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9 years ago
10:42

xHamster

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11 years ago
7:00

AnyPorn

Convicts are keeping the prison guard in the BDSM hostage

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14 years ago
19:00

BoyFriendTV

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14 years ago
26:53

BoyFriendTV

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Lockup, Cell Extraction and Gangbang and Fetish Prison Sex
12 years ago
4:01

BoyFriendTV

Lockup, Cell Extraction and Gangbang and Fetish Prison Sex

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10 years ago
5:59

BoyFriendTV

Prison orgy baton in Johnny Rapids ass

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Joseph Hart In Hot Jocks Prison Fucking Hard
7 months ago
11:35

TheGay

Joseph Hart In Hot Jocks Prison Fucking Hard

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Ass Fucked By A Machine
11 years ago
3:55

FlyFlv

Ass Fucked By A Machine

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Prison bitch blows his black cellmate and gets ass fucked
9 years ago
6:56

AnyPorn

Prison bitch blows his black cellmate and gets ass fucked

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11 years ago
28:52

BoyFriendTV

Strong buddies drill in the prison

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14 years ago
24:13

BoyFriendTV

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12 years ago
5:29

BoyFriendTV

Bi orgy prison cocks shoot their sticky cumloads

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Eli Gets Bonded And Punished
9 years ago
3:54

FlyFlv

Eli Gets Bonded And Punished

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Lockup, Cell Extraction & Prison Gang Fuck
8 years ago
4:00

Txxx

Lockup, Cell Extraction & Prison Gang Fuck

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Bisexual prison guard gets hard
12 years ago
5:23

BoyFriendTV

Bisexual prison guard gets hard

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10 years ago
5:12

BoyFriendTV

Gay bottom bitch gets fucked in prison

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Prison Blues
5 months ago
1:45:08

BoyFriendTV

Prison Blues

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Adorable guy with soft ass cheeks gets cruel prison ass fuck
10 years ago
5:00

TubeON

Adorable guy with soft ass cheeks gets cruel prison ass fuck

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Prison Romance
9 years ago
15:05

xHamster

Prison Romance

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Sexually Used By The Prison's Guards
10 years ago
3:55

FlyFlv

Sexually Used By The Prison's Guards

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Studs working as cooks in prison get busy when the guards leave
10 years ago
5:00

VivaTube

Studs working as cooks in prison get busy when the guards leave

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Chris Abbot and Ray Diesel
9 years ago
6:14

TubeDupe

Chris Abbot and Ray Diesel

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Hanged, Spanked And Fucked In A Prison Cell
11 years ago
4:00

FlyFlv

Hanged, Spanked And Fucked In A Prison Cell

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Long Arm Of The Law Part 2, Scene #04
9 years ago
2:00

TubeDupe

Long Arm Of The Law Part 2, Scene #04

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HotHouse Stiff Cocks In Prison
9 years ago
8:00

xHamster

HotHouse Stiff Cocks In Prison

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8 years ago
10:00

BoyFriendTV

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COP DOMINATES PRISONER IN A KINKY WAY IN A PRISON CELL
2 years ago
52:17

BoyFriendTV

COP DOMINATES PRISONER IN A KINKY WAY IN A PRISON CELL

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2 years ago
1:55

XXXDan

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1 year ago
20:32

BoyFriendTV

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Maverick 7: Chained
10 years ago
1:06:33

TubePornClassic

Maverick 7: Chained

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He's Almost Free!
11 years ago
4:00

FlyFlv

He's Almost Free!

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They Do Not Lose Time In Vain, Sitting Behind Bars
9 years ago
4:58

FlyFlv

They Do Not Lose Time In Vain, Sitting Behind Bars

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Prison Breakers A2
11 months ago
20:28

BoyFriendTV

Prison Breakers A2

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A Guide to Sex in Prison Part 2- TRAILER- Adam Bryant & Josh Peters - DMH - Drill My Hole
9 years ago
0:57

TubeDupe

A Guide to Sex in Prison Part 2- TRAILER- Adam Bryant & Josh Peters - DMH - Drill My Hole

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NA prison 2.6
8 years ago
6:49

xHamster

NA prison 2.6

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Discipline4Boys - Prison Punishment 2
11 years ago
17:25

BoyFriendTV

Discipline4Boys - Prison Punishment 2

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13 years ago
7:46

BoyFriendTV

Str8 prison latino thug

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This Is A Freaky Fantasy
8 years ago
3:56

FlyFlv

This Is A Freaky Fantasy

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Extraordinary drilling in prison
14 years ago
5:00

BoyFriendTV

Extraordinary drilling in prison

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Fun Time In American Prison
10 years ago
4:00

FlyFlv

Fun Time In American Prison

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Gay hardcore in a prison
14 years ago
18:58

BoyFriendTV

Gay hardcore in a prison

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CraigDaniel - RileyTess
8 years ago
18:02

BoyFriendTV

CraigDaniel - RileyTess

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Tattooed white guy rides black cock in prison
9 years ago
8:02

xHamster

Tattooed white guy rides black cock in prison

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Insatiable dude invites a kinky cop to fist his hungry ass in prison
8 years ago
6:15

YepTube

Insatiable dude invites a kinky cop to fist his hungry ass in prison

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Prison guards get horny in the locker room and make a stacked, gay sandwich
10 years ago
5:00

TubeON

Prison guards get horny in the locker room and make a stacked, gay sandwich

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Mature bold dude fucks sexy twink hard in a prison cell
8 years ago
6:59

DrTuber

Mature bold dude fucks sexy twink hard in a prison cell

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Crazy fucking orgy in the prison
11 years ago
30:49

BoyFriendTV

Crazy fucking orgy in the prison

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Hard Times In Prison For A Cute Gay
10 years ago
3:55

FlyFlv

Hard Times In Prison For A Cute Gay

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Officer Maguire and his new prison bitch
8 years ago
4:00

Txxx

Officer Maguire and his new prison bitch

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6 months ago
7:10

GayBingo

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Policeman Makes Prisoner Obey His Wish
9 years ago
4:00

FlyFlv

Policeman Makes Prisoner Obey His Wish

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Tatted Muscle Prison Thug Breeds Rich Daddy
10 years ago
1:31

xHamster

Tatted Muscle Prison Thug Breeds Rich Daddy

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Kevin Cage's wild prison orgy with bodybuilders and otters
6 months ago
39:45

GayBingo

Kevin Cage's wild prison orgy with bodybuilders and otters

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8 years ago
29:56

Txxx

Prison fuck

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8 years ago
25:07

BoyFriendTV

Hot gay anal rimming and cumshot

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9 years ago
6:00

BoyFriendTV

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Deepthroat Behind The Bars
8 years ago
7:46

FlyFlv

Deepthroat Behind The Bars

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8 years ago
21:56

Txxx

Prison good fuck

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8 years ago
8:00

BoyFriendTV

Prisoners fuck

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Prisoner Tied With Chains And Leather Belts
12 years ago
4:00

FlyFlv

Prisoner Tied With Chains And Leather Belts

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Chubby twink gets his ass pounded in hot gay foursome to not go to the prison
11 months ago
6:00

HotMovs

Chubby twink gets his ass pounded in hot gay foursome to not go to the prison

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It was a slow day at the prison so the guard got a blowjob and some ass
10 years ago
5:00

ProPorn

It was a slow day at the prison so the guard got a blowjob and some ass

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White guy sucks black cock in the prison bus
14 years ago
5:39

BoyFriendTV

White guy sucks black cock in the prison bus

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Horny bald white guy sucks the dick of the black guy in the prison
9 years ago
6:58

BravoTube

Horny bald white guy sucks the dick of the black guy in the prison

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Insolent lads fuck in prison and share surreal bareback kinks
5 months ago
6:57

ZedPorn

Insolent lads fuck in prison and share surreal bareback kinks

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A Guide to Sex In Prison Part 1 - TRAILER- Sebastian Young & Landon Mycles - DMH - Drill My Hole
9 years ago
1:00

TubeDupe

A Guide to Sex In Prison Part 1 - TRAILER- Sebastian Young & Landon Mycles - DMH - Drill My Hole

Tags: doggystyle, muscled, prison, tattoo, teen (18+), uniform

Tyler Bolt and Jason Alcok are in prison together
9 years ago
7:10

BoyFriendTV

Tyler Bolt and Jason Alcok are in prison together

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Blonde Boys Sex Prison-bondage Best
5 months ago
17:07

TheGay

Blonde Boys Sex Prison-bondage Best

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Cute Asian Hunk in Prison Fuck
53 days ago
7:26

BoyFriendTV

Cute Asian Hunk in Prison Fuck

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Submission Prison 2
8 months ago
5:10

TheGay

Submission Prison 2

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Prison Guard Fucked By Horny Prisoners
9 months ago
9:50

JizzBunker

Prison Guard Fucked By Horny Prisoners

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Submission Prison Scene 01
2 years ago
0:45

GayGo

Submission Prison Scene 01

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Uniformed Prison Guard Foot Worshipped By Bald Gay Inmate
3 years ago
4:35

TheGay

Uniformed Prison Guard Foot Worshipped By Bald Gay Inmate

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Horny Cocksucker Takes A Bareback Prison Style Ass Banging
8 years ago
17:18

TheGay

Horny Cocksucker Takes A Bareback Prison Style Ass Banging

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Black Orgy in the Prison Gym @SexyHunkTube
1 year ago
8:21

BoyFriendTV

Black Orgy in the Prison Gym @SexyHunkTube

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Money Heist Parody
2 years ago
27:56

GayGo

Money Heist Parody

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Hot Indian Boy Watching 😍 👩 Women With Sex
4 months ago
2:05

xHamster

Hot Indian Boy Watching 😍 👩 Women With Sex

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15 days ago
6:40

xHamster

Young Boy Blowjob Small Cock

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Sex scene with the prisoner and the guard
1 year ago
7:00

PornGem

Sex scene with the prisoner and the guard

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2 months ago
6:58

BoyFriendTV

Hairy Prison Cell Mates bareback fuck

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2 months ago
8:02

GayBingo

Faggot sucks off straight, sucking real straight thug, real prison

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Prison Jail Full Movie Teen 18+ Sex
44 days ago
2:26:43

TheGay

Prison Jail Full Movie Teen 18+ Sex

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Pissing In Prison Blues And A Black T
2 years ago
5:38

TheGay

Pissing In Prison Blues And A Black T

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RawFTM- Fuck my FTM Pussy like we did in Prison
1 year ago
7:32

BoyFriendTV

RawFTM- Fuck my FTM Pussy like we did in Prison

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Hunk Dominates Twink In Prison And Fucks
3 years ago
6:00

TheGay

Hunk Dominates Twink In Prison And Fucks

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Gay guy in leather strap gets his ass handed to him in threesome in prison office
1 year ago
8:00

JizzBunker

Gay guy in leather strap gets his ass handed to him in threesome in prison office

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4 years ago
14:45

TheGay

Prison Spank Boys Porn Fetish

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Thanksgivingeve
1 year ago
8:12

xHamster

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Colt Spence preparing newbie prison guard Apollo Fates for taking his huge cock all day
9 months ago
6:59

FetishPapa

Colt Spence preparing newbie prison guard Apollo Fates for taking his huge cock all day

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Latino Prison Twink Becomes the Cell Bitch
11 months ago
21:43

JizzBunker

Latino Prison Twink Becomes the Cell Bitch

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2 years ago
5:59

GayBingo

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3 months ago
17:33

GayBingo

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Prison Can Hear You Gag
4 months ago
12:12

TheGay

Prison Can Hear You Gag

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TwinksPerps - Horny muscle dude gets barebacked to escape prison sentence
6 months ago
8:59

GayBingo

TwinksPerps - Horny muscle dude gets barebacked to escape prison sentence

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Muscled prison guard Alessio gags as four cocks take turns on his mouth
3 months ago
9:01

BoyFriendTV

Muscled prison guard Alessio gags as four cocks take turns on his mouth

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The Prison Warden Likes to Watch
1 year ago
11:38

BoyFriendTV

The Prison Warden Likes to Watch

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Big Hunk
57 days ago
1:35

xHamster

Big Hunk

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59 days ago
14:35

XXXDan

The prison guard likes cock

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Submission Prison 4-2
8 months ago
5:51

BoyFriendTV

Submission Prison 4-2

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Rocco fucks in Prison very hot
15 days ago
28:27

BoyFriendTV

Rocco fucks in Prison very hot

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Maniacs In Prison #1 - Fully Remastered In Hd
2 months ago
4:29

TheGay

Maniacs In Prison #1 - Fully Remastered In Hd

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45 days ago
29:04

BoyFriendTV

Fuck in prison

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Submission Prison 3-2
7 months ago
5:22

TheGay

Submission Prison 3-2

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Muscle Studs Prison Fight
1 year ago
6:30

BoyFriendTV

Muscle Studs Prison Fight

Tags: gangbang, hd, hunk, muscled, prison, punishment

Sex Maniacs In Prison Part #1 - Fully remastered in HD
3 months ago
4:35

xHamster

Sex Maniacs In Prison Part #1 - Fully remastered in HD

Tags: 3some, anal, assfucking, beauty, bodybuilder, boy, condom, cum, dick, handjob

The Prison Guard Assfucks Handsome Inmates
4 months ago
13:35

GayBingo

The Prison Guard Assfucks Handsome Inmates

Tags: anal, assfucking, bear, beauty, big cock, prison

Sherman Maus mercilessly fists Joey Wagner and Gunner in prison
2 days ago
7:00

BoyFriendTV

Sherman Maus mercilessly fists Joey Wagner and Gunner in prison

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Cumming with an Anal Plug
5 months ago
3:19

xHamster

Cumming with an Anal Plug

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Bears in Prison Fuck
4 years ago
9:18

TheGay

Bears in Prison Fuck

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Russian PRISONER makes young GAY MAN suck cock in prison
1 year ago
10:29

JizzBunker

Russian PRISONER makes young GAY MAN suck cock in prison

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Policeman Made Prisoner His Bitch
2 years ago
34:00

GayGo

Policeman Made Prisoner His Bitch

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Prison Boys Hard Videos
1 year ago
12:01

TheGay

Prison Boys Hard Videos

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Bound Prison
2 years ago
52:28

BoyFriendTV

Bound Prison

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Animated, animated, prison
3 months ago
5:46

GayBingo

Animated, animated, prison

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Juan Penis and Leonardo prison
48 days ago
2:06

JizzBunker

Juan Penis and Leonardo prison

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Intense prison orgy with police officer, rectal action, and muscular men
6 months ago
1:45:35

GayBingo

Intense prison orgy with police officer, rectal action, and muscular men

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10 months ago
8:03

JizzBunker

Huge black man fucking a whiteboi in the prison

Tags: big cock, black, hardcore, interracial, prison

Busty prison guarder and the prisoner can't take a long time
2 months ago
4:05

xHamster

Busty prison guarder and the prisoner can't take a long time

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Dominating my cellmate in prison
11 months ago
8:42

GayBingo

Dominating my cellmate in prison

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I Learned This In Prison
1 year ago
6:56

BoyFriendTV

I Learned This In Prison

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