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9 years ago
10:42

xHamster

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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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Eli Gets Bonded And Punished
9 years ago
3:54

FlyFlv

Eli Gets Bonded And Punished

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Bisexual prison guard gets hard
12 years ago
5:23

BoyFriendTV

Bisexual prison guard gets hard

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Prison Romance
9 years ago
15:05

xHamster

Prison Romance

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

ZedPorn

Insolent lads fuck in prison and share surreal bareback kinks

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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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Discipline4Boys - Prison Punishment 2
11 years ago
17:25

BoyFriendTV

Discipline4Boys - Prison Punishment 2

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Convicts are keeping the prison guard in the BDSM hostage
11 years ago
7:00

AnyPorn

Convicts are keeping the prison guard in the BDSM hostage

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NA prison 2.6
8 years ago
6:49

xHamster

NA prison 2.6

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13 years ago
7:46

BoyFriendTV

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14 years ago
24:13

BoyFriendTV

Prison boys feet licking & jizzing

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This Is A Freaky Fantasy
8 years ago
3:56

FlyFlv

This Is A Freaky Fantasy

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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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9 years ago
8:02

xHamster

Tattooed white guy rides black cock in prison

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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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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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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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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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Prison boys ass licking & slamming & jizzing
14 years ago
19:00

BoyFriendTV

Prison boys ass licking & slamming & jizzing

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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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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
9 years ago
1:31

xHamster

Tatted Muscle Prison Thug Breeds Rich Daddy

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8 years ago
29:56

Txxx

Prison fuck

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Gay bottom bitch gets fucked in prison
10 years ago
5:12

BoyFriendTV

Gay bottom bitch gets fucked in prison

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Hot gay anal rimming and cumshot
8 years ago
25:07

BoyFriendTV

Hot gay anal rimming and cumshot

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9 years ago
6:00

BoyFriendTV

Muscle hunks assfucking twink in prison

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

Txxx

Lockup, Cell Extraction & Prison Gang Fuck

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

FlyFlv

Prisoner Tied With Chains And Leather Belts

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

TubeDupe

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

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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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Prison Gay Threeway Sex
14 years ago
26:53

BoyFriendTV

Prison Gay Threeway Sex

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Bi orgy prison cocks shoot their sticky cumloads
12 years ago
5:29

BoyFriendTV

Bi orgy prison cocks shoot their sticky cumloads

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Cumming with an Anal Plug
5 months ago
3:19

xHamster

Cumming with an Anal Plug

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2 months ago
1:23

xHamster

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Sex In Prison Cell
12 days ago
27:59

BoyFriendTV

Sex In Prison Cell

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Submission Prison 4-1
7 months ago
5:12

TheGay

Submission Prison 4-1

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50 days ago
8:11

xHamster

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Bound Prison
2 years ago
52:28

BoyFriendTV

Bound Prison

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Hot gay sex scene at the prison with Ace Stallion and Declan Blake
2 years ago
6:14

BoyFriendTV

Hot gay sex scene at the prison with Ace Stallion and Declan Blake

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2 months ago
18:11

BoyFriendTV

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My Body-Building
3 months ago
6:09

xHamster

My Body-Building

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Policeman Made Prisoner His Bitch
2 years ago
34:00

GayGo

Policeman Made Prisoner His Bitch

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Submission Prison Scene 01
2 years ago
0:45

GayGo

Submission Prison Scene 01

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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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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 orgy baton in Johnny Rapids ass
10 years ago
5:59

BoyFriendTV

Prison orgy baton in Johnny Rapids ass

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Gay Prison Guard Gangbang
1 year ago
9:59

JizzBunker

Gay Prison Guard Gangbang

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Fisting jock in jail fists roommates hairyass in prison cell
9 months ago
7:00

BoyFriendTV

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

GayBingo

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

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Gets a good fucking in prison
1 year ago
7:52

BoyFriendTV

Gets a good fucking in prison

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Prisoner having fun
8 months ago
8:00

BoyFriendTV

Prisoner having fun

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Masturbation
4 months ago
6:03

xHamster

Masturbation

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Prison Blues
4 months ago
1:45:08

BoyFriendTV

Prison Blues

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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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Hairy Prison Cell Mates bareback fuck
56 days ago
6:58

BoyFriendTV

Hairy Prison Cell Mates bareback fuck

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

BoyFriendTV

Cute Asian Hunk in Prison Fuck

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Submission Prison 3-2
7 months ago
5:22

TheGay

Submission Prison 3-2

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Slammer
4 months ago
2:18:38

BoyFriendTV

Slammer

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I Will Do Anything To Stay Out Of Prison
1 year ago
7:33

TheGay

I Will Do Anything To Stay Out Of Prison

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Anal Belwojob
55 days ago
3:39

xHamster

Anal Belwojob

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Rocco Steele's Dad Goes to Prison
1 year ago
1:32:48

BoyFriendTV

Rocco Steele's Dad Goes to Prison

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Masked Prisoner Humping Out A Moaning Cumshot In A Thong
2 months ago
5:31

xHamster

Masked Prisoner Humping Out A Moaning Cumshot In A Thong

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2 months ago
5:46

GayBingo

Animated, animated, prison

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41 days ago
5:24

xHamster

Nepali babu.

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In The Prison
1 year ago
23:20

BoyFriendTV

In The Prison

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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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Str8 Ginger fucked just like in prison
1 year ago
9:11

BoyFriendTV

Str8 Ginger fucked just like 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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Naked in public Park
7 months ago
5:22

xHamster

Naked in public Park

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Young twink double penetrated in hot prison gay session
2 months ago
9:35

FetishPapa

Young twink double penetrated in hot prison gay session

Tags: 3some, amateur, anal, big cock, blowjob, cumshot, hd, prison, skinny, teen (18+)

Jawbreaker
3 months ago
1:49:42

BoyFriendTV

Jawbreaker

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Chubby twink gets his ass pounded in hot gay foursome to not go to the prison
10 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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Prison jock anallyfisted by his mate in common cell
9 months ago
7:00

BoyFriendTV

Prison jock anallyfisted by his mate in common cell

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Riley Mitchel's prison guard domination
29 days ago
7:00

BoyFriendTV

Riley Mitchel's prison guard domination

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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

Tags: prison

Marcel Schlutt and Nelson Keys Jerk Off
7 months ago
8:26

BoyFriendTV

Marcel Schlutt and Nelson Keys Jerk Off

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1 year ago
20:32

BoyFriendTV

bolivian prison sex

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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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Cell mates bareback fuck in prison
2 years ago
9:50

BoyFriendTV

Cell mates bareback fuck in prison

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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

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Strong buddies drill in the prison
11 years ago
28:52

BoyFriendTV

Strong buddies drill in the prison

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Ass Fucked By A Machine
11 years ago
3:55

FlyFlv

Ass Fucked By A Machine

Tags: anal, ass, assfucking, gagging, insertion, prison, tied up, torture

Interracial jail, black prisoners, gay prison cocks
3 days ago
32:21

GayBingo

Interracial jail, black prisoners, gay prison cocks

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Sex in the Prison
12 days ago
25:07

BoyFriendTV

Sex in the Prison

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Prison Can Hear You Gag
3 months ago
12:12

TheGay

Prison Can Hear You Gag

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Ray - Back from Prison
8 days ago
2:14

JizzBunker

Ray - Back from Prison

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Gay xxx
6 days ago
5:08

xHamster

Gay xxx

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

TubePornClassic

Maverick 7: Chained

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Bareback Fucked just like in Prison- RoughTrashyMen.com
1 year ago
10:05

BoyFriendTV

Bareback Fucked just like in Prison- RoughTrashyMen.com

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Showing Off Plug
1 year ago
6:33

xHamster

Showing Off Plug

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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

Tags: anal, barebacking, bear, handjob, hd, prison, twink

Prison sex with those pretty brown dicks
9 months ago
7:00

PornGem

Prison sex with those pretty brown dicks

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Submission Prison 2
7 months ago
5:10

TheGay

Submission Prison 2

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Prison fun for 3
2 months ago
32:00

BoyFriendTV

Prison fun for 3

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Chris Abbot and Ray Diesel
8 years ago
6:14

TubeDupe

Chris Abbot and Ray Diesel

Tags: big black cock, black, blowjob, condom, interracial, prison, riding, teen (18+)

Bro Can you help me out, I'm Horny
1 year ago
14:41

BoyFriendTV

Bro Can you help me out, I'm Horny

Tags: big cock, dick, hairy, handjob, hardcore, hunk, latina, muscled, prison, uncut

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

TubeDupe

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

Tags: blowjob, deep throat, hunk, muscled, prison, shower, tattoo

Barebacked In Prison Part 1
1 year ago
7:35

BoyFriendTV

Barebacked In Prison Part 1

Tags: anal, barebacking, cumshot, hd, prison, tattoo

Prison Boys Hard Videos
1 year ago
12:01

TheGay

Prison Boys Hard Videos

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Brazilian Prison Fuck
1 year ago
41:57

BoyFriendTV

Brazilian Prison Fuck

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FalconStudios - Hot Jocks Prison Fucking  Hard
7 months ago
12:05

xHamster

FalconStudios - Hot Jocks Prison Fucking Hard

Tags: barebacking, big cock, blowjob, hd, hunk, masturbation, prison

Hot gay prison sex scene with Ace Stallion and Declan Blake
1 year ago
6:15

JizzBunker

Hot gay prison sex scene with Ace Stallion and Declan Blake

Tags: hardcore, hd, prison

Straight Prison Thug Serviced- Redneckstuds
1 year ago
7:17

TheGay

Straight Prison Thug Serviced- Redneckstuds

Tags: big cock, handjob, prison, tattoo, vintage