Prostate Milking Stories

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The Versatile Student Ch. 01

by atlanticsexual on Sep 16, 2017
Fetish

My hands trembled as I opened the envelope - I read it - experiencing immense joy but also stressed out of my skin - I had been accepted to the UWO [University of Western Ontario] business school for their MBA program. So, I'll have to live in London Ontario for the next few years. Where will I stay? How can I afford it? I already had a student loan for my...

Today with estim, porn and toys

by jy55 on Mar 23, 2020
Toys & Masturbation

I'm had a session today which definitely involved ass play. It was magnificent. Started the blowjob porn, then being hard I lubed up, and got my mouth fuck toy and used it to emulate the motions of the women on camera. 45 minutes of that and I was literally dripping in it and on myself. Then I stopped with that and edged with my hand for about 20 minutes, j...

How Tantra Cured My Prostate

by axxeman on Sep 13, 2017
Erotic Couplings

Oh no! I came too quickly! And for the third time in a row ... something wasn't right. Sex between me and Tammy was wonderful, up till last week, that is, when I started prematurely ejaculating. I was starting to panic so I went to visit my doctor and he told me that it was normal. It could be the result of many different factors; some kind of mild prostat...

The Clan Pt. 03

by Bullwip on Sep 14, 2020
Erotic Couplings

... She began to tug and squeeze at the root of him, generating a rich foamy lather in the process. His phallus expanded, filling her hands quickly, reaching out and upwards to nearly three times its flaccid length in less than a minute. It was the change in girth that impressed her, however, more so than the length. She mused briefly what it would be like t...

The Doctor Was In

by magichands on Aug 19, 2017
Exhibitionist & Voyeur

I was just 19 at the time, Sherri was 18. We had dated off and on through high school, and I managed to snag a good job. So it was time to choose a wife, and I was happy when she smiled and said yes. Sherri is a tiny woman, just 4', 10" tall. I could almost encircle her waist with my hands. But her breasts are overly large for her 93 lb frame, with not a h...

The Experimenting Fiance

by erogeek on Nov 11, 2020
Cheating Spouses

This is currently a work-in-progress. Updates to the ongoing story and paths, with reference dates, will be included here on the first page. Any questions/comments/compliments/insults are welcome via chapter comments and private messages, don't hesitate to reach out if you feel inclined! This story has multiple flags and variables that will influence how the...

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When Sara Met Bob Ch. 04

by yellowfrog on Sep 14, 2017
Fetish

PART IV: Sara sculpts Bob's lovely penis Days turned to weeks, weeks turned to months and Sara derived ever-growing joys from milking Bob's prostate. The implanted micro-devices gave Sara the ability to massage his prostate remotely, be it from a distance in the same room, to the other end of the bar at the shemales saloon they frequented often, and even ov...

Master Jakob and Seth Ch. 08

by and9993 on Aug 14, 2018
BDSM

Chapter 8 - Plugged and Milked Training Day 5 - Wednesday I woke up next to him with one of his arms still holding me. I stayed motionless. I knew it was time to get up and start my morning routine but I wanted to stay in this moment as long as possible - being held with his cum still inside me. I reflected on the decision to commit to him. Although there...

Info to FemDom

by johnnuttall on Sep 25, 2017
BDSM

The Beginning It was normal day on the road. I was working out of the Los Angles office for couple weeks and I decided I needed to get away from the local staff. There was a local Mexican restaurant in the neighborhood which was nothing fancy but the food was good, it was one of those places you order at the counter and wait for your food. I headed there fo...

March Madness Ch. 06

by jbirdman on Sep 13, 2017
Transsexuals & Crossdressers

This story is not intended for children and if you are not old enough to read sexually explicit material, go away. This story features some elements of female domination (femdom), teasing & denial, chastity training, mild bondage, creampies, cuckolding cross-dressing and a few other fantasies of mine. I hope you find it entertaining, but if you might be offe...