"Penny Barber" 226

Related Terms: Penny Barber, Penny Barbers



Mom Swap - Penny Barber & Aaliyah Love

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Penny Barber & Aaliyah Love - A Transformative Session: A Deep Analysis Extended Cut
Released: December 19, 2022

After a little talk Aaliyah decides to follow her friend Penny’s advice and try out therapy for her and her stepsons Joshua and Tyler. Penny happens to be a therapist who has all the credentials to be able to take care of this case. Turns out the way to get deep into the boys’ issues was to let them fuck them! Joshua and Tyler each take their turn with Aaliyah and Penny as they show the deep love they have for their stepmom!

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Families Tied - Penny Barber & Isabella Nice

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Penny Barber & Isabella Nice - Tight Bodied Teen Star and Anal Step Mommy Fuck Director's Huge Cock
Released: July 20, 2018

Tight bodied teen Isabella Nice is done being managed by her over bearing Step-Mother Penny Barber. Unfortunately for her, she doesn't know Penny has been using her hot body and slut skills to buy Isabella every role she's ever had. When the director send Isabella away for wardrobe, Penny is ready to pay him interest on her daughter's big chance, getting on her knees and groveling for dick, her big nipples chained up with clips while she squirms and whines under the zapper...

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Hard Tied - Penny Barber

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Penny Barber - Brat Training: No Really, Its Not About You
Released: November 12, 2014

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 forced 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.

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Perv Therapy - Lilly James & Penny Barber

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Lilly James & Penny Barber - Sexual Beings
Released: June 4, 2022

After the death of Franco’s father, he and his stepmom Lilly pay a visit to Dr. Barber. While Lilly thinks this visit is to help Franco cope with his sudden loss, Franco addresses the fact that he’s caught Lilly staring at him in the shower– multiple times. With the help of Dr. Barber, Lilly acknowledges her innate sex drive, and finds a good way to put it into action.

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Mylfwood - Penny Barber

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Penny Barber - Nurse Ratched
Released: November 28, 2021

When Dr. Jack Vegas tells Nurse Ratched (played by Penny Barber) about how dangerous their patient Giovanni Francesco is, she begs him not to sentence him to fry in the electric chair. Dr. Vegas explains that it’s the safest thing to do so Nurse Ratched attempts to connect with Giovanni one more time… except the type of connection he’s craving is way more physical than expected. Giovanni fucks and cums all over Nurse Ratched’s face before stealing a syringe and escaping the asylum!

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Ultimate Surrender - Sophia Grace & Penny Barber

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Sophia Grace & Penny Barber - Season 14 is the season of Rookie Destruction
Released: November 9, 2016

Poor little Sophia Grace really thinks that the few months of training she's done will get her the "W" today against Penny Barber. Sophia under estimates her opponent which leads to an erotic snuggle struggle. Penny Barber destroys the rookie, makes her cum and makes her submit. Winner brutally fucks loser, pulls her hair, makes her worship her feet, fucks her with a strap on, face sits her and the squirts in her face...

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Freeuse MILF - Penny Barber, Aria Carson & Lyra Lockhart

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Penny Barber, Aria Carson & Lyra Lockhart - Polygamy
Released: January 6, 2022

Aria Carson, Lyra Lockhart and Penny Barber are the three chosen wives of lucky stud Calvin Hardy, who demands full access to their bodies throughout the whole day! The three wives will suck on Calvin’s cock and get pounded as hard and as often as he pleases and they’re all happy to thoroughly pleasure their man!

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Mom Swap - Jessica Ryan & Penny Barber

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Jessica Ryan & Penny Barber - Stepmommy Pies
Released: August 2, 2021

Busty stepmoms Jessica Ryan and Penny Barber have been catching their respective stepsons Anthony Pierce and Tyler Cruise jerking off excessively, but when they see them fucking the pies they had just baked, that is the last straw. The stepmoms tell them off first, demanding an apology, but then they decide to give them a little sex ed, so they swap their stepsons to teach them what it feels like to fuck a real woman!

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Ultimate Surrender - Penny Barber & Izamar Gutierrez

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Penny Barber & Izamar Gutierrez - Orgasm On the Mat! Penny Barber gets a huge lead in Round 1
Released: April 8, 2016

This match was filmed streaming LIVE. This is 100% real, competitive erotic wrestling. These Sexual wrestling gladiators show us what sex fights are all about. Penny Barber shows us impressive power against our powerhouse, Izamar. Penny Barber takes the lead going into round 2. Izamar must make a move if she's going to win. One of these wrestlers is made to cum on the mats. It is her demise. Too Many Orgasms from the sex fight, leaves one of these girls useless on the mats. Turned into a fuck doll for round 4. Loser is stripped of her colors, face fucked, fisted, and fucked in the ass with an anal strap on. Gaping ass is squirted with Cum.

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Mylf Selects - Penny Barber

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Penny Barber - Penny Barber Selects
Released: December 7, 2021

Fan favorite pornstar Penny Barber can do no wrong. Her looks and her body are enough to bring anyone to their knees, and she rocks any role she plays on Mylf. That’s why we wanted to dedicate this entire Mylf Selects to showcase some of our favorite Penny Barber moments. Kick back and enjoy the ride!

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Perv Therapy - Minxx Marley & Penny Barber

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Minxx Marley & Penny Barber - A Man Like Me
Released: March 4, 2022

As Minxx Marley gets ready to leave for college, she and Rusty visit Dr. Penny Barber, who finds Rusty is jealous about how many new guys Minxx will meet in this new phase of her life, wishing she can find a man like him. To help, the doctor suggests sexual expression to solve possessive feelings. Thus, setting off an exciting threesome that will change how they confront the near future.

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Milfty - Penny Barber

Milfty - Penny Barber

Penny Barber - Championship Prize
Released: February 7, 2021

Stepson Jay Romano has been holding off sex for the entire season so he could focus 100% on the game, so when he comes home after winning the championship, he’s pleasantly surprised to find his hot stepmom Penny Barber ready to give him the very special prize that he deserves.

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Perv Therapy - Penny Barber & Jessica Starling

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Penny Barber - Releasing The Tension
Released: May 21, 2022

Jessica and her stepson, Joshua, have been experiencing a lot of tension at home. In search of a solution, the pair sit down with therapist Penny, who tries to figure out what’s going on between them. After asking them to list their favorite qualities about one another, Penny concludes that the built up heat between the two is sexual tension, and suggests a way for them to find a release.

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Shoplyfter Mylf - Naudi Nala & Penny Barber

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Naudi Nala & Penny Barber - Case No. 6615387 - The "Naudi" Thief
Released: May 7, 2022

After Naudi is caught shoplifting, she is reprimanded and brought into the back office for interrogation. Marcus has difficulty getting information from the young thief, so loss prevention officer Penny offers a helping hand. Now, if Naudi wants to avoid serious punishment, she’ll do whatever Penny tells her.

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Mylf X Team Skeet - Penny Barber & Macy Meadows

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Penny Barber & Macy Meadows - A Real Holiday Treat
Released: February 22, 2023

Macy and Penny have Tyler over for the holidays, and it starts getting sloppy pretty quick. First, Penny finds Tyler having his way with the cookey dough and has to blow him off to keep him away from her kitchen. Then, when all the preparations are finally set, Tyler confesses that he found the two gorgeous babes fooling around and is not willing to forget about it any time soon. Now the three give into a lustful threesome that promises to be way better than the scheduled festivities and holiday treats.

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Ultimate Surrender - Penny Barber & Holly Heart

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Penny Barber & Holly Heart - Big Tittied Babes Penny Barber and Holly Heart Wrestle and Fuck
Released: October 18, 2013

After her impressive start in Season 11, Holly Heart showed us she's ready to take on anyone any way. Today we throw Holly at Penny Barber. Penny has much more experience than the rookie, Rilynn Rae, that Holly got to wrestle in her first match back on the US mats. But Penny's also got a bigger mouth than Rilynn. Some of the shit talking has gotten into Holly's head and it's starting to show on the mats. These two amazons clash hard on the mats. No one wants to lose, no one wants to give up the Pussy. The Winner Tortures the Loser big titties in every way. Her Tits are stretched and squeezed in brutal fashion. Then she's fucked hard and left in a puddle of her own shame.

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