Jail Videos - Gay (17,043)

Folsom Jail (1)

Folsom Jail (1)

GayCK 6 years ago

Hot As Hell : Actors Who Have Played Satan

Premium 57% HD 15:20

Hot As Hell : Actors Who Have Played Satan

Mr.Man 4 years ago

He got out of jail and went to visit his elder buddy, and they concluded up having a great time.

He got out of jail and went to visit his elder buddy, and they concluded up having a great time.

MenGem 2 years ago

JAIL INTERCOURSE! @RYANSPADEXXX @SPADERYAN REVVED OUT!

JAIL INTERCOURSE! @RYANSPADEXXX @SPADERYAN REVVED OUT!

4Gay 1 year ago

Real Cellmates Fuck in Jail

Real Cellmates Fuck in Jail

BoyFriendTV 2 years ago

From Street to Bed Part 2

From Street to Bed Part 2

xHamster 9 months ago

Squad Fears Jail Ass

Squad Fears Jail Ass

GayCK 5 years ago

Prison Cigar orgy Classic

Prison Cigar orgy Classic

BoyFriendTV 5 years ago

Huge Black Man Fucking a Whiteboi in the Prison

Huge Black Man Fucking a Whiteboi in the Prison

AllBoner 4 years ago

Prison Shower

BoyFriendTV 4 years ago

Mexican fetish multiracial rectal in prison

Mexican fetish multiracial rectal in prison

Gay4Porn 1 year ago

Starting with Sloppy Toppy, Gettin that BBC

Starting with Sloppy Toppy, Gettin that BBC

xHamster 11 months ago

Big Cocks in Prison: Amateur Blowjobs in the Dance Hall

Big Cocks in Prison: Amateur Blowjobs in the Dance Hall

GayCK 1 year ago

Gay Prisoners

Eporner 1 year ago

Greg & Jordan In Jail Camp French homosexual Pornography By -SiNN-

Greg & Jordan In Jail Camp French homosexual Pornography By -SiNN-

GayDudesFucking 4 years ago

Folsom Prison

72% HD 0:30 / 2:36:00

AEBN 7 years ago

Powertool

53% HD 0:30 / 1:53:00

AEBN 17 years ago

Inside Mack Prison - Sex Club

Inside Mack Prison - Sex Club

xHamster 2 months ago

Policeman Made Prisoner His super-bitch.spycam saucy homosexual Bang-out

Policeman Made Prisoner His super-bitch.spycam saucy homosexual Bang-out

GayVids 1 month ago

Prison - jail fuck - Jordan & Miguel

Prison - jail fuck - Jordan & Miguel

Eporner 1 week ago

suck me in prison for your protection

suck me in prison for your protection

Nuvid 4 years ago

Raw Piss Prison (Directors Cut)

Raw Piss Prison (Directors Cut)

BoyFriendTV 12 years ago

Men-rise of the Prison Bitch Part 3 - Jake Preston, Bruce Jones, Joel Hart

46% HD 0:39 / 23:50

Men-rise of the Prison Bitch Part 3 - Jake Preston, Bruce Jones, Joel Hart

FapHouse 2 months ago

Ares Gets Fucked By His Black Cellmate

Ares Gets Fucked By His Black Cellmate

GayXPS 2 years ago

Blake Stone Gets His Ass Filled With Black Cock

Blake Stone Gets His Ass Filled With Black Cock

BoyFriendTV 4 months ago

Prison Bareback

Prison Bareback

BoyFriendTV 6 months ago

Jailhouse Cocksuking

Jailhouse Cocksuking

GayDudesFucking 4 years ago

Cop Shack two

GayDudesFucking 5 years ago

A Brief Quickie with My Stepson.

56% HD 0:39 / 9:43

A Brief Quickie with My Stepson.

FapHouse 6 months ago

Take Me nude In The Prison

Take Me nude In The Prison

GayOh 5 months ago

Big Cocks in Prison: Amateur Blowjobs in the Dance Hall

Big Cocks in Prison: Amateur Blowjobs in the Dance Hall

Xfeed 1 year ago

Prison Sex

GayJaVu 2 months ago

allies In Prison

allies In Prison

GayJack 7 months ago

Black Fuck In Jail

Black Fuck In Jail

AbGay 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

Horror Hell Jail

Horror Hell Jail

BoyFriendTV 2 years ago

Went to Prison This Morning And She Got Me Out With Her Spouse's Money Just To Poke Her Like This

Went to Prison This Morning And She Got Me Out With Her Spouse's Money Just To Poke Her Like This

GayCK 3 years ago

Rise Of The Jail Tramp Part trio – Jake Preston, Bruce Jones & Joel Hart

Rise Of The Jail Tramp Part trio – Jake Preston, Bruce Jones & Joel Hart

MenGem 4 months ago

Jake Preston In Men: Behind Bars And Boners: A Tale Of Forbidden Lust

Jake Preston In Men: Behind Bars And Boners: A Tale Of Forbidden Lust

MrGay 1 month ago

Gets messy boinking

Gets messy boinking

GayDudesFucking 1 week ago

Falcon Studios: Sultry Soldiers' Secret Surrender

Falcon Studios: Sultry Soldiers' Secret Surrender

GayPorn.video 9 months ago

pumped up COPS 3

pumped up COPS 3

GayVids 4 months ago

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

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

XGroovy 8 months ago

Big Cocks in Prison: Amateur Blowjobs in the Dance Hall

Big Cocks in Prison: Amateur Blowjobs in the Dance Hall

Xfeed 1 year ago

Submission Prison

Submission Prison

GayPornoTube 3 years ago

Am your Hore In Prison

Am your Hore In Prison

TransTube.tv 10 months ago

Kinky Skinny Twink Jack Valor Lets a Perv Security Guard Fuck Him Hard To Avoid Arrest

Kinky Skinny Twink Jack Valor Lets a Perv Security Guard Fuck Him Hard To Avoid Arrest

XGroovy 8 months ago

Zach Douglas Bottoms for the First Time with Max Summerfield

68% HD 1:01 / 23:59

Zach Douglas Bottoms for the First Time with Max Summerfield

FapHouse 2 years ago

Robin Vs Bane

FapHouse 1 week ago

Duchas de Prisión [MEN]

Duchas de Prisión [MEN]

BoyFriendTV 1 year ago

Prison Cellmates

Prison Cellmates

BoyFriendTV 2 years ago

The Cop And 2 teenies.

The Cop And 2 teenies.

GayDudesFucking 5 years ago

Al Parker & Will Seagers went gay in the prison

Al Parker & Will Seagers went gay in the prison

StarWank 1 year ago

Jail guard Killian Knox barebacks with gay inmates in groupsex

Jail guard Killian Knox barebacks with gay inmates in groupsex

Fapnow 1 year ago

Derek Pain strung up with bucket roped to his swollen balls

Derek Pain strung up with bucket roped to his swollen balls

Wankoz 3 weeks ago

Big Black Indian Cock Fuck to Desi Asshole and Cum Inside. Teen Boy Sex with Black Bangla Boy. Twink Gay Sex Xx

59% HD 1:01 / 8:32

Big Black Indian Cock Fuck to Desi Asshole and Cum Inside. Teen Boy Sex with Black Bangla Boy. Twink Gay Sex Xx

FapHouse 6 months ago

Prisoners of Zeal

Prisoners of Zeal

GayCK 5 years ago

The Xxl Payback

The Xxl Payback

4Gay 1 year ago

JLT813CM7

BoyFriendTV 6 months ago

Officer And Prisoner

Officer And Prisoner

GayJack 7 months ago

Jail Wrestle

AbGay 10 months ago

The Best Of Matthew Rush

HD 0:30 / 3:09:00

The Best Of Matthew Rush

AEBN 15 years ago

Hot Men Pulling Down Pants

Premium 58% HD 20:28

Hot Men Pulling Down Pants

Mr.Man 5 years ago

Femboy Gives It Up To Jail Guard

Femboy Gives It Up To Jail Guard

MrGay 3 years ago

Falcon Icons: The 1970's

62% HD 0:30 / 2:14:00

Falcon Icons: The 1970's

AEBN 4 years ago

Police Academy

GayDudesFucking 5 years ago

Hairy cock slides in (Apollo Fates and Magic Mike Hung)

Hairy cock slides in (Apollo Fates and Magic Mike Hung)

HOMO.XXX 1 year ago

Falcon Studios: 70s Sensations Unleashed: Falcon Classics

Falcon Studios: 70s Sensations Unleashed: Falcon Classics

GayPornoTube 11 months ago

Horny Heatwave Part 2

Horny Heatwave Part 2

xHamster 4 months ago

Fat black man is fucked from behind white the webcam is on

Fat black man is fucked from behind white the webcam is on

GaySearch 4 years ago

White Felon bottoms for his Black Prison mate

White Felon bottoms for his Black Prison mate

Fetishpapa 3 years ago

Prison chat

4Gay 4 months ago

Amateur Straight Boy Tony Sucks Dick

Amateur Straight Boy Tony Sucks Dick

xHamster 5 years ago

Russian Jail

AbGay 10 months ago

Jail Prison check up 2

Jail Prison check up 2

BoyFriendTV 9 months ago

Me and My Black Man on Nice Body

Me and My Black Man on Nice Body

xHamster 5 months ago

Jail cute poke

GayVids 2 years ago

Prison Business

Prison Business

BoyFriendTV 7 years ago

NOT A CROWD XXIII

NOT A CROWD XXIII

GayVids 1 year ago

Jailhouse Cocksuking

Jailhouse Cocksuking

GayVids 2 years ago

Latino Jail nubile Becomes The Box crud.

Latino Jail nubile Becomes The Box crud.

GayCK 6 years ago

Stiff Cocks In Prison

Stiff Cocks In Prison

GayXPS 2 years ago

Cops And Robbers

HD 0:30 / 1:43:00

Cops And Robbers

AEBN 8 years 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

Noah Long Prison Life

Noah Long Prison Life

BoyFriendTV 4 months ago

fetching boys in jail w/ dual intrusion

fetching boys in jail w/ dual intrusion

GayDudesFucking 3 years ago

Super-Hot Masculine Jail - Medic enjoys to penetrate with jail inmates

Super-Hot Masculine Jail - Medic enjoys to penetrate with jail inmates

GayDudesFucking 1 year ago

IconMale - Plowing hard in company with athletic military

IconMale - Plowing hard in company with athletic military

GayPornoTube 3 years ago

Str8 sebastian downlow blowjobs, the best of clips

Str8 sebastian downlow blowjobs, the best of clips

ManPorn 3 years ago

My First Time Avoiding Jail

48% 0:45 / 24:02

My First Time Avoiding Jail

NakedSword 1 year ago

Cazzofilm.com - Prisoner

Cazzofilm.com - Prisoner

xHamster 3 years ago

A full fledged threesome with everyone getting satisfied

A full fledged threesome with everyone getting satisfied

GayXPS 10 months ago

Prison release leads to wild reunion with old buddy

Prison release leads to wild reunion with old buddy

Jizzberry 2 years ago

Sexy hunk David Contreras loves being a little prison bitch

Sexy hunk David Contreras loves being a little prison bitch

Yeswegays 8 years ago

Fuck In Prison - Jordan And Miguel

Fuck In Prison - Jordan And Miguel

Eporner 9 months ago

Johnny, Gio and Aitor

Johnny, Gio and Aitor

BoyFriendTV 5 years ago

Prisoner Of War Part 1

Prisoner Of War Part 1

Yeswegays 4 years ago

Prison Camp

AbGay 1 year ago

Prison Perverts Edge Hot Inmate

Prison Perverts Edge Hot Inmate

AbGay 10 months ago

Arrogant cop Eli Hunter tormented in BDSM by his prisoner Wolf Hudson

Arrogant cop Eli Hunter tormented in BDSM by his prisoner Wolf Hudson

Katestube 2 months ago

Prisoner Keiji Part 3

Prisoner Keiji Part 3

Gay4Porn 4 years ago

Jail house banging (clip)

Jail house banging (clip)

AbGay 10 months ago

Two hot guys have fun in a prison cell at night

Two hot guys have fun in a prison cell at night

BoyFriendTV 2 years ago

orgy In Prison

GayDudesFucking 5 years ago

Police officer gets stiff jamming

Police officer gets stiff jamming

GayVids 6 days ago

Jail Trade Drills Uncontrollably

Jail Trade Drills Uncontrollably

GayCK 5 years ago

Prisoners of Zeal

Prisoners of Zeal

GayDudesFucking 4 years ago

prison cell

BoyFriendTV 2 months ago

Milky Garbage Hunters Are Splattered By A manstick Greedy Cop

Milky Garbage Hunters Are Splattered By A manstick Greedy Cop

GayDudesFucking 4 years ago

real prison 2016

real prison 2016

VivaTube 5 years ago

Hunky Prison Guards

Hunky Prison Guards

BoyFriendTV 4 years ago

The Penetrators: Diamond’s Hairy Men

The Penetrators: Diamond’s Hairy Men

BoyFriendTV 3 years ago

Jail Bathroom four

Jail Bathroom four

MenGem 2 years ago

Myles Landon, Hugo Diaz And Andrew Justice In Jgsf Diary Of A Prison Doctor

Myles Landon, Hugo Diaz And Andrew Justice In Jgsf Diary Of A Prison Doctor

AbGay 1 year ago

HUNKY MUSCLED BBC

HUNKY MUSCLED BBC

BoyFriendTV 3 years ago

Daddies go to Prison

Daddies go to Prison

BoyFriendTV 4 years ago

Ex-Prisoners Reminisce

Ex-Prisoners Reminisce

BoyFriendTV 2 years ago

Punk boy goes to Jail

Punk boy goes to Jail

AbGay 1 year ago

Behind Bars - Chapter 2

50% HD 1:01 / 10:35

Behind Bars - Chapter 2

FapHouse 1 month ago

Black prisoner rams twink

Black prisoner rams twink

BoyFriendTV 9 years ago

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