Gay Prison Sex Stories

GayDemon's Stories: On this page you can find erotic fiction where you can read about gay sex in prison and jail or men used as prison bitch listed by date.

8.5
27 Votes

Cell Block 29

Story by Swallow Your Lightsaber

31 May 2023 4421 Readers comments 14 Min Read

Martin Morris, had dreams of a man taking control of him for as long as he could remember. A friend of his suggests this exotic simulated prison where people pay and spend 72 hours paired with someone that complements who they are.

Topics: Anal Sex, Big Dick, Prison, Bullies, Verbal, Oral & Blowjobs, Domination, Submission

9.2
26 Votes

D'Kass Black Presents Jail's Bait: Lockdown (Book 1)

Story by Phaggotry

30 May 2023 3953 Readers comments 29 Min Read

I’ve gotten deep over my head. I knew better, of course, but I did it anyway. I’d compromised my principles—and my client’s parole status. Improper conduct with an inmate, at the very least.

Topics: Black Men, Prison, Daddy, Oral & Blowjobs, Age Difference

9.6
43 Votes

Prison Bitch (ch. 5)

Story by Daemon D. Hart

29 May 2023 2636 Readers comments 15 Min Read

Riley breaks the news that Dylan belongs to him only from now on. Danger looms.

Topics: Anal Sex, Masturbation, Prison, Bareback, Oral & Blowjobs, Submission

7.8
26 Votes

Pablo's life in prison (ch. 2)

Story by KJam

21 May 2023 2628 Readers comments 3 Min Read

He moans softly, with his free hand he feels on my ass. He thrusts faster and faster.

Topics: Latin Men, Prison, Sex, Mexican

9.2
61 Votes

Protecting Ronny's Need

Story by Habu

18 May 2023 3513 Readers comments 26 Min Read

Young Ron is 6 months out of prison when Big Steve shows up.

Topics: Prison, Sex, Master & Slave, Domination

8.7
17 Votes

The Cut: Halfway Humpin (ch. 5)

Story by Phaggotry

5 May 2023 1577 Readers comments 6 Min Read

After being turned out in prison, Jessup is sent to a halfway house to get a renewed footing back into society.

Topics: Black Men, Threesome, Prison, Daddy, Boss

9.4
12 Votes

The Cut: Halfway Humpin (ch. 4)

Story by Phaggotry

4 May 2023 1660 Readers comments 5 Min Read

After being turned out in prison, Jessup is sent to a halfway house to get a renewed footing back into society.

Topics: Piss, Black Men, Anal Sex, Rimming, Prison, Top to Bottom, Age Difference, Fucking

9.3
16 Votes

The Cut: Halfway Humpin (ch. 3)

Story by Phaggotry

3 May 2023 1828 Readers comments 5 Min Read

After being turned out in prison, Jessup is sent to a halfway house to get a renewed footing back into society.

Topics: Black Men, Rimming, Prison, Daddy, Face Fuck, Smells, Sex, Age Difference, Fucking

9.3
23 Votes

The Cut: Halfway Humpin (ch. 2)

Story by Phaggotry

2 May 2023 3043 Readers comments 5 Min Read

After being turned out in prison, Jessup is sent to a halfway house to get a renewed footing back into society.

Topics: Piss, Black Men, DP, Rough Sex, Rimming, Prison, Gangbang, Raunchy, Uncut

9.0
62 Votes

Prison Bitch

Story by Daemon D. Hart

28 Apr 2023 11995 Readers comments 18 Min Read

A bigshot lands in prison and becomes the leader of a gang. A prison bitch catches his eye.

Topics: Rough Sex, Prison, Bareback, Gangbang

9.2
25 Votes

Cole (ch. 6)

Story by Zeen

27 Apr 2023 2099 Readers comments 12 Min Read

Cole receives an unexpected visit.

Topics: Anal Sex, Prison, Jock, Mystery & Crime, Twink

8.9
25 Votes

Cole (ch. 5)

Story by Zeen

20 Apr 2023 2297 Readers comments 15 Min Read

Cole finally learns the real reason why Carter has been incarcerated at Goldstone.

Topics: Masturbation, Prison, Jock, Twink

8.9
18 Votes

The Cut: A Prison Story (ch. 13)

Story by Phaggotry

18 Apr 2023 2537 Readers comments 5 Min Read

A guy named Tony introduces readers into his world behind bars better known as The Cut.

Topics: Black Men, Anal Sex, Prison, Cum, Smells, Mechanic, Fucking

9.1
17 Votes

The Cut: A Prison Story (ch. 12)

Story by Phaggotry

17 Apr 2023 2196 Readers comments 4 Min Read

A guy named Tony introduces readers into his world behind bars better known as The Cut.

Topics: Black Men, Anal Sex, Romance, Prison, Kissing, Fucking

8.6
17 Votes

The Cut: A Prison Story (ch. 11)

Story by Phaggotry

15 Apr 2023 4711 Readers comments 7 Min Read

A guy named Tony introduces readers into his world behind bars better known as The Cut.

Topics: Piss, Black Men, Forced, Humiliation, Prison, Scat, Alpha Male, Smells, Rape, Degradation, Domination

8.7
18 Votes

The Cut: A Prison Story (ch. 10)

Story by Phaggotry

14 Apr 2023 2669 Readers comments 6 Min Read

A guy named Tony introduces readers into his world behind bars better known as The Cut.

Topics: Black Men, Anal Sex, Humiliation, Prison, Alpha Male, Bullies, Sleeping, Violence, Fucking

8.8
18 Votes

The Cut: A Prison Story (ch. 9)

Story by Phaggotry

13 Apr 2023 2688 Readers comments 3 Min Read

A guy named Tony introduces readers into his world behind bars better known as The Cut.

Topics: Black Men, Anal Sex, Big Dick, Prison, Bathhouse & Saunas, BBC, Deep Throat

9.0
23 Votes

The Cut: A Prison Story (ch. 8)

Story by Phaggotry

12 Apr 2023 3284 Readers comments 5 Min Read

A guy named Tony introduces readers into his world behind bars better known as The Cut.

Topics: Black Men, Muscle, Fiction, Rough Sex, Threesome, Forced, Prison, Alpha Male, Verbal, Rape, Domination, Violence

8.7
22 Votes

The Cut: A Prison Story (ch. 7)

Story by Phaggotry

11 Apr 2023 2681 Readers comments 2 Min Read

A guy named Tony introduces readers into his world behind bars better known as The Cut.

Topics: Black Men, Anal Sex, Big Dick, Romance, Prison, Sex, BBC, Nipple Play, Fucking

9.0
33 Votes

The Cut: A Prison Story (ch. 5)

Story by Phaggotry

9 Apr 2023 3821 Readers comments 4 Min Read

A guy named Tony introduces readers into his world behind bars better known as The Cut.

Topics: Black Men, Anal Sex, Big Dick, Prison, Cum Dump, Bareback, Seduction, Smells, BBC, Fucking

8.5
31 Votes

The Cut: A Prison Story (ch. 4)

Story by Phaggotry

8 Apr 2023 4092 Readers comments 2 Min Read

A guy named Tony introduces readers into his world behind bars better known as The Cut.

Topics: Rimming, Prison, Oral & Blowjobs, Raunchy, Hookups & Dates

8.5
35 Votes

The Cut: A Prison Story (ch. 3)

Story by Phaggotry

7 Apr 2023 4895 Readers comments 5 Min Read

A guy named Tony introduces readers into his world behind bars better known as The Cut.

Topics: Black Men, Anal Sex, Prison, Sex, Hookups & Dates, Fucking

8.7
43 Votes

The Cut: A Prison Story (ch. 2)

Story by Phaggotry

6 Apr 2023 7041 Readers comments 4 Min Read

A guy named Tony introduces readers into his world behind bars better known as The Cut.

Topics: Black Men, Big Dick, Forced, Shower, Prison, Alpha Male, Bullies, Cum Dump, Big Ass, BBC, Domination

8.5
53 Votes

The Cut: A Prison Story

Story by Phaggotry

5 Apr 2023 12175 Readers comments 4 Min Read

A guy named Tony introduces readers into his world behind bars better known as The Cut.

Topics: Black Men, Rough Sex, Big Dick, Forced, Prison, Alpha Male, Bullies, Sweat, Bareback, BBC, Rape, Degradation, Domination, Spit, Deep Throat, Pain

9.5
29 Votes

Cole (ch. 4)

Story by Zeen

31 Mar 2023 2840 Readers comments 9 Min Read

Cole makes a risky decision.

Topics: Anal Sex, Rimming, Prison, Jock, Twink