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.

After that Day

By John Carter 16 Jul 2026

What happens when John goes to the doctor for a prostate exam that changes his life forever.

9.2 (69) 3089 19 Min Comments

Nested: Cocks of Stone (ch. 6)

By S. Lurpay 4 Jul 2026

"Dildos rise from chairs and slide into tight asses, adjusting perfectly with slow thrusts. Hot cum floats in clouds, swallowed straight from the air—intense cock worship and prostate play in a surreal stone world.

9.3 (2) 417 44 Min Comments

Pleasure and Pain (ch. 2)

By Topofthehill 2 Jul 2026

It’s in this treatment that I find surrender, The sound, a sweet reminder Of heights I never pondered.

9.8 (42) 2218 18 Min Comments

Pleasure and Pain

By Topofthehill 2 Jun 2026

20 year old Troy needed the P&P treatment for his unexpected E.D.

9.6 (69) 4699 17 Min Comments

Sam's Sacrifice (ch. 2)

By PainPley 1 Jun 2026

Sam's new abuse continues with the addition of Sir Luke's friend where the test Sam's aptitude to both please men and suffer at the same time.

9.3 (21) 1698 9 Min Comments

The Price of No

By Bull Breaker 6 May 2026

Autonomy shatters when surgical blackmail strips a celebrated athlete of his freedom. Delivered into an industrial harvesting pipeline, his body is clinically assessed, systematically exhausted by male handlers, and locked in steel. His internal collapse is absolute. A new hierarchy takes hold, and the conditioning has only just begun.

9.1 (37) 5197 57 Min Comments

I came all over my new Doctor

By Will Bottom 2 May 2026

My father started nagging me about getting a doctor immediately after I accepted a job offer. My girlfriend made the same comment. She was a junior in college studying pre-med.

8.8 (86) 6127 5 Min Comments

The Protocol (ch. 2)

By Great Dane 22 Apr 2026

A straight man on his knees for the first time, being rimmed, fingered, and slowly opened by a man who knows exactly what he's doing. When he finally begs to be fucked, everything he thought he knew about himself becomes negotiable.

9.7 (63) 4523 22 Min Comments

Big Daddy Cock, Prostate Pounding

By Prikz 31 Mar 2026

As a novice gay porn star I was a little apprehensive about doing a film with an older man with an enormous cock. Mind you as soon as I saw it our initial meeting soon turned into a fantastic fuck session.

9.2 (73) 3954 11 Min Comments

Gay Summer Holiday (ch. 9)

By StrykerJ 7 Mar 2026

To clear his mind, Chris took a weekend off from building. He helped out at the ferry to let the sea breeze clear his brain. But even those days were filled with people trying to force themselves into his pants. Not that the bronzed, headstrong 19-year-old builder minded. But some guys take what isn’t given willingly. Sun, Sea, Music… and Sex.

9.7 (48) 1143 18 Min Comments

The Keyholders Club (ch. 12)

By Great Dane 6 Mar 2026

Three years after surrendering his release to his Keyholder, Josh receives the ultimate wedding gift. On their long-awaited wedding night, Caine pushes his caged husband beyond anything he has ever known, a mind-shattering orgasm that proves devotion and domination can collide in one unforgettable climax.

9.5 (17) 1789 19 Min Comments

Taming Mohit Bhatt (ch. 5)

By Indian Edger 28 Feb 2026

A white, semi-sheer muscle-fit t-shirt he sometimes wore for home workouts: the fabric so thin it turned almost transparent when damp, clinging to every ridge of his pecs and abs.

8.8 (7) 972 13 Min Comments

The family business: a story from a free use world (ch. 3)

By ThatSmutAccount 8 Feb 2026

Dominic loves his children and is so proud of their accomplishments, especially Brian's, after all: Dominic himself never went to college, his baby boy is so much smarter than him. And, as all fathers, he is worried that he makes the right friends, so what better method than to test them himself? Part 3 of 4.

8.8 (27) 3222 18 Min Comments

Fit To Be Tied

By Jak0b 17 Dec 2025

Girlfriend ties up beefcake boyfriend and lets others play.

9.5 (120) 12532 38 Min Comments

The Lost Jock (ch. 10)

By Edged Bound 14 Nov 2025

Sebastian was the star quarterback, the golden boy. But when his parents discovered he was gay, they kicked him out. He responds to an online ad for a job on a farm, and his employer is everything he’s ever dreamed of. As he uncovers more of the man’s secrets, he will be thrown into a world of submission and domination.

9.6 (39) 2774 10 Min Comments

To New Experiences (ch. 10)

By Topofthehill 26 Oct 2025

The end of the series a bit of everythying, yes but it was always a love story.

9.4 (24) 3257 32 Min Comments

The Lost Jock (ch. 7)

By Edged Bound 24 Oct 2025

Sebastian was the star quarterback, the golden boy. But when his parents discovered he was gay, they kicked him out. He responds to an online ad for a job on a farm, and his employer is everything he’s ever dreamed of. As he uncovers more of the man’s secrets, he will be thrown into a world of submission and domination.

9.5 (48) 3449 12 Min Comments

Tight Young Hole and Two Big Old Man Cocks

By Prikz 12 Aug 2025

Jack was on a fishing trip with his uncle and step dad knowing that it would be a good excuse for sessions of gay sex

9.5 (34) 11552 17 Min Comments

Prostate Sexamination

By Prikz 6 Aug 2025

Going for my first prostate exam turned into an unforgetable sexual experience.

9.2 (99) 9016 5 Min Comments

The Soliciting Solicitor (ch. 5)

By Dave Alexander 5 Jun 2025

I quit work, do some more backpacking, enroll in a Masters degree, and pay for it all by doubling down on my sex work, with clients old and new.

9.2 (18) 1950 17 Min Comments

Doctor Gives Me a Handjob & Rectal Exam

By Aussie "Speedo" Guy 21 May 2025

The Doctor told me to strip down to my underwear (speedos). There was no hiding my raging erection as I stood there in all my glory. Once the medical exam was finished, The Doctor offered to help me with my erection...

9.1 (58) 6816 5 Min Comments

Gym Seduction (ch. 2)

By lickme 10 Mar 2025

We meet again in the gym for some nighttime fun

8.7 (41) 2927 2 Min Comments

Ollie's Test (ch. 2)

By Mark Mortland 8 Mar 2025

Corey finally gets Ollie out of his clothes and way out of his comfort zone. The test doesn't get more personal than what happens next. Is it safe for Ollie to put his faith and trust in Corey to lead him through this intimate and exposed experience with a minimum of embarrassment?

9.7 (82) 2506 29 Min Comments

Dude's gotta pay his debts (ch. 14)

By Dave Alexander 21 Feb 2025

Dave's contract with Cerberus is at an end, and his birthday is celebrated with him bound and used to supply fluids for a large men-only cocktail party. Later, on returning to London, he is reunited with Leroy The Thug for a couple of rough fucks...

8.9 (12) 3876 18 Min Comments

Rainbow Palace Apartments (ch. 5)

By Inglish093 14 Jan 2025

Carson uses the key Mario gave him to his apartment. Read the story and find out about his adventures at Rainbow Palace! It’s a hell of a ride!

9.6 (14) 1269 11 Min Comments

Rainbow Palace Apartments (ch. 4)

By Inglish093 13 Jan 2025

The drama, mayhem, debauchery and sexual antics continue at Rainbow Palace. Read the story and find out who fucks who! It’s lots of fun!!!

8.8 (20) 1195 18 Min Comments

Training Us (ch. 2)

By Topofthehill 29 Aug 2024

Julio can't shake the gnawing doubt in his stomach—what if he can’t handle it? What if he fails? This isn't just about sex training anymore; it's a test, a challenge that feels far more profound. As the tension between anticipation and fear builds, Julio realizes that what lies ahead isn't just about physical endurance but about facing something deeper. Will he prove himself, or will the weight of expectations be too much to bear?

9.6 (90) 6369 14 Min Comments

Training Us

By Topofthehill 28 Aug 2024

Julio's life has always been defined by sports and the close bond he shares with his family, particularly his older brother, Chris. But when Chris introduces him to an unconventional "training" method to build sexual stamina, their relationship takes an unexpected turn.

9.5 (107) 10947 14 Min Comments

California Art School (ch. 5)

By Topofthehill 26 Aug 2024

When Art is summoned by Dean Russ, he becomes entangled in a dark web of power, control, and forbidden desires. As fear, shame, and arousal blur, Art must confront his identity and the lengths he'll go to protect his future in this intense exploration of submission and dominance.

9.4 (54) 3428 14 Min Comments

California Art School (ch. 4)

By Topofthehill 23 Aug 2024

Art’s world is turned upside down as he grapples with unexpected desires sparked by his close friends Micheal and Shawn. As he’s drawn deeper into a web of pleasure and shame. He struggles with his sexuality.

9.6 (71) 3848 16 Min Comments

Tops on Vacation (ch. 6)

By Topofthehill 21 Aug 2024

As the lines between friendship and dominance blur, Scott reveals a side of himself that forces Dustin to confront the darkest corners of his soul. Bound by submission, marked by a new identity, and pushed to the limits of pleasure and pain. This final chapter is a rollercoaster of emotions that will leave you breathless and wanting more.

9.5 (108) 6493 25 Min Comments

Streaming Service

By Topofthehill 20 Aug 2024

Tom’s life takes a dark turn after he accepts a friendly invitation from Jeff, a man he meets at the gym. What begins as a casual encounter quickly spirals into a nightmarish ordeal as Tom finds himself drugged, restrained, and at the mercy of Jeff’s twisted media empire. With cameras capturing his every move and an audience hungry for his humiliation.

9.3 (167) 10370 22 Min Comments

California Art School (ch. 3)

By Topofthehill 19 Aug 2024

Art struggles to understand his true feelings. As the boundaries between dominance and submission dissolve, Art is forced to confront his deepest fears and desires. But with guilt gnawing at him, he realizes he must face Michael and his own inner turmoil before it consumes him. Will Art find the strength to take control, or will he continue to lose himself in the overpowering allure of forbidden pleasure

9.5 (76) 3436 5 Min Comments

California Art School (ch. 2)

By Topofthehill 17 Aug 2024

Arturo wakes up to a shocking reality after a wild night with his best friend, Michael. Confusion and desire collide as he struggles to make sense of their intense encounter, leading to a dangerous challenge that will test the limits of their friendship.

9.6 (103) 5075 14 Min Comments

California Art School

By Topofthehill 16 Aug 2024

Arturo, known as "Ponyboy" to his friends, thought he knew who he was—a driven art student, toughened by childhood traumas, and comfortable in his skin. But a wild, drunken night with his best friend Michael and a seductive, uninhibited woman named Sara challenges everything he believed about himself. As boundaries blur and desires surface, Art finds himself spiraling into a raw and intense exploration of identity, sexuality, and friendship.

9.4 (120) 7336 14 Min Comments