"Penny Barber" 230

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Pure Taboo - Penny Barber & Sophia Burns

Sep 6

Clips, HD, Anal, MILF

Sep 6

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Penny Barber & Sophia Burns - Nothing's Too Good For My Boy
Released: September 6, 2022

Ms. Hensley (Penny Barber) asks one of her students, Sandra (Sophia Burns), to stay after class for a brief talk. Sandra says that's fine, since she doesn't have cheerleading practice today. Ms. Hensley says that's actually what she wanted to talk about, because Sandra's grades have been slipping due to all her cheerleading practices. However, Ms. Hensley says that her darling boy Isaac (Ricky Spanish) is a very bright college student who is just a few years older than Sandra, so he can help Sandra by tutoring her.

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Pure Taboo - Penny Barber & Coco Lovelock

Jun 13

Clips, HD, Threesome

Jun 13

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Penny Barber & Coco Lovelock - Pampering Our Sitter
Released: June 13, 2023

Chelsea (Coco Lovelock) arrives at a luxurious house, enviously admiring it while reflecting on how rough her life is right now, especially when it comes to the relationship she has with her parents. She then meets Lydia (Penny Barber) and Anthony (Seth Gamble), a married couple, who warmly invite her inside...

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Ultimate Surrender - Penny Barber & Holly Heart

Aug 16

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

Aug 16

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Penny Barber & Holly Heart - Penny Barber and Holly Heart in Summer Vengeance. One gets bullied Hard
Released: August 15, 2014

Summer Vengeance is one of the greatest competitions on the planet. Strong, sexy girls impose their will on each in attempt to get each other to give the ultimate surrender.....an orgasm on the mat, against their will, ripped out of their pussies while they struggle and fight to get out of a hold. The matches are intense. These girls exert themselves beyond what they could ever do in a bondage shoot and sometimes, it gets to be too much for a girl. Today, one girls pushes herself too hard and has to quit after only 2 rounds of wrestling. Her opponent is deemed the winner and really lays in hard for the prize round. She's not gonna let the quitter live this one down.

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Pure Taboo - Penny Barber

Aug 22

Clips, HD, Anal, Big Tits, MILF

Aug 22

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Penny Barber - Rock Bottom
Released: August 22, 2023

Monica (Penny Barber) and Jared (Robby Apples), a married couple at the peak of their success, are celebrating moving into their new house when they get some horrible news. The cryptocurrency market has crashed, putting their entire livelihoods up in the air. Suddenly, the dream they were living becomes nothing but a neverending nightmare.

A few months later, Monica and Jared are in dire straits, having been fired from their company not long after the crash. They're getting desperate, with none of Jared's recent investments paying off and nobody wanting to hire them. That's when Jared gets an idea: what if Monica became an escort? It COULD be a way to temporarily help them get back on their feet. Monica is disgusted and feels betrayed that Jared would suggest such a thing, though bitterly agrees to think it over...

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Ultimate Surrender - DragonLily, Isis Love, Penny Barber, Syd Blakovich, Serena Blair & Bella Wilde

Mar 13

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

Mar 13

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DragonLily, Isis Love, Penny Barber, Syd Blakovich, Serena Blair & Bella Wilde - Match 1 round 3 Nightmare vs Dragon NO TAGS FOR YOU DRAGON!!!
Released: March 12, 2013

Do you like #teamdragon? if you do, you'll love seeing Syd dragon that team across the mats. She literally drags Penny Barber across the mat to avoid the orange girls from getting their tag. Then she completely dominates the entire round by man handling serena and coaching Bella in the way of the Nightmare. Fantastic dominance by #teamnightmare. Winners of each tag match get to fuck the losers but at the end of the season it doesn't matter if you won your tag match. After all the points are added up, If you lose in the end you're getting fucked in the end. Team mates will be hating each other if they get fucked because their teammates screw dont work hard enough in their matches. If you slack you get the plastic dildo nut sac!

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Ultimate Surrender - Daisy Ducati & Penny Barber

Sep 1

Clips, HD, Ebony, Fetish, Lesbian

Sep 1

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Daisy Ducati & Penny Barber - Wrestler Utterly Destroyed on the mats, Gets fisted and fucked in ass
Released: August 31, 2016

This tournament is too much for one wrestler. The wrestler quits after 2 rounds and gets fisted first thing in the Prize round. The winner takes the loser's Asshole and verbally and sexually brutalizes her.

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Mommy's Girl - Misty Stone, Penny Barber, Jennifer White & Destiny Mira

Dec 9

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

Dec 9

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Misty Stone, Penny Barber, Jennifer White & Destiny Mira - Book Club Sapphic Seduction
Released: December 9, 2023

Destiny Mira is relaxing in her room when her stepmom, Misty Stone, enters. Misty cheerfully greets her and lets her know that Misty's book club meeting is about to start. Misty then encourages Destiny to join them, wanting to spend some quality time with her stepdaughter. After some protesting, Destiny begrudgingly agrees and follows after Misty.

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Tease POV - Penny Barber

Oct 23

Clips, HD, Big Tits, MILF, POV

Oct 23

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Penny Barber - Married MILF Blowjob
Released: October 20, 2021

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Hardcore Gang Bang - Penny Barber

Jan 7

Clips, Anal, Big Tits, Threesome

Jan 7

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Penny Barber - Horny Maid Distracts Stock Traders, Gets Them To Invest In Her Holes!!
Released: January 7, 2015

It's coffee time for this group of powerful and influential stock speculators and Penny wants to serve them right - with a little cream and sugar. But that's not all she wants to serve them! These fellas may have met to go over their investment portfolios but soon Penny has made a better offer - investment into all her greedy holes. She's ravaged just like she wants with power hungry cock-sucking, double penetration, and double-vag! The deal ends with her left covered in cum and a briefcase worth of bills!!

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Bellesa House - Penny Barber

Feb 24

Clips, HD, Big Tits

Feb 24

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Penny Barber - Episode 169: Penny & Ryan
Released: February 22, 2024

Bellesa House is the place where we let porn performers tell us who they want to have sex with and why. Just real, raw, unscripted good sex.

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Mommy's Boy - Freya Parker & Penny Barber

Mar 20

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Mar 20

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Freya Parker & Penny Barber - Stepmom's Silver Tongue
Released: March 20, 2024

A teen, Tyler Cruise, has recently begun dating a girl, Freya Parker, and Freya has mentioned that she likes dirty talk. But Tyler is TERRIBLE at dirty talk, and goes to his stepmom, Penny Barber, for tips. That's when Penny hatches a WILD plan: Tyler will secretly wear an earpiece next time he and Freya have a date. Penny will hide nearby, watching and feeding Tyler dirty talk lines through the earpiece. With her help, Tyler will be able to give Freya all the juicy dirty talk she could ever want...

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Ultimate Surrender - Dragonlily, Isis Love, Penny Barber, Syd Blakovich, Serena Blair & Bella Wilde

Mar 6

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

Mar 6

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Dragonlily, Isis Love, Penny Barber, Syd Blakovich, Serena Blair & Bella Wilde - Match 1, Round 2 Nightmare vs Dragon
Released: March 5, 2013

Bella and Serena start out on the mats to wrestle for this round and Bella quickly utilizes a tag. Syd bullies Serena and keeps her on the black tag side. Every time Serena reaches for a tag she is ripped away in violent fashion only to be brutally finger fucked while she whimpers desperately to her tag partner who is so close yet so far away. Bella and Syd use a new "dead star fish" technique that makes it difficult for serena and penny to get into a good position while they tag. Winners of each tag match get to fuck the losers but at the end of the season it doesn't matter if you won your tag match. After all the points are added up, If you lose in the end you're getting fucked in the end. Team mates will be hating each other if they get fucked because their teammates screw dont work hard enough in their matches. If you slack you get the plastic dildo nut sac!

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Ultimate Surrender - Darling, Penny Barber, Holly Heart, Jayogen, Daisy Ducati & Lisa Tiffian

Aug 26

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Aug 26

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Darling, Penny Barber, Holly Heart, Jayogen, Daisy Ducati & Lisa Tiffian - Darling takes on Penny in a 2 on 2 tag match for the last time
Released: August 25, 2015

this is the last 2 on 2 tag match for this season. The Finale will be stream Live on September 4th, No audience. Team Tarrasque has been making some ground in the last few matches. They have picked up some momentum and they are closing the gap. Will they have what it takes to even the score going into the finale? Losing Team captain if fucked hard in front of the audience. Losers trib fuck in a biggest loser battle. Everyone gets fucked one way or another.

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Breed Me - Liz Jordan & Penny Barber

May 20

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May 20

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Liz Jordan & Penny Barber - Adoptive Parent Breeds Her
Released: May 18, 2023

Liz and Milf Penny visit the sperm clinic with one goal in mind..to get Liz inseminated with warm man goo. The duo meets with the handsome Doc and proceeds with a very unconventional procedure. They both get so horny they take turns on the docs big cock and she gets a massive creampie under medical supervision

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Device Bondage - Penny Barber

Apr 20

Clips, HD, Bondage, MILF 1 mode_comment

Apr 20

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Penny Barber - Bratty MILF gets tortured and made to cum!!
Released: April 18, 2014

Penny is a super hot MILF that is as bratty as they come. She is first taken the edge of her darkest place by mummifying her. This type of deprivation is hard fro her, but she agreed to do it, and it's clear that she likes being pushed to the edge. Next she chained into place in a back bend and her entire body caned. The pain becomes almost unbearable, yet she pushed through to prove she won't be beaten that easily. We finish the day by mounting her atop a sybian, and watch as this bratty bitch has more orgasms ripped from her wiling cunt than she can handle.

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Ultimate Surrender - Penny Barber, Lea Lexis, Yasmine Loven & Vivi Marie

Nov 26

Clips, Fetish, Lesbian, Threesome

Nov 26

Naughty Blog Cover

Penny Barber, Lea Lexis, Yasmine Loven & Vivi Marie - Pre-Season Tag Match up with all our Brats
Released: November 26, 2014

The Season 12 official tag season has yet to start and team captains have yet to be named. For now we give you this exhibition match up. Penny Barber is paired up with new cummer, Vivi Marie. They take on season 11 seasoned vets, Yasmine Loven and Lea Lexis. Penny Barber single handily carries this match but is it enough to get the win?

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