Penny Barber

Date
Title
Views
Likes
Comments

01:01:50

TeamSkeetLabs – Penny Barber And Reese Robbins – Concept: Tales Of Taboo 2

November 6, 2022

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 […]

50:21

MylfSelects – Swap My Stepmom

June 4, 2025

Do stepmoms love to swap? Uh, fuck yeah, they do! If you’ve been with us a while, you know swapping is always on the menu. If you’re new here, strap the fuck in because we’re constantly swapping moms. The stepmoms around here are always teaching valuable lessons, showing their stepsons how to pleasure a woman’s […]

19:39

FullOfJOI – Penny Barber – This MILF Requires Semen

January 13, 2020

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 […]

01:10:27

PervTherapy – Sophia Burns And Penny Barber – Alex Says

October 1, 2021

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 […]

20:34

BreedMe – Anna Claire Clouds And Penny Barber – Fertility Specialist Creampie

September 9, 2024

When Anna Claire Clouds decided to visit the sperm clinic she had no idea she would meet such a handsome Doctor Mancini. That man is going to breed her right here, right now, so he fucks her wet pussy in front of his beautiful assistant, Mrs Barber. Anna Claire loves the feel of his cock […]

32:05

FamilySwap – Penny Barber And Sera Ryder – Valentine Swapping

February 14, 2025

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 date. It turns out that her date is swap daddy Clarke Kent. Both Penny Barber and her swap son Ricky Spanish are unhappy with that […]

01:12:32

MylfSelects – Natasha Nice, Tia Cyrus, Rachael Cavalli And Penny Barber – Teach a Thing or Two

September 1, 2021

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.

20:50

AuntJudysXXX – Penny Barber – Penny Barber Enlists Her Stepson For Computer Help, Gets A Creampie As Well

November 15, 2022

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 […]

36:13

MILFY – Penny Barber – Domme Mommy Penny Barber Punishes Boy Toy While Hubby’s At Work

February 24, 2025

Penny’s husband can’t loosen up, so she recruits a boy toy who will let her take charge. This wife knows what she wants, and cheating is the least of what she’ll do to get it.

32:15

SweetheartVideo – Romi Rain And Penny Barber – Lesbian Adventures Strap-On Specialists 15 S02: Back On The Scene

July 5, 2020

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.

23:16

ManyVids – Penny Barber – Mommy’s Your GF For Christmas

11 months ago

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 […]

15:00

MilfAF – Penny Barber – MILF Penny Barber Got Impaled – Mylf POV

November 17, 2022

“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.

31:56

MILFY – Penny Barber – Professor Penny Barber Takes Every Inch Of Student’s BBC

February 24, 2025

An art professor gives her student a lecture at a private gallery showing, and provokes a response out of him.

42:20

Mylfwood – Tana Waters, Spencer Bradley And Penny Barber – Porky’s

July 5, 2020

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 […]

58:11

MylfSelects – Penny Barber Selects

December 7, 2021

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 […]

19:14

ManyVids – Penny Barber – Flash Cards And Fellatio With Mom

11 months ago

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 […]

34:24

FamilySinners – Penny Barber – Peeping Tom

October 11, 2020

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.

12:34

TeasePOV – Penny Barber – Married Milf Blowjob

October 23, 2021

28:15

Milfty – Penny Barber – Don’t Leave Me

June 4, 2021

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.

48:44

ModernDaySins – Penny Barber And Holly Day – We Spank In This Household

February 15, 2025

A cultural exchange student, Holly Day, has been staying with a married couple, Penny Barber and Ken Feels. However, Holly has been behaving badly: always arriving late to the dinner table, nitpicking their cooking, never helping around the house, the list goes on and on. When Penny and Ken confront Holly about this, they say […]

51:07

MylfOfTheMonth – Penny Barber – Modern Cowgirl 2022

January 14, 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 […]

01:09:27

PureTaboo – Penny Barber – Future Darkly: Virtual Immorality

7 months ago

A widow, Lilah (Penny Barber), says goodbye to her stepson Darryl (Max Fills), who is going back to college after a period of mourning. As the weeks go by, Lilah feels lonelier than ever without Darryl in the house. She becomes desperate for intimacy and connection, so her friend Justine suggests trying A.I. companionship. Lilah […]

01:19:25

FamiliesTied – Penny Barber And Isabella Nice – Tight Bodied Teen Star And Anal Step Mommy Fuck Director’s Huge Cock

September 19, 2021

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 […]

47:50

APOVStory – Penny Barber – Mommy’s Little White Lies

February 2, 2022

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 […]

48:53

MylfSelects – Nadia White, Penny Barber And Brooklyn Chase – Two Girls One Cock Compilation

November 9, 2021

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.

01:10:52

MylfLabs – Penny Barber – Concept: ASMR

January 13, 2022

By now, you’ve likely heard of “ASMR,” an internet phenomenon that involves sensory stimulation via highly focused audio. Well, people have come to love ASMR worldwide, so MYLF decided it was time to try it out ourselves. Penny Barber plays the seductive nurse in this experiment, and Mike Mancini is the fortunate patient. Through years […]

40:13

MommysBoy – Penny Barber – Coddling Her Boy

12 months ago

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 he used to get all the attention he wanted, so he’s not used to having to share attention with others. Penny is sympathetic, and offers […]

01:06:23

FuckedAndBound – Penny Barber – Bratty Bitch Beatdown

September 19, 2021

Penny is no stranger to the pages of this site, and her bratty attitude is something most of us have come to enjoy about her. Derrick, on the other hand puts this smart ass whore in her place quickly. She makes several attempts at trying to push his buttons, yet all it does is get […]