Search results - Prison

Total found: 330 videos (page 3)

Inked jock bound and fucked hardcore by his lover4:03
11 months ago AnyGay

Inked jock bound and fucked hardcore by his lover

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Horny inmates are sharing their first threesome5:55
2 months ago AnyGay

Horny inmates are sharing their first threesome

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Hot male endures rough bondage stimulation from his master2:08
33 days ago GayPornHD

Hot male endures rough bondage stimulation from his master

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Anal threesome makes hot males reach insane levels of pleasure7:42
1 year ago AnyGay

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Jail Douche Rafael Alencar Johnny Hasty21:03
1 year ago MenGem

Jail Douche Rafael Alencar Johnny Hasty

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Thinking of my girl!12:01
3 years ago GayGo.tv

Thinking of my girl!

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Prison Shower 27:40
3 years ago GayGo.tv

Prison Shower 2

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Twink spreading his ass and legs wider and wider7:53
1 year ago AnyGay

Twink spreading his ass and legs wider and wider

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Cop fucks gay vandal and comes on his big cock7:48
1 year ago AnyGay

Cop fucks gay vandal and comes on his big cock

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Jeremy Spreadums in the prison with Sebastian and Brodie3:57
1 year ago AnyGay

Jeremy Spreadums in the prison with Sebastian and Brodie

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Black Face Drills Prisoner10:00
1 year ago 4Gay

Black Face Drills Prisoner

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Jail inmate munches toes for macho guard5:00
3 months ago 4Gay

Jail inmate munches toes for macho guard

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Bareback prison gang bang leaves this man used and sore26:12
6 years ago GayGo.tv

Bareback prison gang bang leaves this man used and sore

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Pink prisoner takes a deep interracial anal blowjob & swallows every drop10:10
2 years ago 4Gay

Pink prisoner takes a deep interracial anal blowjob & swallows every drop

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Ebony Inmate Humps Backside while Masturbating with Intense 60fps Action10:00
2 years ago 4Gay

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Guys Rails Black Rod10:00
1 year ago 4Gay

Guys Rails Black Rod

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An officer is playing with the perverted criminal at work4:03
1 year ago AnyGay

An officer is playing with the perverted criminal at work

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Inmates fuck a lot and splash jizz all over the cell8:09
1 year ago AnyGay

Inmates fuck a lot and splash jizz all over the cell

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Brandon Atkins getting fucked in prison by a bunch of men3:56
1 year ago AnyGay

Brandon Atkins getting fucked in prison by a bunch of men

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Dominant man having his way with the tall prisoner2:04
3 months ago AnyGay

Dominant man having his way with the tall prisoner

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Waterboarding and punishing happening in this prison2:01
3 months ago AnyGay

Waterboarding and punishing happening in this prison

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Muscular men share ass in loud gay threesome7:50
1 year ago AnyGay

Muscular men share ass in loud gay threesome

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Lad Teenage Drilled By Big Black Cock10:00
2 years ago MenGem

Lad Teenage Drilled By Big Black Cock

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Inmates share nudity prior to fuck in the ass the hard way7:52
1 year ago AnyGay

Inmates share nudity prior to fuck in the ass the hard way

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Watch this black prisoner dominate and destroy a hot white teen in a wild anal orgy10:00
2 years ago 4Gay

Watch this black prisoner dominate and destroy a hot white teen in a wild anal orgy

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Brand new inmate is about to learn the harsh truth4:03
1 year ago AnyGay

Brand new inmate is about to learn the harsh truth

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Steamy blokes fuck their hairy ass in insane manners7:43
1 year ago AnyGay

Steamy blokes fuck their hairy ass in insane manners

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Watch this young ebony stud take on a big black rod and get a facial10:00
2 years ago 4Gay

Watch this young ebony stud take on a big black rod and get a facial

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Jail Bathroom four23:53
2 years ago MenGem

Jail Bathroom four

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Black stud fucks with his mate in glorious role play7:44
1 year ago AnyGay

Black stud fucks with his mate in glorious role play

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Merciless anal between jailed hunks with big cocks8:10
1 year ago AnyGay

Merciless anal between jailed hunks with big cocks

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Milky str8 jail thug attempts homosexual22:27
7 years ago Gay Ck

Milky str8 jail thug attempts homosexual

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Watch this prisoner take on a massive black cock like a pro!10:00
2 years ago 4Gay

Watch this prisoner take on a massive black cock like a pro!

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Stepfather Gets Prize as Sonny's Manstick - Sean Glimpse, Kit Cohen8:10
4 months ago 4Gay

Stepfather Gets Prize as Sonny's Manstick - Sean Glimpse, Kit Cohen

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Jail nutt (My real life bf)9:16
2 years ago 4Gay

Jail nutt (My real life bf)

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A shirtlifter stud gets ravaged in a custody cell by a mischievous stud5:27
8 months ago 4Gay

A shirtlifter stud gets ravaged in a custody cell by a mischievous stud

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Greedy knob is prep for masterbate6:31
1 year ago MenGem

Greedy knob is prep for masterbate

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FamilyDick - Jailbird Step-father Smashes His Guy12:30
1 year ago 4Gay

FamilyDick - Jailbird Step-father Smashes His Guy

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3 years ago Gay Ck

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Predominance of Russian CRIMINAL in jail / SPUNK / Pee / Abjection / Messy converse8:46
11 months ago 4Gay

Predominance of Russian CRIMINAL in jail / SPUNK / Pee / Abjection / Messy converse

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Prisoners ravage With enthusiasm - free gay video22:46
5 years ago Gay Ck

Prisoners ravage With enthusiasm - free gay video

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Cazzofilm.com - Used in jail4:59
1 year ago MenGem

Cazzofilm.com - Used in jail

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Rude CRIMINAL smokes and vocally ABASES a HOMOSEXUAL GUY in the woods / Russian Sloppy Chat16:46
1 year ago 4Gay

Rude CRIMINAL smokes and vocally ABASES a HOMOSEXUAL GUY in the woods / Russian Sloppy Chat

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Mature Amateur Steve Masturbating Off7:01
59 days ago 4Gay

Mature Amateur Steve Masturbating Off

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Dad taking deep plaything6:22
1 year ago Gay Ck

Dad taking deep plaything

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What men reall do together in prison16:00
3 years ago GayGo.tv

What men reall do together in prison

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Sexy convicts JJ Knight and friends enjoys a hot group fuck7:00
1 year ago Gay Ck

Sexy convicts JJ Knight and friends enjoys a hot group fuck

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Sofa fuckfest of elder mens and batty man masculine teenie5:00
2 years ago MenGem

Sofa fuckfest of elder mens and batty man masculine teenie

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Petty theft - the suspect nineteen yr elderly guy6:00
2 years ago MenGem

Petty theft - the suspect nineteen yr elderly guy

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barely legal yr aged man refused to conform at first-ever, but ultimately cooperated with security6:00
2 years ago MenGem

Barely legal yr aged man refused to conform at first-ever, but ultimately cooperated with security

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Arrogant Convict Plumbed By Insatiable Arse Bandit Cop8:00
2 years ago MenGem

Arrogant Convict Plumbed By Insatiable Arse Bandit Cop

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Would you ever take me for Your Prisoner?4:21
3 years ago Gay Ck

Would you ever take me for Your Prisoner?

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1 year ago Gay Ck

Inexperienced Bodybuilder vs Faggyboi Jail Sissy

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Watch this hot black dude get pounded in the prison by a horny white dude7:33
2 years ago 4Gay

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

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Toying with a bottle in my cell6:24
2 years ago MenGem

Toying with a bottle in my cell

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Deep-Throat My Man Rod And You'll Be Out Of Prison8:00
2 years ago MenGem

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Family Slink - STEPDAD REQUESTS!6:59
5 months ago 4Gay

Family Slink - STEPDAD REQUESTS!

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Beefy Hetero Man Has A Real Bad Day After Getting Caught By Batty Man Cop8:00
2 years ago MenGem

Beefy Hetero Man Has A Real Bad Day After Getting Caught By Batty Man Cop

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Stroking with trio thumbs in prison7:51
1 year ago 4Gay

Stroking with trio thumbs in prison

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Full Corruption two - Sequence 812:18
2 years ago 4Gay

Full Corruption two - Sequence 8

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JAIL STIFFYS - Prick Fellating Realm Journey With Bryan Rebel & Jesse Avalon3:10
2 years ago MenGem

JAIL STIFFYS - Prick Fellating Realm Journey With Bryan Rebel & Jesse Avalon

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2Nd attempt with bottle9:10
2 years ago MenGem

2Nd attempt with bottle

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thirsty in my cell7:41
2 years ago MenGem

Thirsty in my cell

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Threeway With Stealing Twunks- Glad Assfucker Cop8:00
2 years ago MenGem

Threeway With Stealing Twunks- Glad Assfucker Cop

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Twunk Charged For Felony With Cop's Rod- Dillon Diaz, Dylan Hayes8:00
2 years ago MenGem

Twunk Charged For Felony With Cop's Rod- Dillon Diaz, Dylan Hayes

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Gaymale Gaurd Pounds Teenager Felon's Ideal Arsehole8:00
2 years ago MenGem

Gaymale Gaurd Pounds Teenager Felon's Ideal Arsehole

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Homosexual Gaurd Pummels Nubile As Penalty8:00
2 years ago MenGem

Homosexual Gaurd Pummels Nubile As Penalty

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5th hand job in jail3:08
2 years ago MenGem

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Three-Way Gaysome With Cop8:00
2 years ago MenGem

Three-Way Gaysome With Cop

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Watch as a kinky cop threesome steals youngsters in the name of law and order8:00
2 years ago 4Gay

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3 Way With Penalizing Batty Man Cop8:00
2 years ago MenGem

3 Way With Penalizing Batty Man Cop

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Homo Gaurds Ravage During Shift8:00
2 years ago MenGem

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Rocco's Dream - DUDES.COM5:01
1 year ago 4Gay

Rocco's Dream - DUDES.COM

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5 months ago 4Gay

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With plaything in prison8:12
1 year ago 4Gay

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Threeway With Penalizing Gayboy Security8:00
2 years ago MenGem

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Yankee Hairy Men - Episode four20:06
2 years ago 4Gay

Yankee Hairy Men - Episode four

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2 years ago MenGem

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1 year ago MenGem

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2 years ago MenGem

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1 year ago MenGem

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2 years ago MenGem

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2 years ago MenGem

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2 years ago MenGem

Assfucker Security Boinks A Felon

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2 years ago MenGem

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3 years ago GayGo.tv

Rocco steele step dad goes to prison

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1 year ago 4Gay

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1 year ago 4Gay

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2 months ago 4Gay

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1 year ago MenGem

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molten bang inbetween prisoners and security guard ! HD4:42
1 year ago MenGem

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6 years ago Gay Ck

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1 year ago MenGem

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1 year ago MenGem

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4 years ago Gay Ck

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Spartacus2:03:55
3 years ago GayGo.tv

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