Torture Chair Pussy Whipped




Warning!! Not for the faint of heart!
slave 779 is bound to the torture chair for another round of painful S&M humiliation. A frighteningly painful session with face whipping, Needle Ball and yanking on the nipple clamps. She is in complete terror while bound and exposed to the seatless chair to make her scream with a constant non stop torture.
This slave belongs to another Master as sexual chattel in a smaller town, just an hour south. He is a kind man that benefits much from the teachings His slave receives at the training dungeons of Master James.
Master James shackles her to the seatless steel chair to summon the painful ear piercing screams of her pain and my pleasure. Time stretches on for her, the pain continues without giving her pleasure to relieve the pain. Again, this video is not for the light of heart, there are no acts of kindness here except for the relief of when it ends with this slave reciting her identifying slave number.

Format: mp4
Duration: 15:18
Video: 1920x1080, AVC (H.264), 4393kbps
Audio: 156kbps





File size: 510.3 MB






Download




Painful Pleasure



Release Year: 2021
Genres: BDSM, Bondage, Tits Torture
Video language: English

Painful pleasure is the most appropriate way to describe what is happening to Rain DeGrey. She swears that she hates Cyd Black's guts for what he's doing to her but her wet pussy says otherwise.
Tormenting her tits is a sure way to make Rain cry. Cyd cuts off the circulation with rubber bands to make them sensitive, then snaps the bands against her skin to make her scream.
When he slaps her legs and ass with the thin, flat paddle she can't decide if she wants to laugh of cry. When he puts a vibrator on her clit she can't figure out whether she should scream or cum. The intensity of her orgasms is so overwhelming that by the time Cyd takes it away she just falls back and babbles to herself.

Format: mp4
Duration: 54:58
Video: 854x480, AVC (H.264), 2015kbps
Audio: 87kbps





File size: 849.0 MB






Download




Painful Pleasure- Rain DeGrey



Genres: BDSM, Bondage, Rope Bondage, Submission, Domination, Torture, Spanking
Video language: English

Painful pleasure is the most appropriate way to describe what is happening to Rain DeGrey. She swears that she hates Cyd Black's guts for what he's doing to her but her wet pussy says otherwise.
Tormenting her tits is a sure way to make Rain cry. Cyd cuts off the circulation with rubber bands to make them sensitive, then snaps the bands against her skin to make her scream.
When he slaps her legs and ass with the thin, flat paddle she can't decide if she wants to laugh of cry. When he puts a vibrator on her clit she can't figure out whether she should scream or cum. The intensity of her orgasms is so overwhelming that by the time Cyd takes it away she just falls back and babbles to herself.

Format: mp4
Duration: 54:58
Video: 1280x720, AVC (H.264), 7302kbps
Audio: 108kbps





File size: 3.0 GB






Download




Painful Pleasure - Rain DeGrey



Release Year: 2016
Cast: Rain DeGrey
Genres: BDSM, Bondage, Humilation, Torture, Toys
Video language: English

Painful pleasure is the most appropriate way to describe what is happening to Rain DeGrey. She swears that she hates Cyd Black's guts for what he's doing to her but her wet pussy says otherwise.
Tormenting her tits is a sure way to make Rain cry. Cyd cuts off the circulation with rubber bands to make them sensitive, then snaps the bands against her skin to make her scream.
When he slaps her legs and ass with the thin, flat paddle she can't decide if she wants to laugh of cry. When he puts a vibrator on her clit she can't figure out whether she should scream or cum. The intensity of her orgasms is so overwhelming that by the time Cyd takes it away she just falls back and babbles to herself.

Format: mp4
Duration: 54:58
Video: 1280x720, AVC (H.264), 7302kbps
Audio: 108kbps





File size: 3.0 GB






Download




Painful Pleasure With Amazing Rain DeGrey



Release Year: 2013
Cast: Rain DeGrey
Genres: BDSM, Bondage, Humilation, Torture, Toys
Video language: English

Painful pleasure is the most appropriate way to describe what is happening to Rain DeGrey. She swears that she hates Cyd Black's guts for what he's doing to her but her wet pussy says otherwise. Tormenting her tits is a sure way to make Rain cry. Cyd cuts off the circulation with rubber bands to make them sensitive, then snaps the bands against her skin to make her scream. When he slaps her legs and ass with the thin, flat paddle she can't decide if she wants to laugh of cry. When he puts a vibrator on her clit she can't figure out whether she should scream or cum. The intensity of her orgasms is so overwhelming that by the time Cyd takes it away she just falls back and babbles to herself.

Format: mp4
Duration: 54:58
Video: 1280x720, AVC (H.264), 7302kbps
Audio: 108kbps





File size: 3.0 GB






Download




Infernalrestraints - Painful Pleasure



Release Year: 2013
Studio: Infernalrestraints
Cast: Rain DeGrey
Genres: Ass Caning, Ass Hook, Ass Paddling, Bit Gag, Blonde, Breast Bondage, Breast Whipping, Calf Caning, Crying, Foot Bondage, Foot Caning, Foot Torture
Video language: English

Painful pleasure is the most appropriate way to describe what is happening to Rain DeGrey. She swears that she hates Cyd Black's guts for what he's doing to her but her wet pussy says otherwise. Tormenting her tits is a sure way to make Rain cry. Cyd cuts off the circulation with rubber bands to make them sensitive, then snaps the bands against her skin to make her scream. When he slaps her legs and ass with the thin, flat paddle she can't decide if she wants to laugh of cry. When he puts a vibrator on her clit she can't figure out whether she should scream or cum. The intensity of her orgasms is so overwhelming that by the time Cyd takes it away she just falls back and babbles to herself.

Format: mp4
Duration: 54:58
Video: 1280x720, AVC (H.264), 2687kbps
Audio: 108kbps





File size: 1.2 GB






Download




Rain DeGrey - Painful Pleasure



Release Year: 2013
Studio: Infernalrestraints
Cast: Rain DeGrey
Genres: Ass Caning, Ass Hook, Ass Paddling, Bit Gag, Blonde, Breast Bondage, Breast Whipping, Calf Caning, Crying, Foot Bondage, Foot Caning, Foot Torture
Video language: English

Painful pleasure is the most appropriate way to describe what is happening to Rain DeGrey. She swears that she hates Cyd Black's guts for what he's doing to her but her wet pussy says otherwise. Tormenting her tits is a sure way to make Rain cry. Cyd cuts off the circulation with rubber bands to make them sensitive, then snaps the bands against her skin to make her scream. When he slaps her legs and ass with the thin, flat paddle she can't decide if she wants to laugh of cry. When he puts a vibrator on her clit she can't figure out whether she should scream or cum. The intensity of her orgasms is so overwhelming that by the time Cyd takes it away she just falls back and babbles to herself.

Format: mp4
Duration: 54:58
Video: 1280x720, AVC (H.264), 2687kbps
Audio: 108kbps





File size: 1.2 GB






Download




The Reality of a Slave -part 1




Abigail Dupree belongs to her Master, lock, stock and barrel. Her head is shaved because she belongs to him. She is dressed in chains and rubber for his pleasure. She is superbly obedient to his every instruction. She opens her legs as instructed to receive some painful cunt punishment with a whippy and very painful cane. The fun is just starting.

Format: mp4
Duration: 10:15
Video: 1920x1080, AVC (H.264), 6044kbps
Audio: 156kbps





File size: 465.8 MB






Download




Lazy student gets an ass spanking lesson




If only you knew what this slut did, you would also take a flogger and give her an extremely painful lesson! You would also thrash her ass, pussy and tits till they redden and ache - if only you were her teacher. This babe is so lucky because she doesn't know how cruel you are, right? But who knows - what if her teacher does something really mad with this slut in the spanking video? What if she masturbates with the dildo with a painful pleasure, not because she must do it? If so, what makes her do it?

Format: Windows Media
Duration: 20:08
Video: 1280x720, Windows Media Video 9, 1432kbps
Audio: 31kbps





File size: 220.5 MB






Download




Painful Dream - Cherry Torn



Genres: BDSM, Bondage, Rope Bondage, Submission, Domination, Torture, Spanking
Video language: English

Sometimes bondage does not need to be tight to be painful. Cherry Torn is about to learn this first hand. Sometimes the ability to squirm a bit is the cruelest thing you can be given. When she is locked into things like the spiked chair every little motion is another infusion of agony. Of course, even if she does not want to move, PD will be sure to inspire her to shimmy about for him. If behaves nicely she will get a little bit of pleasure. But if she does not satisfy him then he is going to make her wish that she tried a hell of a lot harder.

Format: mp4
Duration: 51:42
Video: 1280x720, AVC (H.264), 1407kbps
Audio: 125kbps





File size: 581.7 MB






Download




The painful upbringing of the Dany Sun



Release Year: 2011
Genres: Spanking - Whips, Bondage, Dominant - Submissive, SM - BDSM, Plumpers - Voluptuous Women
Video language: English

This bdsm porn by Master Costello offers a very varied sm program. With the most varied of utensils and imaginative but all the more painful educational methods, the master himself maltreats, Dany Sun, who was involved here. As she confesses to us in a short interview at the end, she was able to carry off her pleasure despite all this agony.

Format: avi
Duration: 1:53:33
Video: 576x320, XviD, 1540kbps
Audio: 31kbps





File size: 1.4 GB






Download




Lazy Student Gets Spanking (Olga) Spanking Them




If only you knew what this slut did, you would also take a flogger and give her an extremely painful lesson! You would also thrash her ass, pussy and tits till they redden and ache - if only you were her teacher. This babe is so lucky because she doesn't know how cruel you are, right? But who knows - what if her teacher does something really mad with this slut in the spanking video? What if she masturbates with the dildo with a painful pleasure, not because she must do it? If so, what makes her do it?

Format: Windows Media
Duration: 20:08
Video: 1280x720, Windows Media Video 9, 1432kbps
Audio: 31kbps





File size: 220.5 MB






Download




Lazy Student Gets Spanking (Olga)



Studio: Spanking Them

If only you knew what this slut did, you would also take a flogger and give her an extremely painful lesson! You would also thrash her ass, pussy and tits till they redden and ache - if only you were her teacher. This babe is so lucky because she doesn't know how cruel you are, right? But who knows - what if her teacher does something really mad with this slut in the spanking video? What if she masturbates with the dildo with a painful pleasure, not because she must do it? If so, what makes her do it?

Format: Windows Media
Duration: 20:08
Video: 1280x720, Windows Media Video 9, 1432kbps
Audio: 31kbps





File size: 220.5 MB






Download




IR Painful Dream - Cherry Torn



Genres: BDSM, Bondage, Rope Bondage, Submission, Domination
Video language: English

Sometimes bondage does not need to be tight to be painful. Cherry Torn is about to learn this first hand. Sometimes the ability to squirm a bit is the cruelest thing you can be given. When she is locked into things like the spiked chair every little motion is another infusion of agony. Of course, even if she does not want to move, PD will be sure to inspire her to shimmy about for him. If behaves nicely she will get a little bit of pleasure. But if she does not satisfy him then he is going to make her wish that she tried a hell of a lot harder.

Format: mp4
Duration: 51:42
Video: 1280x720, AVC (H.264), 1407kbps
Audio: 125kbps





File size: 581.7 MB






Download




SP Orgasm Training - Abigail Dupree and Master James



Genres: BDSM, Bondage, Rope Bondage, Submission, Domination, Torture, Spanking
Video language: English

A painful Orgasm Training session!
The orgasms will be unending. Each time you cum another orgasm is immediately building up inside of you. It’s too much. It’s too intense. But it doesn't matter. Master doesn't care, the mallet doesn't care and the dick on the stick doesn't care. Master is in charge of this roller coaster ride of painful pleasures.
You are just a tool that Master prepares for His own pleasure. The orgasms are unending. He am making you submit to it as part of your training, your submission to Him. You are not in control. No relief is coming. The shaft pumps in and out of your cunt again and again. It brings a symphony of pleasure that completely overwhelms you. It pushes right against your g-spot again and again with a relentless consistency.
You feel another crescendo building. You jerk and twist as the pleasure overloads every muscle in your body. You gasp and yell. You arch your back and try to get away from the intense stimulation. You obey as Master scolds you for moving until your limp and helplessly. Your eyes communicate your defeat and surrender. Then the pain from the cane as your ordered to to masturbate, edge without cumming. The cane hurts so bad but your orgasms are close.
Master moves away. You feel perfectly satisfied, unable to feel the floor as you float in the air above it. Your worries that you maybe ruined but you feel ready to sleep, unable to move. Your eyelids grow heavy. Your ready to pass onto the next world.
Now your ready for Master. He wants you!

Format: mp4
Duration: 12:09
Video: 1280x720, AVC (H.264), 6826kbps
Audio: 156kbps





File size: 622.0 MB






Download




All bases covered



Studio: teensanalyzed
Genres: Anal

Talking a shy and inexperienced 18 y.o. Schoolgirl into her first ever anal sex is a challenge this self-confident pussy fucker craves for. It takes him a few weeks of dating to go through every base and end up behind this teen beauty fiercely fucking her in the ass and making her moan of painful pleasure. Man, that unforgettable tunnel of pleasure was really worth every piece of the effort.

Format: Windows Media
Duration: 21:26
Video: 1920x1080, Windows Media Video 9, 5859kbps
Audio: 125kbps




File size: 943.2 MB






Download




Infernalrestraints - Painful Dream



Release Year: 2011
Studio: Infernalrestraints
Cast: Cherry Torn
Genres: Blow job, Breast Groping, Celebrator, Cock Sucking, Crying, Dildo, Drool, Leather Straps, Metal Bondage, Metal Gag, Oral Penetration, Oral Sex, Orgasm
Video language: English

Sometimes bondage does not need to be tight to be painful. Cherry Torn is about to learn this first hand. Sometimes the ability to squirm a bit is the cruelest thing you can be given. When she is locked into things like the spiked chair every little motion is another infusion of agony. Of course, even if she does not want to move, PD will be sure to inspire her to shimmy about for him. If behaves nicely she will get a little bit of pleasure. But if she does not satisfy him then he is going to make her wish that she tried a hell of a lot harder.

Format: mp4
Duration: 51:45
Video: 1280x720, AVC (H.264), 930kbps
Audio: 124kbps





File size: 402.2 MB






Download




Cherry Torn - Painful Dream



Release Year: 2011
Studio: Infernalrestraints
Cast: Cherry Torn
Genres: Blow job, Breast Groping, Celebrator, Cock Sucking, Crying, Dildo, Drool, Leather Straps, Metal Bondage, Metal Gag, Oral Penetration, Oral Sex, Orgasm
Video language: English

Sometimes bondage does not need to be tight to be painful. Cherry Torn is about to learn this first hand. Sometimes the ability to squirm a bit is the cruelest thing you can be given. When she is locked into things like the spiked chair every little motion is another infusion of agony. Of course, even if she does not want to move, PD will be sure to inspire her to shimmy about for him. If behaves nicely she will get a little bit of pleasure. But if she does not satisfy him then he is going to make her wish that she tried a hell of a lot harder.

Format: mp4
Duration: 51:45
Video: 1280x720, AVC (H.264), 930kbps
Audio: 124kbps





File size: 402.2 MB






Download




Satisfying anal pleasure



Studio: teensanalyzed
Genres: Anal

This beautiful dark-haired teeny is so anxious to try anal sex she feel pleasant vibes down below. Even while sucking cock and taking it in her juicy young pussy she can't stop thinking about exploring this new anal realm she's been fantasizing about. A bit painful at first, but so deeply satisfying once she gets used to it - it turns out to be a pleasure like no other and now there will be no sex without anal for this eager babe.

Format: Windows Media
Duration: 24:53
Video: 1920x1080, Windows Media Video 9, 5859kbps
Audio: 187kbps




File size: 1.1 GB






Download




Sensual sex with anal surprise



Studio: teensanalyzed
Genres: Anal

Diana loves it when sex is full of surprises and this time when she goes all hot and passionate with her boyfriend she ends getting fucked in the ass for the very first time in her life. She's been craving for anal pleasure for so long and now she finally opens up her virgin chocolate hole to take cock deep inside. It feels a little painful at first, but the pleasure that follows makes this teeny forget about everything and cum like never before.

Format: Windows Media
Duration: 22:19
Video: 1920x1080, Windows Media Video 9, 5859kbps
Audio: 187kbps




File size: 993.1 MB






Download






Related Posts Painful Pleasure:


We Have Found