Rough Playtime with Perfect Penny Barber
Release Year: 2018
Cast: Penny Barber
Genres: BDSM, Bondage, Humiliation
Video language: English
Penny Barber has very specific fantasies. Sure, she's into the kind of bondage and discipline that we're known for, but she also is into something a little bit... darker. Stuff that we would rather show than tell. Suffice it to say that when the time comes, Penny doesn't want Rain to stop using her, no matter what she says or how much she struggles.
Penny has always been known as a brat, too. She loves to talk back and take liberties, just to see if pushing buttons gets her hit any harder. Rain DeGrey is not about games. She isn't some fresh, new face to the Domme game, who doesn't know how to keep her cool. She's going to humiliate and dominate Penny from start to finish, using her how she wants to, rather than how Penny wants her to. If Penny decides to protest or put up a fight, that will just make it more fun for Rain.
Format: mp4
Duration: 53:24
Video: 1280x720, AVC (H.264), 6764kbps
Audio: 106kbps
File size: 2.6 GB
HardTied - Penny Barber, Rain DeGrey
Release Year: 2014
Genres: BDSM, Bondage, Ropes, Vibro
One working over was not enough for this greedy MILF. Penny Barber is legendary for how mouthy she is. This brat needs breaking but always bounces back twice as bratty as before. Jack Hammer decorated Penny with bruises and strict restraint for Infernalrestraints, but it was obvious it was not nearly enough. In the end, he brings her over to Hardtied where Rain DeGrey is waiting to take a crack at her.
Format: mp4
Duration: 1:01:25
Video: 1280x720, AVC (H.264), 6763kbps
Audio: 105kbps
File size: 3.0 GB
Penny Barber & Rain DeGrey - Rough Brat Training
Release Year: 2024
Cast: Penny Barber, Rain DeGrey
Genres: BDSM, Bondage, Ropes, Vibro
Video language: English
One working over was not enough for this greedy MILF. Penny Barber is legendary for how mouthy she is. This brat needs breaking but always bounces back twice as bratty as before. Jack Hammer decorated Penny with bruises and strict restraint for Infernalrestraints, but it was obvious it was not nearly enough. In the end, he brings her over to Hardtied where Rain DeGrey is waiting to take a crack at her. Once Jack dumps off his used plaything, Rain pounces and gets to work immediately. That mouth has always gotten Penny in trouble. Time to show her the price for insolence. Penny is tightly tied and gets her mouth washed out with soap and water. Her makeup is destroyed in the process but the attitude remains. The soap is shifted into a gag and Penny is left to wallow in soapy anguish as drool pours out around her gag. Pulling our busty MILF into a bent over position, Penny is tied down so that her juicy bubble butt is perfectly exposed. A fierce and relentless flogging on that iron ass doesn’t even get her attention, and Rain has to switch to her fist. The fist does the trick as a noticeably less lippy Penny cums hard, glassy eyed and twitching. Pleasure seems to have more of an impact then pain, and Rain explores that with a merciless strap-on pounding. Evidently pleasure is the key to unlocking this brat, and Rain binds her into a chair tie that perfectly displays that greedy cunt. Penny can not close her legs or shift in the slightest, and is promptly overloaded with with a onslaught of vibrator and fist. As her eyes roll into the back of her head, the sassy backtalk are noticeably absent. Of course, the big black ballgag firmly wedged deep between her lips probably helps too. Once every last orgasm is ripped out, our bound and destroyed fucktoy is left lolling in her ropes, drool pouring out and a distant look in her eyes.
Format: mp4
Duration: 1:01:25
Video: 1280x720, AVC (H.264), 6763kbps
Audio: 105kbps
File size: 3.0 GB
Brat Training: No Really, It‘s Not About You
Release Year: 2014
Studio: HardTied
Cast: Penny Barber, Rain DeGrey
Genres: BDSM, Bondage, Spanking, Humiliation, LezDom
Once Jack dumps off his used plaything, Rain pounces and gets to work immediately. That mouth has always gotten Penny in trouble. Time to show her the price for insolence. Penny is tightly tied and gets her mouth washed out with soap and water.
Format: mp4
Duration: 1:01:25
Video: 1280x720, AVC (H.264), 2682kbps
Audio: 109kbps
File size: 1.2 GB
Greedy MILF Penny Barber is legendary slave
Release Year: 2014
Cast: Penny Barber, Rain DeGrey
Genres: BDSM, Bondage, Humiliation, Torture, Ropes, Vibro, Big Tits
Video language: English
One working over was not enough for this greedy MILF. Penny Barber is legendary for how mouthy she is. This brat needs breaking but always bounces back twice as bratty as before. Jack Hammer decorated Penny with bruises and strict restraint for Infernalrestraints, but it was obvious it was not nearly enough. In the end, he brings her over to Hardtied where Rain DeGrey is waiting to take a crack at her.
Once Jack dumps off his used plaything, Rain pounces and gets to work immediately. That mouth has always gotten Penny in trouble. Time to show her the price for insolence. Penny is tightly tied and gets her mouth washed out with soap and water. Her makeup is destroyed in the process but the attitude remains. The soap is shifted into a gag and Penny is left to wallow in soapy anguish as drool pours out around her gag.
Pulling our busty MILF into a bent over position, Penny is tied down so that her juicy bubble butt is perfectly exposed. A fierce and relentless flogging on that iron ass doesn’t even get her attention, and Rain has to switch to her fist. The fist does the trick as a noticeably less lippy Penny cums hard, glassy eyed and twitching. Pleasure seems to have more of an impact then pain, and Rain explores that with a merciless strap-on pounding.
Evidently pleasure is the key to unlocking this brat, and Rain binds her into a chair tie that perfectly displays that greedy cunt. Penny can not close her legs or shift in the slightest, and is promptly overloaded with with a onslaught of vibrator and fist. As her eyes roll into the back of her head, the sassy backtalk are noticeably absent. Of course, the big black ballgag firmly wedged deep between her lips probably helps too. Once every last orgasm is ripped out, our bound and destroyed fucktoy is left lolling in her ropes, drool pouring out and a distant look in her eyes.
Format: mp4
Duration: 57:30
Video: 1280x720, AVC (H.264), 2682kbps
Audio: 108kbps
File size: 1.1 GB
Penny Barber Playtime with Penny
Release Year: 2015
Studio: TopGrl
Cast: Penny Barber
Genres: BDSM, Bondage, Humiliation
Suffice it to say that when the time comes, Penny doesn't want Rain to stop using her, no matter what she says or how much she struggles.
Format: mp4
Duration: 53:24
Video: 1280x720, AVC (H.264), 6764kbps
Audio: 106kbps
File size: 2.6 GB
The shock of your bullying
Release Year: 2022
Cast: Penny Barber, Rain DeGrey
Genres: BDSM, Bondage, Ropes, Vibro
Video language: English
One working over was not enough for this greedy MILF. Penny Barber is legendary for how mouthy she is. This brat needs breaking but always bounces back twice as bratty as before. Jack Hammer decorated Penny with bruises and strict restraint for Infernalrestraints, but it was obvious it was not nearly enough. In the end, he brings her over to Hardtied where Rain DeGrey is waiting to take a crack at her.
Once Jack dumps off his used plaything, Rain pounces and gets to work immediately. That mouth has always gotten Penny in trouble. Time to show her the price for insolence. Penny is tightly tied and gets her mouth washed out with soap and water. Her makeup is destroyed in the process but the attitude remains. The soap is shifted into a gag and Penny is left to wallow in soapy anguish as drool pours out around her gag.
Pulling our busty MILF into a bent over position, Penny is tied down so that her juicy bubble butt is perfectly exposed. A fierce and relentless flogging on that iron ass doesn’t even get her attention, and Rain has to switch to her fist. The fist does the trick as a noticeably less lippy Penny cums hard, glassy eyed and twitching. Pleasure seems to have more of an impact then pain, and Rain explores that with a merciless strap-on pounding.
Evidently pleasure is the key to unlocking this brat, and Rain binds her into a chair tie that perfectly displays that greedy cunt. Penny can not close her legs or shift in the slightest, and is promptly overloaded with with a onslaught of vibrator and fist. As her eyes roll into the back of her head, the sassy backtalk are noticeably absent. Of course, the big black ballgag firmly wedged deep between her lips probably helps too. Once every last orgasm is ripped out, our bound and destroyed fucktoy is left lolling in her ropes, drool pouring out and a distant look in her eyes.
Format: mp4
Duration: 1:01:25
Video: 1280x720, AVC (H.264), 6763kbps
Audio: 105kbps
File size: 3.0 GB
Brat Training - No Really, It‘s Not About You
Release Year: 2016
Cast: Penny Barber, Rain DeGrey
Genres: BDSM, Bondage, Spanking, Humiliation, LezDom
Video language: English
One working over was not enough for this greedy MILF. Penny Barber is legendary for how mouthy she is. This brat needs breaking but always bounces back twice as bratty as before. Jack Hammer decorated Penny with bruises and strict restraint for Infernalrestraints, but it was obvious it was not nearly enough. In the end, he brings her over to Hardtied where Rain DeGrey is waiting to take a crack at her.
Once Jack dumps off his used plaything, Rain pounces and gets to work immediately. That mouth has always gotten Penny in trouble. Time to show her the price for insolence. Penny is tightly tied and gets her mouth washed out with soap and water. Her makeup is destroyed in the process but the attitude remains. The soap is shifted into a gag and Penny is left to wallow in soapy anguish as drool pours out around her gag.
Pulling our busty MILF into a bent over position, Penny is tied down so that her juicy bubble butt is perfectly exposed. A fierce and relentless flogging on that iron ass doesn’t even get her attention, and Rain is to switch to her fist. The fist does the trick as a noticeably less lippy Penny cums hard, glassy eyed and twitching. Pleasure seems to have more of an impact then pain, and Rain explores that with a merciless strap-on pounding.
Evidently pleasure is the key to unlocking this brat, and Rain binds her into a chair tie that perfectly displays that greedy cunt. Penny can not close her legs or shift in the slightest, and is promptly overloaded with with a onslaught of vibrator and fist. As her eyes roll into the back of her head, the sassy backtalk are noticeably absent. Of course, the big black ballgag firmly wedged deep between her lips probably helps too. Once every last orgasm is ripped out, our bound and destroyed fucktoy is left lolling in her ropes, drool pouring out and a distant look in her eyes.
Format: mp4
Duration: 1:01:25
Video: 1280x720, AVC (H.264), 2682kbps
Audio: 109kbps
File size: 1.2 GB
Penny Barber, Rain DeGrey
Release Year: 2015
Cast: penny barber
Genres: BDSM, Humiliation, Dildo, Sybian
Video language: English
Penny Barber has been known, in the past, for being a smart ass submissive who is always begging for more with her snarky comments. Matt Williams isn't interested in giving her a chance to start with her bullshit. He's got her straddling the horse from the second she's in his clutches. Her poor pussy is pressing down on a wooden corner, crushing her clit and she is not happy about it. Matt gags her before she has a chance to start using her charms.
By the time Matt frees her mouth again Penny is feeling a bit more compliant. She's locked down in wooden bondage with a sybian between her legs, so if she can be good she knows she is in for one of the most intense orgasms of her life. Of course, since she's so perfectly positioned for punishment Matt is going to take full advantage for a bit, but patience is a virtue, and Penny knows that if she suffers for a while it will pay off.
Format: mp4
Duration: 41:13
Video: 1280x720, AVC (H.264), 7286kbps
Audio: 109kbps
File size: 2.2 GB
IR - Penny Barber - Brat Training - It‘s Not About You
Release Year: 2014
Cast: Penny Barber
Genres: BDSM, Extreme Bondage, Humilation, Hardcore, Fetish, Domination
Video language: English
It's funny that Penny Barber thinks she is hot shit. She calls herself a MILF and prides herself on being a bratty little cunt that never breaks. She loves bondage. She loves discipline. She can't get enough of either, so most doms don't have what it takes to put her in her place. We can almost understand why.
Penny is nothing if not hot. She's got great tits, a rocking ass, and you can tell from looking at her that she has the kind of holes you want to dive right into. Most doms would consider themselves lucky to get their hands on a woman like this.
Well, Jack Hammer isn't like most doms. This isn't about Penny for him, and the sooner she learns that the better off she will be. She has herself convinced that if she can keep her sassy attitude it means that she is in control. Well, if that's the case, what does it mean when she is crying so hard her make up is running down her face?
This isn't the end for her, either. You see, Our Studio is all about metal bondage, devious devices and tough corporal punishment. We're taking her over to Hard tied to give her a dose of something a little bit different. Rain DeGrey is anxiously awaiting her arrival with a fist full of rope and nothing but the worst intentions.
Format: mp4
Duration: 57:30
Video: 1280x720, AVC (H.264), 2682kbps
Audio: 108kbps
File size: 1.1 GB
IR - A Brat Training - It‘s Not About You - Penny Barber
Release Year: 2014
Cast: Penny Barber
Genres: BDSM, Extreme Bondage, Humilation, Hardcore, Fetish, Domination
Video language: English
It's funny that Penny Barber thinks she is hot shit. She calls herself a MILF and prides herself on being a bratty little cunt that never breaks. She loves bondage. She loves discipline. She can't get enough of either, so most doms don't have what it takes to put her in her place. We can almost understand why.
Penny is nothing if not hot. She's got great tits, a rocking ass, and you can tell from looking at her that she has the kind of holes you want to dive right into. Most doms would consider themselves lucky to get their hands on a woman like this.
Well, Jack Hammer isn't like most doms. This isn't about Penny for him, and the sooner she learns that the better off she will be. She has herself convinced that if she can keep her sassy attitude it means that she is in control. Well, if that's the case, what does it mean when she is crying so hard her make up is running down her face?
This isn't the end for her, either. You see, Our Studio is all about metal bondage, devious devices and tough corporal punishment. We're taking her over to Hard tied to give her a dose of something a little bit different. Rain DeGrey is anxiously awaiting her arrival with a fist full of rope and nothing but the worst intentions.
Format: mp4
Duration: 57:30
Video: 1280x720, AVC (H.264), 2682kbps
Audio: 108kbps
File size: 1.1 GB
IR - Brat Training - It‘s Not About You - Penny Barber
Release Year: 2014
Cast: Penny Barber
Genres: BDSM, Extreme Bondage, Humilation, Hardcore, Fetish, Domination
Video language: English
It's funny that Penny Barber thinks she is hot shit. She calls herself a MILF and prides herself on being a bratty little cunt that never breaks. She loves bondage. She loves discipline. She can't get enough of either, so most doms don't have what it takes to put her in her place. We can almost understand why.
Penny is nothing if not hot. She's got great tits, a rocking ass, and you can tell from looking at her that she has the kind of holes you want to dive right into. Most doms would consider themselves lucky to get their hands on a woman like this.
Well, Jack Hammer isn't like most doms. This isn't about Penny for him, and the sooner she learns that the better off she will be. She has herself convinced that if she can keep her sassy attitude it means that she is in control. Well, if that's the case, what does it mean when she is crying so hard her make up is running down her face?
This isn't the end for her, either. You see, Our Studio is all about metal bondage, devious devices and tough corporal punishment. We're taking her over to Hard tied to give her a dose of something a little bit different. Rain DeGrey is anxiously awaiting her arrival with a fist full of rope and nothing but the worst intentions.
Format: mp4
Duration: 57:30
Video: 1280x720, AVC (H.264), 2682kbps
Audio: 108kbps
File size: 1.1 GB
IR - A Brat Training - It Is Not About You - Penny Barber
Release Year: 2014
Cast: Penny Barber
Genres: BDSM, Extreme Bondage, Humilation, Hardcore, Fetish, Domination
Video language: English
It's funny that Penny Barber thinks she is hot shit. She calls herself a MILF and prides herself on being a bratty little cunt that never breaks. She loves bondage. She loves discipline. She can't get enough of either, so most doms don't have what it takes to put her in her place. We can almost understand why.
Penny is nothing if not hot. She's got great tits, a rocking ass, and you can tell from looking at her that she has the kind of holes you want to dive right into. Most doms would consider themselves lucky to get their hands on a woman like this.
Well, Jack Hammer isn't like most doms. This isn't about Penny for him, and the sooner she learns that the better off she will be. She has herself convinced that if she can keep her sassy attitude it means that she is in control. Well, if that's the case, what does it mean when she is crying so hard her make up is running down her face?
This isn't the end for her, either. You see, Our Studio is all about metal bondage, devious devices and tough corporal punishment. We're taking her over to Hard tied to give her a dose of something a little bit different. Rain DeGrey is anxiously awaiting her arrival with a fist full of rope and nothing but the worst intentions.
Format: mp4
Duration: 57:30
Video: 1280x720, AVC (H.264), 2682kbps
Audio: 108kbps
File size: 1.1 GB
IR - Brat Training - It‘s Not About You - Penny Barber, Jack Hammer
Release Year: 2014
Cast: Penny Barber
Genres: BDSM, Extreme Bondage, Humilation, Hardcore, Fetish, Domination
Video language: English
It's funny that Penny Barber thinks she is hot shit. She calls herself a MILF and prides herself on being a bratty little cunt that never breaks. She loves bondage. She loves discipline. She can't get enough of either, so most doms don't have what it takes to put her in her place. We can almost understand why.
Penny is nothing if not hot. She's got great tits, a rocking ass, and you can tell from looking at her that she has the kind of holes you want to dive right into. Most doms would consider themselves lucky to get their hands on a woman like this.
Well, Jack Hammer isn't like most doms. This isn't about Penny for him, and the sooner she learns that the better off she will be. She has herself convinced that if she can keep her sassy attitude it means that she is in control. Well, if that's the case, what does it mean when she is crying so hard her make up is running down her face?
This isn't the end for her, either. You see, Our Studio is all about metal bondage, devious devices and tough corporal punishment. We're taking her over to Hard tied to give her a dose of something a little bit different. Rain DeGrey is anxiously awaiting her arrival with a fist full of rope and nothing but the worst intentions.
Format: mp4
Duration: 57:30
Video: 1280x720, AVC (H.264), 2682kbps
Audio: 108kbps
File size: 1.1 GB
Penny Barber Pampered Penny, Part 1
Release Year: 2014
Studio: HardTied.
Cast: Penny Barber
Genres: BDSM, Bondage, Humilation, Torture, Toys, Domination, Big Tits
How many times have we seen this act from Penny Barber? We've got a few questions and before the bondage and discipline have even started she has gone into full sassy bitch mode.
Format: mp4
Duration: 39:03
Video: 1280x720, AVC (H.264), 7284kbps
Audio: 107kbps
File size: 2.1 GB
IR - Brat Training: It‘s Not About You - Penny Barber and Jack Hammer
Release Year: 2014
Cast: Penny Barber
Genres: BDSM, Extreme Bondage, Humilation, Hardcore, Fetish, Domination
Video language: English
It's funny that Penny Barber thinks she is hot shit. She calls herself a MILF and prides herself on being a bratty little cunt that never breaks. She loves bondage. She loves discipline. She can't get enough of either, so most doms don't have what it takes to put her in her place. We can almost understand why.
Penny is nothing if not hot. She's got great tits, a rocking ass, and you can tell from looking at her that she has the kind of holes you want to dive right into. Most doms would consider themselves lucky to get their hands on a woman like this.
Well, Jack Hammer isn't like most doms. This isn't about Penny for him, and the sooner she learns that the better off she will be. She has herself convinced that if she can keep her sassy attitude it means that she is in control. Well, if that's the case, what does it mean when she is crying so hard her make up is running down her face?
This isn't the end for her, either. You see, Our Studio is all about metal bondage, devious devices and tough corporal punishment. We're taking her over to Hard tied to give her a dose of something a little bit different. Rain DeGrey is anxiously awaiting her arrival with a fist full of rope and nothing but the worst intentions.
Format: mp4
Duration: 57:30
Video: 1280x720, AVC (H.264), 2682kbps
Audio: 108kbps
File size: 1.1 GB
Penny Barber - Brat Training: It‘s Not About You
Release Year: 2014
Studio: Infernalrestraints
Cast: Penny Barber
Genres: Ass Whipping, Begging, Breast Bondage, Breast Caning, Bruises, Caning, Chair Tie, Clit Suction, Crying, Dildo, Hitachi, Leather Straps, Metal Bondage
Video language: English
It's funny that Penny Barber thinks she is hot shit. She calls herself a and prides herself on being a bratty little cunt that never breaks. She loves bondage. She loves discipline. She can't get enough of either, so most doms don't have what it takes to put her in her place. We can almost understand why. Penny is nothing if not hot. She's got great tits, a rocking ass, and you can tell from looking at her that she has the kind of holes you want to dive right into. Most doms would consider themselves lucky to get their hands on a woman like this.Well, Jack Hammer isn't like most doms. This isn't about Penny for him, and the sooner she learns that the better off she will be. She has herself convinced that if she can keep her sassy attitude it means that she is in control. Well, if that's the case, what does it mean when she is crying so hard her make up is running down her face? This isn't the end for her, either. You see, InfernalRestraints is all about metal bondage, devious devices and tough corporal punishment. We're taking her over to give her a dose of something a little bit different. Rain DeGrey is anxiously awaiting her arrival with a fist full of rope and nothing but the worst intentions.
Format: mp4
Duration: 57:30
Video: 1280x720, AVC (H.264), 2682kbps
Audio: 108kbps
File size: 1.1 GB
Penny Barber Brat Training: It‘s Not About You
Release Year: 2014
Studio: Infernalrestraints
Cast: Penny Barber
Genres: BDSM, Bondage, Spanking, Torture, Humilation
It's funny that Penny Barber thinks she is hot shit. She calls herself a MILF and prides herself on being a bratty little cunt that never breaks. She loves bondage.
Format: mp4
Duration: 57:30
Video: 1280x720, AVC (H.264), 2682kbps
Audio: 108kbps
File size: 1.1 GB
Brat Training: No Really, It‘s Not About You - Penny Barber, Rain DeGrey
Genres: BDSM, Bondage, Rope Bondage, Submission, Domination, Torture, Spanking
Video language: English
Once Jack dumps off his used plaything, Rain pounces and gets to work immediately. That mouth has always gotten Penny in trouble. Time to show her the price for insolence. Penny is tightly tied and gets her mouth washed out with soap and water. Her makeup is destroyed in the process but the attitude remains. The soap is shifted into a gag and Penny is left to wallow in soapy anguish as drool pours out around her gag.
Pulling our busty MILF into a bent over position, Penny is tied down so that her juicy bubble butt is perfectly exposed. A fierce and relentless flogging on that iron ass doesn’t even get her attention, and Rain is to switch to her fist. The fist does the trick as a noticeably less lippy Penny cums hard, glassy eyed and twitching. Pleasure seems to have more of an impact then pain, and Rain explores that with a merciless strap-on pounding.
Evidently pleasure is the key to unlocking this brat, and Rain binds her into a chair tie that perfectly displays that greedy cunt. Penny can not close her legs or shift in the slightest, and is promptly overloaded with with a onslaught of vibrator and fist. As her eyes roll into the back of her head, the sassy backtalk are noticeably absent. Of course, the big black ballgag firmly wedged deep between her lips probably helps too. Once every last orgasm is ripped out, our bound and destroyed fucktoy is left lolling in her ropes, drool pouring out and a distant look in her eyes.
Format: mp4
Duration: 1:01:25
Video: 1280x720, AVC (H.264), 2682kbps
Audio: 109kbps
File size: 1.2 GB
Infernalrestraints Penny Barber Brat Training
Release Year: 2014
Studio: Infernalrestraints
Cast: Penny Barber
Genres: BDSM, Bondage, Spanking, Torture, Humilation
It's funny that Penny Barber thinks she is hot shit. She calls herself a MILF and prides herself on being a bratty little cunt that never breaks. She loves bondage.
Format: mp4
Duration: 57:30
Video: 1280x720, AVC (H.264), 2682kbps
Audio: 108kbps
File size: 1.1 GB
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