Jail (14,724)

Lockup, Cell Extraction & Prison Sex - Part Two

60% HD 0:50 / 54:53

Lockup, Cell Extraction & Prison Sex - Part Two

KinkMen 12 years ago

Submission Prison

51% 0:45 / 32:48

Submission Prison

NakedSword 4 years ago

Papi Prison

57% 0:45 / 13:58

NakedSword 9 years ago

Convict Series - "In Prison, You'd be my Bitch!"

57% HD 0:56 / 49:04

Convict Series - "In Prison, You'd be my Bitch!"

KinkMen 8 years ago

Huge black man fucking a whiteboi in the prison

Huge black man fucking a whiteboi in the prison

Yeswegays 9 years ago

Cage buddies Going At It

Cage buddies Going At It

GayDudesFucking 4 years ago

CLIFF JENSEN'S PRISON TERM - FETISH

CLIFF JENSEN'S PRISON TERM - FETISH

GayCK 6 years ago

Raw Piss Prison (Directors Cut)

Raw Piss Prison (Directors Cut)

BoyFriendTV 11 years ago

Prisoner Of War 2

Prisoner Of War 2

UrGayPorn 3 years ago

Officer Boss is THE BOSS!

62% HD 0:57 / 46:25

Officer Boss is THE BOSS!

KinkMen 8 years ago

He completed up in prison... And he had to give his bootie to get through - Behind Clubs

He completed up in prison... And he had to give his bootie to get through - Behind Clubs

MenGem 1 year ago

Jail trio-way pulverize

Jail trio-way pulverize

GayCK 6 years ago

Prison Weenies Johnny V

Prison Weenies Johnny V

PornOne 2 years ago

Hapless Teen Fucked And Seeded

50% HD 0:30 / 29:45

Hapless Teen Fucked And Seeded

Clips4sale 4 months ago

PRISON COCKS.

GaySearch 3 years ago

prison sex

BoyFriendTV 3 months ago

ManRoyale Sage Roux Plumbs The Sheriff For A Get Out Of Prison Free-For-All Card

ManRoyale Sage Roux Plumbs The Sheriff For A Get Out Of Prison Free-For-All Card

MenGem 1 year ago

Convict prison memories

Convict prison memories

xHamster 3 years ago

Box Block D

UrGayPorn 3 years ago

Jail Plowers

UrGayPorn 3 years ago

Fun in prison

BoyFriendTV 1 year ago

Tayh Prison Chronicles 2

Tayh Prison Chronicles 2

BoyFriendTV 1 month ago

ORAL JAIL MATES

ORAL JAIL MATES

BoyFriendTV 1 year ago

Arrogant Cop Tormented by His Prisoner

53% HD 1:08 / 58:21

Arrogant Cop Tormented by His Prisoner

KinkMen 9 years ago

DL JAIL VID

BoyFriendTV 1 year ago

straight young prisoner fucks the custody officer

straight young prisoner fucks the custody officer

Str8ongay 5 years ago

in prison sans the bail.....

in prison sans the bail.....

GayCK 6 years ago

[parole Him] Gangsta Poking: Parole/Police Officer

[parole Him] Gangsta Poking: Parole/Police Officer

GayCK 5 years ago

allies In Prison

allies In Prison

GayVids 1 year ago

In jail

BoyFriendTV 6 months ago

Real Cellmates Fuck in Jail

Real Cellmates Fuck in Jail

BoyFriendTV 1 year ago

Jail Bathroom four

Jail Bathroom four

MenGem 1 year ago

Ebony man fucking a whiteboi in the jail

Ebony man fucking a whiteboi in the jail

429Men 3 years ago

Barebacked By two dark Police Officers

Barebacked By two dark Police Officers

GayDudesFucking 4 years ago

SPIT AND PISS COVERED

53% HD 3:41 / 15:04

SPIT AND PISS COVERED

DarkCruising 1 year ago

Horny soldiers take turns on fucking intruder Rene Sava tight ass

Horny soldiers take turns on fucking intruder Rene Sava tight ass

Hoes.tube 3 months ago

Prison

UrGayPorn 2 years ago

LFC - CRIMINAL DEMEANOUR (latino Thugz)

LFC - CRIMINAL DEMEANOUR (latino Thugz)

UrGayPorn 3 years ago

Raw Passionate Anal Sex Inside The Prison

Raw Passionate Anal Sex Inside The Prison

AbGay 11 months ago

Fucking hard this bitch i met in jail

Fucking hard this bitch i met in jail

Spycock 2 years ago

Prisoner 5612

UrGayPorn 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

Police Academy

GayDudesFucking 4 years ago

Straight former convict met his jail whore

Straight former convict met his jail whore

Spycock 1 year ago

Rise Of The Jail Super-bitch Part three - Jake Preston, Bruce Jones & Joel Hart

Rise Of The Jail Super-bitch Part three - Jake Preston, Bruce Jones & Joel Hart

MenGem 6 months ago

Prison Business

Prison Business

BoyFriendTV 7 years ago

In order to avoid going to jail small twink must

In order to avoid going to jail small twink must

ALOTPorn 5 months ago

Killian Knox has very wet dreams of fucking his stepson in prison

Killian Knox has very wet dreams of fucking his stepson in prison

TwinksNHunks 2 weeks ago

Gay Prisoners

Eporner 6 months ago

Prision Trade Delves Squad Wishes out

Prision Trade Delves Squad Wishes out

GayCK 5 years ago

Prison Breakers

Prison Breakers

BoyFriendTV 1 year ago

Fucking a friend from county jail

Fucking a friend from county jail

Spycock 2 years ago

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

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

Yeswegays 9 months ago

Jail

UrGayPorn 3 years ago

‘Make Me jizm!’

‘Make Me jizm!’

GayCK 5 years ago

TEAM DREADS PRISON BOOTY

TEAM DREADS PRISON BOOTY

BoyFriendTV 1 year ago

Prisoner Dominates His 2 Prison Hoes

Prisoner Dominates His 2 Prison Hoes

PornSigma 1 year ago

Take Me nude In The Jail

Take Me nude In The Jail

GayCK 7 years ago

Stiff Cocks In Prison

Stiff Cocks In Prison

GayXPS 1 year ago

IconMale: Stiff boyfriend rushes hard slamming

IconMale: Stiff boyfriend rushes hard slamming

GayPornoTube 2 years ago

I think prisoners have the best sex

I think prisoners have the best sex

Str8ongay 2 years ago

Interracial Prison Bang-out

Interracial Prison Bang-out

GayVids 7 months ago

Jail nutt (My real life bf)

Jail nutt (My real life bf)

4Gay 1 year ago

Ares Gets Fucked By His Black Cellmate

Ares Gets Fucked By His Black Cellmate

SissyFlix 1 month ago

Night Stick

63% HD 0:30 / 3:40:00

AEBN 15 years ago

lewd dudes In The Slammer (utter pin)

lewd dudes In The Slammer (utter pin)

UrGayPorn 3 years ago

Jail

GayDudesFucking 3 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 month ago

MP Helps Soldier receive Even With A whorish Cop

MP Helps Soldier receive Even With A whorish Cop

GayVids 2 years ago

Tayh Prison Fuck

Tayh Prison Fuck

BoyFriendTV 1 year ago

Prison boy gets a slamming

Prison boy gets a slamming

AbGay 11 months ago

Horny Prisoner Gets Ass Pumped Hard by a Colleague with Big Cock

Horny Prisoner Gets Ass Pumped Hard by a Colleague with Big Cock

FapHouse 1 month ago

JLT813CM7

BoyFriendTV 1 week ago

A naked delight straight from the prison to you

A naked delight straight from the prison to you

Spycock 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

Passing time in prison

Passing time in prison

BoyFriendTV 7 years ago

In uniform has a taste for harsh fucking

In uniform has a taste for harsh fucking

UrGayPorn 9 months ago

Fuck In Prison - Jordan And Miguel

Fuck In Prison - Jordan And Miguel

Eporner 2 months ago

Jail Trade Drills Uncontrollably

Jail Trade Drills Uncontrollably

GayCK 4 years ago

Prisoner is predominated by a bulky orc - Eros Studio

Prisoner is predominated by a bulky orc - Eros Studio

Gayhub 2 weeks ago

Police Office - Nial

Police Office - Nial

GayVids 1 year ago

dark Balled 7 Prison boned

dark Balled 7 Prison boned

Gayhaus 5 days ago

Sexy little twink becomes a prison bitch for a mature guy

Sexy little twink becomes a prison bitch for a mature guy

Hoes.tube 5 months ago

I help my dude prisoner in the Tocorón jail, Venezuela

I help my dude prisoner in the Tocorón jail, Venezuela

MenGem 2 years ago

nubile acquires coarse By Cop

nubile acquires coarse By Cop

UrGayPorn 3 years ago

A Guide To Sex In Prison

A Guide To Sex In Prison

BoyFriendTV 4 weeks ago

Muscular guard made two young thiefs fuck while he jacks off

Muscular guard made two young thiefs fuck while he jacks off

Love4Porn 1 year ago

fetching boys in jail w/ dual intrusion

fetching boys in jail w/ dual intrusion

GayDudesFucking 3 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

JAIL HOUSE COC

BoyFriendTV 9 years ago

The Dancehall Bitch- gay scene in prison 8

The Dancehall Bitch- gay scene in prison 8

GayCK 2 years ago

Men: Behind Bars, Boners Bared

Men: Behind Bars, Boners Bared

GayTube.site 2 weeks ago

Adam Rides A Prisoner Cock

Adam Rides A Prisoner Cock

Sex.com 4 months ago

Sir Peters Prison Orgy John Brachalli, Igor Lucios, Allen King & Luciano

Sir Peters Prison Orgy John Brachalli, Igor Lucios, Allen King & Luciano

Eporner 6 months ago

Ben Baker Avoids Jail With Bareback

Ben Baker Avoids Jail With Bareback

PornSigma 1 year ago

Jeff Stryker bonks In Jail

Jeff Stryker bonks In Jail

GayDudesFucking 4 years ago

Bears In A Cozy Jail Acquire truly Cozy With Each Others Large penises

Bears In A Cozy Jail Acquire truly Cozy With Each Others Large penises

BoyFriendTV 7 years ago

real prison porn>fake prison porn

real prison porn>fake prison porn

BoyFriendTV 2 months ago

Blond stepbrother stud fucked by massive top in prison

Blond stepbrother stud fucked by massive top in prison

Yeswegays 2 years ago

Rise Of The Jail Breezy Part 1 - Jake Preston & Brody Meyer

Rise Of The Jail Breezy Part 1 - Jake Preston & Brody Meyer

MenGem 7 months ago

What indeed Happen at Night while in Prison.

What indeed Happen at Night while in Prison.

GayCK 5 years ago

Twitter Rawinbaltimore3 (preview) Fat Donk Jail Guard

Twitter Rawinbaltimore3 (preview) Fat Donk Jail Guard

Gayhub 3 months ago

Prison Rules When Sissy Twinks Pay the Price for Their Bad Behavior

Prison Rules When Sissy Twinks Pay the Price for Their Bad Behavior

4KPorn 1 month ago

Policeman Made Prisoner His mega-tart. mouth-watering queer Fuck-fest

Policeman Made Prisoner His mega-tart. mouth-watering queer Fuck-fest

2BGay 8 months ago

Two prisoners fucking in a Latino american jail

Two prisoners fucking in a Latino american jail

Spycock 4 years ago

Jail Prison check up 2

Jail Prison check up 2

BoyFriendTV 2 months ago

Bromo: Shawn Assmore receiving facial in the prison

Bromo: Shawn Assmore receiving facial in the prison

IceGayPorn 2 years ago

Prison pleasure with Johnny Rapid, Jack King, Sebastian Young

Prison pleasure with Johnny Rapid, Jack King, Sebastian Young

HOMO.XXX 2 years ago

Jail plenty of-fuckfest

Jail plenty of-fuckfest

GayDudesFucking 4 years ago

Prison pounding with Joel Hart and Cole Connor

Prison pounding with Joel Hart and Cole Connor

HOMO.XXX 6 months ago

brawny COPS 1

GayCK 12 years ago

Drew Sebastian trampy Prison Guard

Drew Sebastian trampy Prison Guard

2BGay 11 months ago

bare Jail lot plumb

bare Jail lot plumb

GayVids 7 months ago

Bigger Than Huge (1988)

Bigger Than Huge (1988)

BoyFriendTV 2 years ago

Prisoner Of War Part 1

Prisoner Of War Part 1

Yeswegays 4 years ago

Lockup, Cell Extraction & Prison Gang Fuck

Lockup, Cell Extraction & Prison Gang Fuck

Eporner 1 year ago

Mexican fetish multiracial rectal in prison

Mexican fetish multiracial rectal in prison

Gay4Porn 1 year ago

I looked for my friend in jail and I ended up fucking myself in the car

I looked for my friend in jail and I ended up fucking myself in the car

Spycock 2 years ago

Assfucker Security Boinks A Felon

Assfucker Security Boinks A Felon

MenGem 1 year ago

Finding comfort in penitentiary

Finding comfort in penitentiary

SexTubeSpot 2 years ago

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