Gay Prostate Milking Stories

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Mother Helped Me to be Bi

by Popper_Papa on Mar 25, 2019
Gay Male

Editor's note: this story contains scenes of incest or incest content. ***** I was a Senior in high school and 18 years old when My Mother brought home another stranger for me to service. He was tall, fit and handsome. In his forties, he had salt and pepper hair with a shaved 8 inch monster cock! To help teach me how to suck cock, my mother had shown me a...

Brother-in-law Helps Me Get Well

by Rockahula on Feb 25, 2019
Gay Male

Editor's note: this story contains scenes of incest or incest content. ***** My name is Rob. I'm 30 and I work from home doing graphic design for a small greeting-card company based on the east coast. I'm also bisexual, which is to say, I have had girlfriends and boyfriends, some just friends, some lovers. I have a one-bedroom apartment over on the west si...

The Lawn Rangers Ch. 11

by texaswade on Sep 14, 2017
Gay Male

My girlfriend Claudia had helped me and my best friend John celebrate his birthday by participating in a threesome with us in my grandfather's cabin the past weekend. She had discovered the secret of our play time, but had been surprisingly cool learning her boyfriend was fucking his best friend. John and I went about our work that following week like noth...

Slut Becomes Him Ch. 07

by Fiish on Jan 28, 2019
Gay Male

I always wondered how someone could turn into a full-blown slut. What could cause a person to submit and become a helpless, drooling, groveling cock slut begging for every last drop of cum? Embarrassingly enough, I learned how. I, Damien, had become that slut. And, Rodrigo helped pound me every last inch of the way there. Sure, he fucked me once before, bu...

The Hole

by iamacocksucker on Sep 14, 2017
Gay Male

(Message written to an online forum) Hello, gentlemen. I found this awesome forum just a little while ago, and I thought I'd introduce myself. I don't have a real name any more, but I am addressed most frequently as "hole" and "cumdump." Actually, although you can't see it in the picture below, "cumdump" is tattooed on my back. So, about me: I am twenty-fi...

Suddenly Last Summer

by LynnGKS on Aug 18, 2017
Gay Male

My name is Dan Morton. I am single and a junior partner in a large CPA firm in San Diego, where I have worked since graduating from college two years ago. I live in a neat condo complex close to the beach, with a nice exercise room and pool. The exercise room is important to me because I'm into body building -- not extreme stuff - just good muscle tone. Mo...

The Hanky Code Pt. 08

by His_fag_wife on Sep 14, 2017
Gay Male

A round of applause went through the room accompanied by some cheering. It seemed I had done well as Masters' pig. As I squatted, completely spent, with my ass pussy completely filled by the huge barrel, filled with nearly 2lbs of rubber, not just stretching my actual pussy but also my insides. My lips still covered in cum and piss, I was still involuntaril...

Curious No More Ch. 06

by bicurve on Sep 25, 2017
Gay Male

Sorry for the delay again! Keep the feedback coming -- good or bad and I almost always write back to anyone who sends me feedback - eventually. Don't forget, these are based on my real experiences. We have a lot of catching up to do... * The rest of the afternoon continued on in a very hot fashion. I took turns sucking their dicks and letting them fuck m...

I Think I'll Keep Him...

by reallife4me on Dec 24, 2019
Gay Male

Now, I could sit here and bore you with every other little detail. How I got where I'm at in my 45 years of life. How I'm a rather tall guy with handsome features. I could also tell you about all my failed relationships but all of this would take forever. I could also tell you about how I built my company from the ground up, creating one of the most success...

My Angry Tenants Ch. 09

by rae121452 on Nov 7, 2017
Gay Male

One day, as I was going into my building, the neighbor flagged me down and told me that for several nights in a row he'd seen someone lurking in the dark area behind my apartments. I waited until Ron and Gary came home, passed the information on and we all went outside to see what we could see. There was an overgrown hedge that ran the length of the back a...