Jail (13,766)

Prison Mecs

56% 0:45 / 15:17

NakedSword 10 years ago

Submission Prison

47% HD 0:30 / 1:03:00

Submission Prison

AEBN 4 years ago

Raw Piss Prison (Directors Cut)

Raw Piss Prison (Directors Cut)

BoyFriendTV 11 years ago

Prisoner Sub Rock Hard Rods Torrid Sesh

Prisoner Sub Rock Hard Rods Torrid Sesh

GayCK 5 years ago

Str8 To Gay: Rafael Alencar facial

Str8 To Gay: Rafael Alencar facial

GayPorn.video 2 years ago

LFC - CRIMINAL DEMEANOUR (latino Thugz)

LFC - CRIMINAL DEMEANOUR (latino Thugz)

UrGayPorn 3 years ago

Guys locked in prison end up fucking in the ass

Guys locked in prison end up fucking in the ass

AnyGay 2 weeks ago

Prision Trade Delves Squad Wishes out

Prision Trade Delves Squad Wishes out

GayCK 5 years ago

Fucking hard this bitch i met in jail

Fucking hard this bitch i met in jail

Spycock 2 years ago

Handsome Macho Sluts

59% HD 0:30 / 1:35:00

Handsome Macho Sluts

AEBN 5 years ago

Real Cellmates Fuck in Jail

Real Cellmates Fuck in Jail

BoyFriendTV 1 year ago

What indeed Happen at Night while in Prison.

What indeed Happen at Night while in Prison.

GayCK 5 years ago

in prison sans the bail.....

in prison sans the bail.....

GayCK 5 years ago

prison sex

BoyFriendTV 2 months ago

Tayh new prison fuck

Tayh new prison fuck

BoyFriendTV 10 months ago

What men reall do together in prison

What men reall do together in prison

Monstercock 5 years ago

Barebacked By two dark Police Officers

Barebacked By two dark Police Officers

GayDudesFucking 4 years ago

Fun in prison

BoyFriendTV 10 months ago

TRAILERTRASHBOYS Drew Sebastian Barebacks Hunky Jake Nicola

TRAILERTRASHBOYS Drew Sebastian Barebacks Hunky Jake Nicola

LoveTranSex 10 months ago

Two inmates fucking in the jail bathroom

Two inmates fucking in the jail bathroom

Cockmeter 2 years ago

Jail nutt (My real life bf)

Jail nutt (My real life bf)

4Gay 1 year ago

Submission Prison

Submission Prison

IceGayPorn 2 years ago

Young Perps - Jesse Prather voyeur fucked in the butt porn

Young Perps - Jesse Prather voyeur fucked in the butt porn

GayTube.site 3 years ago

BOUND PRISON Part 3: Paying The Piper

56% HD 1:42 / 1:00:32

BOUND PRISON Part 3: Paying The Piper

KinkMen 6 years ago

Giant police officer stepdad punishment - Lalo Cortez

50% HD 0:28 / 12:50

Giant police officer stepdad punishment - Lalo Cortez

Clips4sale 1 year ago

Andre Hardy explores the body of Dire Callahan and jolts him with the stun baton

Andre Hardy explores the body of Dire Callahan and jolts him with the stun baton

Katestube 4 months ago

teen acquires coarse By Cop

teen acquires coarse By Cop

GayDudesFucking 4 years ago

Str8 thug wants to remember when he was fucked in jail

Str8 thug wants to remember when he was fucked in jail

Str8ongay 1 year ago

Jailhouse poke

Gayhaus 1 month ago

Barebacked In Prison Part 2

Barebacked In Prison Part 2

BoyFriendTV 3 years ago

DL JAIL VID

BoyFriendTV 1 year ago

Two prisoners fucking in a Latino american jail

Two prisoners fucking in a Latino american jail

Spycock 4 years ago

Prison

UrGayPorn 2 years ago

Jail Douche Rafael Alencar Johnny Hasty

Jail Douche Rafael Alencar Johnny Hasty

MenGem 7 months ago

Just Out Of Prison, Ready To Suck Dick

Just Out Of Prison, Ready To Suck Dick

LovePorn 1 year ago

Jail plenty of-fuckfest

Jail plenty of-fuckfest

GayDudesFucking 4 years ago

Milky Garbage Hunters Are Splattered By A manstick Greedy Cop

Milky Garbage Hunters Are Splattered By A manstick Greedy Cop

UrGayPorn 3 years ago

BROMO: Piercing Bo Sinn disciplined 69

BROMO: Piercing Bo Sinn disciplined 69

GayPorn.video 3 years ago

Brazilian straight prisoners fucking in the cell

Brazilian straight prisoners fucking in the cell

Monstercock 2 years ago

SPIT AND PISS COVERED

45% HD 0:49 / 15:04

SPIT AND PISS COVERED

DarkCruising 11 months ago

Drew Sebastian & Alpha Wolfe can't hide their feelings in the prison

Drew Sebastian & Alpha Wolfe can't hide their feelings in the prison

IFuckedYourGF 5 months ago

Police station deep hot interrogation

Police station deep hot interrogation

LovePorn 1 year ago

Drew Sebastian & Alpha Wolfe can't hide their feelings in the jail

Drew Sebastian & Alpha Wolfe can't hide their feelings in the jail

Fapnado 2 years ago

ORAL JAIL MATES

ORAL JAIL MATES

BoyFriendTV 1 year ago

Gorgeous Oral Sex In The Jail With Two Prisoners

Gorgeous Oral Sex In The Jail With Two Prisoners

MrGay 3 years ago

Big dick gay oral sex with facial

Big dick gay oral sex with facial

BoyFriendTV 7 years ago

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

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

MenGem 1 week ago

Convict Capture - Part 2

Convict Capture - Part 2

Sex.com 4 weeks ago

Prison Business

Prison Business

BoyFriendTV 7 years ago

Jail play

BoyFriendTV 5 years ago

Prison supah-nice ravage

Prison supah-nice ravage

GayVids 1 year ago

Squad Fears Jail Ass

Squad Fears Jail Ass

GayCK 5 years ago

Ride Or Die: The Gangs All Here - Director's Cut

47% HD 0:30 / 23:00

Ride Or Die: The Gangs All Here - Director's Cut

AEBN 2 years ago

Jail Prison check up 2

Jail Prison check up 2

BoyFriendTV 1 month ago

Prison Doctor Treats a Painful Groin

72% HD 3:04 / 2:07:00

Prison Doctor Treats a Painful Groin

AEBN 9 years ago

Prepping His Ass for Prison

71% HD 0:39 / 32:16

Prepping His Ass for Prison

FapHouse 1 year ago

CLIFF JENSEN'S PRISON TERM - FETISH

CLIFF JENSEN'S PRISON TERM - FETISH

GayCK 6 years ago

Femboy Gives It Up To Jail Guard

Femboy Gives It Up To Jail Guard

MrGay 2 years ago

Tatted Hung White Prison Thug Fucks Black Blitch 2

Tatted Hung White Prison Thug Fucks Black Blitch 2

GayCK 4 years ago

Locked Down - A Prison Fantasy

Locked Down - A Prison Fantasy

BoyFriendTV 2 years ago

Huge black man fucking a whiteboi in the prison

Huge black man fucking a whiteboi in the prison

PornSigma 1 year ago

Bromo: Shawn Assmore receiving facial in the prison

Bromo: Shawn Assmore receiving facial in the prison

IceGayPorn 2 years ago

Muscular prisoner Ty overpowers his twink captor Liam

Muscular prisoner Ty overpowers his twink captor Liam

429Men 1 year ago

Sentenced 2: Punished

57% HD 0:30 / 1:51:00

Sentenced 2: Punished

AEBN 9 years ago

Skinny twink needs to raw fuck officer as jail free card

Skinny twink needs to raw fuck officer as jail free card

Hoes.tube 1 year ago

naked poke In Jail

naked poke In Jail

GayVids 7 months ago

First-Timer Bodybuilder vs Faggyboi Jail Sissy

First-Timer Bodybuilder vs Faggyboi Jail Sissy

GayCK 4 years ago

Falcon Studios: Famous Topher DiMaggio masturbating sex scene

Falcon Studios: Famous Topher DiMaggio masturbating sex scene

GayMenSexTube 4 years ago

Wilcox Prison Georgia Inmate Joseph Hawkins aka TeamDreads gets pounded by cell mate

Wilcox Prison Georgia Inmate Joseph Hawkins aka TeamDreads gets pounded by cell mate

BoyFriendTV 1 year ago

Fuck between prisoners

Fuck between prisoners

Str8ongay 1 year ago

Folsom Jail 2

GayDudesFucking 4 years ago

Irredeemable Piece of Ass

Irredeemable Piece of Ass

xHamster 11 months ago

MaleIcons.com - A mature bold dude's prison cell domination of a sexy willing twink

MaleIcons.com - A mature bold dude's prison cell domination of a sexy willing twink

Yeswegays 4 days ago

Getting Nailed by a Str8 Boy New out of Prison!

Getting Nailed by a Str8 Boy New out of Prison!

Gay4Porn 3 years ago

nubile acquires coarse By Cop

nubile acquires coarse By Cop

GayDudesFucking 3 years ago

Bareback jail butt fuck with horny Sebastian Young

Bareback jail butt fuck with horny Sebastian Young

HOMO.XXX 4 years ago

BROMO - Combo - Athletic Bo Sinn 69 & Noah Scott in prison

BROMO - Combo - Athletic Bo Sinn 69 & Noah Scott in prison

IceGayPorn 3 years ago

Sex Maniacs In Prison Part #5 - Fully remastered in HD

Sex Maniacs In Prison Part #5 - Fully remastered in HD

xHamster 3 months ago

Drive It Deeper

54% HD 0:30 / 1:05:00

Drive It Deeper

AEBN 16 years ago

Lockup Box Extraction Jail group beat

Lockup Box Extraction Jail group beat

GayDudesFucking 4 years ago

PRISON COCKS.

GaySearch 3 years ago

russian prison 2

russian prison 2

BoyFriendTV 4 years ago

MOL - Orange Is The New Gay, Camera Prive

MOL - Orange Is The New Gay, Camera Prive

BoyFriendTV 2 years ago

Big cock becomes bottom while in the prison - Porn Cartoon Uncensored

Big cock becomes bottom while in the prison - Porn Cartoon Uncensored

XGroovy 1 week ago

Sex in the Prison

Sex in the Prison

BoyFriendTV 1 week ago

Chris Prison Of Pain Part 1

Chris Prison Of Pain Part 1

BoyFriendTV 4 years ago

Busted boys – Ariano – A tight spot

72% HD 0:39 / 31:29

Busted boys – Ariano – A tight spot

FapHouse 2 years ago

avid humping romp In The Jail

avid humping romp In The Jail

GayDudesFucking 4 years ago

Colt Spence facefucking guard Apollo Fates

Colt Spence facefucking guard Apollo Fates

FetishShrine 8 months ago

Prisoner Of War Part 2

Prisoner Of War Part 2

Yeswegays 4 years ago

In Prison No One Can Hear You Gag

In Prison No One Can Hear You Gag

BoyFriendTV 4 months ago

Doing Time Jail flick

Doing Time Jail flick

Gayhaus 2 months ago

G.I. Hole

68% HD 0:30 / 1:37:00

AEBN 1 year ago

Airport Security 24

46% HD 0:30 / 1:04:00

Airport Security 24

AEBN 6 years ago

The Penetrators: Diamond’s Hairy Men

The Penetrators: Diamond’s Hairy Men

BoyFriendTV 2 years ago

In uniform has a taste for harsh fucking

In uniform has a taste for harsh fucking

UrGayPorn 7 months ago

Sex In Prison - Jail

Sex In Prison - Jail

Eporner 1 month ago

Horror Hell Jail

Horror Hell Jail

BoyFriendTV 2 years ago

Folsom Prison

BoyFriendTV 5 years ago

Having a good time in jail

Having a good time in jail

Spycock 1 year ago

That Bitch Is My Newbie

That Bitch Is My Newbie

OurGay 1 year ago

Ares Gets Fucked By His Black Cellmate

Ares Gets Fucked By His Black Cellmate

Mensporn 2 months ago

Intense prison gangbang: hardcore group action with amateur blowjobs and anal play

Intense prison gangbang: hardcore group action with amateur blowjobs and anal play

ManPorn 10 months ago

Princesses Plaza Pickup II Parole Denied 2007-Clip1

Princesses Plaza Pickup II Parole Denied 2007-Clip1

MenGem 1 year ago

s/m - Major's Prisoner.

s/m - Major's Prisoner.

GayVids 2 years ago

Lockup, Cell Extraction & Prison Gang Fuck

Lockup, Cell Extraction & Prison Gang Fuck

Eporner 1 year ago

Prisoner Of War 2

Prisoner Of War 2

UrGayPorn 3 years ago

Prison pounding with Joel Hart and Cole Connor

Prison pounding with Joel Hart and Cole Connor

HOMO.XXX 5 months ago

Desperate Prisoners Make Deal With Probation Officer

Desperate Prisoners Make Deal With Probation Officer

PornSigma 1 year ago

Hairy perv gets taken downtown & gang fucked by the whole jail house

48% HD 0:56 / 41:10

Hairy perv gets taken downtown & gang fucked by the whole jail house

KinkMen 11 years ago

Choking on a huge straight black cock's guy in prison

Choking on a huge straight black cock's guy in prison

Str8ongay 2 years ago

Finding His Jail Slut - Chuck Conrad, Enzo Muller

Finding His Jail Slut - Chuck Conrad, Enzo Muller

Fapnow 10 months ago

So who went to Jail for this

So who went to Jail for this

Monstercock 1 year ago

Gaytanamo - shaggy Muscle unprotected Prison three way

Gaytanamo - shaggy Muscle unprotected Prison three way

2BGay 11 months ago

Prisoners of Zeal

Prisoners of Zeal

UrGayPorn 2 years ago

Real prison sex with a straight guy become gay

Real prison sex with a straight guy become gay

Spycock 1 year ago

Str8 Ginger fucked just like in prison

Str8 Ginger fucked just like in prison

BoyFriendTV 1 year ago

Real prison sex with a straight man become gay

Real prison sex with a straight man become gay

Spycock 1 year ago

Prison Shower

43% HD 0:30 / 1:34:00

AEBN 8 years ago

oriental Jailhouse Rock

oriental Jailhouse Rock

GayDudesFucking 4 years ago

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