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Damaged Beyond Repair
 7:13  26.48K  90.34%
Damaged Beyond Repair
MONSTER Cocked Soldier Smashes An Inked-Up Bottom Bitch
 12:29  10.16K  82.61%
MONSTER Cocked Soldier Smashes An Inked-Up Bottom Bitch
A Prisoner Licks The Ink On Prison Guard Ricky Ork
 5:00  61.43K  92.64%
A Prisoner Licks The Ink On Prison Guard Ricky Ork
Scene 4 Of The Bear Cage
 6:12  166.73K  86.26%
Scene 4 Of The Bear Cage
Leaping On A Friend's Large Black Cock Like A Bitch With A Large Attractive Ass
 1:37  15.08K  92.86%
Leaping On A Friend's Large Black Cock Like A Bitch With A Large Attractive Ass
Roccos Com
 5:01  489.82K  77.32%
Roccos Com
Scene 2 Of The Bear Cage
 22:02  172.09K  89.96%
Scene 2 Of The Bear Cage
Scene 1 Of Male Tales
 21:01  792.58K  80.92%
Scene 1 Of Male Tales
An Older Latino With Tattoos Daydreams About Getting Fucked In Prison
 12:02  5.73K  89.47%
An Older Latino With Tattoos Daydreams About Getting Fucked In Prison
I Discovered This While Incarcerated
 8:05  97.48K  92.72%
I Discovered This While Incarcerated
A Soft Plan Won't Be Sufficient For This Man Who Just Got Out Of Prison So You Shouldn't Have Given Him One
 4:58  5K  70.00%
A Soft Plan Won't Be Sufficient For This Man Who Just Got Out Of Prison So You Shouldn't Have Given Him One
Fantasy Of A Prison Cell Jack Off
 0:49  17.43K  93.50%
Fantasy Of A Prison Cell Jack Off
A Big Fat Dick Sucking Bitch Sucks
 4:06  11.11K  92.59%
A Big Fat Dick Sucking Bitch Sucks
The Bareback Prison Trio From Gaytanamo
 21:24  993.71K  83.51%
The Bareback Prison Trio From Gaytanamo
The Gay Friend Of Simsl's Father FUCKED ME LIKE A Little Bitch
 9:43  45.71K  83.92%
The Gay Friend Of Simsl's Father FUCKED ME LIKE A Little Bitch
Russian Prisoner Instructs Newcomer Gay Inmates On How To Verbally Humiliate And Use Dirty Talk
 10:32  30.78K  85.04%
Russian Prisoner Instructs Newcomer Gay Inmates On How To Verbally Humiliate And Use Dirty Talk
Provides A Strong Anal Thrashing With Casey More And Sebasian Kross
 7:25  122.03K  82.56%
Provides A Strong Anal Thrashing With Casey More And Sebasian Kross
College Muscle Rock In Sexless Jail Clothes
 4:15  5.01K  65.00%
College Muscle Rock In Sexless Jail Clothes
NOW WHO BITCH
 6:00  287.88K  89.92%
NOW WHO BITCH
Offer Of Protection For Sexual Favors Made To A New Guy
 3:05  95.61K  86.97%
Offer Of Protection For Sexual Favors Made To A New Guy
Correctional Officers Take Part In An Orgy With The Prisoners
 10:06  187.13K  92.22%
Correctional Officers Take Part In An Orgy With The Prisoners
Scene 8 Of Glory Holes 3
 15:45  40.91K  74.83%
Scene 8 Of Glory Holes 3
Is Discussing His Jail Sentence Sample
 0:15  75.33K  100.00%
Is Discussing His Jail Sentence Sample
After Giving Him A Whipping Master Deepthroats Young Muscular Stud Jess Stone BDSM
 11:03  44.99K  85.81%
After Giving Him A Whipping Master Deepthroats Young Muscular Stud Jess Stone BDSM
Big C Dom Tops And Cums Twice With Reef Ryder's Subbitchboy
 1:25  34.84K  87.50%
Big C Dom Tops And Cums Twice With Reef Ryder's Subbitchboy
Strange Interracial Covid-19 Quarantine
 11:27  81.85K  81.37%
Strange Interracial Covid-19 Quarantine
When The Thug Was Revealed To Be Incarcerated
 1:18  892.04K  92.39%
When The Thug Was Revealed To Be Incarcerated
Scene 4 Of American Bears
 20:06  20.19K  72.54%
Scene 4 Of American Bears
Fresh From Jail And Eager To Suck Dick
 9:08  193.26K  85.38%
Fresh From Jail And Eager To Suck Dick
Bareback Fucking With Cocksucking Cell Mates
 6:28  16.85K  75.00%
Bareback Fucking With Cocksucking Cell Mates
And Secured Thug 4
 7:04  5.15K  89.74%
And Secured Thug 4
Jake Morgan A Prisoner Looks After The Guards
 10:06  164.77K  92.03%
Jake Morgan A Prisoner Looks After The Guards
Strong Cell Partners Cocksucking
 6:27  12.6K  55.26%
Strong Cell Partners Cocksucking
Straight DL BBC Jerks For Me Just Released From Jail
 0:23  18.03K  92.63%
Straight DL BBC Jerks For Me Just Released From Jail
Scene 8 Of Total Corrupt 2
 12:17  18.64K  77.67%
Scene 8 Of Total Corrupt 2
A Wild Trio That Included Killiam Wesker And The Jail Guard
 11:00  9.78K  88.46%
A Wild Trio That Included Killiam Wesker And The Jail Guard
Twofold Infiltration 1 3D
 5:57  38.7K  94.03%
Twofold Infiltration 1 3D
Making My Bitch A Country Guy
 6:13  406.39K  82.07%
Making My Bitch A Country Guy
Stiff Cock Phrase For
 7:26  1.34M  80.59%
Stiff Cock Phrase For
Episode 4 Of Cheaters Payback Is A Bitch
 5:32  183.06K  82.14%
Episode 4 Of Cheaters Payback Is A Bitch