Prison 2 upscale scene
15 days ago
18:47

BoyFriendTV

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Under Arrest, Part 1
16 days ago
9:04

BoyFriendTV

Under Arrest, Part 1

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My Kick Smashed Me Great
Today
12:09

4Gay

My Kick Smashed Me Great

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Drill My Hole: Banging Around The Block Again
1 day ago
11:54

GayTubeSite

Drill My Hole: Banging Around The Block Again

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Tatted Hunk Finally Fucks Twink Who Sent Letters To Him In Prison - Christian Wilde, Garrett Kinsley
6 days ago
14:58

ABGay

Tatted Hunk Finally Fucks Twink Who Sent Letters To Him In Prison - Christian Wilde, Garrett Kinsley

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A Con's Carnal Reckoning: Dakota & Paddy
10 days ago
12:00

IceGayPorn

A Con's Carnal Reckoning: Dakota & Paddy

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Hardcore Prison Threesome Slam Part 2 Remastered
13 days ago
5:07

XXXDan

Hardcore Prison Threesome Slam Part 2 Remastered

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Riding Reckless Redemptions
3 days ago
12:00

IceGayPorn

Riding Reckless Redemptions

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Aftermath of the Trial: Two Men, One Hard Crime
1 day ago
11:40

IceGayPorn

Aftermath of the Trial: Two Men, One Hard Crime

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Des Hommes Virils Dans La Prison
7 days ago
8:00

mrGay

Des Hommes Virils Dans La Prison

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7 days ago
23:42

BoyFriendTV

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Hard Time in prison (1993) - Latino Fan Club - AI Upscaled
27 days ago
1:58:32

BoyFriendTV

Hard Time in prison (1993) - Latino Fan Club - AI Upscaled

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Humpin' and Dumpin' In The Pen
8 days ago
9:42

GayPornoTube

Humpin' and Dumpin' In The Pen

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Drill My Hole: Captivity's Cavernous Cavity
7 days ago
12:00

GayPornVideo

Drill My Hole: Captivity's Cavernous Cavity

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Horny Men Take Advantage of Dismissed Case
4 days ago
11:44

GayPornoTube

Horny Men Take Advantage of Dismissed Case

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TRAILERTRASHBOYS I Learned In Prison
19 days ago
10:03

IcePorn

TRAILERTRASHBOYS I Learned In Prison

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Tasting the Wares of Young Meat
7 days ago
9:48

GayPornVideo

Tasting the Wares of Young Meat

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Men: Blondie Inmates' Gagging Session
9 days ago
12:00

GayPornVideo

Men: Blondie Inmates' Gagging Session

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Cellblock Seduction: Ex-Lovers Rekindle Flames
4 days ago
12:00

GayPornoTube

Cellblock Seduction: Ex-Lovers Rekindle Flames

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Sex in Prison - Full Movie - Fully Remastered in HD
15 days ago
9:04

BoyFriendTV

Sex in Prison - Full Movie - Fully Remastered in HD

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Men: Short-haired Daddy's Double DP
9 days ago
12:00

GayTubeSite

Men: Short-haired Daddy's Double DP

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Sergio Soldis Hardcore Prison Threesome Part 5
25 days ago
5:47

XXXDan

Sergio Soldis Hardcore Prison Threesome Part 5

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Drill My Hole: Jailhouse Jizz Symphony
22 days ago
12:00

IceGayPorn

Drill My Hole: Jailhouse Jizz Symphony

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Mark LAX Rides on Seth Peterson's Huge Rod
10 days ago
11:54

GayTubeSite

Mark LAX Rides on Seth Peterson's Huge Rod

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Paddy's Vicious Vow to Make Dakota Pay
2 days ago
12:00

GayPornVideo

Paddy's Vicious Vow to Make Dakota Pay

Tags: ass, boss, gay, prison
How Far Are You Keep Your Dude Out Of Prison - Bone Dawson, Jacob King & Tripp Tallon
29 days ago
27:56

4Gay

How Far Are You Keep Your Dude Out Of Prison - Bone Dawson, Jacob King & Tripp Tallon

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Drill My Hole: Double Dose of Drilling
24 days ago
11:54

IceGayPorn

Drill My Hole: Double Dose of Drilling

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Drill My Hole: Diving Deep in a Dirty Duel for Dominance
6 days ago
12:00

GayPornVideo

Drill My Hole: Diving Deep in a Dirty Duel for Dominance

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BIG ASS PRISON TALES - THE WARDEN
17 days ago
5:05

BoyFriendTV

BIG ASS PRISON TALES - THE WARDEN

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My Punch Plumbed Me Fine
13 days ago
12:14

MenGem

My Punch Plumbed Me Fine

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Ex-Prison Gay Sas Cock Flashes Huge Dick
25 days ago
7:03

XXXDan

Ex-Prison Gay Sas Cock Flashes Huge Dick

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Drill My Hole: Clash of the Cavern Conquerors
19 days ago
12:00

IceGayPorn

Drill My Hole: Clash of the Cavern Conquerors

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Drill My Hole: Struggle to Plumb my Plumbing
13 days ago
12:00

GayPornoTube

Drill My Hole: Struggle to Plumb my Plumbing

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Latrine Lovers Take Their Mess Tin To Bed
22 days ago
7:59

mrGay

Latrine Lovers Take Their Mess Tin To Bed

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Drill My Hole: Back for More Banging
18 days ago
12:00

GayPornoTube

Drill My Hole: Back for More Banging

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Drill My Hole: The Return of the Slam
30 days ago
11:54

GayPornVideo

Drill My Hole: The Return of the Slam

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Faphouse, gay prison, gay twink
1 day ago
12:15

GayBingo

Faphouse, gay prison, gay twink

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Drill My Hole: Cellbound Cumming Chemistry
15 days ago
12:00

GayTubeSite

Drill My Hole: Cellbound Cumming Chemistry

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Penitentiary Pecker Party
19 days ago
12:00

GayPornoTube

Penitentiary Pecker Party

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Men: Prison Daze Fading into Wild Nights
6 days ago
12:00

GayPornVideo

Men: Prison Daze Fading into Wild Nights

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Real man from prison jerks off looking at you and smokes / Prisoner Russian
6 days ago
11:32

BoyFriendTV

Real man from prison jerks off looking at you and smokes / Prisoner Russian

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Medical Exam for 2 Lad Inmates Pt two
26 days ago
5:43

4Gay

Medical Exam for 2 Lad Inmates Pt two

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Men: Sneaky Cellblock Fling
4 days ago
12:00

GayPornVideo

Men: Sneaky Cellblock Fling

Tags: anal, domination, face fucking, gagging, gay, prison, rough
Greatest Outdoor Gig of the Yr nine Tops Vs Part two
22 days ago
43:02

4Gay

Greatest Outdoor Gig of the Yr nine Tops Vs Part two

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Men: Disciplined Inmate
2 days ago
12:00

GayTubeSite

Men: Disciplined Inmate

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prison perks
22 days ago
16:31

BoyFriendTV

prison perks

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Men: Cell Block Whores
7 days ago
12:00

GayPornoTube

Men: Cell Block Whores

Tags: anal, deep throat, domination, face fucking, gagging, gay, prison
Horny Daddy Richard Lennox broke out of prison for some kinky foot worshipping
20 days ago
8:30

MenGem

Horny Daddy Richard Lennox broke out of prison for some kinky foot worshipping

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Prison Bodybuilder Takes Control of Sissy Faggyboi
20 days ago
3:58

TnaFlix

Prison Bodybuilder Takes Control of Sissy Faggyboi

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Men: Inmate's Dirty Desires
8 days ago
12:00

IceGayPorn

Men: Inmate's Dirty Desires

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Russian GANGSTER dominates and makes a GAY MAN suck a dick
14 days ago
16:40

BoyFriendTV

Russian GANGSTER dominates and makes a GAY MAN suck a dick

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Medical Check-up for 2 Twunk Inmates Pt 1
29 days ago
6:04

MenGem

Medical Check-up for 2 Twunk Inmates Pt 1

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Venezuelan homie with superb pecker of 23cm munching chicken booty Bogota
22 days ago
8:27

4Gay

Venezuelan homie with superb pecker of 23cm munching chicken booty Bogota

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Venezuelan mate with great trouser snake of 23cm licking chicken butt Bogota
22 days ago
8:32

MenGem

Venezuelan mate with great trouser snake of 23cm licking chicken butt Bogota

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