Gay Prison Men, Man Prison Cock - CockFilledMen.com

Updated: November 30th, 2023

Fantasy Prison Fuckfest

anal 1:27
Prison Riot

group 9:57
Prison Cellmates

hardcore 11:48
My Little Prisoner

dildo, hardcore, bdsm 15:02
Prison Riot

group 9:57
Prison Bitch

amateur 1:00
Prison Guard Fucked!

anal, bisexual, group 9:57
Military Prisoners

amateur, military, hardcore 1:48
Larry

muscle, masturbation, fucking machines, hunks, hairy 1:30
Bound Prisoner Examined

muscle, hunks, bdsm 5:18
E-stim

bdsm 2:06
Prison Threesome

bareback, jocks, blowjobs, masturbation, cumshot, anal, group, hardcore 18:26
Bareback Prisoner

bareback 1:12
Military Twinks Fuck Prisoners

group, jocks, military, outdoor, twinks :55
Tiny Prison Bitch

blowjobs, anal, hardcore 12:29
Prison Shower 2 - Group Sex

group 1:02
Zipped UP

bdsm 2:06
Military Twinks Fuck Prisoners

outdoor :55
Prisoners Excellent Outdoor Hard Fucked Action

outdoor 3:00
Ramming Riley

amateur 2:01
Arab Wrapped Cock Pounding Ass

couples 5:05
Military Twinks Fuck Prisoners

outdoor :55
Raw in Reno

amateur 2:34
Prison Threesome

amateur, bareback, blowjobs, anal, group, hardcore 15:07
Crazed Prison Sex

muscle, group, hardcore 2:01
Prison Sex

group 2:04
Prisoners Get Punished

bdsm 5:00
Two Horny Captive Twinks

group 5:00
Stake Out Part 2 - STG - Str8 to Gay - Bryce Star & Haigen Sence

couples :57
Gay Enjoyed In

anal, cum eating, voyeur 3:55
Arab Wrapped Cock Pounding Ass

anal, couples, hunks, masturbation 5:05
E-stim

bdsm 2:06
Gay Cop Punishes Prisoner BDSM Sex

anal, bdsm, blowjobs, group 4:00
Stake Out Part 2 - STG - Str8 to Gay - Bryce Star & Haigen Sence

anal, couples, hardcore :57
Prison Bitch

anal, hardcore, hunks 1:07
Prison Shower 2 - Drill My Hole - Johnny Rapid - Sebastian Young - Jack King

anal, group, hardcore, pornstars 1:02
Grindhouse Episode 2 - NakedSword Originals

muscle, big cock 2:05
PRISON CUM SHOT

masturbation, straight boys, voyeur 2:22
Basement prison

bareback, blacks, blowjobs, masturbation, anal, hardcore 3:59
Boning In Prison

interracial, blowjobs, anal 13:21
Feeding On Cock

twinks, blowjobs, big cock 5:00
Prison Breakers

amateur 2:58
Piss Bitch

bdsm 2:06
Chained Up Prisoner

bdsm 2:06
Chained and Forced to Suck

bdsm 2:06
Stake Out Part 2 - STG - Str8 to Gay - Bryce Star & Haigen Sence

couples :57
Prison Shower 4 - DMH - Drill My Hole - Johnny Rapid - Landon Conrad - Cooper Reed

hardcore 1:04
Twinks Prisoners Get Ass Punished

twinks 5:00
Prison Fuckers

bareback, blowjobs, masturbation, anal, hardcore 2:09
06232013s4

bdsm 2:06
Prison Shower 2 - Studs Fuck

group 1:02
Piss Bitch

bdsm 2:06
Prisoner Life

outdoor 1:44
Prisoners Excellent Outdoor Hard Fucked Action

latino 3:00
Broke Straight Boys - Jason and Anthony

straight boys 5:00
Larry

fucking machines 1:30
prisoner gang fuck

twinks, blowjobs, bdsm 1:01
Jail Ass Licker

asslicking, jocks, masturbation 2:00
Punishing A Prisoner

asslicking, bears, military 9:57
big bear sucks cock and gets fucked

blowjobs, masturbation, cumshot, anal, bears, hunks 1:00
big bear sucks cock and gets fucked

blowjobs, masturbation, cumshot, anal, bears, hunks 1:00
Man Behind Bars

hairy 2:00
Prison Riot

bareback 3:05
Police Man

bdsm 2:00
Str8 Out Of Prison

amateur 1:46
Prison Slave Fuck

bdsm 2:03
Redhead Sexy Corrections Officer Strokes His Big Meat

hunks 4:07
Prison Shower 2 - Group Sex

muscle 1:02
Guard-Prisoner ORGY

hardcore 2:03
Broke Straight Boys - Jason and Anthony

straight boys 5:00
Raw in Reno

amateur 2:34
Twink Prisoner

twinks, blowjobs, anal 10:38
Prison Shower 2 - Group Sex

anal, blowjobs, group, masturbation, muscle 1:02
Naughty Prisoner Fucked with Baton

bdsm, toys 2:06
Big Bears In Trouble

anal, bears, big cock, blowjobs, hardcore, object insertion 1:48
Prison Shower 4 - DMH - Drill My Hole - Johnny Rapid - Landon Conrad - Cooper Reed

anal, asslicking, big cock, blowjobs, group, hardcore, hunks, twinks 1:04
Ramming Riley

amateur, anal, bareback 2:01
Andrew

masturbation, fucking machines, cumshot, hairy, stripping 1:30
Str8 Flava #3 - Jedi

interracial, blowjobs, straight boys 2:57
Prison Punishment - Karl - The Rod

straight boys, bdsm 1:26
Dreaming About Getting Out

twinks, blowjobs, anal 4:56
Big Steve and Tim

blowjobs, masturbation, straight boys 2:00
Cop Uses His Prisoner

muscle, blowjobs, bears, military, hardcore 16:41
Fucked On The Prison Toilet

cumshot, anal, hardcore 18:55
Tied Up Prisoner

bdsm 19:00
Prison Sex

blacks 15:20
Prisoners Fucked

asian 3:50
Bears Fuck In Prison

bears 1:51
E-stim

bdsm 2:06
Puppy Prisoner

bdsm 2:06
Prisoner #12282010 Gets Fucked

bdsm 2:06
Confused Prisoner

bdsm 2:06
Gay Cop Punishes Prisoner BDSM Sex

bdsm 4:00
cops In Need

hairy 1:37
Broke Straight Boys - Jason and Anthony

straight boys 5:00
Danny

cumshot 1:30
Jailhouse Fucking

muscle, group, hardcore 18:26
Puppy Prisoner

bdsm 2:06
Chained and Forced to Suck

bdsm 2:06
Naughty Prisoner Fucked with Baton

bdsm 2:06
Prisoner #12282010 Gets Fucked

bdsm 2:06
Zipped UP

bdsm 2:06
Stake Out Part 2 - STG - Str8 to Gay - Bryce Star & Haigen Sence

couples :57
taking advantage of a twink inmate

hardcore 1:04
prisoner and the guard

twinks 5:00
Prison Fuck

amateur, blowjobs, anal, bisexual, hardcore 16:41
Mischivious Doctor

bdsm 4:01
Jail Bangers

hardcore 26:04
Prison Sex

interracial 7:32
Arab Hunks Slapping Cocks Together

couples 5:05
interracial cock sucking and jerking

interracial 1:30
Twinks Prisoners Get Ass Punished

twinks 5:00
prisoners of fuck

twinks, group, bdsm 5:00
Holding Cell

asslicking, jocks, toys, masturbation, object insertion 5:00
Broke Straight Boys - Jason and Anthony

anal, straight boys, twinks 5:00
Franco Fucks My Mouth

blowjobs, fucking machines, cumshot, hairy, stripping 1:30
Lawless

fisting, hardcore, pornstars 2:00
Arabian Prison Alexander Pictures

bears, latino 5:05
LONELY NIGHTS IN THE STIR

muscle, masturbation, straight boys, hunks 5:00
Zoltan and Kalman

bareback, blowjobs, masturbation, anal, hardcore 2:00
Huge strong man

bareback, blowjobs, masturbation, anal, group, straight boys, hardcore 3:59
Military Punishes Prisoners

blowjobs, military, bdsm 5:00
Prison Gangbang

hardcore 2:01
Rikki Imprisoned

bdsm 7:48
06232013s4

bdsm 2:06
Raw Attitude

bears 2:39
Prisoner Life

outdoor 1:44
euro hunks with ink fucking in a barracks

military 2:00
Guard-Prisoner ORGY

hardcore 2:03
Raw in Reno

amateur 2:34
Chained Up

amateur, muscle, masturbation 17:24
Jail Fuckers

amateur, bareback, anal, hardcore 1:07
Prisoned Boys

asslicking, muscle, hunks 8:17
Redhead Sexy Corrections Officer Strokes His Big Meat

hunks 4:07
Chained Up Prisoner

bdsm 2:06
Confused Prisoner

bdsm 2:06
Ramming Riley

amateur 2:01
Prison Banging

bareback 2:02
Gay Cop Ties Prisoner and forces Blowjob

bdsm 4:00
Guard-Prisoner ORGY

anal, big cock, blowjobs, group, hardcore, hunks, muscle 2:03
Under Arrest

anal, group, hardcore 2:00
Prisoners Last Request

blowjobs, bears, hardcore 17:17
Inmates Hard Fucking

muscle, anal, hardcore 18:19
His First Internal

latino 3:31
Jake Steel and Scott Campbell

hardcore 1:06
Prison Sex with

cumshot, anal, cum eating 17:30
Raw Attitude

asslicking, bears, blowjobs 2:39
JAIL CELL JERK OFF

masturbation, straight boys, hunks 5:00
His Last Request

muscle, hardcore, hunks 17:13
Officer Fucks His Prisoner

hardcore 9:57

Browse Our List

Browse Our List

Our Good Friends