"Penny Barber" 229

Related Terms: Penny Barber, Penny Barbers



Mommy's Girl - Jane Wilde, Maya Woulfe, Penny Barber & Maddy May

Sep 30

Clips, HD, Big Tits, Lesbian, MILF, Orgy, Teen, Threesome

Sep 30

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Jane Wilde, Maya Woulfe, Penny Barber & Maddy May - Our Way Of Saying Thanks
Released: September 30, 2023

Three stepsisters (Jane Wilde, Maddy May, Maya Woulfe) are shocked by the cost of raising a family and are filled with admiration for their single stepmom, Penny Barber. They express their love and admiration to her and want to give her something special, but they're not sure what they could possibly offer.
After some hesitation, Penny admits that, now that they're all beautiful young women, she's had naughty thoughts about a foursome. To her shock and delight, her stepdaughters are more than happy to fulfill such a fantasy, leading to sensual sex with a tantalizing three-on-one dynamic.

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Lone Milf - Penny Barber

Dec 9

Clips, Big Tits, MILF

Dec 9

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Penny Barber - Thirsty MILF Squirter
Released: December 9, 2019

Nerdy nubile MILF Penny Barber is feeling horny in her high pantyhose and shiny heels, so she calls up her favorite hung stud to fill her up while her husband is out of the house. To convince the guy to come over, she lets him know just how much she wants to feel a dick deep inside her. She reaches down and plays with her clit while she dirty talks to him on the phone. She pulls her nipples and then plunges her cunt with a clear sex toy. She even fits a fist inside her tight MILF vag, all while on the phone! Did we mention Penny squirts all over the couch in the process? Talk about one thirsty MILF.

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Ultimate Surrender - Dragonlily, Penny Barber, Syd Blakovich, Bella Rossi, Cheyenne Jewel & Bella Wilde

Jul 17

Clips, HD, Big Tits, Euro, Fetish, Lesbian, Threesome

Jul 17

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Dragonlily, Penny Barber, Syd Blakovich, Bella Rossi, Cheyenne Jewel & Bella Wilde - Round 1 July Tag match. The Bellas of Nightmare vs. Cheyenne and Penny
Released: July 16, 2013

The two Bellas are paired up for Team Nightmare going up against Cheyenne Jewel and Penny Barber for Team Dragon. Bella Wilde is the smallest girl on the mats today but she puts up a strong fight in the arm wrestling bout against Cheyenne and holds her ground pretty well the first minute of the match. Syd's coaching from the side lines is really benefiting the team. Dragon doesn't need to do much coaching since her strategy is working perfectly......keep the weak link of team nightmare on the mats for as long as possible.

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Adult Time - Penny Barber

Jul 31

Clips, HD, Big Tits, Creampie, MILF

Jul 31

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Penny Barber - Paper Route
Released: July 31, 2023

Penny Barber paces tentatively through her living room, the beams of midday light from her wooden blinds painting a soft pattern on her skin and dress. She takes out her cell phone and sends a text to Apollo Banks, the young man who runs her paper route. She asks if he can come by, and he responds that he'll be right over.

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Team Skeet Labs - Tristan Summers & Penny Barber

May 26

Clips, 4K, Threesome

May 26

Team Skeet Labs - Tristan Summers & Penny Barber

Tristan Summers & Penny Barber - Concept: Perv Therapy
Released: May 26, 2021

What is Perv Therapy? It’s when individuals get sent to therapy to work through their problems and things get sexual with the shrink. In today’s update, stepsiblings Tristan Summers and Jay Romero get sent to do a therapy session with Dr. Penny Barber after their stepmom caught them doing inappropriate things together. Dr. Barber lets them know that she’ll be recording the session and starts getting them to open up to her. After Dr. Barber encourages them to do a little reenactment, pretty soon things get naughty between the stepsiblings and Dr. Barber joins in! Who knew that therapy could be so satisfying?

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Adult Time - Penny Barber

Oct 18

Clips, HD, Big Tits, MILF 2 mode_comment

Oct 18

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Penny Barber - We MUST Be More Careful!
Released: October 18, 2023

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!

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Ultimate Surrender - Penny Barber & Savannah Fox

Aug 15

Clips, HD, Anal, Big Tits, Fetish, Lesbian 1 mode_comment

Aug 15

Naughty Blog Cover

Penny Barber & Savannah Fox - Rookie Cup champion Takes on Season 12 Tag Team Captain for a rematch
Released: August 14, 2015

Savanna Fox has been waiting for this day for a long time. Her first match on Ultimate Surrender was against Penny Barber. She lost to Penny the first time around but she has gone on to get a 5 match winning streak. Now that she understand the rules better, she is confident that she will be able to redeem herself against Penny. Penny is confident she will win just based on her size advantage. This match is everything erotic wrestling fans dream of. it's all out action with back and forth control for both girls. Several moments of "double control" where the girls must use their sex skills to out last the other girl. This match is so close it comes down to the final 10 seconds of the match. The girl who can score points better by face sitting and getting fingers into the pussy comes out the victor in the very last moment of the Match. This is Unbelievable!!

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Family Sinners - Penny Barber

Oct 9

Clips, HD, Big Tits

Oct 9

Family Sinners - Penny Barber

Penny Barber - Peeping Tom
Released: October 9, 2020

Jenny (Penny Barber) starts to feel as though she's being watched as she gets changed and when she sees her stepson (Dante Colle) in the other room, he's suspiciously out of breath. She decides to catch him red-handed and confronts him about his voyeuristic tendencies.

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Electro Sluts - Penny Barber & Nerine Mechanique

Oct 16

Clips, HD, Bondage, Lesbian

Oct 16

Naughty Blog Cover

Penny Barber & Nerine Mechanique - Electroslut Tied, Teased, Fisted, Fucked!
Released: October 15, 2015

Nerine Mechanique electrodominates old friend Penny Barber with the violet wand body plate, a florescent bulb electrode, finger banging, fisting and vaginal and anal strap-on!

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Pure Taboo - Haley Reed & Penny Barber

Aug 16

Clips, HD, Anal, Fetish, Threesome

Aug 16

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Haley Reed & Penny Barber - We Warned You Last Time
Released: August 16, 2022

WE WARNED YOU LAST TIME

Ellen (Penny Barber) and her husband Walter (John Strong) are walking through their backyard when they notice a neighbor's teen, Terry, sneaking around. They are especially curious yet suspicious since Terry soon stops at the home of their troublesome teen neighbor, Gina (Haley Reed).

Ellen and Walter watch with growing disgust as Terry nervously knocks on Gina's door. When Gina pokes her head out, they have a hushed conversation and Gina hands over a brown paper bag. That's when Ellen and Walter decide to intervene as they catch Terry as she slinks away from Gina's house. Not wanting to be caught red-handed, Terry leaves the bag and makes a run for it...

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Ultimate Surrender - Penny Barber & Savannah Fox

Apr 11

Clips, HD, Anal, Fetish, Lesbian

Apr 11

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Penny Barber & Savannah Fox - Penny Barber wants to squash a rookie. This rookie wont go down easy
Released: April 10, 2015

This is Savanna Fox's first US match. She has some wrestling experience but she's also got a devastatingly huge booty that can pin girls down. Penny Barber has some ass of her own. These girls fight to impose their will on each other. Outstanding performance from a First time US wrestler. Loser gets an explosive load of cum splattered on her freshly fucked holes.

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Ultimate Surrender - Penny Barber & Juliette March

Jan 23

Clips, HD, Big Tits, Fetish, Lesbian

Jan 23

Naughty Blog Cover

Penny Barber & Juliette March - Battle of the biggest Brats
Released: January 22, 2016

Penny Barber and Juliiette March are the most notorious Brats ever in Ulitmate Surrender history. These two are bitter losers and even more bitter winners. One thing is for sure, who ever wins will utterly humiliate the loser with a true grudge fuck. Loser must submit to a girl who bests her. It sucks getting fucked by someone you despise. Loser cleans off winners dirty feet after she is toe fucked.

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Ultimate Surrender - Penny Barber & Lisa Tiffian

Jun 20

Clips, HD, Big Tits, Ebony, Fetish, Lesbian, MILF

Jun 20

Naughty Blog Cover

Penny Barber & Lisa Tiffian - Milf Penny Barber does an erotic wrestling match with Lisa Tiffian
Released: June 19, 2015

Because we had a rookie cup tournament, some of the matches had to be shot out of order to accommodate our update schedule. This is one of Lisa's First matches ever and she's going up against our finest vets, the Big tittied, mouth Milf we all love to hate, Penny Barber. These girls clash hard on the mats. There is a lot of power in both their legs, and much damage to be done with their huge tits flying around everywhere. The Winner takes the loser's ass and pussy as a prize. The tits are tied up and the loser is made to acknowledge they are a failure to all their fans.

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Hardcore Gang Bang - Penny Barber

Sep 26

Clips, HD, Anal, Big Tits, Interracial, MILF, Threesome 1 mode_comment

Sep 26

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Penny Barber - Komic Kon Slut Gets Dicked Down in Elevator - Big Tits! Double Vag!
Released: September 25, 2013

Penny Barber lives out her fantasy of being taken down and filled with cock at a Komic Kon Convention. When she walks into an elevator filled and is surrounded by four horny dudes she encountered earlier in the day she is escorted to her knees and made to choke on cock! Double penetraion, double vag, and lots of intense squirting orgasms!

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Ultimate Surrender - DragonLily, Penny Barber, Syd Blakovich, Bella Rossi, Cheyenne Jewel & Bella Wilde

Jul 24

Clips, HD, Big Tits, Euro, Fetish, Lesbian, Threesome 1 mode_comment

Jul 24

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DragonLily, Penny Barber, Syd Blakovich, Bella Rossi, Cheyenne Jewel & Bella Wilde - Round 2 July Tag match, Team Dragon vs. Team Nightmare
Released: July 23, 2013

Penny Barber and Bella Rossi start out for this round. We get a sneak peak of things to come for the match up in Summer Vengeance.

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Full Of JOI - Penny Barber

Jan 13

Clips, HD, Big Tits, MILF

Jan 13

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Penny Barber - This MILF Requires Semen
Released: January 13, 2020

I know I have that sexy librarian look that makes your blood boil. And even though you are my stepson, the attraction is totally natural. Were you planning on just sitting around and jerking off all day today? That is totally fine with me. Do not let me stop you touching that thick shaft of yours. In fact, let me help you out. Take a look at my beautiful, bouncy tits. Your dad takes such good care of me that I want to take good care of you! Does my tight asshole turn you on? How about when I rub my clit through my panties. Oh, you want me to take them off? Okay, but only if you cum right on my face… Love, your stepmom, Penny Barber.

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