Jail Bdsm

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Fresh Stud Tony Orlando Stamina Kittling and Taunted to Rapture

New encountered and stuttering, skimpy inmate..

Added: 2025-08-31 Rating: n/a

Sir Santa Christian Wilde and his Elves make Baxxx’s Fantasies Cum True

School athlete Baxxx is home for Christmas...

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

Prison Break

Officer Johnny Donovan is defeated by inmate,..

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

Edging hot, uncircumcised cock in jail

Sebastian has been locked up for yet another..

Added: 2025-08-28 Rating: n/a

Edging A Gay-for-pay Cop

Camper has finally been caught for edging..

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

Deceptive Detainee

All hell violates liberate when deceptive..

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

Michael DelRay Captures, Binds Up, & Humps Nic Sahara Wet

Locked in a clock tower, tied up with cord to a..

Added: 2025-08-20 Rating: n/a

Muscle guy Cliff Jensen lays claim to jail mega-bitch Tony Orlando

C.O. Sebastian Keys drops off fresh encountered..

Added: 2025-08-20 Rating: n/a

DreamBoyBondage Violating Diego - Chapter 1

Diego Leon is a cocky, streetwise jock with a..

Added: 2025-08-17 Rating: n/a

Masochistic Parole Gives Creepy Coworker a Aggressive Lesson

Max Cameron is new out of jail, and thru an..

Added: 2025-08-17 Rating: n/a

The Gift Hunter

Gift hunter Christian Wilde caught a puny time..

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

Officer Maguire and his fresh jail hoe

Kip Johnson has been brought in for questioning..

Added: 2025-08-15 Rating: n/a

Fresh muscular inmate at the grace of Officer Connor Maguire

Seth Santoro waits in his jail box as Officer..

Added: 2025-08-14 Rating: n/a

Hicksville

Luke Riley just got out of jail and he´s..

Added: 2025-08-11 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

Titov Part 7

Wire stud Anthony luvs his fresh hemp rope,..

Added: 2025-05-20 Rating: n/a

Kory Part 1

Kory is 100% man – lean, naturally shaved and..

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

Wade Russell Trio Days of Anguish – Chapter 1

In America’s dystopian future, high college..

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

Wade Russell Trio Days of Pain – Chapter 2

When Wade Russell agreed to be tantalized to..

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

Max Cameron ,Tyler Rush

Max Cameron is new out of jail, and thru an..

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

Corded Jail Part 3 - Paying The Piper

Officer Michael DelRay waits anxiously in an..

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

Muscle fellow Cliff Jensen lays claim to jail super-bitch Tony Orlando

C.O. Sebastian Keys droplets off fresh..

Added: 2025-02-25 Rating: n/a

Alexander Gustavo - Edging hot, uncircumcised bone in jail

Sebastian has been locked up for yet another..

Added: 2025-02-19 Rating: n/a

Muscle fellow Cliff Jensen lays claim to prison bi-atch Tony Orlando

C.O. Sebastian Keys spurts off new met inmate..

Added: 2025-02-16 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

Trussed Jail Part 3: Paying The Piper

Officer Michael DelRay waits eagerly in an open,..

Added: 2025-01-20 Rating: n/a

Paying The Piper

Officer Michael DelRay waits anxiously in an..

Added: 2025-01-20 Rating: n/a

Edging hot, uncircumcised cock in jail

Sebastian has been locked up for yet another..

Added: 2025-01-17 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

Lockup, Box Extraction & Jail Bang-out - Part 2

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

Added: 2025-01-02 Rating: n/a

Hairy weirdo gets taken downtown & group humped by the entire jail mansion

Brandon Atkins is a wild weirdo up to no good,..

Added: 2024-12-31 Rating: n/a

Prison Break

Officer Johnny Donovan is overpowered by inmate,..

Added: 2024-12-24 Rating: n/a

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

The officers of the jail line their backsides up..

Added: 2024-12-21 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

Michael DelRay Captures, Trusses Up, & Humps Nic Sahara Raw

Locked in a clock tower, trussed up with string..

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

Deceptive Detainee

All hell violates liberate when deceptive..

Added: 2024-12-08 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

Jail Joeng Turns his cellmate into his feet

2 mates of our´s rendezvous on the tear up..

Added: 2024-11-24 Rating: n/a

Kinkmen - Michael DelRay Captures, Trusses Up, & Tears up Nic Sahara Humid

Locked in a clock tower, corded up with rope to..

Added: 2024-11-23 Rating: n/a

Kinkmen - Deceptive Detainee

All hell breaks liberate when deceptive detainee..

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

Master Santa Christian Wilde and his Elves make Baxxx’s Wishes Jizz True

School athlete Baxxx is home for Christmas...

Added: 2024-11-20 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

Ferocious Jail Shag

Berlin has got a dirty secret right within the..

Added: 2024-11-11 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

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

BoundMuscleJocks The Mountain Jail - Part 4

Still trapped in the iron mask Tober can only..

Added: 2024-10-08 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

Can-Am Grapple Bait

Co-directed by Boss Sexton and Chad Donovan,..

Added: 2024-09-26 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

Edging A Gay-for-pay Cop

Truck has ultimately been caught for edging..

Added: 2024-08-23 Rating: n/a

Deceptive Detainee

All hell violates liberate when deceptive..

Added: 2024-08-11 Rating: n/a

Edging A Hetero Cop

Truck has finally been caught for edging..

Added: 2024-08-11 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

Homies in Heat, Season 2, Sequence 4: The Fever Is On 4K

With a jail sentence looming for arson, a..

Added: 2024-07-20 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

KinkMen Prison Break

Officer Johnny Donovan is overcame by inmate,..

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

Final Consent IV Ian Levine DreamBoyBondage HD

Too youthful and virginal to anticipate the..

Added: 2024-07-08 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

Locked Up

During an powerful firefight battle, Buck..

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

Harsh Fuck At Prison

Berlin has got a grubby secret right within the..

Added: 2024-06-21 Rating: 100%

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

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

DreamBoyBondage - Wade Russell - Three Days of Agony - Chapter 6 - 4K

Wade is opened up to his cracking point, moaning..

Added: 2024-04-01 Rating: n/a

Hump Junkies In Jail

Jail is supposed to be a punishment, of course..

Added: 2024-01-21 Rating: n/a

Conformity Prison, Scene 3

Prisoner Devin Franco is cleaning up a deliver..

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

44 Jail Wc Hellions

The borstal inmates are lined up outside the..

Added: 2023-02-19 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

Ferocious Tops - Jail Toilets Hellions

The borstal inmates are lined up outside the..

Added: 2022-11-17 Rating: 100%

Jail

羞恥に始まり、羞恥に終わる‥今ま..

Added: 2022-09-05 Rating: n/a

RusCapturedBoys - Youthful Offender Pavel - Part III

Even torment on the rack didn't break Pavel. So..

Added: 2022-08-17 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

Bodybuilder Vasily in Jail - Part I

All around them, more handsome, furry muscular..

Added: 2022-06-01 Rating: n/a

Ross Thompson

Jail psycho Tormentor Derek discovers his..

Added: 2021-11-20 Rating: n/a

Gayce Avenue - Jail 3

It's hot, sensual and rough at the same time...

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

Subjugation Prison, Sequence 3

Prisoner Devin Franco is cleaning up a produce..

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

RusCapturedBoys - Captive from the Slaves Hunter - Part II

Today in our jail is a nipple's day. We don't..

Added: 2021-10-07 Rating: n/a

Jail Wc Bullies

My shaft is pretty straight. It doesn’t curve..

Added: 2021-08-19 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

Disciplining the Boxing Gym Dude

This trained assets is real, busy boxer Kota..

Added: 2021-06-23 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

Obedience Prison, Vignette 4

Officer Drew Sebastian can't get enough of..

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

Obedience Prison, Gig 03: Drew Sebastian, Devin Franco

Prisoner Devin Franco is cleaning up a produce..

Added: 2021-03-20 Rating: n/a

RusCapturedBoys - Captive from the Victims Hunter - Part II

Today in our jail is a nipple's day. We don't..

Added: 2021-02-09 Rating: n/a

Bodybuilder Vasily in Jail - Part I

He aggressively boinks he in several positions,..

Added: 2021-01-21 Rating: n/a

Alex Greene

A prisoner who escaped from jail decided to..

Added: 2020-12-21 Rating: n/a

Men's Hell part 4 - Muscles Manhandle and Instructing

My muscles are bullied and I yell in anguish and..

Added: 2020-10-24 Rating: n/a

Men's Hell - part 2

The muscles are bullied and she groans in..

Added: 2020-10-17 Rating: n/a

Sesh 46: Teachers Chris, Toby, Lee & John

With hundreds of young, fuckfest starved guys..

Added: 2020-09-14 Rating: n/a

Session 45: Educators Chris, Toby, Lee & John

It's lunchtime in the correctional centre and..

Added: 2020-09-14 Rating: n/a

Session 44: Educators Chris, Toby, Lee & John

First-ever task of a prisoners day before..

Added: 2020-09-14 Rating: n/a

Jail Rest room Hellions

The studs amuse themselves with each other in..

Added: 2020-08-15 Rating: n/a

Greedy Bottoms

Chris gives the contestants the low down on the..

Added: 2020-08-01 Rating: n/a

Anal lord

Here at Dorchester Corrections Facility, the..

Added: 2020-06-10 Rating: n/a

Jail - Training of Boys

苦悶に歪む少年達、四肢の自由を奪..

Added: 2020-05-02 Rating: n/a

Busted Boys - Gaberial

Little Latino man-whore Gaberial has gotten..

Added: 2020-04-14 Rating: n/a

Busted Boys - Gaberial

Little Latino man-whore Gaberial has gotten..

Added: 2020-02-19 Rating: n/a

Jail - Training of Boys

苦悶に歪む少年達、四肢の自由を奪..

Added: 2019-12-28 Rating: n/a

The Ejaculation-Controlled Jail - part 2

There is no freedom for the youth, there is to..

Added: 2019-12-15 Rating: n/a

Jail - Training of Boys

苦悶に歪む少年達、四肢の自由を奪..

Added: 2019-11-16 Rating: n/a

Busted Boys

Little Latino man-whore Gaberial has gotten..

Added: 2019-09-30 Rating: n/a

Busted Boys Gaberial

Little Latino man-whore Gaberial has gotten..

Added: 2019-09-27 Rating: n/a

Busted Boys - Gaberial

Little Latino man-whore Gaberial has gotten..

Added: 2019-09-24 Rating: n/a

Busted Boys - Gaberial

Little Latino man-whore Gaberial has gotten..

Added: 2019-09-22 Rating: n/a

RusCapturedBoys - Young Offender Pavel - Part III

Even torture on the rack didn't break Pavel. So..

Added: 2019-07-26 Rating: n/a

The Ejaculation-Controlled Jail - part 2

There is no freedom for the youth, there is to..

Added: 2019-06-25 Rating: n/a

RusCapturedBoys - Bodybuilder Vasily in Jail Part I

Bodybuilder Vasily went on a slippery slope,..

Added: 2019-06-18 Rating: n/a

The Ejaculation-Controlled Jail - part 2

There is no freedom for the youth, there is to..

Added: 2019-06-15 Rating: n/a

Bodybuilder Vasily in Jail - Part I

Bodybuilder Vasily went on a slippery slope,..

Added: 2019-05-30 Rating: n/a

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