Captain Warren (Penny Barber) is on the warpath after the jailbreak, and Officers Bishop (Nicole Kitt) and Jones (Alex Jones) are the first targets for her wrath, but when a…

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…

Penny Barber is frustrated since her stepson, Ricky Spanish, has been fighting with everyone in the newly blended family lately. When she confronts him about it, Ricky eventually admits that…

Penny Barber is a pissed off ex-wife who needs a little relief from battling her husband and his lawyers all day. A message will do the trick! Vince Karter’s strong…

Mom Needs it Black 3 TrueX Jovan Jordan, Lawson Jones and Will Tile fill tight MILF pussy with their monster cocks!

One Last Kiss MissaX Jane (Wilde) is looking for some help to get into her dream school so she turns to an old friend, Tommy (Pistol). He initially turns her…

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…

Mom Drips 4 MYLF The clock is ticking and these hot and horny mylfs are hungry for cum! It’s time to step up and give them what they crave. No…

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…

Pampering Our Sitter Pure Taboo 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…

How’s It Feel When I Hold It? Devil’s Film There’s a fine line when you have a hand in raising another woman’s son, and some stepmoms can’t help but cross…

Penny Barber knows it’s wrong, but she wants her stepson Max Fills. She dresses in lingerie that shows off her e-cup tits and then comes up with an excuse to…

Rock Bottom Pure Taboo 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…

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…

Emily (Laney Grey) nervously enters the office of a youth shelter worker, Donna (Penny Barber). It’s soon revealed that Emily is pregnant but unsure if she will keep it, given…

What would happen if four families each contributed one member to create a new family? In this episode of Family Swap, Sera Ryder is looking hot for her Valentine’s Day…

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…

Coming Of Age MILFY MILFY.com invites you to witness its COMING OF AGE. This series introduces you to sexually experienced women who help men grow into themselves. Featured cover girl…

Lust Triangles Devil’s Film These sex starved MILFs are in for a big treat when they find out the young cocks they crave are right under their noses. When things…

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…

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…

50 Shades Of Dylan Ryan Filly Films Award Winning Feminist Pornographer, Madison Young, brings you 50 Shades Of Dylan Ryan. Wealthy entertainer and book publishing mogul, Ms Grey, has met…

Troublemakers Pure Taboo Emily (Laney Grey) nervously enters the office of a youth shelter worker, Donna (Penny Barber). It’s soon revealed that Emily is pregnant but unsure if she will…

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…

[UpClose] Penny Barber (Up Close with Penny Barber)

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….

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…

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…

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…

[Shoplyftermylf] Penny Barber, Naudi Nala (Case No. 6615387 – The “Naudi” Thief)

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…

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

Deep Analysis Team Skeet Every family has a secret, but none run quite as deep as the Von Skeets. A prestigious family of psychologists, the Von Skeets are known for…

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…

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…

What’s up, MYLF lovers? Here’s one classic you’ll never forget from our amazing collection. In this scene, Haley Spades is visiting her step-aunt Penny and her step-cousin Billy, so Penny…

Crashing The Slumber Party Girlsway Synopsis:Natasha Nice and her stepdaughter, Hazel Moore, are with Vanessa Sky, a therapist they have recently been going to. As they settle in, it’s clear…

Penny Barber starts doing her yoga routine, making sure she hits all the poses to keep her body good and stretched. After she’s done with the basics, yoga instructor Sterling…

Draven Navarro discovers the secret desires of his therapist, the gorgeous Melanie Brooks. The amazing Natalie Mars takes her best friend Jenna Foxx on a secret vacation which brings them…

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…