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Pain
4541
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Newest first
Scenes
10:50
Runt The Cunt - Parrot Perch
2010-11-25
+2026-10-09
Runt the Cunt, Brutal Master
Brutal Master
Scenes
Scenes
Tiny Southern Belle pushed to her limits, back arched, made to cum hardCruelest crotch rope ever
2010-11-25
+2026-10-04
Aiden Aspen
Hogtied
Scenes
Scenes
Pain Limit - Live Shoot
2010-11-25
+2026-10-04
Derek Pain, Van Darkholme, Phillip Aubrey, Spencer Reed
Bound Gods
Scenes
Scenes
Examining The Teachers Pet: Episode 4 "The Eastern European Dominatrix"
2010-11-24
+2026-10-04
Nika Noire, Zak Tyler
Divine Bitches
Scenes
Scenes
Big titted blond with killer Jiu Jitsu skills Destroys porn star Tori Luxe on the mat.
2010-11-19
+2026-10-04
Dee Williams, Tori Lux
Ultimate Surrender
Scenes
with 1 other
Scenes
10:18
Extreme Slut - Straight Jacket
2010-11-18
+2026-10-06
Brutal Master, Extreme Slut
Brutal Master
Scenes
Scenes
I Wonder What Other Noises You Make
2010-11-18
+2026-10-04
Tati Russo
Device Bondage
Scenes
Scenes
Your Boss is Your Bitch Now
2010-11-15
+2026-10-04
Daphne Rosen, Rico
Men In Pain
Scenes
Scenes
Hot skinny MILF with big tits, is bound in a custom metal device. Brutally fucked, and zippered.
2010-11-15
+2026-10-02
Gia Dimarco, Maestro
Device Bondage
Scenes
Scenes
10:18
The Ginch - Interrogation
2010-11-11
+2026-10-09
Brutal Master, Blackwidow XXX
Brutal Master
Scenes
Scenes
The Upper Floor Slaves Serve Lunch.
2010-11-11
+2026-10-04
Bella Rossi, Cherry Torn
The Upper Floor
Scenes
with 1 other
Scenes
Dom in Training - Drew
2010-11-11
+2026-10-04
Drew Cutler, Van Darkholme, Gianni Luca
Bound Gods
Scenes
Scenes
This the Face of Someone Who Can't Stop Cumming. Of Someone Not in Control of Anything.
2010-11-11
+2026-10-04
Krysta Kaos
Device Bondage
Scenes
Scenes
Flexible Blond MILF is tied in the splits. We cane, flog & make this mom cum like a whore.
2010-11-11
+2026-10-04
Samantha Sin
Hogtied
Scenes
Scenes
Tip Tap
2010-11-09
+2026-10-04
Devon Taylor
Device Bondage
Scenes
Scenes
Fresh girl from Down Under suffers some hard foot caning One brutal squirting orgasm after anoth
2010-11-09
+2026-10-02
Kelly Surfer
Hogtied
Scenes
Scenes
8:43
Introduction to Caning - Part 2
2010-11-08
+2026-10-05
Princess Kali
Kink Academy
Scenes
Scenes
50:00
If you have a perfect ass & get mummified with your ass sticking up You're going to get fucked
2010-11-08
+2026-10-04
Gia Dimarco, Maestro
Device Bondage
Scenes
Scenes
12:19
The Pig - Spike The Bitch
2010-11-04
+2026-10-09
Pig, Brutal Master
Brutal Master
Scenes
Scenes
Hot MILF suffers the most painful bondageCategory 5 suspension made to squirt all over the place
2010-11-04
+2026-10-04
Felony
Hogtied
Scenes
Scenes
Pain Slut Warm Ups
2010-11-02
+2026-10-04
Charlie Ann
Device Bondage
Scenes
Scenes
9:08
Introduction to Caning - Part 1
2010-10-29
+2026-10-05
Princess Kali
Kink Academy
Scenes
Scenes
Testing Chloe
2010-10-29
+2026-10-04
Adrianna Nicole, Chloe Camilla
The Training of O
Scenes
with 1 other
Scenes
La Seduction de Chloe Camilla
2010-10-29
+2026-10-04
Lorelei Lee, Maitresse Madeline Marlowe, Chloe Camilla, Aiden Starr
Whipped Ass
Scenes
with 3 others
Scenes
13:07
Ten - Prison Strap
2010-10-28
+2026-10-06
Ten, Brutal Master
Brutal Master
Scenes
Scenes
Sexy Hawaiian brutally hogtied suffering orgasm after orgasm until she is lying in her own squirt.
2010-10-28
+2026-10-04
Kayme Kai
Hogtied
Scenes
Scenes
La Semence Des Vampires
2010-10-27
+2026-10-04
John Jammen, Bobbi Starr, Aiden Starr, Nika Noire
Divine Bitches
Scenes
with 2 others
Scenes
Pain slut takes some brutal punishment & orgasmsExtreme cunt & nipple torment, fucking ouch!
2010-10-26
+2026-10-04
Krysta Kaos
Device Bondage
Scenes
Scenes
The Name is Maitresse, Don't Fuck it Up
2010-10-25
+2026-10-04
Maitresse Madeline Marlowe, Rico
Men In Pain
Scenes
Scenes
Revenge on the Kinky Nurse
2010-10-22
+2026-10-04
Bailey Brooks, Nika Noire
Whipped Ass
Scenes
with 1 other
Scenes
Pathetic Little Floor Mat: Episode 1 Dylan Deap
2010-10-20
+2026-10-04
Ms Kim, Dylan Deap
Divine Bitches
Scenes
Scenes
Fresh Meat Coffee Brown
2010-10-20
+2026-10-04
Coffee Brown
The Upper Floor
Scenes
Scenes
Gonzo Ass Love
2010-10-18
+2026-10-04
Flower Tucci, Dana DeArmond, Wolf Hudson, John Stagliano
Men In Pain
Scenes
with 1 other
Scenes
Sexy MILF is bound down, suffers hard caning & foot tortureextreme nipple pain & brutal fisting!
2010-10-18
+2026-10-04
Gia Dimarco, Isis Love
Hogtied
Scenes
with 1 other
Scenes
The Training of Tara Lynn Foxx, Day One
2010-10-15
+2026-10-04
Aiden Starr, Tara Lynn Foxx
The Training of O
Scenes
with 1 other
Scenes
Local fitness model suffers the most horrific, painful bondage suspension there is.CATEGORY 5
2010-10-14
+2026-10-02
Holly Heart
Hogtied
Scenes
Scenes
1:02:19
Educating A Bitchboy: Episode 4 "Last Chance"
2010-10-13
+2026-10-04
Bobbi Starr, Jason Miller
Divine Bitches
Scenes
Scenes
14:27
KatSlut - On The Rope
2010-10-12
+2026-10-06
Mistress Kasia, Brutal Master
Brutal Master
Scenes
Scenes
Fresh Meat: Payton Bell
2010-10-12
+2026-10-04
Cherry Torn, Payton Bell
The Upper Floor
Scenes
with 1 other
Scenes
Extreme pussy torture on the wooden horse.Hard flogging, a brutal zipper and now it's fun.
2010-10-11
+2026-10-04
Gia Dimarco, Isis Love
Hogtied
Scenes
with 1 other
Scenes
1:53:53
Hot and Sexy Chloe Camilla Will Do Whatever You Want
2010-10-08
+2026-10-04
Chloe Camilla
KinkLive
Scenes
Scenes
Dore Alley Pig
2010-10-08
+2026-10-04
Luke Riley, Nick Moretti
Bound in Public
Scenes
Scenes
Folsom Street Whore
2010-10-08
+2026-10-04
Bobby Bends, Payton Bell
Public Disgrace
Scenes
Scenes
ROUND ONE: The Pirates(0-3) vs The Goddesses(0-2)
2010-10-05
+2026-10-04
Jessie Cox, Meko Lilly, Tia Ling, Dia Zerva, Isis Love
Ultimate Surrender
Scenes
with 4 others
Scenes
10:35
Rubee Tuesday - Table of Pain
2010-10-04
+2026-10-05
Rubee Tuesday, Brutal Master
Brutal Master
Scenes
Scenes
54:37
Turd Says Part Two
2010-10-03
+2026-10-04
Tia Ling
Realtime Bondage
Scenes
Scenes
Warning: Brutal Play This Scene Involves Intense Pain Play
2010-10-02
+2026-10-04
Krysta Kaos
Device Bondage
Scenes
Scenes
1:41:33
The sexy Dana Vixen is your personal pain slut.
2010-10-01
+2026-10-04
Dana Vixen
KinkLive
Scenes
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