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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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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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: 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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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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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 - 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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Penny Barber, Chloe Surreal - Sitting On A Secret (2023)



Release Year: 2023
Cast: Penny Barber, Chloe Surreal
Genres: Lesbian
Video language: English

Penny Barber tells her stepdaughter, Chloe Surreal, that she's going out with some friends. As soon as Penny leaves, Chloe eagerly grabs a dildo she had stashed away to pleasure herself now that she has some alone time. The dildo has a suction cup base, so Chloe sticks the dildo to the floor and rides it. But after a few minutes of pleasuring herself, Penny unexpectedly returns home! Chloe doesn't have enough time to cover her tracks, so she remains kneeling on the floor with the dildo inside her, and quickly smooths out her dress to hide her lower half.
Penny says it turns out that she was supposed to meet with her friends on a different day... but that's okay, because now she can enjoy some quality time with Chloe. Looking puzzled, Penny then asks Chloe why she's kneeling on the floor. Trying to look innocent, Chloe claims that she's about to do some yoga, and Penny believes her. Penny then asks Chloe to hand her a nearby dirty cup, so Penny can go put it into the dishwasher. Chloe doesn't want to stand up and reveal the dildo, so she pretends that she can't get up because she has a muscle spasm.
Penny approaches Chloe and gives her a back massage to help, unknowingly causing Chloe to bounce on the dildo. Chloe squirms with pleasure and gets Penny to stop. Penny thinks her back massage has done the trick. She tries to lift Chloe to her feet, which causes Chloe to pop off the dildo! Penny is shocked at the sight of the dildo on the floor, and Chloe admits that she rarely gets time to herself. They briefly talk about using toys, causing Penny to look flustered, and Chloe suggests that Penny try it sometime. Penny seems open to the idea, but hesitant. Chloe comes onto Penny, convincing her to have sex so that they both can get the relief they need!

Format: mp4
Duration: 43:03
Video: 3840x2160, AVC (H.264), 9998kbps
Audio: 124kbps





File size: 3.1 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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Stepsis solidarity Mommy's Girl Jill Kassidy Liz Jordan & Penny Barber



Release Year: 2024

Penny Barber enters the bedroom shared by her stepdaughters, Liz Jordan and Jill Kassidy (who are also stepsisters), so she can gather clothes to do laundry. To her shock, Penny finds a strap-on dildo in the room. Penny is furious and confronts the two girls, demanding to know which of them is the owner of the sex toy. But neither girl confesses to owning the strap-on, and they also refuse to tattle on each other.
Penny says that if she doesn't get an answer, she'll give Both of them a spanking. The girls defiantly tell her to bring it on, because they'll Never snitch! Penny spanks Liz and Jill, but they clearly enjoy it, and taunt Penny to do better. Penny puts on the strap-on and fucks both girls, as they continue to taunt her. It becomes obvious that the girls are enjoying everything Penny does to them... but then again, it's pretty clear that Penny is enjoying it too!

Format: mp4
Duration: 46:49
Video: 3840x2160, AVC (H.264), 14646kbps
Audio: 125kbps





File size: 4.9 GB






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Sexy MILF Penny Barber takes real good care of a swollen cock 1080p



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

Penny Barber is on a little vacation like usual. The only thing different is this time her 's friend Tyler came along. Lucky for him he's feeling under the weather and gets to be pampered by his friend's hot-ass mom. When she proceeds to check his temperature, man o' man does it start to get HOT with her nice set of big round tits so up close. The only way to cure Tyler is to stroke his swollen cock until all that built-up pressure is released.

Format: mp4
Duration: 51:42
Video: 1920x1080, AVC (H.264), 11717kbps
Audio: 309kbps





File size: 4.4 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 - Sexy MILF takes real good care (2023)



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

Penny Barber is on a little vacation like usual. The only thing different is this time her 's friend Tyler came along. Lucky for him he's feeling under the weather and gets to be pampered by his friend's hot-ass mom. When she proceeds to check his temperature, man o' man does it start to get HOT with her nice set of big round tits so up close. The only way to cure Tyler is to stroke his swollen cock until all that built-up pressure is released.

Format: mp4
Duration: 51:42
Video: 1920x1080, AVC (H.264), 11717kbps
Audio: 309kbps





File size: 4.4 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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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






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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 - Punished by My Stepmom



Release Year: 2023
Cast: Penny Barber
Genres: Anal, Big Ass, Big Tits, Blowjob, Cum In Mouth, Doggystyle, Dress, Hardcore
Video language: English

Nathan Bronson is a bit of a delinquent and is always getting on the nerves of his stepmom, Penny Barber. One day, Nathan tries to swipe money from his stepmom’s room while she’s away at work. But when she comes homes unexpectedly, Nathan hides. Much to Nathan’s surprise, Penny starts stripping on webcam. When Penny notices Nathan, she shuts the camera off and decides it’s high time Nathan be punished for his troublemaking. With her incredible milf powers, Penny dominates Nathan and orders him to do whatever she pleases, using him for her sexual desires.

Format: mp4
Duration: 53:56
Video: 1920x1080, AVC (H.264), 2649kbps
Audio: 124kbps





File size: 1.1 GB






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