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 & 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
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
Infernalrestraints 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
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
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 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
Alison Rey, Kimmy Kimm, Penny Barber - Sharing Our Crush
Release Year: 2023
Cast: Alison Rey, Kimmy Kimm, Penny Barber
Kimmy Kimm and Alison Rey are two film students who have just moved into a new apartment together. Luckily for them, however, their next-door neighbor just happens to be the one and only legendary filmmaker, Penny Barber! Not only has Penny given them a warm welcome to the neighborhood, but she's also agreed to stop by later today to have a look at a cut of Alison and Kimmy's latest student film. Penny has nothing but positive things to say about Kimmy and Alison's movie. In fact, she just happens to believe that it could have success well beyond film school.
Format: mp4
Duration: 37:30
Video: 1920x1080, AVC (H.264), 2670kbps
Audio: 124kbps
File size: 769.1 MB
Penny Barber - Greedy Bitch Mesmerized By Money
Release Year: 2023
Cast: Penny Barber & Eddie Jaye
Genres: Milf, Secretary, Uniform, Stockings, High Heels, Skirts, Clothed, Cougar, Buxom, Voluptuous, Curvaceous, Big Tits, Boobs, Busty, Butt, Big Ass, Big Dick, Big Cock, Arse, Backside, Bum, Rear, Bubble, Bottom
Video language: English
Penny is a very successful, very ruthless and very greedy corporate lawyer. She is also a mega-bitch.
Her new potential client knows all about what she is and all it takes is some magic words and a flash of money to mesmerize her into doing everything she says while acting like a bitch in heat.
Penny shows up late for her first meeting with Mr Jaye and barely pays attention to him insted of her phone, until he takes control. Now that Mr Jaye has enjoyed the show Penny has put on for him it is time to put her mouth to work
While Penny is in her office primping to use her assets to off balance a new potential client My Jaye shows up unexpectedly and establishes that he is her priority client at all times
Format: mp4
Duration: 1:30:03
Video: 1920x1080, AVC (H.264), 4914kbps
Audio: 188kbps
File size: 3.3 GB
Alison Rey, Kimmy Kimm, Penny Barber - Sharing Our Crush (2024)
Release Year: 2024
Cast: Alison Rey, Kimmy Kimm, Penny Barber
Genres: Lesbian
Video language: English
Kimmy Kimm and Alison Rey are two film students who have just moved into a new apartment together. Luckily for them, however, their next-door neighbor just happens to be the one and only legendary filmmaker, Penny Barber! Not only has Penny given them a warm welcome to the neighborhood, but she's also agreed to stop by later today to have a look at a cut of Alison and Kimmy's latest student film.
Penny has nothing but positive things to say about Kimmy and Alison's movie. In fact, she just happens to believe that it could have success well beyond film school. Have they thought about distribution? Film festivals? Surprisingly, however, Kimmy and Alison turn out to be less interested in what Penny has to say about their movie... and much more interested in what she thinks about them.
It's revealed that Kimmy and Alison are each harboring mega-crushes for Penny, and they just can't help but blurt it out. Penny's taken aback, albeit flattered, though things get a little prickly when she gets into a literal tug-of-war between both girls, neither wanting the other to get their hands on the gorgeous filmmaker. Penny puts a stop to it quite quickly, insisting that they don't have to fight over her... If anything, they can share! After all, filmmaking IS a collaborative art form.
Format: mp4
Duration: 37:30
Video: 3840x2160, AVC (H.264), 11135kbps
Audio: 124kbps
File size: 3.0 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
InfernalRestraints Penny Barber
Release Year: 2015
Studio: InfernalRestraints
Cast: Penny Barber
Genres: BDSM, Bondage, Humilation, Torture, Toys, Domination, Big Tits, Squirt
She is struggling to remain free but the way the rope around her neck connects to the pulley, there is no way Penny Barber can resist the men pulling her into her new box. She hates feeling claustrophobic.
Format: mp4
Duration: 49:44
Video: 1280x720, AVC (H.264), 6765kbps
Audio: 105kbps
File size: 2.4 GB
No Really, It's Not About You
Release Year: 2022
Genres: BDSM, Humiliation, Torture.
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.
Format: mp4
Duration: 1:01:25
Video: 1280x720, AVC (H.264), 6763kbps
Audio: 105kbps
File size: 3.0 GB
It's Not About You
Release Year: 2022
Genres: BDSM, Bondage, Tits Torture
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.
Format: mp4
Duration: 1:01:25
Video: 1280x720, AVC (H.264), 6763kbps
Audio: 105kbps
File size: 3.0 GB
Penny Barber - Up Close (2024)
Release Year: 2024
Cast: Penny Barber
Genres: Milf, Big Tits
Video language: English
Penny Barber is looking amazing in a tight little dress, and Nathan Bronson is eager to also see her out of the dress. But first, he asks Penny how she wants their sexual encounter to start. Penny gives one of her beautiful smiles and says that she's looking forward to feeling his warmth, and taking in his masculine scent. Getting more excited, Penny rubs her legs together as she talks about how she wants to be touched all over. Nathan is happy to oblige, and we're lucky enough to get a close look at the action!
Format: mp4
Duration: 42:35
Video: 3840x2160, AVC (H.264), 14644kbps
Audio: 125kbps
File size: 4.5 GB
Kylie Rocket, Penny Barber - Sneaky MILF Games College Lesbian
Release Year: 2023
Cast: Kylie Rocket, Penny Barber
Video language: English
Kylie Rocket is annoyed by her dad's new girlfriend, especially the way Penny Barber keeps invading her space and leaving messes everywhere, but even she didn't expect Penny to flash her big tits over the breakfast table! The horny MILF starts touching Kylie as she games, asking if Kylie has a BF... or GF... or if she's experimenting with girls at college. Kylie tries to keep concentrating as Penny sucks her tits and licks her pussy, but when the hot brunette rubs their nipples together, then fingers her tight pussy, she just has to hit pause on her game to focus on cumming as Penny scissors her and brings out a strap-on!
Format: mp4
Duration: 43:33
Video: 1920x1080, AVC (H.264), 4993kbps
Audio: 104kbps
File size: 1.6 GB
Brat Training
Release Year: 2018
Genres: BDSM, Bondage, Humiliation, Torture
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.
Format: mp4
Duration: 1:01:25
Video: 1280x720, AVC (H.264), 2682kbps
Audio: 109kbps
File size: 1.2 GB
Penny Barber ( Cock Hungry Realtor Can't Resist Hard Dick)
Release Year: 2024
Cast: Penny Barber
Genres: Gonzo, All Sex, Hardcore, Straight
Video language: English
Realtor MILF Porn! Cock Hungry Realtor Penny Barber Can't Resist Hard Dick for free on Porngrey. Watch the Smoking Hot scene featuring PENNY BARBER & CHRIS DIAMOND produced by Milfy.
Format: mp4
Duration: 37:12
Video: 1920x1080, AVC (H.264), 12112kbps
Audio: 125kbps
File size: 3.3 GB
Penny Barber - My Stepmom Really Cares (2023)
Release Year: 2023
Cast: Penny Barber
Genres: Milf, Big Tits
Video language: English
Penny Barber knows it's wrong, but she wants her stepson Max Fills. She dresses in lingerie that shows off her e-cup tits and then comes up with an excuse to come to Max's room. She brings him a drink and then apologizes that Max's dad has grounded him. Upon Max's request, Penny even brings Max a blanket and his phone charger.
Throughout all of Penny's niceness, Max can't help but notice what nice boobs she has. When Penny has arrived with a snack for Max, he asks if there's anything he can do for her. A slip of the tongue leads Max to understand that Penny wants a baby and his dad won't give her a creampie. Max can definitely take care of that.
At Penny's invitation, Max eats her pussy and then gets his cock blown in return. Max finally gets his dick wet when Penny climbs aboard so she can ride in cowgirl while letting Max suck those titties. Turning around, Penny keeps on rocking Max's world in reverse cowgirl. She takes a pussy pounding on her knees before rolling to her back so Max can reward them both by busting a nut deep in her juicy snatch.
Format: mp4
Duration: 23:08
Video: 1920x1080, AVC (H.264), 7633kbps
Audio: 191kbps
File size: 1.3 GB
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