Gay Pain Stories

GayDemon's Stories: On this page you can find erotic fiction where you can read about sado machismo and pain.

Eric Administers Justice (ch. 3)

By P Hamilton 22 Sep 2024

My punishment and humiliation just get worse. And there is a surprise visitor.

8.8 (15) 3152 13 Min Comments

The Testing of Billy Jo (ch. 2)

By Jobber Squash 8 Sep 2024

Accepting the black wrestlers invitation to a full tag match, Billy Jo recruited young Tommy, a newbee who had never had a formal match. Giving only few details about the match Billy Jo convinced the excited boy to be his partner. The black Hercules and Adonis were primed for the event.

9.8 (12) 1048 20 Min Comments

The Testing of Billy Jo

By Jobber Squash 3 Sep 2024

Billy Jo is a young white wrestler who wants to expand his career by meeting the best black wrestlers in the state. Only then can he claim to be the top wrestler. He is invited to meet the tag champions of a black club in a handicap match. He readily accepts.

9.7 (22) 1315 14 Min Comments

Jimmy and the Bulging Bags

By Sirflox 2 Sep 2024

Jimmy discovers submission and service

8.9 (22) 4379 16 Min Comments

Given as a gift

By Lexy 19 Aug 2024

I was given as a present at what I thought was a house party.

8.4 (44) 5941 6 Min Comments

Betrayed and enslaved (ch. 5)

By JorgeJog 1 Jul 2024

Evening with the master's friends...

8.4 (15) 3710 11 Min Comments

Richard in Paris (ch. 2)

By Max Markham 26 Jun 2024

Richard continues his adventures. His new friend, Bruno, widens his horizons, and other things.

9.0 (7) 922 7 Min Comments

Uncle Jefferson (ch. 20)

By just imagine 5 Jun 2024

Tony was left hanging on the St Andrews cross waiting for the organiser of the event to arrive

9.6 (8) 1521 8 Min Comments

Hard Brand New Show: Two for One (ch. 2)

By SecretWriterX 7 May 2024

The continuation of the online show where two huge men with big dicks are raping a young guy live on air. A man relentlessly penetrates a young guy anally, disregarding his cries. Meanwhile, another man approaches, inserting his dick into the guy's mouth. The men position him on all fours, moving synchronously.

9.4 (27) 3829 9 Min Comments

My summer of sex with Cowboy (ch. 44)

By Donny Mumford 30 Apr 2024

Richard ordered that as a pussy boy, Zach has his name changed to Zippy. It was to mock him but also so pussy boys don't remember how Zach humiliated the organization. Now that Zippy actually wants to be a pussy boy because he doesn't have anything else to do, they're getting even...

8.0 (7) 452 28 Min Comments

A Different Kind of Life (ch. 11)

By Swallow Your Lightsaber 15 Apr 2024

Thomas wakes up the day after poker night, sore from being tied all night in a stress position. His Master, Clifford, keeps him busy all day. He has a new skill for his new slave to learn. Thomas never gets tired of whatever he wants.

9.7 (38) 2292 19 Min Comments

The Alex Chronicles (ch. 55)

By Robert Halstead 6 Apr 2024

CHAPTER 55. You won’t believe what ends up happening!

9.8 (28) 854 17 Min Comments

Orc master (ch. 2)

By Rickyricky1701 5 Apr 2024

Continuing the story of Dartan and orc master Kargan.

8.9 (16) 2410 3 Min Comments

The Alex Chronicles (ch. 54)

By Robert Halstead 5 Apr 2024

Chapter 54. Razors and whips.

9.7 (30) 1063 14 Min Comments

A Different Kind of Life (ch. 5)

By Swallow Your Lightsaber 3 Apr 2024

Clifford Thornton, and Thomas Brody enjoy living on the edge while hitting those extremes. The weekend is at an end so the Master gives Thomas the terms he must abide by. Will it be too much for him, or his dreams come true?

9.8 (48) 3391 19 Min Comments

A Different Kind of Life (ch. 4)

By Swallow Your Lightsaber 1 Apr 2024

Clifford had promised his slave, Thomas, a shower he would never forget. Don't forget to wash behind your ears as the big man deflowers this slave. He had not lied, as the slave would probably hold the memory of this for the rest of his life.

9.7 (57) 4106 18 Min Comments

How to treat your slave (ch. 2)

By It 29 Mar 2024

Every story in this series will going to be different with different characters. Set on an island with compulsory slavery. In this ch, u will read about a homophobic gay master.

5.2 (12) 2472 6 Min Comments

The Alex Chronicles (ch. 45)

By Robert Halstead 27 Mar 2024

Chapter 45. Collared, clamped and weeping

9.6 (29) 1364 11 Min Comments

The Alex Chronicles (ch. 43)

By Robert Halstead 25 Mar 2024

Chapter 43. Shopping for toys.

9.9 (25) 1013 13 Min Comments

The Alex Chronicles (ch. 27)

By Robert Halstead 12 Mar 2024

Chapter 27. Pain training.

9.8 (30) 1406 7 Min Comments

Solid Gone (ch. 4)

By mushrush 23 Feb 2024

He wasn’t sure if what he felt was pain exactly. Maybe it was fear. He could feel something gripping him and spreading to his core.

9.0 (24) 5036 17 Min Comments

The Jackal's Slave (ch. 3)

By fantasiasupernaturae 20 Feb 2024

My moaning got louder as the vibration of the beads in my ass got even stronger. Anubis had periodically been increasing the power of the vibration to a point that felt nearly impossible. I had completely lost track of time, but the size of the puddle of saliva on the floor that had dripped from my mouth held wide open by the metal gag indicated that it had been quite some time.

9.1 (34) 4287 10 Min Comments

Justin's Journey (ch. 9)

By J.C. 25 Jan 2024

I keep my secret about the cop and I follow his rules. I later find out that he had more in store for me than a simple park play date.

9.2 (24) 5044 21 Min Comments

Sam's Suffering (ch. 20)

By PainPley 17 Jan 2024

Slave Sam is tortured for the sake of pornography while Slave Jake rests. Eight hours of pain, with no pleasure unless he performs well and makes the hot content his Masters want.

9.4 (38) 6431 8 Min Comments

My Texas Stepbrothers Slave

By bootboyseldn 5 Jan 2024

When my mom married a hot Texan asshole and we moved to his ranch I wasn't expecting that I would become the slave of his hot gay motorcycle cop son. And that both me and my mom would be the family sex slaves to my step dad and his two sons.

9.2 (107) 16225 19 Min Comments

A Picture is Worth About a Thousand Words (ch. 7)

By mushrush 28 Dec 2023

The boy approached the wagging dildo as one might a coiled rattlesnake and stared at it with tears in his eyes.

9.6 (18) 3116 6 Min Comments

Straight Man's Good Boy (ch. 2)

By Jimmy White 25 Dec 2023

A story of kinky relationships between a gay dude and a straight man. Based, partially, on my real-life experience. The previous chapter is mostly dedicated to foot fetish (which I’m totally obsessed with). This one is about kinkier and more hardcore stuff.

8.9 (28) 9606 11 Min Comments

A Picture is Worth About a Thousand Words (ch. 6)

By mushrush 21 Dec 2023

A quiet knock on the door let the two men know that the boy had been prepared and racked and awaited their pleasure.

9.2 (23) 3959 5 Min Comments

The Viet Bull Next Door (ch. 3)

By GayMark 28 Nov 2023

Loc, my Vietnamese neighbor, fucked me once already tonight. He made sure to fuck me so I’d be loud enough for my husband next door to hear. Now, he says he wants to do it again, slower and more passionate this time.

9.5 (72) 7035 27 Min Comments

Keeping Secrets

By CummingOfAge 18 Nov 2023

Will and Allen have some secrets on Allen's phone to blackmail Greg and Kevin.

8.2 (12) 2002 9 Min Comments

Best Laid Plans (ch. 2)

By Jack Patrick 9 Nov 2023

A newspaper intern researching a follow up story about a missing police detective, becomes the subject of his own story.

8.6 (38) 3082 35 Min Comments

The Runner (ch. 3)

By Jack Patrick 2 Nov 2023

Rich is now Leslie’s prisoner, and life is much better, until and old acquaintance shows up

9.2 (34) 4331 20 Min Comments

Don't Scream

By Bo Fantasy 20 Oct 2023

When a serial killer posing in a ghostface costume parades a small college, seven close friends find themselves the target for this estranged masked killer. Sounds like a typical scary movie right? Well what happens when the killer is utterly obsessed with a cute blonde boy? How will that affect things for him and his friends? I guess we’ll see but there’s only one rule, don’t scream.

8.9 (24) 4781 10 Min Comments

The Kinksters are Alright (ch. 10)

By Alex Ryder 25 Jul 2023

Calista spit down on her cock and shoved it in Harrison’s ass. She went right to pounding him, grabbing at his hips and thrusting her cock in and out. She was going hard and fast. She knew she didn’t have a lot of time and she was turned on by the quick and dirty nature of the experience. Neither of them said a word as she fucked him. Calista gave a few final thrusts and let loose a stream of cum into Harrison’s gut.

9.6 (8) 1522 41 Min Comments

Toying Around (ch. 2)

By Kaden Benoit 16 Jul 2023

After an entire day of being tormented with a remote control vibrator, college student Garrett decides to enact his revenge on his tormentor, Luke, with some assistance from another member of their fraternity.

9.5 (104) 9027 18 Min Comments