MylfLabs – Tristan Summers And Penny Barber – Perv Therapy
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 […]
MomSwap – Penny Barber And Aaliyah Love – A Transformative Session: A Deep Analysis Extended Cut
After a little talk Aaliyah decides to follow her friend Penny’s advice and try out therapy for her and her stepsons Joshua and Tyler. Penny happens to be a therapist who has all the credentials to be able to take care of this case. Turns out the way to get deep into the boys’ issues […]
Jack Vegas and his stepdaughter Haley Spades go to see therapist Dr. Penny Barber to explore the reason why Haley has a crush on Jack. Dr. Barber encourages them to do a little exercise where they’re allowed to touch each other and explore those feelings further, but Jack feels guilty about it at first. Once […]
Milfty – Penny Barber – Championship Prize
Stepson Jay Romano has been holding off sex for the entire season so he could focus 100% on the game, so when he comes home after winning the championship, he’s pleasantly surprised to find his hot stepmom Penny Barber ready to give him the very special prize that he deserves.
PervDoctor – Penny Barber And Charly Summer – Do It For The Test
When olympic gymnast Charly Summer goes to do a drug test with Dr. Tommy Gunn, the results are brought in by Nurse Penny Barber who tells Charly they came back positive for several illegal substances. Charly begs her to re-do the test, she cannot get caught cheating. Nurse Barber makes her a devious offer, in […]
TeamSkeetLabs – Penny Barber And Reese Robbins – Concept: Tales Of Taboo 2
What’s up, Team Skeet fans? For this Labs update, we’re bringing back a successful experiment, Tales of Taboo. In this episode, orphaned step-siblings Reese and Tyler are 18 and ready to be on their own. But before they can go out on their own, they’ll have to stay with Penny, who is very strict and […]
MissaX – Penny Barber – Recovered
Lisa (Penny Barber) gets out of bed gingerly, holding her hip and limping out of the room in pain. Doing the dishes at her kitchen sink she is greeted by her stepson Carl (Nathan Bronson), who asks: “Are you okay?”. “Everything’s fine”, she responds. “How’s your leg?”, he asks. “What leg?”, she jokes. “Mom, there’s […]
MomSwap – Penny Barber And Rachael Cavalli – The Queens Of Cream
Penny Barber and Rachael Cavalli are on a sales mission, but getting to their goal seems like an impossible feat. That is until Penny comes up with the ingenious idea to involve Joshua Lewis and Tyler Cruise in the sales process. Using a special ingredient that only Joshua and Tyler can provide, Penny and Rachael […]
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 […]
ShoplyfterMylf – Penny Barber – The Magic Milf
Penny is a wicked woman with a talent for sleight of hand. She has no issues swindling her customers with her theatrics, but one day, her actions come back to bite her in the butt. Officer Mike interrogates Penny and learns of her thievery – now it’s up to him to bring the milf to […]
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., […]
MILFY – Penny Barber – Tasty MILF Is Hungry For Young Studs Cock
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.
TeamSkeetSelects – Muscle Mommies
What’s up, TeamSkeet fans? It’s time to jump into another Selects update! For this go around, we’re celebrating all the wonderful muscle mommies. There is something particularly exciting about muscle mommies. They have a strong, commanding presence and love taking cock. Watching these fit babes work both their submissive and dominant sides all at once […]
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 […]
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 […]
MylfSelects – Lolly Dames, Penny Barber, Kenzie Taylor And Krissy Lynn – Sloppy Head Compilation
Who doesn’t love a good blow job? Much less when it’s coming from the hottest milfs imaginable! We’ve put together a badass compilation featuring stars like Kenzie Taylornding, Krissy Lynn, Lolly Dames, and Penny Barber, all going down on the luckiest dudes in the world. Enjoy this mashup of some of our favorite “sloppy toppy” […]
TeamSkeetVIP – Deep Analysis: A Swap Movie (2022)
The Von Skeets are a cunning family and use their prosperity and charm to allure everyone around them. Jack and Penny are the heads of the household and work as psychologists known for their unconventional methods. They have a ravenous appetite for sex and love everything kinky and taboo. Then there is Theodora and Tyler, […]
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 […]
MilfBody – Penny Barber – Better Late Than Never
Will is late to his workout with the steaming hot Penny. She’s mad, but not so mad that she isn’t happy to see him. The two get to work, and Penny wants Will to see how all of her work in the gym has paid off. She’s horny for him, and she isn’t shy about […]
MylfSelects – Best Of Threesomes Compilation
One hot MILF is plenty, but two is a dream come true. These babes love sharing a thick cock with their sexy friends whenever they get the chance. Beautiful Becky Bandini, Ella Knox, Lauren Phillips, Penny Barber, and more MYLF hotties enjoy sultry group sex in our Best of Threesomes Compilation. The more MILFs the […]
PervTherapy – Kenzie Reeves And Penny Barber – Stepbrother On My Mind
Perv Therapist Penny Barber is back, and this time she’s helping step-siblings Kenzie Reeves and Nathan Bronson get past a recent barrier between the two. Kenzie recently walked in on her stepbrother masturbating, and since then, she can’t get the image out of her head. Penny suggests that instead of running away from the fantasy, […]
Penny Barber had one little problem: her out of control little slut step daughter Mercy West. Using her perfect MILF body and uncontrollable sex appeal to bring Mercy’s punk boyfriend on board for disciplining Mercy, she get’s a little more than she bargained for. After having her juicy round ass spanked a deep red, clamped, […]
FamilyStrokes – Aaliyah Love, Penny Barber, Coco Lovelock And Theodora Day – Masquerade: A Deep Analysis Extended Cut
After intense rounds of swap therapy, everything has led up to this – the Von Skeet masquerade! Penny, Jack, Tyler, and Theodora invite Aaliyah, Calvin, Coco, and Josh to their mansion for an orgasmic party. It doesn’t take long for things to get wild, and soon everyone is fucking everyone. Stepbrothers and stepsisters cum together […]
Penny Barber enters the bedroom shared by her stepdaughters, Liz Jordan and Jill Kassidy (who are also stepsisters), so she can gather clothes to do laundry. To her shock, Penny finds a strap-on dildo in the room. Penny is furious and confronts the two girls, demanding to know which of them is the owner of […]
PervMom – Penny Barber – A Stepsons Wet Dream
Robby Echo wakes up from a wet dream about his stepmom Penny Barber when she walks in to get him out of bed and realizes what he was hiding under the sheets. Robby is embarrassed but Penny assures him that it’s completely natural and even offers to finish the job and get all that cum […]
MylfOfTheMonth – Penny Barber – Modern Cowgirl 2022
The stunning Penny Barber is Mylf Of The Month for January here at Mylf.com! Dressed in her best cowgirl attire she shares some of her future plans for 2022 before lucky stud Ryan Mclane joins her in bed. Penny will ride Ryan’s cock like the naughtiest cowgirl she is until she gets a delicious creamy […]
ModernDaySins – Spencer Bradley And Penny Barber – Idle Fantasies: Center Of Attention
A shy scientist, Spencer Bradley, who has never put much thought into her appearance, has to present a keynote speech at an upcoming conference, and goes to a fashion designer, Penny Barber, to have an outfit made for the event. As soon as they meet, Penny has eyes for Spencer but tries to remain professional. […]
MommysBoy – Penny Barber And Chloe Surreal – Visiting Family
Penny Barber has taken her stepson Ricky Spanish to visit family for the weekend. When they arrive, they are greeted by Penny’s stepniece Chloe Surreal, and they all exchange pleasantries. They haven’t had a chance to spend much quality time together, so Chloe is super excited to get to know her stepaunt and stepcousin better […]
ManyVids – Penny Barber – Flash Cards And Fellatio With Mom
I hope you are as excited as I am for our little vocabulary study session. I am sure you will get plenty excited once we start and it will be easy to see it in those pants you are wearing. Remember the rule is that for every word you get right Step-Mom will flash you […]
FamiliesTied – Penny Barber And Isabella Nice – Tight Bodied Teen Star And Anal Step Mommy Fuck Director’s Huge Cock
Tight bodied teen Isabella Nice is done being managed by her over bearing Step-Mother Penny Barber. Unfortunately for her, she doesn’t know Penny has been using her hot body and slut skills to buy Isabella every role she’s ever had. When the director send Isabella away for wardrobe, Penny is ready to pay him interest […]
APOVStory – Penny Barber – Mommy’s Little White Lies
Stepson (Nathan Bronson) is trying to watch the game with his stepmom (Penny Barber) but gets upset because Penny is chatting away on her phone. She is in a bind though because she has been lying to her friends about a guy she’s dating. The issue being that it is a lie; He thinks she […]
MissaX – Penny Barber – Let Them Talk II Part 1
Penny (Barber) is doing the dishes in her kitchen, ear phones on, when her husband Peter (Dick Chibbles) sneaks up behind her -home early from a convention. She rubs her ass against his hard cock, closes her eyes as she lays her head back on his chest, she coo’s “Mmm.. Benny.” The man steps back […]
Kylie Rocket is annoyed by her dad’s new girlfriend, especially the way Penny Barber keeps invading her space and leaving messes everywhere, but even she didn’t expect Penny to flash her big tits over the breakfast table! The horny MILF starts touching Kylie as she games, asking if Kylie has a BF… or GF… or […]
PervMom – Penny Barber – Post Porn MILF Bang
When bookish MILF babe Penny Barber gives her stepson a fashion show of the new threads she bought herself, it involves a lot of sultry lingerie and exposed MILF skin. She masturbates while her horny stepson jerks his cock! Later, Penny wants to dive a little deeper into the intimate fun she started the other […]
MylfSelects – Nadia White, Penny Barber And Brooklyn Chase – Two Girls One Cock Compilation
Who doesn’t love a good three-way? At Mylf, we can’t get enough of them, so for this Mylf Selects update, we’ve put together some of the best two-girls-one-cock moments. You’ll see favorites like Penny Barber, Nadia White, Brooklyn Chase, and many more in this perfect new installment.
Jessica and her stepson, Joshua, have been experiencing a lot of tension at home. In search of a solution, the pair sit down with therapist Penny, who tries to figure out what’s going on between them. After asking them to list their favorite qualities about one another, Penny concludes that the built up heat between […]
The holiday season brings out the craziness in people, and Tyler, Penny, and Macy are no exception to the rule. Expecting guests, Penny tells Macy she’ll be sharing a room with Tyler. But Macy is not so stoked on the idea as Tyler is obnoxious and is constantly jerking off. When Penny catches Tyler fucking […]