Inmates

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Lockup, Box Extraction & Prison Fuck-fest - Part 2

The officers of the jail line their backsides up..

Added: 2024-12-21 Rating: n/a

Fur covered pervert gets taken downtown & group boned by the whole prison building

Brandon Atkins is a naughty weirdo up to no..

Added: 2024-12-20 Rating: n/a

New meat inmate for Officer Maguire

Deep inwards Kink Prison, Officer Maguire brings..

Added: 2024-12-18 Rating: n/a

Fresh bulky inmate at the mercy of Officer Connor Maguire

Seth Santoro waits in his jail cage as Officer..

Added: 2024-12-17 Rating: n/a

Fresh Boy Tony Orlando Stamina Kittling and Taunted to Rapture

Fresh encountered and stuttering, scanty inmate..

Added: 2024-12-16 Rating: n/a

Superb Cop - Bad Cop

Officer Abel Archer is doing his rounds, when he..

Added: 2024-12-16 Rating: n/a

Edging hot, uncircumcised salami in jail

Sebastian has been locked up for yet another..

Added: 2024-12-15 Rating: n/a

Muscle boy Cliff Jensen lays claim to jail tart Tony Orlando

C.O. Sebastian Keys droplets off fresh faced..

Added: 2024-12-14 Rating: n/a

Officer DelRay has his Prisoners on Brink

Precedingly new-comer Correctional Officer..

Added: 2024-12-14 Rating: n/a

Prison Break

Officer Johnny Donovan is overcame by inmate,..

Added: 2024-12-14 Rating: n/a

Bad guy inmate Cliff Jensen violates in fresh guard Michael DelRay

It´s a noiseless day on the box block and bad..

Added: 2024-12-12 Rating: n/a

Lieutenant Wilde's Extraordinary Justice

Lieutenant Christian Wilde devoted this whole..

Added: 2024-12-12 Rating: n/a

Inmate Joseph Ox Submits to Officer Micah Martinez

Inmate Joseph Ox is performing his supervised..

Added: 2024-12-09 Rating: n/a

Fresh muscled inmate at the mercy of Officer Connor Maguire

Seth Santoro waits in his jail cage as Officer..

Added: 2024-12-04 Rating: n/a

Fresh meat inmate for Officer Maguire

Deep inwards Kink Prison, Officer Maguire brings..

Added: 2024-12-03 Rating: n/a

Ace In The Hole, Episode 1

It's Ace Stallion's first-ever day in jail and..

Added: 2024-12-03 Rating: n/a

Good Cop - Bad Cop

Officer Abel Archer is doing his rounds, when he..

Added: 2024-11-30 Rating: n/a

Kinkmen - Lieutenant Wilde's Extraordinary Justice

Lieutenant Christian Wilde devoted this entire..

Added: 2024-11-28 Rating: n/a

Bad boy inmate Cliff Jensen cracks in fresh guard Michael DelRay

It´s a tranquil day on the cell block and bad..

Added: 2024-11-28 Rating: n/a

Muscle boy Cliff Jensen lays claim to jail whore Tony Orlando

C.O. Sebastian Keys drops off fresh met inmate..

Added: 2024-11-28 Rating: n/a

Kinkmen - Inmate Joseph Ox Submits to Officer Micah Martinez

Inmate Joseph Ox is performing his supervised..

Added: 2024-11-20 Rating: n/a

Lockup, Cell Extraction & Jail Sex - Part 2

The officers of the prison line their asses up..

Added: 2024-11-18 Rating: n/a

Muscle guy Cliff Jensen lays claim to prison cockslut Tony Orlando

C.O. Sebastian Keys droplets off fresh faced..

Added: 2024-11-17 Rating: n/a

NakedSword x Master Peter - Master Peter's Jail Romp

A dorm search from Tormentor Peter soon has the..

Added: 2024-11-12 Rating: n/a

Naked Conviction

Locked in with super-fucking-hot and kinky..

Added: 2024-11-02 Rating: n/a

Ace In The Hole, Gig 1

It's Ace Stallion's first day in jail and almost..

Added: 2024-10-27 Rating: n/a

Muscle stud Cliff Jensen lays claim to jail bitch Tony Orlando

C.O. Sebastian Keys spurts off fresh faced..

Added: 2024-10-16 Rating: n/a

Favo & Raised

Joel says he'll chill out if Cole deep throats..

Added: 2024-10-11 Rating: n/a

Inmate With A Massive Shaft

Perverse fucky-fucky games with fresh inmate..

Added: 2024-10-02 Rating: n/a

Inmate With A Good-sized Fuckpole

Perverse sex games with fresh inmate Luke...

Added: 2024-10-01 Rating: n/a

Bad boy inmate Cliff Jensen intrudes new guard DelRay

BOUND Jail Part 1: It’s a peaceful day on the..

Added: 2024-09-27 Rating: n/a

Jail Camp- Poked Into Subjugation

A jail camp cut off from all shape of..

Added: 2024-09-27 Rating: n/a

Trussed Jail Pt 2: Officer DelRay has his Prisoners on Brim

Formerly novice Correctional Officer Michael..

Added: 2024-09-23 Rating: n/a

Jeremy Stevens: Lockup, Cage Extraction & Jail Gang Plumb

In this epic KinkMen Shoot: The cells are utter..

Added: 2024-09-20 Rating: n/a

Superb Cop - Bad Cop

Officer Abel Archer is doing his rounds, when he..

Added: 2024-09-17 Rating: n/a

Trussed Jail Pt 2: Officer DelRay has his Prisoners on Brink

Formerly new-cummer Correctional Officer Michael..

Added: 2024-09-11 Rating: n/a

Prison Break

Officer Johnny Donovan is overpowered by inmate,..

Added: 2024-09-11 Rating: n/a

Sans a condom fuckfests with lippy criminals

From the showers to the warden’s office, no..

Added: 2024-09-08 Rating: n/a

Eurocreme - My Dearest Inmate

Jail guard Gabriel observes his dearest young..

Added: 2024-09-07 Rating: n/a

Good Behavior: Inmate Joseph Ox Submits to Officer Micah Martinez

Inmate Joseph Ox is performing his supervised..

Added: 2024-09-04 Rating: n/a

Slammer

Slammer gives fresh meaning to the term,..

Added: 2024-09-04 Rating: n/a

The Hottest Jail Fuckfests

Slammer gives fresh meaning to the term,..

Added: 2024-08-27 Rating: n/a

Bad boy inmate Cliff Jensen cracks in fresh guard Del Ray

It’s a silent day on the box block and bad..

Added: 2024-08-08 Rating: n/a

Jail Break

Officer Johnny Donovan is overcame by inmate,..

Added: 2024-08-06 Rating: n/a

Prison Break

Officer Johnny Donovan is overcame by inmate,..

Added: 2024-08-02 Rating: n/a

Titch Jones, Anthony Thomas & Rio Francisco

Shower Threesome: With a fresh Top Dog, the..

Added: 2024-08-02 Rating: n/a

Iron Cell

Paul Barresi has a fashion that's unique. He is..

Added: 2024-08-01 Rating: n/a

Excellent Behavior: Inmate Joseph Ox Submits to Officer Micah Martinez

Inmate Joseph Ox is performing his supervised..

Added: 2024-07-30 Rating: n/a

Jeremy Stevens: Lockup, Box Extraction & Jail Group Fuck

In this astounding KinkMen Shoot: The cells are..

Added: 2024-07-30 Rating: n/a

Bound Jail Part 2: Officer DelRay has his Prisoners on Edge

Part 2. Precedingly new-comer Correctional..

Added: 2024-07-28 Rating: n/a

Roped Prison Part 2: Officer DelRay has his Prisoners on Edge

Strapped Jail Part 2. Previously newbie..

Added: 2024-07-25 Rating: n/a

Supreme Cop - Bad Cop

Officer Abel Archer is doing his rounds, when he..

Added: 2024-07-22 Rating: n/a

Bad fellow inmate Cliff Jensen violates in fresh guard

Part 1: It’s a quiet day on the box block and..

Added: 2024-07-13 Rating: n/a

Jeremy Stevens: Lockup, Cell Extraction & Jail Group Plow

In this unbelievable KinkMen Shoot: The cells..

Added: 2024-07-13 Rating: n/a

Lockup, Cage Extraction & Jail Hook-up - Part 2

The officers of the jail line their donks up as..

Added: 2024-07-12 Rating: n/a

KinkMen Prison Break

Officer Johnny Donovan is overcame by inmate,..

Added: 2024-07-10 Rating: n/a

Ace In The Hole, Sequence 1

It's Ace Stallion's first-ever day in jail and..

Added: 2024-07-08 Rating: n/a

Ace In The Hole, Episode 1

It's Ace Stallion's very first day in jail and..

Added: 2024-07-07 Rating: n/a

Ace In The Hole, Sequence 2

When Blaze Austin catches sight of fresh..

Added: 2024-07-07 Rating: n/a

Ace In The Hole, Episode 2

When Blaze Austin spots fresh prisoner Ace..

Added: 2024-07-06 Rating: n/a

Ace In The Hole, Scene 1

It's Ace Stallion's first day in jail and nearly..

Added: 2024-07-05 Rating: n/a

Ace In The Hole, Episode 2

When Blaze Austin catches sight of new prisoner..

Added: 2024-07-04 Rating: n/a

Fresh Man Tony Orlando Stamina Kittling and Taunted to Rapture

Fresh encountered and stuttering, poor inmate..

Added: 2024-07-01 Rating: n/a

Prison Break: Carter Collins, Johnny Donovan & Truck Darkholme 1080p

Officer Johnny Donovan is defeated by inmate,..

Added: 2024-06-26 Rating: n/a

Kink Studs - Studs on Edge - Prison Break

Officer Johnny Donovan is overcame by inmate,..

Added: 2024-06-26 Rating: n/a

Prison Break - Carter Collins, Johnny Donovan, Truck Darkhol

Officer Johnny Donovan is overcame by inmate,..

Added: 2024-06-24 Rating: n/a

Fresh Meat Inmate For Officer Maguire

Deep inwards Kink Prison, Officer Maguire brings..

Added: 2024-06-24 Rating: n/a

Lieutenant Wilde's Extraordinary Justice

Lieutenant Christian Wilde devoted this entire..

Added: 2024-06-21 Rating: n/a

MisterMale Predominated by lots of jizz-shotguns in jail

This gay, bearded, virile masculine thought he'd..

Added: 2024-06-06 Rating: n/a

Colt Masterstrokes - Gustavo Franco & Lucas Canigia

Masterstrokes - Homo Softcore Art Brought To..

Added: 2024-05-20 Rating: n/a

Subordination Prison, Gig #04

Officer Drew Sebastian can't get enough of..

Added: 2024-04-30 Rating: n/a

Bad man inmate Cliff Jensen violates

It’s a noiseless day on the cell block and bad..

Added: 2024-04-21 Rating: n/a

Corded Prison: Bad dude inmate Cliff Jensen cracks in fresh guard DelRay

Part 1: It’s a calm day on the cage block and..

Added: 2024-04-08 Rating: n/a

Muscle man Cliff Jensen lays claim to jail bitch Tony Orlando

C.O. Sebastian Keys droplets off fresh faced..

Added: 2024-04-07 Rating: n/a

Naked conviction

Locked in with super-steamy and naughty youthful..

Added: 2024-04-05 Rating: n/a

Bad dude inmate Cliff Jensen cracks in fresh guard DelRay

Part 1: It’s a tranquil day on the cage block..

Added: 2024-04-04 Rating: n/a

Scottxxx - Banged Up

In this super hot sequence from Scottxxx,..

Added: 2024-02-28 Rating: n/a

Jail Joeng Turns his cellmate into his feet, rod and ass cockslut and completly

I made the error of staying behind and the..

Added: 2024-01-25 Rating: n/a

OTB Boyz Innocents

Young David Contreras detects the hard way that..

Added: 2023-12-02 Rating: n/a

Dominate penetrating at the detention center

Incarcerated at the detention center for..

Added: 2023-11-11 Rating: n/a

Slot Patrol

"Out of your camper and down on your knees boy!..

Added: 2023-10-25 Rating: n/a

Inmates no locker

"Felipe Leonel and Erivaldo Ribeiro are in a..

Added: 2023-07-06 Rating: n/a

Figure Cavity Search

I enjoy when a new batch of inmates rolled in...

Added: 2023-06-13 Rating: n/a

Prison Camp Fucked Into Conformity

A pri camp cut off from all shape of..

Added: 2023-05-16 Rating: n/a

Axel Kane, Ceasar Camaro, Johnny V., Landon Matthews

Things have gotten pretty active in here. This..

Added: 2023-03-31 Rating: 0%

44 Jail Wc Hellions

The borstal inmates are lined up outside the..

Added: 2023-02-19 Rating: n/a

Making The Guards Glad

Things have gotten pretty engaged in here. This..

Added: 2023-02-17 Rating: n/a

Queer - Nude Conviction

Locked in with steaming and ultra-kinky..

Added: 2023-02-14 Rating: 100%

Rubbish Pick-Up Ass Fuck Realm Trip

Picking up litter is something that most inmates..

Added: 2023-02-13 Rating: n/a

Fetish Collection: Bawdy Encounters

Tony Buff is the fellow in charge and he and his..

Added: 2023-02-01 Rating: n/a

Contraband Cock Check

Life in here isn’t always easy. We must..

Added: 2022-12-14 Rating: n/a

Ferocious Tops - Jail Toilets Hellions

The borstal inmates are lined up outside the..

Added: 2022-11-17 Rating: 100%

Lockdown

Wee to Pine Hearst, a maximum-security pri...

Added: 2022-11-01 Rating: n/a

Jail Bangers

The prison guards at this prison may be tough,..

Added: 2022-10-24 Rating: n/a

Prison Blues

Ten Eighteen -21 year olds in a youthful..

Added: 2022-10-24 Rating: n/a

Bare Conviction

Locked in with red-hot and horny youthfull..

Added: 2022-08-10 Rating: n/a

Subjugation Prison, Gig #04 (Drew Sebastian, Devin Franco)

Officer Drew Sebastian can't get enough of..

Added: 2022-07-07 Rating: n/a

Russian Jail - Mega Dudes

The guards of this Russian jail are strict,..

Added: 2022-04-30 Rating: n/a

Jail Camp - Plowed Into Submission

A prison camp cut off from all shape of..

Added: 2022-04-18 Rating: n/a

Lengthy Forearm Of The Law Part 1

The cops in charge of this off the hook holding..

Added: 2022-04-10 Rating: n/a

Jail Camp - Buttfuck Onslaught

In this Prison Camp youthful inmates are at the..

Added: 2022-04-07 Rating: n/a

Catalina - Powertool (1986)

Buttplug into this high torque tale of riveting..

Added: 2022-03-24 Rating: n/a

Prison Rest room Hooligans

The borstal inmates are lined up outside the..

Added: 2022-03-04 Rating: n/a

Jail Camp - Boinked Into Subordination

A prison camp cut off from all shape of..

Added: 2022-03-03 Rating: n/a

Garbage Pick-Up Ass Fuck Field Trip - Dante Drackis, Leo Silva

Picking up litter is something that most inmates..

Added: 2022-03-03 Rating: n/a

Jail Camp Screwed Into Obedience

A pri camp cut off from all shape of..

Added: 2022-02-04 Rating: n/a

Jail Camp Nailed Into Submission

A pri camp cut off from all shape of..

Added: 2022-01-28 Rating: n/a

Bawdy Meetings

Tony Buff is the boy in charge and he and his..

Added: 2021-12-09 Rating: n/a

Jail Bangers

The pri guards at this prison may be tough, but..

Added: 2021-12-06 Rating: n/a

Hole Patrol

"Out of your car and down on your knees boy!..

Added: 2021-12-05 Rating: n/a

Prison Fuckers

The pri guards at this jail may be tough, but..

Added: 2021-11-22 Rating: n/a

Jail Blues

10 Legal -21 yr olds in a youthfull offenders..

Added: 2021-10-23 Rating: n/a

Jail Plowers

The pri guards at this prison may be tough, but..

Added: 2021-09-27 Rating: n/a

Jail Camp Pummeled Into Submission

A pri camp cut off from all shape of..

Added: 2021-09-24 Rating: n/a

Prison Camp 2 - Buttfuck Attack (2013)

In this Jail Camp youthful inmates are at the..

Added: 2021-09-22 Rating: n/a

Youthful delinquents demolished at jail

Incarcerated in the detention center for..

Added: 2021-09-06 Rating: n/a

Jail Blues

10 Barely legal -21 year olds in a young..

Added: 2021-08-31 Rating: n/a

Erick And Mieto Duarte

Inmates Erick & Mieto are having a conversation...

Added: 2021-08-18 Rating: n/a

Meninos OnLine - Orange Is The Fresh Homosexual

Inmates Erick and Mieto are having a..

Added: 2021-08-14 Rating: n/a

Erick and Mieto Duarte

Inmates Erick & Mieto are having a conversation...

Added: 2021-08-13 Rating: n/a

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