Gay Prostate Massage Stories

GayDemon's Stories: On this page you can find erotic fiction where you can read about men getting their prostate massaged.

Kevins First Gay Experience (ch. 2)

By Mean-Mielie 26 May 2023

Kevin meets Jean in the hardware store and things heat up playing with their tools.

9.4 (50) 2644 15 Min Comments

Emptying his balls all night long

By Kiunga 21 Dec 2022

A young friend asks if he can crash at our house for a few nights while working in the local theatre and after a few post-show drinks, he admits to being bi-sexual and fucks me all night long.

9.0 (79) 8259 7 Min Comments

Drop and Give Me 50 (ch. 29)

By Tradd St. Croix 20 Dec 2022

I arrived at my appointment with Dr. Grant. My improvement was steady but excruciatingly slow. We decided to change course on the sounding. Dr. Grant went into coach mode and told me to drop and give him 50. Hilarity ensued.

9.8 (60) 4013 12 Min Comments

Drop and Give Me 50 (ch. 21)

By Tradd St. Croix 3 Dec 2022

After the most relaxing night's sleep wrapped in Brent's arms, we fixed breakfast. Brent's hairy ass peaking out the back of the apron while he was frying bacon was the epitome of gay domesticity. As we sat down to eat, Brent had a few questions about Dr. Grant.

9.6 (27) 1932 6 Min Comments

Drop and Give Me 50 (ch. 18)

By Tradd St. Croix 30 Nov 2022

I had promised Brent we would resume his ass licking. And being a man of my word, we did. . . .and more!

9.8 (47) 2311 5 Min Comments

Drop and Give Me 50 (ch. 11)

By Tradd St. Croix 25 Nov 2022

I was back at Dr. Grant's office for more treatments. The Olympic training paid off with some impressive stats on my Kegels. I admitted to Dr. Grant that I was no longer a virgin. He was very supportive and offered to answer questions if I had any, and boy did I! When we got to the prostate massage, I had my first real cum shot.

9.8 (51) 3789 4 Min Comments

Drop and Give Me 50 (ch. 7)

By Tradd St. Croix 23 Nov 2022

After completing my sports physical, Dr. Grant started my second round of treatments. I sucked at the Kegel exercises and knew I was going to need to step up my dedication to my dick workouts. During the sounding, I noticed Dr. Grant was sporting wood. He noticed I had noticed but handled it like a pro. The prostate massage went well, but was more volume than distance.

9.5 (40) 3887 6 Min Comments

Drop and Give Me 50 (ch. 5)

By Tradd St. Croix 22 Nov 2022

After the sounding treatment, Dr. Grant explained Kegel exercises to me and told me to take my dick to the gym. We proceeded to the prostate massage. The sensation almost caused me to fly off the table. But after easing into it, I managed to cum, but without any noticeable increase in force. I left his office more horned up than I had ever been in my life.

9.4 (52) 4398 5 Min Comments

Drop and Give Me 50 (ch. 3)

By Tradd St. Croix 21 Nov 2022

After a careful analysis of my condition, Dr. Grant recommended a series of non-surgical treatments: sounding, Kegel exercises, and prostate massage. He assured me it was covered by my insurance. I wanted to get better, so I decided to start the treatments.

8.7 (45) 4641 3 Min Comments

Drop and Give Me 50 (ch. 4)

By Tradd St. Croix 21 Nov 2022

I was nervous as Dr. Grant prepared the sounds and placed them on a sterilized tray. Not knowing what to expect, I gasped when he inserted it. His bedside manner was excellent and put me at ease. As the treatment progressed, I noticed his blue eyes, hairy forearms, and tan skin.

9.0 (59) 4676 5 Min Comments

Simply Red (ch. 4)

By Lil Guy 13 Nov 2022

Max and Gina survive their first week of teaching together and make a couple of new friends.... will Max be outed? Meanwhile, Gina gets settled into her new digs while she and Dylan get to know each other better.

9.6 (122) 1909 19 Min Comments

A Prince's Pride (ch. 4)

By Ottie Otter 29 Sep 2022

Crown City is under attack. The Royal Family takes cover in the throne room, waiting for the attack to subside. Aaron and Milo are given an opportunity to be alone.

9.5 (47) 2247 15 Min Comments

Sexy Muscleboy Molested at the Doctor's Office

By Gameboiii2001 4 Jan 2022

A narcissistic muscleboy shows up to his doctor's office, and gets more than he bargained for as the doctor and his assistant take advantage of his sexy body.

9.3 (145) 30520 26 Min Comments

First time hitchhiking

By JoeyGray 15 Aug 2021

I got a ride from a guy. I was in hi school, hitchhiking home from football. I had heard that the Romans and Greeks could stay in the field so long fighting as they knew how to have man sex where the bottom cums from it. So I asked him, Is it true?

9.1 (99) 6468 10 Min Comments

The Sprinkler Guy (ch. 2)

By timbo 20 Aug 2020

Marco is a man of his word as he shows up two weeks later at the same time, however, this time he brought more friends than I had ever expected.

9.7 (45) 2811 17 Min Comments

Ancestral (ch. 22)

By Furball 15 Jul 2020

After the shock of the ghostly encounters during the evening, Ben helps Joey relax and get his mind off the mystery surrounding them.

9.8 (34) 960 7 Min Comments

I Said Yes (ch. 75)

By Matt Lawrence 1 Jun 2020

San Francisco Rendevous (85)

9.6 (16) 486 9 Min Comments

Werebear (ch. 15)

By Furball 22 May 2020

The shaman gives us more of the bear's backstory, and drops a bombshell.

9.6 (26) 944 8 Min Comments