Jan 31
Penny Barber - Tumble
Released: December 1, 2022
A silent seduction plays out in plain sight in a 1950's laundromat.
Dec 7
Penny Barber & Jayogen - Two Strong Welter Weight Babes Battle for the chance to fuck the champ
Released: December 6, 2013
This match was shot LIVE on Noveber 15th as is already getting a lot of buzz. Jayogen has been rocking season 11. In her first singles match ever she took on Bella Rossi in an extremely close bout. Today she sees Penny Barber as just another stepping stone on her way to taking on the Champ for the Belt. Penny Barber doesn't consider herself to be one of the "better" wrestlers. She falls short in round 1 but her tenacity and shit talk skills give her an advantage going forward after the first round. This is one of the most dominant Cum From Behind victories ever seen on the US mats.
Aug 28
Penny Barber - In her AJX Debut... 38yo Super-Star MILF Penny Barber Seduces her Son's Friend!
Released: August 27, 2022
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 him hard. When he lies down, she pulls his hard cock out and starts licking, sucking and stroking with her big MILF tits hanging out, and she can't resist him any longer as they both strip naked and she climbs on top to fuck him reverse cowgirl style, then doggystyle, and missionary, when he pulls out and shoots a big load all over her stomach and tits
Sep 6
Penny Barber & Syd Blakovich - Summer Vegeance Match up. Syd Vs Penny Barber
Released: September 6, 2013
All season long these two have had an ongoing love hate relationship. Penny has been relentless on trying to push Syd's buttons during the tag matches. Pennys big mouth is gonna need some back up today. There are no team mates to blame if she loses today. It's one on one. The match you've all been waiting for. Will Penny's size help her today. Will all the trash talking get into Syd's head and make her fight with emotions rather than skill? Lots of fingering on the mats in this match. Two orgasms and some submissions. This match is all over the place. The winner Fists the loser and makes her cum. Anal fucking causes yet ANOTHER orgasm. This is sexual dominance at it's finest!
Got Mylf - Penny Barber
Apr 23
Apr 23
Penny Barber - Summoning The Maid
Released: April 23, 2021
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 catches him in the act though, so he quickly explains what he’s doing and points out that she could make so much more money this way, rather than cleaning houses, Penny finally agrees
Hog Tied - Penny Barber
Feb 22
Feb 22
Penny Barber - Busty MILF's hot little mouth gets her in trouble
Released: February 20, 2014
Penny Barber is well known for two items: Her gigantic beautiful tits and her big mouth The secret is that Penny does like to submit, but first one has to beat her beyond words. Luckily she comes to Hogtied asking for some marks and to see if she has a limit for orgasms. I was happy to oblige. The first scene find our classic beauty hanging by her jugs, toes barely touching the floor, with a couple pounds on metal hanging off her pink labia. Add a vibrator and some flogging and now we have a babbling Barber. She still managed to sneak in some smart ass remarks, but a flogging on her sore nipples helped with her compliance. In the second scene I bound Penny in a tight kneeling position, tits out and tightly bound for maximum sensitivity. Another ten screaming orgasms in and she found she was no longer committed to finding her orgasm limit, but she was convinced to recommit after a strict caning all over her tight body. This lady can take it! And I am more than happy to give it. The last scene I put a worn out Penny on her back, legs in a spread frogtie, and took her round ass for a ride with two big rubber dicks. She resisted until the very bitter end, but on her umpteenth orgasm she was willing to admit, "I'm a double penetration anal slut MILF!" Finally we agree on something!
Jun 1
Penny Barber, Bella Rossi, Lisa Tiffian & Kajira Bound - Poor Kajira gets destroyed by Penny Barber and Lisa Tiffian
Released: June 1, 2016
It's Lisa's turn to do some bullying in a tag match. Penny and Lisa torment Kajira, trapping her on the mat too far away from her team mate to be able to tag out for help. Bella Rossi does a great job trying to make up points. Bella single handedly takes on the bullies Penny and Lisa to try to take team annihilator to victory. Loser are tied up and fucked hard. Used panties are jammed into their mouths to shut them up. They are blind folded and made to suck cock and take humiliation. Hang gags and brutal fisting
May 10
Penny Barber, Aiden Starr & Veruca James - From Carpenters to Lesbians, Aiden Starr makes a lot of things
Released: May 10, 2016
Penny Barber and Veruca James are hard at work in the shop making a dick on a stick. When Aiden Starr walks in on the girls slacking off, she decides to over dose these fuck ups with fuck ups. Aiden spanks the girls and makes Veruca reluctantly be a lesbian with Penny. While Penny is all for getting to dyke out with Veruca, Veruca is less enthusiastic but Aiden makes her do it anyway. Lots of sloppy ass to mouth. The girls try their asses with the slink, the speculum, fisting and strap ons. Aiden lets the lesbo carpenters use the dick on a stick they made but only if they take it in the ass.
Jul 27
Penny Barber - Amazing MILF with Booming body, gets her first hardcore bondage threeway! Lactating Nipples
Released: July 26, 2013
We are happy to bring hot local talent to the pages of Sexually Broken. Today we have Penny Barber, a smoking hot MILF with an incredible booming body and lactating nipples. The first thing we find out about Penny is that she is a bratty little brat. That mouth of hers writes checks her throat can't cash. After spending just 1 minute with her, you want to grudge fuck her into next week. We get her tied up quickly and since this is "The Meet and Greet" we do all the bondage on screen. No other bondage company in the world brings you more on screen tying then Sexually Broken. SInce we can't stand her talking anymore, we waste no time jamming hard cock down her throat repeatably and brutally. Penny looks good on her knees struggling to get air as we face fuck our hot Mom into subspace. With a huge ring gag in her HUGE mouth it is easy to fuck the back of her throat, and with her hands trapped behind her back with hard steel metal handcuffs there is nothing she can do but take the Cock. We destroy Penny with our skull-fucking methods, she is dazed when we bend her backwards over a table and continue her training as a cock sucking whore. We bind her knees to the table and lock a vibrator on her sensitive clit. Now Penny has to manage two things, cumming and sucking and she fails at both. We bring in some HUGE black cock and now it's on. Penny gets fucked from both ends as we make her nipples squirt milk all over her huge tits. Back and forth the boys move never giving Penny a break, she is completely overloaded with cock, orgasms! Over and over she cums from the fucking. In the end our bratty little brat is dazed, deep in subspace, cum drunk and Sexually Broken...
Mar 14
Penny Barber - Pretty In Pink
Released: March 13, 2024
Marcelo (sissy name Marcy), in his pink satin dress, is locked to the floor with his legs spread and his balls tied taught to a post, leaving him fully exposed for Mistress Penny Barber to do as she wishes. She starts with some cock and ball torment but that only gets Marcelo harder. So, to teach his disobedient cock a lesson, Penny decides that sounding is the right medicine. Next, Marcelo is on his back, legs tied wide open so Penny can use the paddle he made especially for this meeting. Penny doesn’t limit herself to just paddling his ass, she gets in some good foot torment and caning for good measure and then stuffs her fist up Marcelo’s welcoming asshole. After some thorough exploring of Marcelo’s guts with her fist Penny moves on to a big black dildo to finish her happy little sub. Finally, Marcelo is lying face down in a neck-down body-bag where his naked Mistress paddles his ass before she eats it, then flips him over to give him the reward he’s eared by being such a good sissy all day.
Mar 3
Penny Barber & Holly Day - We Spank In This Household
Released: March 3, 2024
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.
Edge Queens - Penny Barber
Oct 23
Oct 23
Penny Barber - Cock Worship POV
Released: October 21, 2021
Penny Barber is a beautiful woman. She looks a hundred times hotter with a dick in her hand though. Her dick of choice is yours. he latches on to your cock in this hot POV edging handjob scene. Penny goes wild making your blow your warm white seed with her fleshlight toy.
Dec 30
Melody Marks & Penny Barber - Family Boxing Day
Released: December 29, 2023
Melody Marks did not expect to spend this Christmas alone with her stepbrother. Their stepparents went on a trip, and now they have to entertain themselves. Maybe gifts set by the fireplace will somehow fix this awkward evening? And Melody couldn't imagine that her stepbrother's present is trendy lace lingerie. Only someone special could choose such a gift. Melody looked at stepbro with new eyes. Such attention is what attracts her in men.
May 13
Penny Barber & Mercy West - Discipline for Mommy's Little Anal Slut
Released: May 13, 2022
Disclaimer: Fictional story with actors who are consenting adults
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, flogged, and controlled by Xander’s thick cock, she leaves Xander with a few tools to persuade Mercy with: handcuffs, wax, and a dress for her little princess to where to tea...
MILFY - Penny Barber
Jun 26
Jun 26
Penny Barber - Cock Hungry Realtor Can't Resist Hard Dick
Released: May 24, 2023
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.
Sep 18
Penny Barber - Penny Gets Stood Up, Gives Her Step-Son Incentive to Stay for Dinner
Released: September 17, 2022
30-something brunette MILF Penny Barber got stood up by her husband for a planned home-cooked meal, only to turn and find her step-son getting ready to walk out as well. Feeling lonely and neglected, she implores him to stay and enjoy a home-cooked meal with her. When he seems uninterested, she brings on the charm and the incentives, rubbing his chest and crotch, and licking his chest and nipples before dropping to her knees and pulling out his hard cock to stroke and lick, taking care to lick and suck his balls as well.