Gay Fisting Stories

GayDemon's Stories: On this page you can find erotic fiction where you can read about men getting fist fucked and extreme assplay.

Ivy League Math Papi (ch. 2)

By pervertedwriter 3 Nov 2025

Daniel goes to see Mr. Herrera at his home. He finds himself helping his teacher with a rather wet task.

8.8 (14) 1370 15 Min Comments

Ivy League Math Papi

By pervertedwriter 2 Nov 2025

Daniel is a straight A student, but a new teacher causes his grades to go down. They find a solution for it amidst extra classes and tutoring. Daniel discovers Mr. Herrera's secret pictures and messages after his final text; both of them promise to try and meet in a more private setting.

9.3 (24) 2203 19 Min Comments

A.S.S (Anal Stretching Society) (ch. 3)

By pervertedwriter 1 Nov 2025

Leon finds Nael and they have their first intimate night together. Despite insecurity, they share their pervertedness finding a deep connection in their love for anal destruction. (I need to ask you guys if you're enjoying the dirty verbal or if I should make it cleaner! Have fun with this more extreme one as requested!)

9.6 (18) 2635 19 Min Comments

A Boy's Anal Cybertronic Affair

By Mr.X 30 Oct 2025

Ty Heads off to University to explore his gay sexuality away from the religious bounds of his strict parents. He needs a job and finds what at first appears to be a cleaning position in the Tech Wing at Queens. Soon, he realizes it's the true goal to participate in sex studies for the CAME institute( Carry on Story from Highschool Doctor Drainage)

9.7 (67) 3824 22 Min Comments

Twunk Academy Fraternity Dorm (ch. 3)

By Mr.X 29 Oct 2025

Damon finally experiences the incredible anal fisting pleasure and cum eating like you can't imagine. He is an incredibly brave young man, as he announces to the entire school all that happens in the YUMFED. Will the school close and disband, or will the under-18 pledge to stay pure until that wonderful 18th birthday release!

9.6 (22) 1587 14 Min Comments

A.S.S (Anal Stretching Society) (ch. 2)

By pervertedwriter 27 Oct 2025

Leon goes to the Annual Sons of Sodomy Ball to search and find his partner. He meets Gabe, a mysterious black man and encounters Jake and Christian once more. Amidst their traditional dance, Leon finds a charming latino man. (Thanks a lot to the readers who are appreciating and liking my writing!)

9.2 (35) 2359 8 Min Comments

Anal Exploring Nudist Neighbor Besties (ch. 5)

By Mr.X 27 Oct 2025

Well, what are the chances? Caitlan's home... You will have to read to find out why. She joins the boys with her big cock as she and Pauley reveal their long-held secret love for one another. A fabulous foursome and DP Spit-roast erupts, followed by double boys in the sling taking double punch fisting cums.

9.5 (18) 1598 12 Min Comments

A.S.S (Anal Stretching Society)

By pervertedwriter 26 Oct 2025

Lonely and craving connection, Leon discovers an invitation to the secretive A.S.S. (Anal Stretching Society), a group promising brotherhood. He's interviewed by partners Jake and Christian ending up in a test to join the organization. It's the beginning of his extreme anal adventure!

9.5 (43) 3675 16 Min Comments

Anal Exploring Nudist Neighbor Besties (ch. 4)

By Mr.X 26 Oct 2025

Billy and Mark have a fun cleansing with Pauley, negative inverted cock caged, making like a cum factory. They delve deep into their young male feral wild beastly natures and surrender their bodies to each other for total uninhibited pleasure. They suck, fuck, fist, and DP with Pauley milking the two boys off. Suddenly, Caitlin is there watching.

9.4 (21) 2580 14 Min Comments

Saving The Twink and ... (ch. 15)

By Mr.X 24 Oct 2025

The Finale! Carter and Ethan tie up loose ends with the mob. Carter has a new, almost devilish persona. They enjoy incredible group sex and extreme fisting and ejaculate taking more hands and arms than is humanly possible. The cum is flying continuously down throats and up boy-cunts, exactly where it is supposed to be.

9.3 (13) 949 22 Min Comments

Sir William's Barn (ch. 4)

By Baltcumcump 24 Oct 2025

A fourth visit to Sir William’s barn is the most wicked yet. Whipping, flogging, CBT, fucked and bred and wildly fisted, Sir William know how to treat swine faggots like me.

9.1 (22) 3195 20 Min Comments

A Fort Nite (ch. 6)

By Michael Dee 19 Oct 2025

Dale finds a partner in the fist room at the club

9.5 (18) 1491 8 Min Comments

Saving The Twink and ... (ch. 14)

By Mr.X 18 Oct 2025

Carter is healing, sore and swollen. Not too injured to insist on a great Fuck, suck and Fisting cum ejaculation orgasm like he has never had before. Post days of sex, they chat about new adventures and resolving it all once and for all with Patrick and the mob!

9.6 (17) 758 17 Min Comments

Real Time Sex Club Slut - A True Story

By Baltcumcump 16 Oct 2025

I went to a local steam room/sauna wearing my cage. I was fucked and bred many times. Then I was fisted. This is a true story.

9.5 (37) 6210 22 Min Comments

The Rugby Team's Toy (ch. 7)

By rt1047 29 Sep 2025

Blake invites Derek up to his parent's lake house for the last weekend of summer, and begins to test Derek's limits

9.6 (41) 5599 12 Min Comments

Master James’s Trough

By Baltcumcump 25 Sep 2025

I finally had Master James to myself. A PNP fisting session that literally stretched my horizons. Double fists, triple fists, feet…I never knew my hole was so elastic!

9.4 (33) 3777 18 Min Comments

My dom top boyfriend (ch. 4)

By Fabijan Fistonic 20 Sep 2025

Michael is used for fisting practice lessons run by his boyfriend, Sean.

8.6 (32) 4492 4 Min Comments

Twunk Slut in Sitges (ch. 2)

By Fabijan Fistonic 19 Sep 2025

Michael and Danny get their holes destroyed by Barry and Steve

8.6 (13) 1812 4 Min Comments

Twunk Academy Fraternity Dorm (ch. 2)

By Mr.X 15 Sep 2025

There are Twink orgies, and then there are Twink Orgies! Damon gets his ass bred and throat filled repeatedly with boy-cum. The room of 73 boys' wild orgy and cum storm is like nothing he ever imagined. What he yearns for is the beautiful red and pink rosebud, and soon after bred by 72 boys (18+) that is what he will get!

9.7 (53) 3207 18 Min Comments

Skater Snooping on the College Prof’s Sex Toys (ch. 4)

By Mr.X 7 Sep 2025

Tommy, Eddie, Seth and Chase get eaten, plowed, Fucked, dildoed and Fisted deep in their ballrooms by Tommy's Daddy and Doc Jordan. They experience cock stuffing and sounding with caged chastity, cum and piss eating in the wildest four-boy (18+) and two much older men orgy!

9.7 (46) 3433 28 Min Comments

Being A sissy Slave For Money

By yourboy68 5 Sep 2025

Story Includes sissy getting Multiple Sex, Public Sex, Rough and much more, enjoy reading and lemme know in the comments for improvements.

7.5 (40) 6693 6 Min Comments

Skater Snooping on the College Prof’s Sex Toys (ch. 3)

By Mr.X 30 Aug 2025

Tommy Cums out to Dad. As he had begun to expect, Dad is Gay as well. They know that they have to get it over, and soon they must have sex in front of the Homies and Professor. Eddie is in Love with Tommy; Chase and Seth have been fucking since the prom last year. The four have a quick DP in Tommy's cunt and all are now going up to #2020 For Fist

9.7 (64) 2250 16 Min Comments

Ass Excavation

By Baltcumcump 25 Aug 2025

Steve and I first have a 4-way with Master James and his PIG. Later we take the party back to his place for some more wild fisting fun.

9.8 (25) 3230 17 Min Comments

Skater Snooping on the College Prof’s Sex Toys (ch. 2)

By Mr.X 25 Aug 2025

Dedicated to Eddie! Thomas sucks his cum soaked clothes. He is introduced to the huge dildos, cock cages and urethral cum tubes. Best of all, the fisting swing and ultrasound, with AI-virtual images TV monitor and mirrors. The music and flashing lights add to an atomic orgasm...endless. He can hardly wait to share this with Eddie, Seth and Chase.

9.8 (69) 3917 21 Min Comments

Endless (ch. 19)

By Sam Stefanik 20 Aug 2025

LAST CHAPTER! Tune in tomorrow for the epilogue. I will discuss the characters and the story development as well as what i learned along the way. I hope you enjoyed the story. I hope you'll like the ending as well.

9.8 (7) 260 17 Min Comments

Saving The Twink and ... (ch. 12)

By Mr.X 18 Aug 2025

Carter and Ethan have the best morning cum eating blowjobs, followed by training, followed by more footing and ass orgasms, followed by more training. Days go by and they finally get to Fiona's bar for much-needed rest and relaxation. You will have to read the surprise and awesome developments.

9.9 (33) 1092 38 Min Comments

Locked Cock Attracts Cock (ch. 6)

By Baltcumcump 17 Aug 2025

Jace had me listen to a hypno popper trainer. I find a dick online, Andre fucks, fists, and breeds me, then Jace ends the night breeding me.

9.1 (27) 3323 10 Min Comments

Endless (ch. 14)

By Sam Stefanik 15 Aug 2025

I hope you enjoyed the interlude. Lac and Marvin certainly did. This time, the pair goes on a short trip. They travel through space instead of time. Where will they go and who will they meet along the way? You'll have to read to find out. ENJOY!

9.7 (7) 430 16 Min Comments

Endless (ch. 13)

By Sam Stefanik 14 Aug 2025

Marvin talked about Tom like some talk about Christ. In many ways, Tom was a Christ like figure for Marvin. Definitely a savior. Marvin still puts Tom's ashtray on the table every night even though he's been dead for centuries. Marvin stopped the story because it's gotten too difficult to tell. Seems like its time for an intermission. Enjoy!

9.5 (6) 490 18 Min Comments

Pound and Teach, The Twink Pirate Legends

By Mr.X 8 Aug 2025

Yes, I will finish the other stories! I dreamt this the other night, I shit you not, so had to get! The year is 1725, and the infamous Pirate bloodlines have continued in their offspring. The yearning for wealth and the taste for boy-cum and arseholes pleasure has just begun as they run for the Royal Navy after having stolen the Prize Hybrid Sloop-

9.7 (41) 1210 17 Min Comments

Saving The Twink and ... (ch. 11)

By Mr.X 4 Aug 2025

Ethan and Carter determine the incredible sexual pleasure and control that Carter can receive and give out. Roses will be a daily purchase. They make astonishing love all day long, sucking, fucking, rimming, fisting until they are spent beneath the stars and Fireworks. So romantic!

9.9 (41) 883 8 Min Comments

Endless

By Sam Stefanik 1 Aug 2025

NEW STORY!! This one has 19 chapters and I'll be publishing every other day or so. NOTE! I leaned pretty hard into fisting and kink for parts of this one. The rest is a fantasy relationship & romance story. I hope you like it!!

9.2 (20) 2450 21 Min Comments

Confessions of a rent boy (ch. 9)

By Fabijan Fistonic 24 Jul 2025

Gangbanged by my hot Indian client, his dealer and 4 masked men

8.7 (35) 5276 4 Min Comments

Becoming a Hole

By Baltcumcump 22 Jul 2025

My fisting mentor Steve facilitated an out of body experience.

9.4 (58) 6109 8 Min Comments

Saving The Twink and ... (ch. 10)

By Mr.X 19 Jul 2025

Carter begins to reveal his incredible sexual abilities and where they originated from; It points to Ethan being allergic to the regular Toothpaste, and not a phobia after all. The urethral cock play and footing with the organic all natural toothpaste gives Ethan the orgasm and cum of his life!

9.8 (46) 2199 15 Min Comments