Jail Videos - Gay (2,111)

Cell Block Cocks

HD 0:30 / 1:55:00

Cell Block Cocks

AEBN 12 years ago

Long Arm Of The Law

HD 0:30 / 1:28:00

Long Arm Of The Law

AEBN 11 years ago

Prison Bitch Cellblock 13

59% HD 0:30 / 1:25:00

Prison Bitch Cellblock 13

AEBN 8 years ago

Big Boyz Happy Arses

HD 0:30 / 2:11:00

Big Boyz Happy Arses

AEBN 6 years ago

Handsome Macho Sluts

50% HD 0:30 / 1:35:00

Handsome Macho Sluts

AEBN 5 years ago

Uniform Tales

HD 0:30 / 1:52:00

AEBN 19 years ago

Crooked Cops

HD 0:30 / 1:21:00

AEBN 18 years ago

Extreme Jail Bareback

HD 0:30 / 1:15:00

Extreme Jail Bareback

AEBN 15 years ago

Bare Prison

HD 0:30 / 1:30:00

AEBN 6 years ago

Submission Prison

HD 0:30 / 1:03:00

Submission Prison

AEBN 5 years ago

Look What I've Got For You

HD 0:30 / 1:33:00

Look What I've Got For You

AEBN 5 years ago

Prison Mecs

HD 0:30 / 1:49:00

AEBN 16 years ago

Buster Boys Fuck Academy

HD 0:30 / 1:21:00

Buster Boys Fuck Academy

AEBN 20 years ago

Brig Brats

HD 0:30 / 1:08:00

AEBN 21 years ago

Daddy Does It Best

HD 0:30 / 1:27:00

Daddy Does It Best

AEBN 19 years ago

Prison Mecs 2

HD 0:30 / 1:27:00

AEBN 11 years ago

Spanking 16

HD 0:30 / 1:44:00

AEBN 12 years ago

Sex With Gunner

HD 0:30 / 1:46:00

Sex With Gunner

AEBN 11 years ago

Airport Security 14

55% HD 0:30 / 1:13:00

Airport Security 14

AEBN 9 years ago

Prison Boys: Sadistic Guard

55% HD 0:30 / 23:00

Prison Boys: Sadistic Guard

AEBN 8 years ago

Punks fuck hot boys in the neighborhood

Punks fuck hot boys in the neighborhood

FapHouse 3 years ago

Bad Boys 5

HD 0:30 / 1:23:00

AEBN 18 years ago

Bareback Lockup

HD 0:30 / 1:31:00

Bareback Lockup

AEBN 15 years ago

Prison Doctor

65% HD 0:30 / 1:13:00

AEBN 15 years ago

Lawless

HD 0:30 / 1:54:00

AEBN 14 years ago

Fuck 'Em 'Till It Hurts Part 2

HD 0:30 / 1:37:00

Fuck 'Em 'Till It Hurts Part 2

AEBN 13 years ago

Innocents

63% HD 0:30 / 2:26:00

AEBN 12 years ago

Prison Boys: Dominant Guard, Hung Felon

57% HD 0:30 / 22:00

Prison Boys: Dominant Guard, Hung Felon

AEBN 8 years ago

Duty Bound 54

HD 0:30 / 1:01:00

AEBN 6 years ago

Do-n't Play With Me

HD 0:30 / 2:03:00

Do-n't Play With Me

AEBN 6 years ago

Inked Up And Locked Down

HD 0:30 / 1:22:00

Inked Up And Locked Down

AEBN 15 years ago

Prison

HD 0:30 / 1:20:00

AEBN 15 years ago

Super Men Behind Bars

HD 0:30 / 1:24:00

Super Men Behind Bars

AEBN 15 years ago

Bouncers Gone Wild

HD 0:30 / 1:42:00

Bouncers Gone Wild

AEBN 15 years ago

Leather Angel

HD 0:30 / 1:05:00

AEBN 17 years ago

Jail Dads

HD 0:30 / 1:14:00

AEBN 17 years ago

Powertool 2: Breaking Out

HD 0:30 / 1:26:00

Powertool 2: Breaking Out

AEBN 16 years ago

Prison Lockup

HD 0:30 / 2:01:00

AEBN 11 years ago

Prisoner Of War

HD 0:30 / 1:34:00

Prisoner Of War

AEBN 8 years ago

Beat Off Frenzy 2

HD 0:30 / 1:12:00

Beat Off Frenzy 2

AEBN 15 years ago

Bouncers Gone Wild

HD 0:30 / 1:42:00

Bouncers Gone Wild

AEBN 15 years ago

Bouncers Gone Wild

HD 0:30 / 1:42:00

Bouncers Gone Wild

AEBN 15 years ago

Prisoners Of Lust

HD 0:30 / 1:41:00

Prisoners Of Lust

AEBN 10 years ago

In Custody

HD 0:30 / 1:08:00

AEBN 19 years ago

Diamond's Cops: Strip Search 6

HD 0:30 / 1:32:00

Diamond's Cops: Strip Search 6

AEBN 15 years ago

Bear Boned

HD 0:30 / 2:01:00

AEBN 9 years ago

Inter-Racial Interrogation

HD 0:30 / 1:13:00

Inter-Racial Interrogation

AEBN 15 years ago

Ton Cul C'est A Moi

HD 0:30 / 1:39:00

Ton Cul C'est A Moi

AEBN 12 years ago

Sex In Prison

HD 0:30 / 20:00

AEBN 10 years ago

The Next Level

HD 0:30 / 1:32:00

AEBN 3 years ago

Hairiest Cocks Of 42nd Street

HD 0:30 / 4:00:00+

Hairiest Cocks Of 42nd Street

AEBN 6 years ago

MASQULIN Gay Policeman Damon Heart Raw Breeds Two Prisoners

Premium HD 33:32

MASQULIN Gay Policeman Damon Heart Raw Breeds Two Prisoners

XVideosRed 4 years ago

Cruising Through the Capital Ended up Getting Locked up in Prison! - Manlyfoot Roadtrip - Ettamoga Pub

Cruising Through the Capital Ended up Getting Locked up in Prison! - Manlyfoot Roadtrip - Ettamoga Pub

FapHouse 2 years ago

Community Service Gone Black Audio

55% 0:05 / 4:15

Community Service Gone Black Audio

Clips4sale 1 year ago

Cock Masturbation and Massage

Cock Masturbation and Massage

FapHouse 1 year ago

Arrested dude gets his ass screwed by a police guy to let him free

Arrested dude gets his ass screwed by a police guy to let him free

xnxxGold 3 years ago

Lyle Boyce Is Ass Banged by a Prison Guard

71% HD 3:42 / 1:17:00

Lyle Boyce Is Ass Banged by a Prison Guard

AEBN 9 years ago

Prison Bitch

Clips4sale 1 year ago

POV: You Came for a Session but I Wont Let You Go

POV: You Came for a Session but I Wont Let You Go

FapHouse 11 months ago

Sex Maniacs In Prison Part #6 - Fully remastered in HD

Premium HD 11:15

Sex Maniacs In Prison Part #6 - Fully remastered in HD

xnxxGold 11 months ago

Still Me and My Landlord Son 5

Still Me and My Landlord Son 5

FapHouse 7 months ago

Bigg Hunk

FapHouse 6 months ago

Gentle Pestering That Ended in Play and Sex

HD 0:39 / 42:53

Gentle Pestering That Ended in Play and Sex

FapHouse 6 months ago

Gaylocked (HD MP4)

4K 0:30 / 16:12

Gaylocked (HD MP4)

Clips4sale 7 months ago

Prison Guard, I Need Your Cock

55% HD 1:11 / 15:14

Prison Guard, I Need Your Cock

BoLatino 4 years ago

FRESH MEAT PRISON BITCH

FRESH MEAT PRISON BITCH

LoyalFans 2 years ago

Prisoner is behind bars

Prisoner is behind bars

FapHouse 6 years ago

Inmate Gets Fucked Hard by Horny Guard

HD 0:40 / 17:23

Inmate Gets Fucked Hard by Horny Guard

MackStudio 4 years ago

Before Halfway House Videos, and Hotter than Prison sex videos was the Super-hot Suspect / Sexy Sleuth trying to get him off the hook and on his big Cock! &quot_Mugshots&quot_ See how it all started.... Mugshots Scene 2 : Geoffrey Paine &amp_ Wolf Huds

Premium HD 21:25

Before Halfway House Videos, and Hotter than Prison sex videos was the Super-hot Suspect / Sexy Sleuth trying to get him off the hook and on his big Cock! &quot_Mugshots&quot_ See how it all started.... Mugshots Scene 2 : Geoffrey Paine &amp_ Wolf Huds

XVideosRed 3 years ago

From Prison Boy to Anal Porn - Starring Dj Buttpussy

HD 0:39 / 18:56

From Prison Boy to Anal Porn - Starring Dj Buttpussy

FapHouse 3 weeks ago

Fucking That Prisoner Ass

Fucking That Prisoner Ass

BondBadBoys 5 months ago

Fucking Our Family Bouncer

HD 0:39 / 16:01

Fucking Our Family Bouncer

FapHouse 1 month ago

Stepdaddy Eat My Cum

Stepdaddy Eat My Cum

FapHouse 1 month ago

FUCKING THE PRISON BREAK ACTOR IN SEARCH OF THE TRUTH

Premium HD 27:08

FUCKING THE PRISON BREAK ACTOR IN SEARCH OF THE TRUTH

Sheer 1 year ago

Burglar Secures Butt Buddies in Bondage - Dimitri Ivanov - Johnny Mercy - Manpuppy - MOV 1080

HD 0:19 / 10:01

Burglar Secures Butt Buddies in Bondage - Dimitri Ivanov - Johnny Mercy - Manpuppy - MOV 1080

Clips4sale 9 months ago

The#k Video

FapHouse 3 months ago

Prison Masturbation

Prison Masturbation

FapHouse 4 months ago

Carlot Thuggin

Premium HD 17:24

Sheer 14 years ago

Dickdown In Lockdown

Premium HD 26:10

Dickdown In Lockdown

Men 2 years ago

Segundo intento con botellita

Segundo intento con botellita

XVideosRed 2 years ago

Winter is Cumming - Hard!

Winter is Cumming - Hard!

Clips4sale 5 months ago

Young tattooed prisoner chases my dick and then fucks me in the ass! Fuck fuck fuck

Premium HD 15:50

Young tattooed prisoner chases my dick and then fucks me in the ass! Fuck fuck fuck

xnxxGold 5 months ago

Prison Punk Scared Straight by Perverted Officer Ducati

Premium HD 45:11

Prison Punk Scared Straight by Perverted Officer Ducati

KinkMen 9 years ago

A Heavy Night on Me

A Heavy Night on Me

FapHouse 1 month ago

Prison Boy, They Put Demons in His Black Ass Butthole - Starring Dj Buttpussy

Prison Boy, They Put Demons in His Black Ass Butthole - Starring Dj Buttpussy

FapHouse 22 hours ago

Prison Lockup

NakedSword 11 years ago

Papi Prison

NakedSword 9 years ago

Rocco Steele's Dad Goes To Prison

69% 0:45 / 25:40

Rocco Steele's Dad Goes To Prison

NakedSword 6 years ago

Prison Boys: Dominant Guard, Hung Felon

34% 0:45 / 21:24

Prison Boys: Dominant Guard, Hung Felon

NakedSword 8 years ago

Prison Mecs

NakedSword 11 years ago

Prison

NakedSword 23 years ago

Bound Prison: Bad Boy Inmate Cliff Jensen Breaks In New Guard DelRay

68% 0:45 / 50:44

Bound Prison: Bad Boy Inmate Cliff Jensen Breaks In New Guard DelRay

NakedSword 3 years ago

Preemptively Cuffed - Star Nine Mobile

Preemptively Cuffed - Star Nine Mobile

Clips4sale 2 years ago

Tattooed prisoner gets ass smashed by the police guy before let him free

Tattooed prisoner gets ass smashed by the police guy before let him free

FapHouse 3 years ago

Ride Or Die: Protect And Serve - Director's Cut

HD 0:30 / 33:00

Ride Or Die: Protect And Serve - Director's Cut

AEBN 3 years ago

Macrophilia - you and your boyfriend vore

Macrophilia - you and your boyfriend vore

Clips4sale 3 years ago

Case 9: Benecky & Gowler

4K 0:12 / 28:45

Case 9: Benecky & Gowler

AdultPrime 5 years ago

Race Cooper Dominates Jailbird

59% HD 3:51 / 1:40:00

Race Cooper Dominates Jailbird

AEBN 14 years ago

Prison Police Breeding

HD 0:30 / 1:39:00

Prison Police Breeding

AEBN 3 years ago

take no prisoners part#1 with gabriella, anya akulova and dominica phoenix domination / atogm / balls deep anal / dap / gio463

take no prisoners part#1 with gabriella, anya akulova and dominica phoenix domination / atogm / balls deep anal / dap / gio463

PornBox 8 years ago

Chubby twink gets his ass pounded in hot gay foursome to not go to the jail

Premium HD 29:05

Chubby twink gets his ass pounded in hot gay foursome to not go to the jail

XVideosRed 3 years ago

Papi Prison

NakedSword 9 years ago

Submission Prison

59% 0:45 / 14:28

Submission Prison

NakedSword 5 years ago

Your obedient passive boy, my ass in this video has experienced a huge phalos and whipping

Your obedient passive boy, my ass in this video has experienced a huge phalos and whipping

FapHouse 2 years ago

An old toy to punish my bad boy

An old toy to punish my bad boy

Clips4sale 2 years ago

G.I. Hole

HD 0:30 / 1:37:00

AEBN 2 years ago

Jail Bitch

50% HD 0:11 / 1:15:59

Clips4sale 2 years ago

Big Cock Belwojob

Big Cock Belwojob

FapHouse 9 months ago

Using My Penile Boma to Gain a Few Centimeters and Surprise the Brunette

Using My Penile Boma to Gain a Few Centimeters and Surprise the Brunette

FapHouse 1 year ago

Prison Cherries

Prison Cherries

NakedSword 1 year ago

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

Premium HD 17:13

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

xnxxGold 11 months ago

Handjob

FapHouse 10 months ago

sex maniacs in prison part #5 - fully remastered in hd

HD 0:30 / 17:13

sex maniacs in prison part #5 - fully remastered in hd

AnalVids 11 months ago

Rough Justice: Confess or Get Ravaged Hard

58% HD 0:30 / 7:53

Rough Justice: Confess or Get Ravaged Hard

Clips4sale 11 months ago

Jerking in the

Flirt4Free 8 years ago

Hungarian jail hunks in bareback fuck and suck

Premium HD 21:42

Hungarian jail hunks in bareback fuck and suck

XVideosRed 4 years ago

prisonners fuck in jail

prisonners fuck in jail

xnxxGold 7 years ago

Mini Series, Big Packages: Best Miniseries Nudity!

Premium HD 20:35

Mini Series, Big Packages: Best Miniseries Nudity!

Mr.Man 4 years ago

Before he gets convicted and becomes &#039_Prison Pussy&#039_, all he has to prove his innocence is the Truth, and his tight ass! Find out if they get his Hole A Parole! Mugshots Scene 4 : Chad Hunt &amp_ Scott Campbell

Premium HD 25:33

Before he gets convicted and becomes &#039_Prison Pussy&#039_, all he has to prove his innocence is the Truth, and his tight ass! Find out if they get his Hole A Parole! Mugshots Scene 4 : Chad Hunt &amp_ Scott Campbell

XVideosRed 3 years ago

Hot New Sub Drake Temple

65% 0:11 / 1:00:03

Hot New Sub Drake Temple

Clips4sale 1 year ago

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