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






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Busty Penny Barber taken down & face fucked into next week by 2 cocks



Release Year: 2013
Cast: Penny Barber, Matt Williams, Jack Hammer
Genres: BDSM, Bondage, Domination, Hardcore
Video language: English

Penny Barber sure likes to talk. She is as mouthy as they come, and stuffed to the brim with sass. Let's replace that sass with cock. Lots and lots of cock. It is hard to stay sassy when you are being overloaded with epic amounts of dick and small amounts of air. Our booming MILF starts off shackled against the wall to properly display her lush body. A neck rope adds to the picture and makes a convenient collar. We start off with a vibrator and some tugging at that handy collar. Penny's pussy betrays her almost immediately and her eyes glass over as we tug at her neck rope. Attitude adjustment in progress! Next we come in come in with our handy flogger. When sass mets flogger, the flogger wins every time. Her skin flushes red with each impact and she struggles to stand straight. Moving quickly, we unshackle her from the wall and bring her down to her smug little knees. A rock hard cock is introduced right to the back of her tonsils. She struggles and gasps, trying to survive. The more cock that she has lodged in her throat the less attitude she has on her face. Just to be sure she is really getting the message, we introduce 10 massive inches of mighty man meat in the form of Jack Hammer. Jack hammers her face hole until she is a drooling undone mess of limp flesh. It is a good look for her. School is in session and we are only just getting started. Penny is flipped over into a piledriver position. The piledriver assures she will feel the full brunt of every stroke. Doubled over with her breasts in her face and her pussy in full helpless display, Penny is about to receive the dicking down of a lifetime. What follows is an onslaught of cock. Penny is used like a fucksheath. Back and forth, one dick after another, plunging up to the hilt of her exposed pussy. Nothing like a good cervix pounding to knock the sass right out of a girl. There is nothing Penny can do to stop us. Face down, ass up, and shackled to the floor with her pussy as a bullseye, we drill her down until her brain meat melts. Throw in some foot caning on her tender soles as dessert and leave our brat bolted to the floor until the next time we happen to feel like using her holes.

Format: mp4
Duration: 18:05
Video: 1280x720, AVC (H.264), 7332kbps
Audio: 104kbps





File size: 1.0 GB






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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






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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






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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






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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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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






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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






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Penny Barber - Car Karen Gets Fucked FullHD 1080p



Release Year: 2023
Cast: Penny Barber
Video language: English

Jmac was gonna grab some pizza, but his plan changes when he sees a sexy MILF chewing out the valet for giving her car to her ex husband. Penny Barber is too much of a Karen to get a rideshare to pick her up... but she's got long legs and big tits, so Jmac offers her a ride! Penny's so horny she starts sucking his dick in the car and even gives him a foot job, then when they get back to the house it's on!

Format: mp4
Duration: 35:07
Video: 1920x1080, AVC (H.264), 6010kbps
Audio: 119kbps





File size: 1.5 GB






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Penny Barber - Dirty Divorcee Gets All Oiled Up (2024)



Release Year: 2024
Cast: Penny Barber
Genres: Milf
Video language: English

Penny Barber is a pissed off ex-wife who needs a little relief from battling her husband and his lawyers all day. A message will do the trick! Vince Karter’s strong hands are almost the touch she needs, oiled up and horny Penny is in the mood for something more. What would be better than a stiff, hard dick? that’s right, recording it all to rub it in her ex’s face.

Format: mp4
Duration: 33:22
Video: 1920x1080, AVC (H.264), 7807kbps
Audio: 151kbps





File size: 1.9 GB






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Penny Barber - Car Karen Gets Fucked (2023)



Release Year: 2023
Cast: Penny Barber
Genres: Milf, Big Tits
Video language: English

Jmac was gonna grab some pizza, but his plan changes when he sees a sexy MILF chewing out the valet for giving her car to her ex husband. Penny Barber is too much of a Karen to get a rideshare to pick her up... but she's got long legs and big tits, so Jmac offers her a ride! Penny's so horny she starts sucking his dick in the car and even gives him a foot job, then when they get back to the house it's on!

Format: mp4
Duration: 35:07
Video: 1920x1080, AVC (H.264), 6010kbps
Audio: 119kbps





File size: 1.5 GB






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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






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Penny Barber, Nicole Kitt - Is That A Buttplug? (2024)



Release Year: 2024
Cast: Penny Barber, Nicole Kitt
Genres: Lesbian, Interracial
Video language: English

Two friends, Nicole Kitt and Penny Barber, have a longtime, ongoing game where they try to pants each other while the other isn't looking. The thing is... Nicole always loses! Penny is just too good at using various tricks, such as ringing the doorbell or leaving out dirty dishes, to distract Nicole so Penny can sneak up and pants her. And one of the rules of their game is that the loser can't retaliate on the same day, so it's really tough for Nicole to get Penny back.
One day, Nicole is talking on the phone when Penny sneaks up behind her and tries to pants her again... but Nicole's pants won't budge. Nicole then triumphantly reveals that this time, she tricked Penny... Nicole wasn't actually talking to anybody on the phone, and her pants are actually overalls partially hidden by a sweater! Realizing she's been had, Penny tries to run off, but Nicole manages to grab Penny's pants and pull them down... revealing that Penny isn't wearing panties. Not only that, but Penny has a butt plug in her ass!
Nicole is amused and also turned on, and suggests that maybe they can have a little fun to celebrate Nicole's first victory. Penny is surprised at first, but Nicole is able to convince her, leading to energetic, playful sex that includes rimming and butt plug play!

Format: mp4
Duration: 32:35
Video: 3840x2160, AVC (H.264), 13951kbps
Audio: 124kbps





File size: 3.3 GB






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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






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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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Lippy Penny Barber has her face shoved into a box, dicked down 2 big cocks



Release Year: 2013
Cast: Penny Barber, Matt Williams, Jack Hammer
Genres: BDSM, Bondage, Domination, Hardcore, Deepthroat, BBC
Video language: English

Penny Barber is a lippy litte cunt. Talk talk talk, she is full of sass and clever quips all day long. We know what to do to lippy little cunts around here at Sexuallybroken-stuff their head into a box so that only the important bits stick out. Now she can talk all she wants and we don't have to deal with it. We start with a simple face down, ass up tie on our well-used bed, what makes this position unusual is the addition of a head box. Head boxes are handy when you only want to deal with the fun end. And Penny has fun to spare, her juicy bubble butt is just begging for attention. We aim to oblige around here. Locked in darkness with her ass and pussy completely exposed, Penny can't see a thing. All she can do is feel and endure. Feel not one but two big cocks walk up any time they want and just slide right in. There isn't a thing she can do to stop it. Far from panicking her, the situation seems to get her pussy wet. One after another, both cocks own her pussy. It is a brutal, relentless, teeth-chattering pounding. 10 inches of BBC are shoved up balls deep. Penny is so turned on she helplessly squirts, the puddle irrefutable evidence of just how much she loves being turned into a humping post. We use her squirt as lube to keep fucking that pussy, and use her hand to keep our dicks from getting cold. Just to keep her guessing, we add a flogger and a vibrator in as well. The thick "thud" of the sound of the flogger impact makes a wonderful accompaniment to the various gurgles and moans coming out of Penny's head box. We add the hum of a vibrator and it turns into a full sex orchestra. We use our fingers and the vibrator to finger blast Penny out of her mouthy little mind. Multiple orgasms shake through her quivering assflesh, her strict bondage increasing the intensity tenfold. The bondage, massive multiple orgasms, multiple dicks and head box serve to drop Penny deep into subspace, and she lies limply in her ropes. We finish up, leaving her shaking and sweating, covered in her own squirt and girl juices, broken words gurgling out of that smart mouth hole of hers. Something tells us she might be a little less sassy, at least for a while. And we always have the head box if we need to use it again....

Format: mp4
Duration: 15:56
Video: 1280x720, AVC (H.264), 6787kbps
Audio: 105kbps





File size: 834.5 MB






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Penny Barber - Beat the Brat



Release Year: 2016
Cast: Penny Barber
Genres: BDSM, Bondage, Humilation, Torture, Domination
Video language: English

The best part about brats like Penny Barber is that you never need to look for reasons to beat their fucking asses. They are always trying to push your buttons, just to pretend like they have some kind of power over you. Penny's mistake is that she thinks she can win mind games against Cyd Black. He doesn't give a fuck about what she has to say. Her chit-chat and playful bullshit aren't going to distract him. If anything they will just get him to hit her harder. And really, Penny isn't very good at pretending that isn't what she wants.

Format: mp4
Duration: 46:05
Video: 1280x720, AVC (H.264), 7296kbps
Audio: 108kbps





File size: 2.5 GB






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Penny Barber - We Must Be More Careful



Release Year: 2023
Cast: Penny Barber
Genres: Gonzo ,Hardcore, All Sex, Milf
Video language: English

A stepmom, Penny Barber, is scolding her stepson, Ricky Spanish, for having been caught looking at nudes on his cell phone at school. Shockingly, however, it's revealed that the nudes were actually of Penny herself! They have been in a secret relationship together, and thankfully no one recognized her in the photos. If she HAD been recognized, it would've been a disaster. But Penny can't stay mad at her darling stepson and decides to playfully 'discipline' him through energetic sex. But when she gets an unexpected call from Ricky's English teacher, Penny must navigate a conversation with the teacher while stifling the sounds of her orgasms!

Format: mp4
Duration: 30:47
Video: 1920x1080, AVC (H.264), 5758kbps
Audio: 187kbps





File size: 1.3 GB






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Penny Barber (We Must Be More Careful!)



Release Year: 2023
Cast: Penny Barber
Genres: Gonzo, Hardcore, All Sex, Milf
Video language: English

A stepmom, Penny Barber, is scolding her stepson, Ricky Spanish, for having been caught looking at nudes on his cell phone at school. Shockingly, however, it's revealed that the nudes were actually of Penny herself! They have been in a secret relationship together, and thankfully no one recognized her in the photos. If she HAD been recognized, it would've been a disaster. But Penny can't stay mad at her darling stepson and decides to playfully 'discipline' him through energetic sex. But when she gets an unexpected call from Ricky's English teacher, Penny must navigate a conversation with the teacher while stifling the sounds of her orgasms!

Format: mp4
Duration: 30:47
Video: 1920x1080, AVC (H.264), 5758kbps
Audio: 187kbps





File size: 1.3 GB






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Alexis Tae, Penny Barber - You Leave Me Speechless (2023)



Release Year: 2023
Cast: Alexis Tae, Penny Barber
Genres: Lesbian
Video language: English

Penny Barber, a veteran pageant queen, has been coaching Alexis Tae for a pageant of her own over the last few weeks. The pageant is tomorrow, so they're doing a dress rehearsal today, with Alexis trying on a stunning green dress for the first time. Penny can hardly believe her eyes- Alexis looks riveting, and she just can't wait to see her prodigy grace the stage tomorrow in this splendid attire.
They decide to run through some of the questions the judges will ask Alexis tomorrow. Alexis stands in the center of the living room, acting as if she is already on stage, with Penny sitting on the couch asking her a few sample questions from some index cards she has. Alexis answers beautifully but ends up practically moving Penny to tears when she describes how her main mission if she wins will be to advocate for LGBTQ+ rights.
Alexis goes to comfort her, concerned for her mentor. Penny tells her not to worry- the speech was incredible and Penny is so proud of her. Penny only wishes that she could have had the same courage to answer like that when she was doing pageants all those years ago. Alexis, however, reminds Penny that the only reason she has the courage to do so now is because of Penny, and all the things she's taught her. And right now, she's willing to prove to Penny just how thankful she really is... with both her words... and her touch.

Format: mp4
Duration: 35:43
Video: 3840x2160, AVC (H.264), 10871kbps
Audio: 124kbps





File size: 2.8 GB






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