"Penny Barber" 229

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Ultimate Surrender - Penny Barber & Bella Rossi

Aug 9

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Aug 9

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Penny Barber & Bella Rossi - SV S10 9th meets 5th. Two Voluptuous Welterweight Clash on the mats
Released: August 9, 2013

Penny Barber has been impressive this season. She was given the opportunity to be in the Welter Weight Semi finals against Isamar when Mistress Kara had to step down due to an injury. She didn't do so well against the now Champion, Isamar, but she's been doing great with everyone else. Bella Rossi has been hit or miss. She's extremely impressive in the tag team matches, easily reversing control and racking up points for her team but her performance in the welterweight tournament wasn't so outstanding. These two were not seeded to meet in the WW tournament so we are glad to see them meet today in the Summer Vengeance tournament. This is back and forth action non stop. Both these Wreslters want to move on badly. Bella wants to win Penny just to win Penny and Penny wants to win so she can meet up with Syd ( her arch nemesis this season) We are pretty sure Syd wants Penny to win this won as well so she can hand her ass to her when they meet in their match.
This score is close to the bitter end. Just when you think one of the wrestlers has it in the bag, the other gets control and finger blasts her to tears almost. But neither ever give up. It's bitterly close and when they look up to see the score at the final buzzer, emotionals are at an all time high.

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Mommy's Girl - Aften Opal, Penny Barber & Summer Col

Feb 4

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Feb 4

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Aften Opal, Penny Barber & Summer Col - Your Stepsister's In Charge
Released: February 4, 2023

Before leaving the house to run some errands, Penny Barber has a word with her two stepdaughters, Aften Opal and Summer Col. She instructs Summer to obey Aften (who is Summer's older stepsister) while she's gone. Penny leaves, and Aften goes on a power trip, demanding that Summer do EVERYTHING she says in a clear exaggeration of Penny's instructions. Summer begrudgingly agrees.

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Dare We Share - Alison Rey, Kimmy Kimm & Penny Barber

Nov 28

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Nov 28

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Alison Rey, Kimmy Kimm & Penny Barber - Sharing Our Crush
Released: November 28, 2023

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...

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Mommy's Girl - Lexi Lore, Kylie Rocket & Penny Barber

Jul 15

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Jul 15

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Lexi Lore, Kylie Rocket & Penny Barber - Out Of Hot Water
Released: July 15, 2023

Kylie Rocket and her girlfriend Lexi Lore are frustrated, because Kylie's stepmom Penny Barber has a 'no-closed-door policy' at the house, making it impossible for Kylie and Lexi to get frisky together. They can't go to Lexi's house, because HER parents are even worse... they won't let Kylie and Lexi be in the same ROOM without supervision!

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MILFY - Penny Barber

Jan 1

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Jan 1

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UPDATED Penny Barber - Tasty MILF Is Hungry For Young Studs Cock
Released: August 30, 2023

Penny is the perfect mom, and all of her son’s friends want to taste what she whips up. When one of them gets a moment alone with her, he sees an opportunity to slip his hand in her cookie jar.

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Ultimate Surrender - Darling, Bella Rossi, Daisy Ducati & Penny Barber

Aug 21

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Aug 21

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Darling, Bella Rossi, Daisy Ducati & Penny Barber - Darling & Bella Rossi Vs Daisy Ducati & Penny Barber - Round 2 Tag Finale
Released: August 20, 2013

Penny Barber vs Bella Rossi was a close match up for this season's summer vengeance. If you want to see if type in match ID 31638 into our search. That match really could have gone any way but in the end, only one could walk away with the W. Bella comes back with a vengeance on Penny today. Today Bella Rossi and her arch nemesis for season 8, Darling, are partners. Bella got a technical Win in season 8 after Darling got injured in their SV match up. Darling never quite did live that one down. But she puts her feelings aside today and is all business. Well she's a lot of tits and ass too but she's getting down to business today. Darling and Bella are relentless on their victims today. They use their tags wisely and #teamdragon has no answers for what they throw at them. Bella and Darling make one of THE strongest tag team pairs we have ever seen. Stay tuned next week for Round 3 : On the mats for Nightmare is Jayogen and Isamar and for team dragon, Dragon Lily and Cheyenne Jewel.

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Wild On Cam - Penny Barbers

Nov 15

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Nov 15

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Penny Barbers - Cut Off Penny Barbers Panties And Fuck Her LIVE
Released: November 15, 2023

Penny Barber may be trying to look innocent in her long floral dress but that hottie is anything but innocent. She loves to show off her stocking-clad legs and tease you with her red panties. Nathan Bronson is ready to fuck this babe and he will cut those panties right off her and stuff them in her mouth while he fucks her deep with his cock! Penny loves the curve of that dick hitting her g spot just right with every hard thrust! Archive from 11-01-2023 5pm LIVE show!

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Anal Mom - Penny Barber

Oct 21

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Oct 21

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Penny Barber - Punished By My Stepmom
Released: October 21, 2021

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.

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Kinky Bites - Penny Barber & Natalie Mars

Jun 5

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Jun 5

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- Before Daddy Gets Home: Mommy Penny Barber Fists Brat Natalie Mars
Released: June 2, 2021

When Natalie Mars behaves like a brat, her Mommy Domme, Penny Barber, decides it’s time for a spanking! She pulls Natalie over her knees and spanks Natalie’s ass red. Natalie squirms as her Mommy slides her thumb into Natalie’s cute asshole. After punishing her brat, Penny brings Natalie into the shower to prepare her for their Daddy Dom’s arrival. Natalie’s hands are bound behind her. After her Mommy bathes her thoroughly, Natalie eats her Mommy’s ass...

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Perv Therapy - Penny Barber & Penelope Woods

Jan 27

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Jan 27

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Penny Barber & Penelope Woods - Mutual Masturbation Experiment
Released: January 27, 2024

Doctor Barber, an unorthodox therapist, records Elias’ and Penelope’s session, two step-siblings who grew apart due to an incident they can hardly talk about. It seems that they were very close when growing up, but one day, Penelope caught Elias jerking off and their relationship got cold ever since. Doctor Barber suggests trying a mutual masturbation experiment to release the tension between them. As Elias rubs his stepsister’s nipples and Penelope feels her stepbrother’s cock, the two forget about their distance and become close again. To ensure this, the therapist joins in and spices things up with a lustful threesome that repairs the damage between the step-siblings.

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Adult Time - Penny Barber

Dec 16

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Dec 16

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Penny Barber - Up Close with Penny
Released: December 16, 2023

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!

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Perv Therapy - Penny Barber & Jewell Marceau

Mar 23

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Mar 23

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Penny Barber & Jewell Marceau - How To Help a Perv
Released: March 23, 2024

Jewell has issues with her stepson, Anthony. He’s a total perv and can’t control his cock - he’s looking to fuck 24/7, and it’s become an issue. Luckily, perv therapist Penny Barber is there to help. Penny is the best in the business, and her unorthodox tactics have been helping perverted stepfamilies conquer their issues for years. Jewell explains her concerns about Anthony’s behavior. Penny sees a different side of things. Penny’s guess is that Jewell and Anthony may need a little stepfamily playtime.

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Aunt Judy's XXX - Penny Barber

Nov 13

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Nov 13

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Penny Barber - Penny Barber Enlists Her Stepson For Computer Help, Gets A Creampie As Well
Released: November 12, 2022

Naughty MILF Penny Barber has been playing around on some very sketchy sites lately and it's made her laptop go haywire, malicious spam and adverts popping up all over the place. Luckily, her stepson is a wiz with computers, but he says this is going to take all day and she can't even compensate him for his time. She decides to offer up her considerable assets instead, pulling out his cock and stroking and sucking it until it's rock hard. She strips down naked and lies on her stomach while he fucks her good and hard, then they flip to missionary to finish and he fills up her neatly trimmed MILF pussy with a creampie load

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Ultimate Surrender - Penny Barber & Mia Li

Dec 18

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Dec 18

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Penny Barber & Mia Li - Orgasmic Wrestlers meet on the mats. It's inevitable that One will cum
Released: December 18, 2015

Penny Barber and Mia Li are two of our most orgasm wrestlers on the roster. We are guaranteed to see an orgasm on the mat or so we thought. Seems like Mia Li has been training and she isn't allowing herself to cum on the mats. She even seems to be able to give Penny Barber a little trouble on the mats. When it is evident that these girls are not going to be able to hold each other down long enough to make each other cum, the ref breaks out the magic wand and the wrestler in control gets to use it on a pinned wrestler. Orgasms happen, again and again!!

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Ultimate Surrender - Penny Barber & Cheyenne Jewel

Aug 3

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Aug 3

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Penny Barber & Cheyenne Jewel - MILF vs Cowgirl
Released: August 2, 2017

Today we are getting down to the wire. We have the Cheyenne Jewel who is a beautiful, muscular Cowgirl ranked 2nd in our Big Ten tournament. She is taking on Ultimate Surrender's favorite Bratty MILF, Penny Barber. Penny Barber has a brutal Giftwrap maneuver that most girls can not seem to figure out. Cheyenne Jewel has a bull like ability to push girls over and overpower them. Both of these beautiful wrestlers have fine asses and they use their asses to hold each other down. One wrestler takes the lead after ripping and orgasm on the mat from her opponent. The winner fucks the loser with the biggest dildo our strap on can handle. Loser is humiliated with hand gags, fisting, orgasm denial, hair pulling, spanking face sitting and ass smothering. The loser is fucked so hard in the ass, her asshole is left gaping open.

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Ultimate Surrender - Lisa Tiffian, Penny Barber, Cheyenne Jewel & Adley Rose

Oct 6

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Oct 6

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Lisa Tiffian, Penny Barber, Cheyenne Jewel & Adley Rose - So close yet So far, One team blows their chances and gets fucked hard
Released: October 5, 2016

Lisa Tiffian and Penny Barber have been bullying all the wrestlers in these tag matches. Today they plan on picking on Adley Rose and having their way with her in front of team wranlger team captain, Cheyenne Jewel. This match is back and forth high energy, strategic tag team wrestling. It comes down to the very last seconds to decide the winners. Brutal Leg scissor holds squeeze wrestlers into submission Winner make the loser trib fuck each other to orgasm. Losing Team Captain is fisted by her own team mate. Losers are fucked good and hard in front of a live audience.

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