BlackedRaw – Penny Barber And Armani Black – Suite After-Party
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…
PureTaboo – Penny Barber – Rock Bottom
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 […]
LoneMilf – Penny Barber – Thirsty MILF Squirter
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 […]
BadMilfs – Penny Barber And Aria Carson – Stepmom Knows Best
Aria Carson confides in her stepmom Penny Barber that her 1 year anniversary with her boyfriend Jay Romero is coming up, but she’s not sure if they’ll end up fighting or finally fucking. Penny tells Aria to bring Jay to the bedroom and she’ll take care of the rest. Later, Jay is sitting on Aria’s […]
MylfSelects – Armani Black, Carmela Clutch, Penny Barber And Lauren Phillips – Our February MYLFs
What’s up, TeamSkeet fans? Who doesn’t enjoy watching a hot, horny MILF ride a big dick and orgasm? Well, prepare to be amazed. As February comes to an end, as usual, we’ve thrown together some of our favorite MYLF moments of the month, with spectacular scenes including Penny Barber, Aila Donovan, Lauren Phillips, Carmela Clutch, […]
Deeper – Penny Barber – Tumble
A silent seduction plays out in plain sight in a 1950’s laundromat.
OopsFamily – Penny Barber – Stepmom’s Bedtime Story
All fairytales start the same but don’t always end alike. So the milf Penny Barber did not expect that reading bedtime stories to her stepson would end far from a dream. She could not help but notice how her stepson was fidgeting in bed, obviously dissatisfied with something. When she finished reading, Penny asked what […]
GotMylf – Penny Barber – Summoning The Maid
Stirling Cooper summons a new maid from the cleaning service to come clean his house, when maid Penny Barber knocks on the door, he wasn’t expecting her to be so attractive. Stirling decides to follow her around and secretly get some footage of her cleaning around the house that he could then sell online. Penny […]
AllHerLuv – Ariel X, Jade Baker And Penny Barber – Life After Divorce Parts 1-2
Just a few months ago my world was turned upside down when my dad left my stepmom, Ariel. I heard them fighting, daddy was furious and embarrassed that Ariel cheated on him with his own secretary. Ariel cried, apologized, and fell to her knees. I saw a different side to my father that day, and […]
MylfSelects – Victoria June, Ivy Lebelle, Dee Williams And Penny Barber – Big Booty Mylfs
Enjoy this compilation of the hottest mylfs with the biggest bootys getting fucked into orgasmic oblivion. Featuring Dee Williams, Ivy Lebelle, Penny Barber, Victoria June and more!
Mommy is the most important thing in any girl’s life. A mother gives a girl life, so in return she can give a mother the most precious thing. But this is only in theory. What if Mommy wants to ride on a girl’s boyfriend’s hard cock? What if she wants to take away her daughter’s […]
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 […]
PervTherapy – Penny Barber And Syren De Mer – Freudian Slip
Recently, Anthony Peirce has been fantasizing more and more about his stepmom, Syren de Mer. Wanting to get to the bottom of things, Syren suggests she and Anthony see Penny Barber, a therapist. Penny explains that rather than avoid it, Syren and Anthony should embrace the growing sexual tension.
MylfSelects – Penny Barber, Dee Williams, Crystal Rush And Lauren Phillips – Ultimate Butt Sluts
MYLF fans! Are you ready for another Selects update? Great, because we’re focusing on the Anal Mom series this time. These mature babes love taking it up the butt and showing off just how talented they are. You will see faces you love, such as Crystal Rush, Dee Williams, Lauren Phillips, and Penny Barber. You […]
IHaveAWife – Penny Barber 32057: Penny Barber Wants The Married AC Repair Man To Check Her Temperature
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 […]
FullOfJOI – Penny Barber – This MILF Requires Semen
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 […]
PervTherapy – Sophia Burns And Penny Barber – Alex Says
Perv Therapist Penny Barber is back, and this time she’ll be helping stepsiblings, Alex Jett and Sophia Burns. Alex has confidence issues, but Sohpia seems to be blooming and is happy to boss Alex around, making him pleasure all her sexual desires on a whim. Penny suggests the duo try role reversal to increase Alex’s […]
MommysGirl – Aften Opal, Penny Barber And Summer Col – Your Stepsister’s In Charge
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 […]
Penny Barber, a veteran pageant queen, has been coaching Alexis Tae for a pageant of her own over the last few weeks. The pageant is tomorrow, so they’re doing a dress rehearsal today, with Alexis trying on a stunning green dress for the first time. Penny can hardly believe her eyes- Alexis looks riveting, and […]
DeepLush – Penny Barber – Intimate Exchange
After 4 or 5 years Penny and I are reacquainted in a fun and intimate scene together. I lick and finger her pussy to get her nice and wet before we fuck in a bunch of positions on the bed. She gives me a sensual blowjob and licks my asshole. The video ends with us […]
MomSwap – Penny Barber And Ashley Wolf – Holier Than Thou
After Tyler Cruise and Joshua Lewis are caught watching pornography at their highly religious school, their stepmoms, Ashley Wolf and Penny Barber, decide to teach them a hard lesson. Using creative techniques, Ashley and Penny want to ensure the two delinquent boys don’t commit the same sin. Though the lesson turns out to be a […]
MylfSelects – Aaliyah Love, Lauren Phillips, Dee Williams And Penny Barber – Hottest Horny Stepmoms
Jerk off to this compilation of the hottest horny stepmoms such as Aaliyah Love, Dee Williams, Lauren Phillips, Penny Barber and many more!
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 […]
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. […]
MylfSelects – Natasha Nice, Tia Cyrus, Rachael Cavalli And Penny Barber – Teach a Thing or Two
Who doesn’t love a good lesson now and then? Whip out a notepad and a #2 pencil because you’re going to want to write this down—in this compilation, we’ve gathered the finest stepmom teaching moments around.
PervTherapy – Jamie Michelle And Penny Barber – Just My Type
Jamie Michelle and Billy Boston visit perv therapist Penny Barber after Billy has been experiencing jealousy issues. As it would turn out, Billy seems to have a thing for his stepmom. Penny suggests they lean hard into the fantasy and experiment a little. The results are better than Jamie and Billy could have hoped for, […]
AuntJudysXXX – Penny Barber – Penny Barber Enlists Her Stepson For Computer Help, Gets A Creampie As Well
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 […]
MommysGirl – Jane Wilde, Maya Woulfe, Penny Barber And Maddy May – Our Way Of Saying Thanks
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, […]
SweetheartVideo – Romi Rain And Penny Barber – Lesbian Adventures Strap-On Specialists 15 S02: Back On The Scene
Gloria (Romi Rain) is recently divorced and she’s just started dating again. On her first date with Frances (Penny Barber) they only kissed but she’s ready to bring things to the next level. Frances shows Gloria her toys and driven by curiosity, Gloria asks to try on the strap-on.
PureTaboo – Penny Barber – Swapping Sexualities
SCENE OPENS to the doorbell ringing, and Gail (Penny Barber) and her husband Steve (Draven Navarro) eagerly approaching the front door. Before they open the door, they share a quick conspiratorial look. Gail then opens the door, revealing that the person on the other side is Eric (Tony Sting), who is holding a suitcase. They […]
Blacked – Penny Barber – Waking Dream
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?
Therapist Penny Barber is meeting with her patient, Kenzie Taylor, and does a Rorschach test as part of the session. But each time Penny shows Kenzie an ink blot, Kenzie mentions seeing women in them. Everything from two women sitting at a cafe to two women kissing! Kenzie doesn’t understand why Penny is showing her […]
Mylfwood – Penny Barber – Nurse Ratched
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 […]
MylfSelects – Victoria June, Penny Barber, Quinn Waters And Caitlin Bell – Cougars Be Hunting
Enjoy this compilation of some of the wildest cougars like Caitlin Bell, Penny Barber, Quinn Waters, Victoria June and more riding some young eager cocks!
Every realtor has tricks up her sleeve for selling a hot property. Penny knows appearances are everything, and personally believes it’s good luck to consummate a listing.
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…
PervTherapy – Penelope Kay And Penny Barber – The Jealous Stepsister
In this update of PervTherapy, Penny Barber meets Penelope Kay and Anthony Pierce. Penelope and Anthony are in therapy after Penelope shows signs of aggression when Anthony talks to other girls. Penny has a sneaking suspicion that Penelope might be jealous and suggests taking an unconventional therapeutic route. Although the session starts a bit heated, […]
TeamSkeetSelects – Alura Jensen, Crystal Rush, Becky Bandini And Penny Barber – The Best of Bad Milfs
Everyone loves a milf, so for this Team Skeets Selects update, we’ve put together some of our favorite Bad Milf moments. You won’t want to miss out on this ultra star-studded compilation, filled with the hottest mature women and their young counterparts getting fucked hard.
MilfAF – Penny Barber – MILF Penny Barber Got Impaled – Mylf POV
“Oh fuck!” That’s all milf Penny Barber can say as you pump your prick in her tight pussy. This gorgeous MILF badly wants and needs your jizz and she’s willing to do whatever it takes to coax it out of you. What it takes is thorough pumping of Penny’s pussy.
MommysBoy – Penny Barber – We MUST Be More Careful!
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 […]
Who can forget the infamous locker room scene from Porky’s? Looking through that little peephole and seeing all those beautiful girls in their birthday suits – there’s nothing like it! Well, when busty MILF Penny Barber takes on the role of the moaning gym teacher Miss Honeywell, things get extra naughty after class. She catches […]
AnalMom – Penny Barber – Punished By My Stepmom
Nathan Bronson is a little bit of a delinquent and is at all times getting on the nerves of his stepmom, Penny Barber. At some point, Nathan tries to swipe cash from his stepmom’s room whereas she’s away at work. However when she comes houses unexpectedly, Nathan hides. A lot to Nathan’s shock, Penny begins […]
Penny Barber catches her stepdaughter, Naudi Nala, getting naughty with her English teacher, Marcus London. At first, she is absolutely livid, but Penny wants some “English lessons” herself after seeing Marcus’s talents. Soon after, Penny makes a proposition with Marcus, and if he wants to buy Penny’s silence, he’ll get Naudi into a good school […]
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 […]
Security officer Rusty Nails brings suspected thief Serena Santos into the backroom for questioning when his partner Officer Penny Barber decides to join in the interrogation. Serena swears she has nowhere to hide any merchandise so Officer Penny proceeds to submit her to a strip search in which they find an expensive watch hiding in […]
MylfSelects – Penny Barber Selects
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 […]
PureTaboo – Haley Reed And Penny Barber – 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 […]
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. Lydia and Anthony begin […]
Clips4Sale – PrimalsMentalDomination – Penny Barber – Training His Lazy Bitch Coworker
The office is on minimum staff for another few months until it’s declared everyone can go back to work. Michael was selected to be one of the only two people to keep working in the office since he is the most productive and trustworthy employee in the company. However his coworker Penny was also picked […]
ShoplyfterMylf – Penny Barber – Holy Mother Of Pearl
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.
Milfty – Penny Barber – Out Of Touch
When Penny Barber discovers that her stepson Joshua Lewis is using tiktok to watch porn, she realizes her methods of getting into the sexy mood are a bit out of touch so she decides to try and get into tiktok. Joshua catches Penny in the middle of making a tiktok and offers to help her […]
MissaX – Penny Barber – Let Them Talk II Part 3
Stepmom Penny (Barber) caught her son Benny (Juan Loco) in bed with his girlfriend Vicky (Slimthick Vic) -who she hadn’t yet met, and is shocked and hurt that he would have a lover at the end of Part 2. Three months have passed, and Penny laments that her stepson left her for another woman, i.e., […]
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.
FamilySinners – Penny Barber – Peeping Tom
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.
TeasePOV – Penny Barber – Married Milf Blowjob
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.
MommysBoy – Penny Barber – M-O-M Spells… Sex!
Penny Barber is helping her stepson, Spikey Dee, practice for a spelling bee he will be competing in shortly. Penny checks the index cards with words provided by the school, and is surprised to see that the first word Spikey has to spell is ‘vulva’. Spikey doesn’t know what that word means, so she explains […]
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 […]
Milfty – Penny Barber – Don’t Leave Me
MILF Penny Barber is helping out her step son AJ to get ready to go back to school. After being homeschooled for so long, Penny doesn’t want AJ to leave her alone, so she does everything in her power to convince AJ to stay with her.
TeamSkeetSelects – Gianna Dior, Penny Barber, Tristan Summers And Ashley Wolf – Best Sluts Of 2021
Enjoy this steamy compilation of the naughtiest babes of 2021 featuring gorgeous sluts such as Ashley Wolf, Gianna Dior, Penny Barber, Tristan Summers and more as they get down and dirty in the most sensual ways.
AuntJudysXXX – Penny Barber – In her AJX Debut… 38yo Super-Star MILF Penny Barber Seduces Her Son’s Friend!
Penny drops in to check on her friend, who isn’t home, but her son is – which is exactly what Penny wanted. As she sits on the couch, she stammers through trying to confess her attraction to him and staring at his loose-fitting basketball shorts, then moving in close while rubbing his crotch and getting […]
Transfixed – Penny Barber And Valeria Atreides – Sugar Mentor
Penny Barber is visited by Valeria Atreides, who works with her at an LGBTQ+ community center. Valeria says that she wanted to thank Penny for all the work she’s done to help people within the community, especially queer people like themselves — and even MORE for trans people like Valeria. Penny is touched as she […]
ManyVids – Penny Barber – Mommy’s Your GF For Christmas
What would you like for Christmas this year, sweetie? A girlfriend!? Well those can be difficult to wrap, so don’t get your hopes up. I finish my umteenth cup of special eggnog, and go back to laying out holiday decorations. Later, you come into my bedroom after I call you. Mommy’s wearing nothing but a […]
FamiliesTied – Penny Barber And Ivy Lebelle – Cock Crazed Step-Mommy Just Wants Anal For Christmas
Penny Barber is bustling around the house preparing a cookie plate for her thick dicked step-son to get home for Christmas. Her husband is safely scheduled to return a day late, leaving her lots of time to get all her slutty holes filled and get her round ass punished for all her misdeeds this year […]