Prostate Milking Machine Stories

58,130 results
Orientation
Length
Source
Infinite Scroll

An Unexpected Examination

by ElRoylk on Sep 13, 2017
Fetish

"And this is permission for you to see a Physician's Assistant. If you'll just sign there, we can get you all finished up." The intake receptionist pointed to an electronic pad. "Great! That's it. If you want to take a seat in the reception area, we'll call your name. It shouldn't be too long. In the meantime, here's some literature on the procedure. Your d...

Jessie Lee, Butterfly Tactics

by DoxyTrainer on May 22, 2019
NonHuman

The following story takes place after Once and Future Bimbo Pt. 04 and at the same time as Cum Dumpster Finds Her Way Pt. 03. It shares characters from the above stories, and the troll Phil winds his way through those stories and Kallie Takes the Lead Pt. 01-05. Jessie Lee is futa. If that's not your thing, this isn't the story for you. *** Oh, my freakin...

Cowper's Gland (The Ultimate Lube)

by jasliz on Sep 15, 2017
BDSM

My wife is very kinky; I'll say that right now. She likes dominating me and teasing my body until I scream for release. She says it's for research... her own. Since she calls it research she institutes 'controls', basically the controls are me tied up so I can't touch her or myself. She made me set up a table in the basement with padded straps for my wrists...

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...

My Massage

by LynnGKS on Sep 17, 2017
Loving Wives

Growing old is not for sissies. I lay on my belly on the urologist's table with the nurse's strong index finger up my ass massaging my prostate and my useless pecker hanging down and swinging over an emesis basin put there to catch the juice. It was Wednesday afternoon and like every Wednesday afternoon my boggy prostate was taking punishment it didn't deser...

Crossdresser's First Anal Orgasm

by ksha on Sep 16, 2017
Anal

A young man still experimenting with his body, found a new fetish he enjoyed quite a lot. He found the joys of anal masturbation. He had heard rumours of an orgasm so wonderful it would leave you shaking afterwards. He was in search of his very first prostate orgasm. This is the story of the first time this young man would discover the joys of prostate pleas...

Dressed for Disaster: The Sequel

by thrillerauthor on Sep 14, 2017
Transsexuals & Crossdressers

FORWARD: This is the third of five episodes of the Dressed for Disaster saga, immediately preceding “Vendetta’s Diary.” Patrick Summers wandered the streets of lower Manhattan in an aimless fog, the chaos surrounding him a lurid backdrop for the turmoil between his ears. He had just suffered two tremendous shocks: his narrow escape from the collapse of the...

Nocturnal Anal Stimulation. A Study

by suppleWriter on Sep 17, 2017
Fetish

Note: this is a story, fiction. None of the facts are correct, and all the names are false, invented. So enjoy! (Re-posted with the above clarification, and links deleted). Nocturnal Anal Stimulation in Orgasm-Denial Relationships - A Study NOCTURNAL ANAL STIMULATION IN ORGASM-DENIAL RELATIONSHIPS. A STUDY BY: Willsoin,D.E., Arangji,T.F - UCNYCE - Dept...

Mother Mistress Ch. 07

by JamesLacy on Sep 12, 2017
BDSM

This story is the property of the author. It is not to be changed in any way, nor published or shown at other web sites without the permission of the author. Feedback and comments to; James Lacy at the address in his profile. All comments appreciated. Earlier, Mother Mistress had called Cindy to tell her that she and Jane decided to spend another two week...

The Pleasure Dome

by Writer2000 on Aug 21, 2018
First Time

My name is Alan. I turned eighteen last week and my friends all clubbed together to buy me a one-day pass to the Pleasure Dome. This has been a tradition for the last ten years since virtual sex went mainstream around 2025 when I was born. Beyond a few kisses and some clumsy groping with girls at school I had no experience of sex. That is, apart from jacking...