Cruel Punishments

Pages: NEXT ►

Order by: Popular Date Relevance

Smirking from Aggressive Pain

Sea Lynn is a greedy submissive lil biotch with..

Added: 2024-04-16 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

House-Owned Hoes Earn Their Place at The Halloween Fuck Festival

In our final installment of the Halloween..

Added: 2024-03-31 Rating: n/a

Sea lynn smiling from cruel agony

Sea Lynn is a thirsty subordinated lil slut with..

Added: 2024-03-28 Rating: n/a

Sea Lynn - Sneering from Ferocious Pain

Sea Lynn is a greedy servant tiny super-bitch..

Added: 2024-03-24 Rating: n/a

Regaldomina - Aggressive Bastinade

Rabbit prides herself on being a masochist, the..

Added: 2024-03-13 Rating: n/a

Regaldomina - a brutal lashing

At the Maxwell Manor Boarding School For Women..

Added: 2024-03-10 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

NewMFX - Bruna, Carolyne (Can You Sigh Under My Ass Bitch)

Bruna did a bad mistake, telling bad things of..

Added: 2023-07-20 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

Alani Pi, Elise Graves - A Chunk of PI

Alani Pi has a new face and a beautiful body...

Added: 2023-02-11 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

Part 2 of Odette Delacroix impressive live show.

This is Part 2 of Odette Delacroix live Sexually..

Added: 2022-02-19 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

Ex-Termination

This one is violent and packed with rage. It's..

Added: 2021-11-13 Rating: n/a

Painful Audition: Madison

Sensitized exquisite ginger-haired Madison..

Added: 2021-09-22 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

Dakota Marr - No Touching!

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

Added: 2019-06-06 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

Poor S ister - No Dinner For Terri

For someone locked in a tiny, windowless..

Added: 2018-10-31 Rating: n/a

Poor friend - Stinky Terri

In the third episode, Larry begs his wife, Dr...

Added: 2018-10-31 Rating: n/a

The Punished Coed

Ken Davis (Mickey Mod) is the science teacher at..

Added: 2018-10-30 Rating: n/a

The House S itter

Bonnie Day looks like she works at the local..

Added: 2018-10-30 Rating: n/a

The Lonely Wife

Amber Dawn stars as Sandy, the Lonely Wife...

Added: 2018-10-30 Rating: n/a

Nikki Darling, Abigail Dupree -Tough Love Part 2

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

Added: 2018-10-28 Rating: n/a

Abella's Anal Initiation

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

Added: 2018-10-27 Rating: n/a

Elizabeth Thorn, Violet Monroe -Warp Speed Part 2

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

Added: 2018-10-27 Rating: n/a

Angry Coach

At a special boarding sport-school for girls in..

Added: 2018-10-27 Rating: n/a

Abella's Anal Violation for New Meat's Mistakes

Slutty masochist Abella Danger is a perfect..

Added: 2018-10-16 Rating: n/a

Hungry For Discipline

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

Added: 2018-10-16 Rating: n/a

WebSlaves

Cruel Madam Gene uses in the vault slaves only..

Added: 2018-10-15 Rating: n/a

2.No Touching! Dakota Marr

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

Added: 2018-10-06 Rating: n/a

Totally Immobilized and Helpless

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

Added: 2018-09-20 Rating: n/a

Nikki Darling, Abigail Dupree -Tough Love Part 2

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

Added: 2018-09-13 Rating: n/a

A Cruel Protocol

When novice slave girl Cadence Lux petitions the..

Added: 2018-09-12 Rating: n/a

Tough Love Part 2

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

Added: 2018-09-12 Rating: n/a

Anal Slut Slaves Serve a BDSM Swingers Orgy

4 Sexually Submissive Slaves serve 1 Cruel..

Added: 2018-09-07 Rating: n/a

Nikki Darling Abigail Dupree

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

Added: 2018-08-26 Rating: n/a

Angry Coach

At a special boarding sport-school for girls in..

Added: 2018-08-17 Rating: n/a

Evil Hot Step-woman & Spoiled Brat Get Anal Punishment

Gorgeous little minx Amarna Miller is a spoiled..

Added: 2018-08-15 Rating: n/a

[Small Talk] Schmerz Scene #2

From an old dungeon where a cruel Mistress..

Added: 2018-08-12 Rating: n/a

In Kathias grip

Kathia's got a tight hold on her newest girl!..

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

Tough Love Part 2 - Nikki Darling, Abigail Dupree

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

Added: 2018-08-09 Rating: n/a

[Small Talk] Schmerz Scene #3

From an old dungeon where a cruel Mistress..

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

Abella's Anal Initiation

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

Added: 2018-08-01 Rating: n/a

Domestic Girl Cruelly Whipped Until Limp

Natalya tells Lizzy to go into the corner. Lizzy..

Added: 2018-07-28 Rating: n/a

Domestic Girl Cruelly Whipped Until Limp

The domestic girl (Lizzy Lamb) does yardwork..

Added: 2018-07-17 Rating: n/a

No Touching - Dakota Marr

Each position he put me in was harder than the..

Added: 2018-06-27 Rating: n/a

Nikki Darling, Abigail Dupree-Tough Love Part 2

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

Added: 2018-06-21 Rating: n/a

In Kathias grip

Kathia's got a tight hold on her newest girl!..

Added: 2018-06-07 Rating: n/a

No Touching! Dakota Marr

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

Added: 2018-06-05 Rating: n/a

Warp Speed Part 2 - Elizabeth Thorn Violet Monroe

Elizabeth Thorn in Deep Sub Space Live feeds:..

Added: 2018-06-04 Rating: n/a

Tardiness Punished

Can lefty really satisfy the cruel and sexual..

Added: 2018-05-16 Rating: n/a

Elizabeth Thorn, Violet Monroe-Warp Speed Part 2

We string her up by her arms later, in the..

Added: 2018-05-07 Rating: n/a

Tickling-Submission - Punished Tickler Rene - Rene and Shyla

Dont miss sexy tickler Rene punished by Shyla!..

Added: 2018-04-30 Rating: n/a

Porky

PD has a commanding voice and it echoes around..

Added: 2018-04-18 Rating: n/a

Tough Love Part 2 - Nikki Darling Abigail Dupree

Tough Love Feels The Best Love comes in many..

Added: 2018-04-13 Rating: n/a

No Touching!

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

Added: 2018-04-12 Rating: n/a

Innocence Lost(Chastity Lynn, Jack Hammer)

Nice slap in the uniform of a young female bear..

Added: 2018-04-11 Rating: n/a

She Craves Hard Punishment(Madison Young, Otto Bauer)

Interesting and cruel extreme bdsm for you.Watch..

Added: 2018-04-09 Rating: n/a

In Kathias grip

Kathia's got a tight hold on her newest girl!..

Added: 2018-04-02 Rating: n/a

No Touching!

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

Added: 2018-03-30 Rating: n/a

Tough Love Part 2

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

Added: 2018-03-28 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 •