Prison Guard

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Point of view Part 2 Jared Wild, Adam Herst 720P Part 4

The highly fact that Menpov gets..

Added: 2025-11-29 Rating: n/a

Ivo Jaternik - Rubdown - 1080P Part 3

Ivo Jaternik the prison guards finally gone,..

Added: 2025-11-29 Rating: n/a

DaddySexFiles He Has A Problem With Authority

He's a prisoner with a bit of an attitude, but..

Added: 2025-11-02 Rating: n/a

RandyBlue Oliver Carter & Parker Nolan

Randy Blue is proud to present our freshest..

Added: 2025-10-28 Rating: n/a

Tono Milos - Slapping

With the jail guards finally gone, Tono Milos is..

Added: 2025-09-02 Rating: n/a

Insatiable Weirdo Takes Some Raunchy Justice

Creepy voyeur Griffin is toughly dragged into..

Added: 2025-08-30 Rating: n/a

Fresh St8 Acting Authentic Scally Dual Cherry Popping Jism Stupidly

Fresh st8 acting authentic scally dual virgin..

Added: 2025-08-29 Rating: n/a

Igor Lucios Scn. 32

Igor Lucios have gotten pretty busy in here...

Added: 2025-08-29 Rating: n/a

Rock Candy Jail Studs Episode 4 - Masochistic Guard

In prison, rigid guys scratch their itches by..

Added: 2025-08-29 Rating: n/a

Derek - Audit - Devin Trez and Derek Cline - 1080p

Derek Audit have gotten pretty engaged in here...

Added: 2025-08-26 Rating: n/a

Jail Plowers

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

Added: 2025-08-24 Rating: n/a

Deceptive Detainee

All hell violates liberate when deceptive..

Added: 2025-08-23 Rating: n/a

Kevin Texas and Michael Mission Moist 1080p

Kevin texas and michael mission raw, Zack..

Added: 2025-08-23 Rating: n/a

Kinkmen - Cage

No escape. No exit. Seamus O´Reilly paces his..

Added: 2025-08-16 Rating: n/a

Subjugation Prison, Gig 04 Drew Sebastian, Devin Franco

Officer Drew Sebastian can't get enough of..

Added: 2025-07-12 Rating: n/a

Subordination Prison, Scene 03 Drew Sebastian, Devin Franco

Prisoner Devin Franco is cleaning up a deliver..

Added: 2025-07-10 Rating: n/a

Fetish - Obedience Jail Episode 4

Officer Drew Sebastian can't get enough of..

Added: 2025-06-26 Rating: n/a

Conformity Jail Vignette 4 1080p

Officer Drew Sebastian can't get enough of..

Added: 2025-06-22 Rating: n/a

Marshall Mandatory & Severe – Chapter 7

Unclothed naked, every inch of his body shaven..

Added: 2025-05-14 Rating: n/a

Wade Russell Three Days of Agony – Chapter 6

Wade is spread to his cracking point, yelling in..

Added: 2025-05-13 Rating: n/a

David Webb & Tomas De Rico Sanity’s Threshold – Chapter 3

Sexy blonde David Webb is opened up on his back..

Added: 2025-05-12 Rating: n/a

Pee Jail

Berlin has got a grubby secret right within the..

Added: 2025-04-20 Rating: n/a

Griffin Barrows

Creepy voyeur Griffin is roughly dragged into..

Added: 2025-04-20 Rating: n/a

No condom youngster jail innocents

Young David Contreras discovers the rock hard..

Added: 2025-04-03 Rating: n/a

Jeremy Stevens ,Hayden Richards ,Connor Maguire

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

Added: 2025-03-18 Rating: n/a

No condom Gang-fuck At Russian Jail

The guards of this Russian jail are strict,..

Added: 2025-03-16 Rating: n/a

Hunter Marx with Leo Forte and Jayden Grey - Inmates - Scene 2

In the showers, shaved-headed prisoner Leo Forte..

Added: 2025-02-23 Rating: n/a

Nasty Crank Takes Some Raunchy Justice

Creepy voyeur Griffin is harshly dragged into..

Added: 2025-01-27 Rating: n/a

Deceptive Detainee

All hell violates liberate when deceptive..

Added: 2025-01-27 Rating: n/a

Caught Off Guard: Dante Colle Pulverizes Jail Guard, Derek Kage

New-comer jail guard Derek Kage is already bored..

Added: 2025-01-24 Rating: n/a

Deceptive Detainee

All hell cracks liberate when deceptive detainee..

Added: 2025-01-24 Rating: n/a

Caught Off Guard: Dante Colle Fucks Jail Guard, Derek Kage

Newcummer jail guard Derek Kage is already bored..

Added: 2025-01-17 Rating: n/a

Master Peter's Jail Orgy

A dorm search from Tormentor Peter shortly has..

Added: 2025-01-04 Rating: n/a

Ultra-kinky Crank Takes Some Raunchy Justice

Creepy hidden cam Griffin is harshly dragged..

Added: 2024-12-28 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

Nasty Freak Takes Some Rough Justice

Creepy voyeur Griffin is toughly dragged into..

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

Deceptive Detainee

All hell violates liberate when deceptive..

Added: 2024-12-08 Rating: n/a

Kinkmen - Deceptive Detainee

All hell breaks liberate when deceptive detainee..

Added: 2024-11-20 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

Ferocious Jail Shag

Berlin has got a dirty secret right within the..

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

Ace In The Hole, Episode 4

With the jail guards ultimately gone, Declan..

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

Naked Conviction - Gig 5

The highly fact that John Magiaty gets..

Added: 2024-10-24 Rating: n/a

Naked Conviction - Gig 5

The very fact that John Magiaty gets..

Added: 2024-10-22 Rating: n/a

Nude Conviction - Gig 5

The very fact that John Magiaty gets..

Added: 2024-10-22 Rating: n/a

Caught Off Guard: Dante Colle Smashes Jail Guard, Derek Kage

Newbie jail guard Derek Kage is already bored..

Added: 2024-10-19 Rating: n/a

Deceptive Detainee

All hell cracks loose when deceptive detainee..

Added: 2024-09-29 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

Jeremy Stevens: Lockup, Cage Extraction & Jail Gang Plumb

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

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

Deceptive Detainee

All hell cracks liberate when deceptive detainee..

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

Caught Off Guard: Dante Colle Fucks Prison Guard, Derek Kage

Newcomer prison guard Derek Kage is already..

Added: 2024-08-25 Rating: n/a

Caught Off Guard: Dante Colle Screws Prison Guard, Derek Kage

Beginner prison guard Derek Kage is already..

Added: 2024-08-24 Rating: n/a

Deceptive Detainee

All hell violates liberate when deceptive..

Added: 2024-08-11 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

Jeremy Stevens: Lockup, Box Extraction & Jail Group Fuck

In this astounding KinkMen Shoot: The cells are..

Added: 2024-07-30 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

Ace In The Hole, Episode 4

With the jail guards finally gone, Declan Blake..

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

Ace In The Hole, Scene 4

With the prison guards ultimately gone, Declan..

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

Ace In The Hole, Episode 4

With the jail guards finally gone, Declan Blake..

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

Harsh Fuck At Prison

Berlin has got a grubby secret right within the..

Added: 2024-06-21 Rating: 100%

DreamBoyBondage - Sanity's Threshold - Chapter 3 - 4K

Wondrous towheaded David Webb is stretched on..

Added: 2024-06-20 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

Kink Guys - Taken Raunchy - Caught off Guard

Rookie prison guard Derek Kage is already bored..

Added: 2024-04-13 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

KinkMen Caught Off Guard - Dante Colle Plumbs Jail Guard, Derek Kage

Newbie jail guard Derek Kage is already bored..

Added: 2024-04-07 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

Jailhouse Stiffys

With an excellent setting, this fresh version of..

Added: 2024-03-14 Rating: n/a

Urinate Jail Pulverize

Berlin has got a dirty secret right within the..

Added: 2024-03-04 Rating: n/a

Incarceration

Incarcerated in the detention center for young..

Added: 2024-02-06 Rating: n/a

Box Block Bang-out pt.2 The Warden's Paramour

The feature embarks when Prisoner Fred Goldsmith..

Added: 2023-12-15 Rating: n/a

Conformity Prison, Scene 3

Prisoner Devin Franco is cleaning up a deliver..

Added: 2023-11-24 Rating: n/a

Randy Blue - Alley Cats

The suspect - the detective - the guard - the..

Added: 2023-07-12 Rating: n/a

Ace In The Hole, Scene #04

With the jail guards eventually gone, Declan..

Added: 2023-06-23 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%

Making The Guards Glad

Things have gotten pretty engaged in here. This..

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

Ace In The Hole, Sequence #04 (Ace Stallion, Declan Blake)

With the jail guards ultimately gone, Declan..

Added: 2023-01-04 Rating: n/a

You are chained and next to a policeman

Prisoner Devin Franco is cleaning up a deliver..

Added: 2023-01-03 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

Ace In The Fuck hole Episode 4

With the jail guards ultimately gone, Declan..

Added: 2022-08-29 Rating: n/a

Ace In The Hole, Episode 04

With the prison guards ultimately gone, Declan..

Added: 2022-08-27 Rating: n/a

Ace In The Hole, Scene #04

With the jail guards ultimately gone, Declan..

Added: 2022-08-24 Rating: n/a

Ace In The Hole, Scene 04: Ace Stallion, Declan Blake

With the jail guards ultimately gone, Declan..

Added: 2022-08-23 Rating: n/a

Ace In The Hole, Vignette 04 Ace Stallion, Declan Blake

With the jail guards ultimately gone, Declan..

Added: 2022-08-20 Rating: n/a

Ace in the Hole, Sc.4: Ace Stallion & Declan Blake 4K

With the jail guards eventually gone, Declan..

Added: 2022-08-19 Rating: n/a

Jailhouse Cock

With an excellent setting, this fresh version of..

Added: 2022-08-13 Rating: n/a

Wet Gang Romp With Alley Cats

The suspect, the detective, the guard, the..

Added: 2022-08-11 Rating: n/a

Screws Extra Time

"Prison guards ain't called Pulverizes for..

Added: 2022-08-06 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

Jailhouse Penis - part 1

With an excellent setting, this fresh version of..

Added: 2022-06-08 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

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

Jail Camp - Boinked Into Subordination

A prison camp cut off from all shape of..

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

Jail Bangers

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

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

RusCapturedBoys - The Punishment of Guard Vitaliy - Final

The Tormentor cannot stop the penalty for the..

Added: 2021-11-30 Rating: 100%

Prison Fuckers

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

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

Subjugation Prison, Sequence 3

Prisoner Devin Franco is cleaning up a produce..

Added: 2021-11-08 Rating: n/a

Tough Gangbang With Muscle Alley Cats

The suspect, the detective, the guard, the..

Added: 2021-10-03 Rating: n/a

Jail Plowers

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

Added: 2021-09-27 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

Rough Urinate Pound At Jail

Berlin has got a dirty secret right within the..

Added: 2021-08-03 Rating: n/a

Conformity Prison, Episode #03

Prisoner Devin Franco is cleaning up a supply..

Added: 2021-07-26 Rating: n/a

Wanted

One of 2 films with both Al Parker and Jack..

Added: 2021-06-27 Rating: n/a

Jail Plowers

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

Added: 2021-06-19 Rating: n/a

Subordination Prison, Gig 3

Prisoner Devin Franco is cleaning up a produce..

Added: 2021-06-15 Rating: n/a

Obedience Prison, Vignette 3

Prisoner Devin Franco is cleaning up a deliver..

Added: 2021-06-14 Rating: n/a

Obedience Prison, Scene #04 (Drew Sebastian, Devin Franco)

Officer Drew Sebastian can't get enough of..

Added: 2021-06-11 Rating: n/a

Conformity Prison, Sequence 3

Prisoner Devin Franco is cleaning up a produce..

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

Making The Guards Blessed

Things have gotten pretty engaged in here. This..

Added: 2021-06-01 Rating: n/a

Subjugation Prison, Episode 4

Officer Drew Sebastian can't get enough of..

Added: 2021-05-29 Rating: n/a

Obedience Prison, Scene 3

Prisoner Devin Franco is cleaning up a deliver..

Added: 2021-05-24 Rating: n/a

Obedience Prison, Vignette 4

Officer Drew Sebastian can't get enough of..

Added: 2021-05-24 Rating: n/a

Subordination Prison, Gig 4

Officer Drew Sebastian can't get enough of..

Added: 2021-05-23 Rating: n/a

Conformity Prison, Sequence 3

Prisoner Devin Franco is cleaning up a supply..

Added: 2021-05-22 Rating: n/a

The finest culo desire

Chris gives the contestants the low down on the..

Added: 2021-05-19 Rating: n/a

Jail Plowers

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

Added: 2021-04-16 Rating: n/a

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