Scared Black twink and his cellmate
By Tony614 17 Aug 2025
A story about my one and only time going to prison, and the cell mate that kept me safe…. After he raped me repeatedly.
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.
Repperton Academy
By Trashman76 7 Aug 2025
A dark, harrowing story of punishment and sexual tension. Specially-chosen convicts with shockingly brief sentences for murder and manslaughter are sent to Repperton for REAL retribution...which forbids any sexual release...as temptation constantly engulfs the young criminals.
From Alpha to Obsessed (ch. 2)
By BeggingAndBlessed 18 May 2025
Jack Sterling’s world had shrunk to the confines of Blackthorn Penitentiary, where every breath was laced with danger and desire. The concrete cell he shared with Andrew, the 6’5”, 330-pound colossus, was a crucible of tension, each night haunted by the memory of Andrew’s sweat-slicked body,
From Alpha to Obsessed
By BeggingAndBlessed 17 May 2025
Jack Sterling was a king—wealthy, muscular, untouchable—until a drug-fueled night with two women at a penthouse party landed him in cuffs. Sentenced to six years in Blackthorn Penitentiary, the country’s most brutal prison, Jack’s world of power and privilege crumbles. Assigned to a cell with Andrew, a towering 6’5” beast of a man
No Luck in Jail (ch. 4)
By GayMadison 6 May 2025
Kyle is now an open fuck-toy for the men of the cellblock to use.
Prison Tales
By Bert LaVey 28 Apr 2025
I wanted revenge on that faggot! My thirteen-inch cock was going to tear him wide open!
A Father Son Assfest: Series 2 (ch. 87)
By Gazzaq 10 Apr 2025
Connor’s life becomes easier as meanwhile on outside Connors Security Manager Silas, has his regular monthly meeting with Mike’s Boss, Captain Maximo De la Rosa who is a homophobe
A Father Son Assfest: Series 2 (ch. 86)
By Gazzaq 6 Apr 2025
Officer Vicente gets his man and later on had double penetrative fun with two of his fellow officers. Daddy Luan is double fucked as well.
A Father Son Assfest: Series 2 (ch. 84)
By Gazzaq 2 Apr 2025
Caleb gets fucked by his Pastor
The Annual Christmas Whipping at New Alcatraz
By PhilipLane 19 Mar 2025
While the world around them is celebrating Christmas, the inmates of New Alcatraz are far from rejoicing. As every year, all the inmates are led in small groups into the punishment room where each of them receives 150 whiplashes as a special gift from the government.
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A Father Son Assfest: Series 2 (ch. 83)
By Gazzaq 12 Mar 2025
Caleb gets double fucked in the butt, thus becomes completely addicted to the dick. Later on he blames his father Connor for his becoming the local church cum dump and cuts him out of his life completely. Back in the prison Luan tell Connor to stop taking advantage of his son Mike
A Father Son Assfest: Series 2 (ch. 82)
By Gazzaq 10 Mar 2025
Caleb receives some extra hot loving and attracted to his brother in law Biff and Connor knows this feeling only too well. Like Father Like Son!
A Father Son Assfest: Series 2 (ch. 81)
By Gazzaq 8 Mar 2025
Connor still talking to Luan about his having attended his youngest son Caleb church service after which once again the father son pair became reacquainted. Then Caleb’s father and brother in law catch them having an intimate moment
A Father Son Assfest: Series 2 (ch. 80)
By Gazzaq 4 Mar 2025
Connor starts to talk to Luan about his strained relationship with his youngest son Caleb.
A Father Son Assfest: Series 2 (ch. 79)
By Gazzaq 2 Mar 2025
Officer Vicente intentionally winds Connor up resulting in his going to the workshop to confront Luan.
A Father Son Assfest: Series 2 (ch. 78)
By Gazzaq 1 Mar 2025
Luan heads back to the prison and Officer Vicente is introduce to him.
A Father Son Assfest: Series 2 (ch. 77)
By Gazzaq 24 Feb 2025
Luan is still recalling his having sex with his 4 sons before falling asleep. The next day as he is heading back to work in the prison, he stops off for some breakfast and runs into his two youngest son Ashton and Caleb.
A Father Son Assfest: Series 2 (ch. 76)
By Gazzaq 23 Feb 2025
Luan is recalling his having sex with his 4 sons Mike, Eddie, Ashton and Colby
A Father Son Assfest: Series 2 (ch. 75)
By Gazzaq 22 Feb 2025
Luan is banged to rights by boyfriend Andrzej after his prison Gang Bang orgy. Before that though his son Police Lieutenant Mike is over for dinner and wants an update of his incarcerated boyfriend Connor.
No Luck in Jail (ch. 3)
By GayMadison 17 Feb 2025
Kyle's prison assault continues, as he begins his anal punishment... and awakening.
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Rainbow Palace Apartments (ch. 13)
By Inglish093 28 Jan 2025
A live-in house boy is a common luxury item of the well-to-do gay guys in Rainbow Palace. This is the story of London’s and Tony’s house boy adventure. You know anything can happen. Afterall, it is Rainbow Palace for God sake!
No Luck in Jail (ch. 2)
By GayMadison 10 Jan 2025
Kyle's punishment begins, naked in a cell block full of black and brown men.
No Luck in Jail
By GayMadison 2 Jan 2025
Kyle pisses off his girlfriend's cop father, who decides Kyle needs a hard lesson in jail, servicing the inmates.
Pleasuring the Prisoner
By Sharkboy 31 Dec 2024
Well bound and gagged, held prisoner by a hungry man, sucked and teased relentlessly over and over, my ankles are bound to a chair legs wide apart while my hands tightly bound behind my back and thoroughly gagged and nude! Prisoner of pleasure!
I Was a Gay Prison Sex Slut
By Del Crane 30 Oct 2024
Becoming a prison slut against my will.
The Gay Hitchiker And The Sheriff's Deputies
By Del Crane 29 Oct 2024
It was a cold Saturday morning , and the next car coming along stopped. Unfortunately it was the Sheriff's car. He was older, looked distastefully at my pale purple hair, and ordered me and my backpack into the car.
Justice Served Behind Bars
By Gary 23 Oct 2024
Gavin and Officer Thompson serve justice their own way to a young inmate.
Fucked For More Info
By Sven Benters 23 Sep 2024
Chad Dimera (Billy Flynn) visits Clyde Weston (James Read) for info about his late wife. Clyde has info to prove to Chad that his wife is still alive but for that, Clyde wants to have sex with him.
Eric's Suffering (ch. 2)
By P Hamilton 12 Sep 2024
Eric has become my prisoner. I introduce him to my torture chamber, and explain what's in store. After a good beating, Eric agrees that he deserves the severest of punishments.
Eric's Suffering
By P Hamilton 11 Sep 2024
Eric has become my prisoner. I introduce him to my torture chamber, and explain what's in store. After a good beating, Eric agrees that he deserves the severest of punishments.
Prison Substitute
By Con Twink 21 Aug 2024
A fresh juvenile comes into contact with hardened criminals, and one in particular has a profound influence on him…
Addiction! (ch. 7)
By Andrew Mark 14 Aug 2024
Andy's spiral into the world of depravity continues, his addictions getting stronger and stronger. His dependency leads him into the depth's of taboo. Once again a big thank you to my 'sources' for their honesty and openness. Think of them as you read of their trials and traumas.
C.U.B.E. (ch. 46)
By Hunknown 4 Aug 2024
👁 In this second Appendix to the story "C.U.B.E.", we take one last, good look at the men who shared their life with us so far: main characters like Kareem and Lance, of course, but also minor characters who gave their valuable contribute to the story.
C.U.B.E. (ch. 45)
By Hunknown 3 Aug 2024
👁 In this first Appendix to the story "C.U.B.E.", readers are offered the chance to see more images of the places where the action took place, and also the full floor plans of all the five Floors of the Cube.
The King of the Block (ch. 23)
By Swallow Your Lightsaber 23 Jun 2024
Meet Susan Ensign, PhD/PhD Michael Fischer's other half. She is an extremely talented psychologist who begins to help Max and gives him the means to fight back against the growing scandal. Max is fully healed and has been looking forward to this. He burns in anticipation of it, it is all he could have imagined.