had been as exciting as a Nicholas Sparks mov...

Four Handed Mystery

by BillsTheName on Sep 11, 2017
Anal

Note to the Reader: Without giving the story away I will tell you that I wavered back and forth between Anal, Toys and Masturbation, Group Sex and even Fetish for this story – finally settling on Anal. Just to reassure the male public, I will tell you ahead of time that it does NOT include strap-on sex, so rest easy gentlemen. This story is a slight departur...

Amateur

by magmaman on Sep 17, 2017
Loving Wives

{This doesn't fit in any category, most of what I write doesn't seem to. So, since my wife Debs is involved, "loving wives" it is. Is there any truth to this? You figure that out, I did ask Sherry if I could write it and she laughed and told me "Sure, as long as you don't mention my real name." So. "Sherry" it is. I would change Debra's and my own name als...

Another Transsexual Massage

by massageguy64 on Dec 11, 2018
Fetish

These are true stories, with the names changed. I wrote a few months ago about a surprise I had when I went to a woman's apartment for a massage. It was entitled "Search for a Great Prostate Massage". You can read that first, if you want, I think the title of this story may be a spoiler alert... I was let in to her apartment and she was decked out in a ver...

Special Massage

by Doctor O on Sep 25, 2017
Erotic Couplings

"Hey, Missy, this is Steve." "Hi, Steve. Need to schedule an appointment?" "Yeah, I'm really tied up in knots," was the reply. "Any chance you can see me this afternoon?" "Yeah, I have an opening at 3:30, will that work for you?" "No, sorry. I've got a client coming in then. O...K...well, maybe I can catch you next week. I'm pretty busy. Tell you what; I...

When Sara Met Bob Ch. 02

by yellowfrog on Sep 14, 2017
Fetish

PART II: Bob learns to sip Sara's pee and Sara explores his prostate. * Our first night together was one of unblemished bliss. Spooning Bob all night, I felt his breathing and his heartbeat. With the first rays of morning I knew we both had to rise and shine for the day ahead of us. Neither wanted to get up, especially not me. On the other hand, my bladder...

Aural Sex

by Captain Midnight on Sep 16, 2017
Toys & Masturbation

Thanks to the lady (whom I will not further identify – some things ought to remain between us) for her suggestions! Bill Clinton was a-lying through his teeth. "I did not have sex with that woman, Monica Lewinsky," he said in an oft-parodied press conference. His many political enemies used that statement as the focal point for his impeachment. It's not li...

Sex Shop

by rampe on Mar 18, 2020
Fetish

I am a single guy about forty years old. I don't have regular sex contacts so I often masturbate. Sometimes I like to have something extra in my solo games. I have bought some accessories like lube, gloves and anal toys. My ultimate goal is to have a prostate orgasm which I never have had. I have a few prostate toys and they feel good but orgasm without to...