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4 years ago
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6 months ago
11:44

GayTubeSite

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1 year ago
7:00

BoyFriendTV

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10 months ago
21:52

ABGay

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1 year ago
1:43

MenGem

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1 year ago
10:00

4Gay

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3 months ago
9:44

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5 months ago
17:31

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1 year ago
24:07

ABGay

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1 year ago
1:35:45

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4 months ago
9:50

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5 years ago
6:56

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9 days ago
10:00

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1 year ago
10:11

IceGayPorn

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9 months ago
9:44

GayPornVideo

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10 months ago
20:56

ABGay

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1 year ago
8:08

AnyGay

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1 year ago
8:00

OurGay

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2 years ago
8:00

4Gay

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1 year ago
6:00

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7 months ago
6:58

FetishPapa

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2 years ago
14:20

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5 months ago
8:00

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10 months ago
38:16

ABGay

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8 months ago
14:46

BoyFriendTV

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2 years ago
10:00

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2 years ago
10:00

4Gay

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1 year ago
10:00

4Gay

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3 years ago
5:10

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26 days ago
23:41

BoyFriendTV

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1 year ago
8:00

BoyFriendTV

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1 year ago
3:33

MenGem

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10 months ago
1:58:38

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5 years ago
5:20

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10 months ago
27:38

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11 months ago
24:52

ABGay

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11 months ago
20:55

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Next Door Buddies: Prison Break-In: A Shocking Surprise
41 days ago
11:50

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53 days ago
9:58

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Falcon Studios: In Lockdown, Warren Takes Mason Deep
4 months ago
11:54

GayPornoTube

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4 years ago
10:41

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44 days ago
5:55

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1 year ago
4:00

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Demonstration of Prison Physical Examination Process
53 days ago
3:56

BoyFriendTV

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34 days ago
27:46

BoyFriendTV

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Falcon Studios: Recruit's Hole Prepares for Big Guns
7 months ago
11:42

GayTubeSite

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21 days ago
8:00

PornGem

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8 months ago
2:01:11

BoyFriendTV

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8 months ago
12:00

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10 months ago
6:37

ABGay

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4 months ago
8:09

BoyFriendTV

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8 months ago
21:41

MenGem

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40 days ago
10:00

IceGayPorn

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2 months ago
4:48

AnyGay

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Men: Pierced and Penetrated Behind Bars
10 months ago
12:00

GayPornoTube

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BadBoyBondage.com - Very cute agrees to hard pounding
1 year ago
10:11

GayPornoTube

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24 days ago
1:31:00

BoyFriendTV

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2 years ago
8:00

4Gay

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Inside Mack Prison - Sex Club
1 year ago
4:00

OurGay

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Men: From Confinement To Connection: A Forbidden Union
8 months ago
12:00

GayPornoTube

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in Prison two Juvie Men - Gig two
1 year ago
33:00

4Gay

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Tom Endures Sucking And Fingering
29 days ago
10:46

UPornia

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5 months ago
1:32:48

BoyFriendTV

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Prison Guard Gets Ravaged! - Nick Capro, Rocco Steele, Alessio Vega, Cade Maddox & Ray Di
1 year ago
5:07

OurGay

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1 year ago
7:51

4Gay

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1 year ago
8:05

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10 months ago
6:02

ABGay

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11 months ago
10:21

GayBingo

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Step Uncle Drew Drilled You Too, Episode #01 Uncle Drews Back (From Prison)
1 year ago
14:55

MenGem

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1 year ago
29:41

BoyFriendTV

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3 years ago
5:00:13

GayBingo

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4 months ago
9:54

GayTubeSite

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1 year ago
12:01

OurGay

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Men: Freed Prisoner Returns for a Filthy Frenzy
7 months ago
11:50

IceGayPorn

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57 days ago
8:51

GayBingo

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1 year ago
6:00

OurGay

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Rocco Steele's Step Dad Goes to Prison
49 days ago
1:32:48

BoyFriendTV

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1 year ago
8:00

GayTubeSite

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7 months ago
1:38:29

BoyFriendTV

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7 years ago
2:25

ABGay

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1 year ago
8:22

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10 months ago
12:03

4Gay

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1 year ago
6:00

OurGay

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1 year ago
5:22

OurGay

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Prison Guard Gets Ravaged! - Nick Capro, Rocco Steele, Alessio Vega, Cade Maddox & Ray Di
1 year ago
1:04

OurGay

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2 months ago
9:58

GayPornoTube

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MenOver30 - You Gotta Suck A Cock To Read A Book In Prison
1 year ago
10:01

OurGay

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SayUncle Compilations: Dakota and Trent: A Sizzling Tale
4 months ago
12:00

GayTubeSite

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Dimitri Kane & Tony Paradise in A Guide To Sex In Prison 3 - DrillMyHole
1 year ago
6:00

OurGay

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8 months ago
8:50

4Gay

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1 year ago
6:00

GayPornoTube

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2 years ago
20:03

4Gay

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8 months ago
12:00

IceGayPorn

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1 year ago
4:04

AnyGay

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1 year ago
10:22

OurGay

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1 year ago
5:26

OurGay

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1 year ago
8:09

OurGay

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51 days ago
18:14

BoyFriendTV

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1 year ago
6:00

IceGayPorn

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1 year ago
7:59

OurGay

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1 year ago
6:00

OurGay

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9 months ago
9:48

GayPornVideo

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Dick Dorm: Unleashing Inner Demons in Boredom's Prison
8 months ago
12:00

GayPornoTube

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Adam Bryant & Josh Peters in A Guide To Sex In Prison 2 - DrillMyHole
1 year ago
6:00

OurGay

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1 year ago
7:49

AnyGay

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1 year ago
7:59

OurGay

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1 year ago
7:48

AnyGay

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6 months ago
10:24

4Gay

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1 year ago
7:42

AnyGay

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3 months ago
11:08

XXXVogue

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2 years ago
14:47

4Gay

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1 year ago
7:51

AnyGay

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1 year ago
5:52

BoyFriendTV

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

IcePorn

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BullDogXXX.com - Officer Submits
1 year ago
3:46

MenGem

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4 months ago
10:00

IceGayPorn

Prison Panties Popping

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Stone and Katz Deliver Delightful Pounding
34 days ago
10:00

GayPornVideo

Stone and Katz Deliver Delightful Pounding

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1 year ago
5:40

BoyFriendTV

Submission Prison 2

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Ebony Inmate Humps Backside while Masturbating with Intense 60fps Action
2 years ago
10:00

4Gay

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11 months ago
4:05

AnyGay

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2 years ago
7:14

GayBingo

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Falcon Studios: Battlefield to Bed: A Twisted Takeover
2 months ago
12:00

IceGayPorn

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Falcon Studios: Matthew Takes Charge of His Boys
10 months ago
11:40

GayPornoTube

Falcon Studios: Matthew Takes Charge of His Boys

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28 days ago
7:01

4Gay

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1 year ago
8:09

AnyGay

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1 year ago
22:03

ABGay

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39 days ago
51:57

4Gay

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10 months ago
18:46

ABGay

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10 months ago
1:42:19

ABGay

Mens Prison- Sexual Confinment Movie 2005

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1 year ago
17:21

ABGay

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Horny gay inmates escape prison and now have to hide
1 year ago
7:49

AnyGay

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Police Fucks A Boy In Prison
10 months ago
9:18

ABGay

Police Fucks A Boy In Prison

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Jailhouse Jolts of Joy
41 days ago
10:00

GayPornoTube

Jailhouse Jolts of Joy

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Queer, prison, stealing
4 years ago
8:10

GayBingo

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Ray - Back from Prison
9 months ago
2:14

JizzBunker

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1 year ago
8:11

AnyGay

Jailed dudes work their magic on each other's ass

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1 year ago
8:01

MenGem

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Falcon Studios: Sucking, Fucking, Giving It Up In Lockup
1 year ago
12:00

GayPornoTube

Falcon Studios: Sucking, Fucking, Giving It Up In Lockup

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An Open Invitation To Raw, Twink Action With Robin Few
13 days ago
10:00

mrGay

An Open Invitation To Raw, Twink Action With Robin Few

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Men: Imprisoned Hearts That Refuse to Be Jailed
10 months ago
12:00

GayTubeSite

Men: Imprisoned Hearts That Refuse to Be Jailed

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Muscled Office Boss Brenden Prison Get Bj
1 year ago
5:15

OurGay

Muscled Office Boss Brenden Prison Get Bj

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Gio Cruz, Matt Hughes and Ludovic Canot (BUH P1)
1 year ago
25:12

BoyFriendTV

Gio Cruz, Matt Hughes and Ludovic Canot (BUH P1)

Tags: anal, prison
FapHouse - Orgy video
1 year ago
6:00

IceGayPorn

FapHouse - Orgy video

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Prison Gangbang
1 year ago
1:20:21

BoyFriendTV

Prison Gangbang

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The Prison Shower Room
1 year ago
8:00

OurGay

The Prison Shower Room

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Gay prisoner assfisted in tight anal hole by his jail buddy
14 days ago
8:00

PornGem

Gay prisoner assfisted in tight anal hole by his jail buddy

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Drilled the Young Employee That Made Him Want to Munch My Jizz
2 months ago
8:40

4Gay

Drilled the Young Employee That Made Him Want to Munch My Jizz

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Gay prisoner gets fisted in cell by his prison mate
1 year ago
7:00

PornGem

Gay prisoner gets fisted in cell by his prison mate

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Men: Locked Up Love Affair
10 months ago
12:00

GayPornVideo

Men: Locked Up Love Affair

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Paul Morgan in prison
10 months ago
44:50

ABGay

Paul Morgan in prison

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Gay Officer Gets A Hardon Licking Fresh Prison Ass
1 year ago
3:00

OurGay

Gay Officer Gets A Hardon Licking Fresh Prison Ass

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Falcon Studios: Gay Prisoners Jump Tom, Fingers Invade
10 months ago
10:46

IceGayPorn

Falcon Studios: Gay Prisoners Jump Tom, Fingers Invade

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Prison shag between Phenix Saint and Parker London
1 year ago
8:11

AnyGay

Prison shag between Phenix Saint and Parker London

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Men: Con and Enzo's Wild Escape from Cops
11 months ago
12:00

GayPornoTube

Men: Con and Enzo's Wild Escape from Cops

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Dominant black officer Race Cooper anally destroys Tommy Rawlins ass in prison
9 months ago
6:59

MenGem

Dominant black officer Race Cooper anally destroys Tommy Rawlins ass in prison

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Inmates fuck a lot and splash jizz all over the cell
1 year ago
8:09

AnyGay

Inmates fuck a lot and splash jizz all over the cell

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molten bang inbetween prisoners and security guard ! HD
1 year ago
4:42

MenGem

molten bang inbetween prisoners and security guard ! HD

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Men Under Pressure Seeking Release
55 days ago
9:50

GayPornoTube

Men Under Pressure Seeking Release

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Bodlak Fucks Prisons' Young Twinks in Leather
2 months ago
9:44

GayPornVideo

Bodlak Fucks Prisons' Young Twinks in Leather

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Garrett is Rafael Alencars prison bitch
10 months ago
5:31

ABGay

Garrett is Rafael Alencars prison bitch

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Connor Maguire and his kinky technique for new inmates
1 year ago
3:55

AnyGay

Connor Maguire and his kinky technique for new inmates

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Gang of arse bandit cops cum on young bear
4 months ago
6:00

4Gay

Gang of arse bandit cops cum on young bear

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Cop fucks inmate in his prison cell and comes on his ass
1 year ago
7:50

AnyGay

Cop fucks inmate in his prison cell and comes on his ass

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Man in prison is used by two dominant men with toys
1 year ago
3:57

AnyGay

Man in prison is used by two dominant men with toys

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Prison sex with those pretty brown dicks of Baxxx and Joseph Hart
1 year ago
7:00

BoyFriendTV

Prison sex with those pretty brown dicks of Baxxx and Joseph Hart

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Prison-Bound - But Free in Each Other's Arms
2 months ago
10:00

IceGayPorn

Prison-Bound - But Free in Each Other's Arms

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Rocco Reed wants Castro Supreme and lots of other men
1 year ago
7:52

AnyGay

Rocco Reed wants Castro Supreme and lots of other men

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Jail Drill with Dallas Steele
5 months ago
8:12

4Gay

Jail Drill with Dallas Steele

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Falcon Studios: Locked Up & Humping Down
9 months ago
11:50

GayTubeSite

Falcon Studios: Locked Up & Humping Down

Tags: anal, ass, asslick, blowjob, cumshot
Watch this hot black dude get pounded in the prison by a horny white dude
2 years ago
7:33

4Gay

Watch this hot black dude get pounded in the prison by a horny white dude

Tags: anal, black, blowjob, boy, dick
Dominant man having his way with the tall prisoner
2 months ago
2:04

AnyGay

Dominant man having his way with the tall prisoner

Tags: anal, bdsm, bondage, prison, slave
Muscular dudes spend the night in jail fucking like crazy
1 year ago
8:08

AnyGay

Muscular dudes spend the night in jail fucking like crazy

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Men: Con's Escape and Enzo's Eager Mouth
11 months ago
11:58

GayTubeSite

Men: Con's Escape and Enzo's Eager Mouth

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Steamy men shares loud anal after dirty rimming
1 year ago
7:45

AnyGay

Steamy men shares loud anal after dirty rimming

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Prison Toilet
1 year ago
17:20

4Gay

Prison Toilet

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Femboy in prison, sling, femboys
5 years ago
5:10

GayBingo

Femboy in prison, sling, femboys

Tags: prison
Folsom Prison
11 months ago
3:02:52

BoyFriendTV

Folsom Prison

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Gay prisoner fisted and bareback fucked by his roommate
1 year ago
7:00

PornGem

Gay prisoner fisted and bareback fucked by his roommate

Tags: anal, barebacking, fetish, fisting, jail
Arena of Thebes 1
8 months ago
36:31

4Gay

Arena of Thebes 1

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Men: Behind Bars, Boners Bared
7 months ago
11:46

GayTubeSite

Men: Behind Bars, Boners Bared

Tags: 3d, 3some, american, anal, ass