Apr 3
Apr 3
Penny Barber - Naughty MILF Penny Risks It All For Two Thick BBCs
Released: April 3, 2024
Penny is happy to have an affair, but she isn't willing to risk getting caught for a chance at some dick. For a chance at two dicks, on the other hand...
Mar 30
Lexi Luna, Penny Barber & Natalie Brooks - Sugar Step-Mamas
Released: March 30, 2024
Penny Barber has invited her old friend, Lexi Luna, over to her house to catch up. It's been ages since they've seen each other, so they have LOTS to talk about. After making themselves comfortable in the living room, they start dishing out all the hot gossip that they've amassed over the last few years. It turns out that they've both gone through messy divorces, which isn't that bad since they both ended up with lovely stepdaughters, whom they love dearly. The hottest piece of gossip yet, however, is that they're both currently in relationships with sugar babies!
Mar 23
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.
Mar 5
Penny Barber & Eva Nyx - MILF Deals With a Couch Humper
Released: March 5, 2023
Dark-haired Penny Barber has invited Van Wylde for a much-needed booty call, but her house guest, Eva Nyx, is proving to be a problem! Blonde Eva is uncontrollably horny and loves to hump the living room furniture. Dominant Penny tells Eva to behave but before she knows it, mischievous Eva is spying on Penny and Van having sex on the couch! Eva crawls on top of the couch and sneakily humps to her heart's delight. When Eva is caught, Penny drags her in for a cum-filled threesome and Van gets the ride of his life!
Sep 19
Sep 19
Penny Barber - Penny Barber wants the married AC repair man to check her temperature
Released: September 19, 2023
Penny Barber's AC is on the fritz, so she has Will the AC repair man stop by to fix it. She's also hoping he could take care of her wet MILF pussy. Even though Will confesses he's married and is flattered at her advances, she leaves him with the temptation to join her in the bedroom. She steps away into her bedroom and slips into some lingerie. As she moans while masturbating alone, Will can't help but peek his head in... just to have a look. It's way too hot for him to handle so he lends her a hand and his big cock instead of sitting on the sideline watching.
Sep 11
Penny Barber - Case No. 6615377 - Holy Mother of Pearl
Released: September 11, 2021
When an unassuming milf, Penny Barber, is brought in as a potential shoplifter, loss prevention officer Tommy Gunn looks her over for stolen goods. All seems fine until the cavity search—that’s when Mr. Gunn finds what’s been stolen. There is only one way for Penny to get out of this fiasco.
Nov 10
Penny Barber & Kendra Spade - MILF Agent Botches Undercover Anal & Sacrifices Step-Daughter
Released: November 9, 2018
Bubbly and big-titted Penny Barber is determined to move up at her FBI job as an undercover agent. She has been working on one particular arms dealer Rob Piper, and is moving in for her last operation when Rob turns the tables on her. Claiming she is 5k short and that he is willing to cancel the deal, Rob gets Penny onto her knees and offering Rob anything he wants in exchange for the guns. Rob has been watching her round ass for months and knows exactly what he wants: Agent Barber with her jiggly red ass poised in the air for a hard flogging...
Jun 8
Ariel X & Penny Barber - Bondage Wrestling Exhibition Match with Ariel X and Penny Barber
Released: June 7, 2017
To Penny Barber's surprise, Ariel X decided to turn this match into a play bondage game. We all knew Penny Barber wouldn't stand a chance against Ariel X so we needed to make things a little more interesting. Ariel doesn't use old boring rope to tie up her victim, Ariel uses Penny's arm and ankle bands to restrain her victim. She even gets Penny Barber into a legit Hogtie which makes Penny cry mercy. This is a no holds barred match for real! Anything goes and when we say that we mean, any thing goes into Penny Barber's Va-giant vagina. Ariel Plugs Penny's pussy with the hitachi head then makes her worship her muscles. Lift and Carry at the end of the video demonstrates how Ariel X is the GREATEST OF ALL TIME!
Oct 28
Penny Barber & Chloe Surreal - Sitting On A Secret
Released: October 28, 2023
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.
Aug 11
Penny Barber - Sexy MILF Penny Barber takes real good care of a swollen cock
Released: August 11, 2023
Penny Barber is on a little vacation like usual. The only thing different is this time her son'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.
Oct 31
Penny Barber & Armani Black - Suite After-Party
Released: October 31, 2022
Armani and Penny put on their sexiest dresses to attract attention tonight, but when Penny gets more than she counted on, Armani's not sure she can lend a helping hand. Or maybe she's just afraid neither of them will be able to walk tomorrow...
Feb 11
Feb 11
Penny Barber - Waking Dream
Released: February 11, 2023
Penny's emotions were deeply stirred by an intense dream she had last night. She's a married woman... but we do things in dreams we would never do IRL, right?
Jul 6
Mona Wales & Penny Barber - Close Match. One wrestler almost makes a cum from behind victory
Released: July 5, 2017
Penny Barber is Ultimate Surrender's favorite big tittied MILF who loves to get fisted. Mona Wales is Ultimate Surrender's Favorite leggy blond bombshell who loves to be fucked hard and humiliated. This match is exciting back and forth action with grapevines, giftwraps, sweeps, reversals and hard core competitive action at all times it's hard to know who will be the winner by the end of the match. One thing is for certain, no matter what the outcome, Penny Barber is going to get fisted. Mona wales weighs all of 114lbs while Penny Barber is 145. There are no weight divisions in the Big 10 tournament. It's just raw talent put on display in 100% real competitive erotic wrestling. Will the long bendy legs of Mona Wales be able to sweep Penny Barber and gain control, or will Penny Barber use her infamous giftwrap hold to disable her opponent and have her way with her? The action is back and forth. Both girls finger each other relentlessly. One girl gets the other to cum on the mats against her will with a coveted Orgasm on the Mat maneuver!. The winner gets to do what ever she wants to the loser. Winner face fucks the loser, throw her into doggy and fucks her pussy while she shoves a thumb up the losers ass. Loser is face sat until the Winner CUM!
Apr 7
Savannah Fox, London River & Penny Barber - 2 Butt sluts get Fisted & Fucked
Released: April 6, 2018
The gorgeous Savannah Fox takes out her two foxy MILF butt sluts to play! Dark haired Penny Barber is so glad to be out of her cage, and super blonde London River is eager to get fucked. First Savannah must make sure each ass is tender. She spanks her toys' asses and takes a deep whiff. She uses Penny's mouth to warm up London's asshole and when Penny gets mouthy, she shoves her head right in between London's cheeks...
May 28
Haley Reed, Sabina Rouge & Penny Barber - Wingwoman
Released: May 28, 2022
Two teens, Sabina Rouge and her friend Haley Reed, are hanging out. Penny Barber, Sabina's stepmother, pops in and Haley instantly gets a crush on her, although Sabina doesn't seem to notice. Although Haley subtly tries flirting with Penny, Penny mostly ignores her... and instead seems to be paying attention to Sabina!
Feb 6
Penny Barber & Jasmine Sherni - Swinger Set
Released: February 6, 2024
Swinger couple Mick & Penny are looking for new property. Being a freaky pair – the property is less important than the real estate agent – as Jasmine finds out when she takes these swingers on as clients. Jasmine tries to remain professional but can’t help herself and decides to get some threesome action with the hot married couple!
