Cruel Punishment

Pages: NEXT ►

Order by: Popular Date Relevance

Service Sesh

Mansion gimp super-bitch has proven she is a..

Added: 2025-03-08 Rating: n/a

Joyce Wilson

The well-known Angela Milky has decided that she..

Added: 2025-03-06 Rating: n/a

Grasped fancysteel

Inmate Quirk Hunter has managed to run away the..

Added: 2025-02-26 Rating: n/a

Girl Next Door Serena Blair Confined and Made to Jism in Wire Restrain bondage

Serena Blair is a classic, puny Hog-tied model...

Added: 2025-02-24 Rating: n/a

19yr older pummeled firm to orgasm!

Welcome back Tara Lynn Fox, this Nineteen yr...

Added: 2025-02-22 Rating: n/a

Ass-fuck Initiation of Cassidy Klein

Cassidy Klein is spunky about service and sex,..

Added: 2025-02-21 Rating: n/a

Radiant starlets

The notorious Angela Milky has decided that she..

Added: 2025-02-17 Rating: n/a

A Cruel Protocol

When newcomer gimp doll Cadence Lux petitions..

Added: 2025-02-15 Rating: n/a

Abella's Rectal Initiation

Abella Danger is a Nineteen year aged colt that..

Added: 2025-01-31 Rating: n/a

Ela Darling Instructed to Obedience

This lesbian restrain bondage video is one of..

Added: 2025-01-30 Rating: n/a

Reminding Ash

It seems that The Popes individual slave, ash,..

Added: 2025-01-28 Rating: n/a

Lydia Dark-hued Sexual Disgrace Emo Rock Hard-on Part 1

If there was ever a hookup gimp in the dungeon..

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

Electrosluts - Electrify My Pussy - Aiden Starr &

is a beginner to Kink but she is exactly the..

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

A Different Kind of Three way

Goddess Starla was more than glad to play with..

Added: 2025-01-15 Rating: n/a

Ela Darling Taught to Subordination

This lesbian restrain bondage vid is one of the..

Added: 2025-01-11 Rating: n/a

Marionette Training Beretta James Day Trio

Observations: She seems anxious to sate and is..

Added: 2025-01-09 Rating: n/a

Sophia's sunshine

The prominent Angela Milky has decided that she..

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

Crimson Headed Fuckslut Pulverized In Cock-squeezing Restrain bondage

Lumi Ray couldn’t wait to be tied up again, so..

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

Michelle Murphy

The notorious Angela White has decided that she..

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

Jandi Lin Live, Part 1

This is part one of Jandi Lin’s live show...

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

Charlotte Sartre Roped In Shaft And Chains

Charlotte is ultimately back on Instrument..

Added: 2024-12-02 Rating: n/a

Agony Mega-slut Cougar London Sea Dehumanized with Harsh Bang-out and Cord Restrain bondage

Blonde, fat tits, yam-sized booty, and fully..

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

Captured Milf

Helena is not usually on the receiving end of..

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

Bound for the Apocalypse: Part 2

Fuckfest and Conformity introduces Part 2 of..

Added: 2024-11-27 Rating: n/a

19yr senior fucked hard to orgasm!

Welcome back Tara Lynn Fox, this Nineteen yr...

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

Sex addict Sub Disciplined with Dual Pounding

Building Maid Warner is sent to turn down the..

Added: 2024-10-31 Rating: n/a

Abella's Ass-fuck Initiation

Abella Danger is a Nineteen yr older colt that..

Added: 2024-10-29 Rating: n/a

Devicebondage - The Ultimate Surrender!!!

Hard bodied, Ariel X, comebacks to DB and gets..

Added: 2024-10-26 Rating: n/a

Pistol's Error

From time to time a marionette needs to be..

Added: 2024-10-26 Rating: n/a

Service pt.8

Inspired by the well known French Domination &..

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

Service pt.7

Inspired by the renowned French Bondage &..

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

Charlie Valentine: Cruel Instrument Restrain bondage

Charlie Valentine has been frolicking the role..

Added: 2024-10-21 Rating: n/a

SexAndSubmission - Strapped for the Apocalypse: Part 2

Fucky-fucky and Subjugation introduces Part 2 of..

Added: 2024-10-20 Rating: n/a

Taut Rope, Exhausting Punishment, Extraordinary Water Torment, and Bellowing Orgasms!!!

We are always attempting to up the regular of..

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

Barely legal year elder Enslaved Assistant Takes Her Punishment

Wondrous 18 year elderly Gina Valentina is..

Added: 2024-10-06 Rating: n/a

42354_helena_lockeCaptured Milf

Helena is not usually on the receiving end of..

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

Cheyenne Clitoris Disciplined with Ejaculations and Mean Iron Bondage!

Cheyenne Nub is no stranger to Tool Bondage´s..

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

Abella's Anal Initiation

Abella Danger is a Nineteen yr old colt that..

Added: 2024-09-30 Rating: n/a

Alpha Intercourse Marionette Returns to Instruct Assfuck Newbie

Cherry Torn, the sweetheart Alpha gimp from the..

Added: 2024-09-26 Rating: n/a

Blond Enslaved Hottie Kleio Valentien

Alt queen Kleio Valentine and her ginormous..

Added: 2024-09-24 Rating: n/a

Kat: First-ever Suspension, Physical Punishment, and Assfucking Fucksall

Sumptuous Kat is here today to attempt her..

Added: 2024-09-22 Rating: n/a

Euro-Teen Domination & submission Fuckslut Luna Enemy Buttfuck Drilled in Aggressive Cable Bondage!

Curvy, all-natural queen Ryan Keely is a..

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

Diminutive Pain Bitch Violet Monroe in Strap Restrain bondage and Cruel Anal Tearing up

Violet Monroe is the type of peaceful and gentle..

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

Cheyenne Clittie Disciplined with Climaxes and Mean Iron Bondage!

Cheyenne Pearl is no stranger to Device..

Added: 2024-09-06 Rating: n/a

Pure Hell: Charlotte Sartre Perversely Used and Rectally Plumbed

Charlotte petitioned to be a mega-slut that is..

Added: 2024-09-05 Rating: n/a

Bring Your Splashing Step-Daughter to Work Day

Angel Allwood is a red-hot platinum-blonde..

Added: 2024-09-05 Rating: n/a

Chastity Lost: Kendra Spade

Kendra Spade is one of the sweetest girls, and..

Added: 2024-09-03 Rating: n/a

Step-Mother Chanel Preston Fucks Sonny & His Cheap Superslut Girlfriend!

Penny Pax is a insane little mansion slut that..

Added: 2024-09-03 Rating: n/a

Cruel Rapture in Extreme Restrain bondage

Daddy’s girl, Roxanne Rae is back and this..

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

Charlotte Sartre Trussed In Cock And Chains

Charlotte is ultimately back on Implement..

Added: 2024-08-17 Rating: n/a

Hot Asian, Rock hard Steel, Cruel Torment, and Extraordinary Orgasms!

Mia arrives new and prepared to go. We make..

Added: 2024-08-03 Rating: n/a

Rough Punishment In Gruelling Restrain bondage

Victoria Voxxx has proven herself time and time..

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

What's in a Name?

Katharine named herself after the contraption..

Added: 2024-06-19 Rating: n/a

The Adulteress

Cent lives out her wish as the Adulteress who is..

Added: 2024-06-10 Rating: 100%

Charlie Valentine: Cruel Implement Restrain bondage

Charlie Valentine has been toying the role of..

Added: 2024-05-12 Rating: n/a

Flesh Diamond Is Screwed In Cruel Bondage!!

Flesh is back at Instrument Bondage, and sexier..

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

DeviceBondage - Rising From The Ash Is Drilled In Cruel Restrain bondage

Flesh is back at Implement Bondage, and sexier..

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

Mood-Pictures - The Milgram Experiment vol 4

Our fortunate Milgram Experiment series (baseed..

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

Ash-blonde Cougar cruel drilled by 2 cocks with epic gargle

Flawless gimp Simone Sonay gets dominated, face..

Added: 2024-01-29 Rating: n/a

Grabbed Trendy Steel

Inmate Fad Hunter has controlled to run away the..

Added: 2024-01-14 Rating: n/a

Torturers Apprentice Must Atone for Her Recusancy (2020)

If you recall from when the 1st sequence ended,..

Added: 2023-10-09 Rating: n/a

Fancy Steel - Seized

"I was obsessed with freedom, craved freedom,..

Added: 2023-09-01 Rating: n/a

Elegant Steel - Seized

Inmate Whim Hunter has controlled to run away..

Added: 2023-08-22 Rating: n/a

It Whore Needs Attention

When we say the fuckslut needs attention, that..

Added: 2023-07-14 Rating: n/a

Raven Eve - Torturer's Apprentice Must Atone for Her Recusancy

If you reminisce from when the 1st sequence..

Added: 2023-03-07 Rating: n/a

Tess Learns a Lesson

Tess receives an mighty OTK handspanking,..

Added: 2022-10-28 Rating: n/a

Chair Trussed

Crimson August has found herself in the clutches..

Added: 2022-06-25 Rating: n/a

The Nymphs Of Dachau

Cruel and unusual punishment, sumptuous and..

Added: 2022-03-20 Rating: n/a

Mrs. Wellington's Massive Day - Emma

Mrs. Wellington's husband is never home these..

Added: 2022-03-17 Rating: n/a

Torturer's Apprentice Must Atone for Her Recusancy

If you reminisce from when the 1st gig ended,..

Added: 2022-02-11 Rating: n/a

Aggressive Romance - Mar 31, 2017 - Skimpy homie - No Dinner For Terri

For someone locked in a tiny, windowless dungeon..

Added: 2022-02-03 Rating: n/a

Bringing you in for romp

Hot. Holly Michaels is Hot. Undisciplined moist..

Added: 2021-12-20 Rating: n/a

Die Hexe und die Nonne

In the Middle Ages, kindliness could be..

Added: 2021-11-15 Rating: n/a

Train My Mouth, Penalize My Otter

Jessica is back for her 2nd bj instructing..

Added: 2021-11-14 Rating: n/a

Kimberly Mayhem

Marionette 71 has given Marionette 88 some..

Added: 2021-09-21 Rating: n/a

IR - Cherie DeVille - The Compliance, Part One

Having a hot, towheaded Cougar on set is always..

Added: 2021-08-02 Rating: n/a

Nami Grand Line

The Navy finally caught Nami. Nami in order to..

Added: 2020-06-27 Rating: n/a

Torturer's Apprentice Must Atone for Her Insubordination Part 1-4

If you remember from when the 1st episode ended,..

Added: 2020-05-07 Rating: n/a

Torturer's Apprentice Must Atone for Her Insubordination Part 1-4

If you remember from when the 1st episode ended,..

Added: 2020-05-03 Rating: n/a

Torturers Apprentice Must Atone for Her Insubordination (2020)

If you remember from when the 1st episode ended,..

Added: 2020-04-28 Rating: n/a

Sex Box 03

Sex Box No 3: Close to illegality. Cruel crowds..

Added: 2020-03-11 Rating: n/a

Claire Adams

Friend Dee owes Claire Adams a bit of..

Added: 2020-02-13 Rating: n/a

Break Her Down - Claire Adams

Dee owes Claire Adams a bit of punishment. The..

Added: 2020-01-19 Rating: n/a

Dakota Marr Punished At Wrong House

A trip to Costa Rica with my friends sounded..

Added: 2019-11-23 Rating: n/a

tiki anal

Sexy girl tiki anal insertion cruel punishment..

Added: 2019-10-24 Rating: n/a

Jewell Marceau Extreme - Jewells Favorite Abductors part 1 Jon Woods

Cute busty sexy girl Jewell Marceau represents..

Added: 2019-10-16 Rating: n/a

Sexy teacher gets spanked

Her ass is so damn spankable that the head..

Added: 2019-10-01 Rating: n/a

Jewell Marceau Extreme - Pumping Rubber

Cute busty sexy girl Jewell Marceau represents..

Added: 2019-09-13 Rating: n/a

Treatment Of A Virgin!

Ill-treatment of a virgin!Young girls in..

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

Cindy - Tearful Anal Training!

Cindy - Tearful Anal Training! Young girls in..

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

Jewell Marceau Extreme - Pumping Rubber

Cute busty sexy girl Jewell Marceau represents..

Added: 2019-08-28 Rating: n/a

Jewells Favorite Abductors part 4 Lew Rubens

Cute busty sexy girl Jewell Marceau represents..

Added: 2019-08-27 Rating: n/a

Jewells Favorite Abductors part 1 Jon Woods

Cute busty sexy girl Jewell Marceau represents..

Added: 2019-08-27 Rating: n/a

Sexy teacher gets spanked

Her ass is so damn spankable that the head..

Added: 2019-08-21 Rating: n/a

Pumping Rubber

Cute busty sexy girl Jewell Marceau represents..

Added: 2019-08-07 Rating: n/a

Jewells Favorite Abductors part 1

Cute busty sexy girl Jewell Marceau represents..

Added: 2019-08-06 Rating: n/a

Jewells Favorite Abductors part 4

Cute busty sexy girl Jewell Marceau represents..

Added: 2019-08-06 Rating: n/a

Tough Bondage Party For Ebony Slave

Love comes in many forms, but for my money (and..

Added: 2019-07-16 Rating: n/a

Dan Hawke - Maximas Carnage

Celine Maxima is a raven-haired beauty that is..

Added: 2019-07-08 Rating: n/a

Hungry For Discipline

Tom and Erica Martin (Pony Gold) have an..

Added: 2019-07-04 Rating: n/a

Chair Bound

Red August has found herself in the clutches of..

Added: 2019-06-02 Rating: n/a

Sexy Teacher Gets Spanked (Nata)

Her ass is so damn spankable that the head..

Added: 2019-05-24 Rating: n/a

No Touching ! Dakota Marr

Being a private dancer is not easy. Guys are..

Added: 2019-05-18 Rating: n/a

Red August - Chair Bound

Red August has found herself in the clutches of..

Added: 2019-05-10 Rating: n/a

IR - Red August - Chair Bound

Red August dressed in a madman's clutch. She is..

Added: 2019-05-06 Rating: n/a

Nikki Darling, Abigail Dupree-Tough Love Part 2

Love comes in many forms, but for my money (and..

Added: 2019-04-14 Rating: n/a

Sarah Shevon Tied Up, Punished, and made to Cum

Young pussy trying new sensations in a cruel..

Added: 2019-04-05 Rating: n/a

InfernalRestraints Chair Bound - Red August

Red August has found herself in the clutches of..

Added: 2019-03-30 Rating: n/a

Infernalrestraints - Chair Bound

Red August gets mounted to a chair. Red August..

Added: 2019-03-18 Rating: n/a

[Small Talk] Schmerz Scene #2

From an old dungeon where a cruel Mistress..

Added: 2019-02-17 Rating: n/a

[Small Talk] Schmerz Scene #3

From an old dungeon where a cruel Mistress..

Added: 2019-02-13 Rating: n/a

Nikki Darling , Abigail Dupree-Tough Love Part 2

Love comes in many forms, but for my money (and..

Added: 2019-02-10 Rating: n/a

Elizabeth Thorn, Violet Monroe , Warp Speed Part 2

Live feeds: the final frontier. This is the..

Added: 2019-02-08 Rating: n/a

Abella's Anal Initiation

Abella Danger is a 19 year old colt that must be..

Added: 2019-01-23 Rating: n/a

Ex-Termination

This one is brutal and filled with rage. It's..

Added: 2018-12-30 Rating: n/a

Totally Immobilized and Helpless

Lyla is a bendy little bitch that can take the..

Added: 2018-12-17 Rating: n/a

A Cruel Protocol

When novice slave girl Cadence Lux petitions the..

Added: 2018-12-10 Rating: n/a

Elizabeth Thorn, Violet Monroe -Warp Speed Part 2

Live feeds: the final frontier. This is the..

Added: 2018-11-29 Rating: n/a

Nami Grand line

The Navy finally caught Nami. Nami in order to..

Added: 2018-11-25 Rating: n/a

Hungry For Discipline

Do-Gooder Shocked By Master-Slave Relationship..

Added: 2018-11-08 Rating: n/a

Categories

Our Friends

Disclaimer: All models on this adult site are 18 years or older. Our site has a zero-tolerance policy against illegal pornography. All videos and links are provided by 3rd parties. We have no control over the content of these pages. We take no responsibility for the content on any website which we link to, please use your own discretion while surfing the porn links. This website uses cookies to ensure you get the best experience on our website.

© FilesMonster.TV • DMCA Policy • Privacy Statement • Trade Traffic •