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Penny Barber

Penny Barber is a 41-year-old actress from United States | See her IAFD Profile, Babepedia page or follow her on Twitter(X)


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Family Strokes - Penny Barber

Family Strokes - Penny Barber

Penny Barber - Sneaky Cheating Penny Wants Round 2: She Already Had Cum On Her Tits
Released: July 3, 2026

I decided to crash my stepaunt’s cabin and was shocked to see she was already there with… my dad?! Holy shit! My stepaunt is fucking my dad. How long has Dad been cheating on Mom? With her sister, no less. Man, this is fucked. But also, kind of hot in a weird way. Aunt Penny is super fucking hot - gorgeous face, perfect smile, an incredible set of tits. She’s a perfect ten. So, I saw her get her tits covered in a load before she noticed me. She confronted me on the couch in the living room, and we made a deal. I want in on this. She’s got to do the same thing with me, or else I reveal their secret. She, of course, gave in and got to work on my cock. For having just been fucked, she was still super cock hungry. Rode me like I couldn’t believe. I always heard mylfs fucked better than younger women, but god damn - you really have to experience it for yourself.

Mom Swap - Skylar Snow & Penny Barber

Mom Swap - Skylar Snow & Penny Barber

Skylar Snow & Penny Barber - Penny & Skylar’s Gold Star System: Sexual Rewards Swap
Released: June 18, 2026

I’ve come up with the perfect system for keeping my stepson in line - he behaves and earns gold stars, and when he’s earned enough, he gets sexual rewards from Mommy. This system works so well that other stepmoms are starting to adopt it! So, what happens when we run a gold star system side by side? Skylar and I were so impressed with our stepsons that we decided to give them a special sexual reward. We were gonna fuck side by side and give them a full-blown Mom Swap experience.

Pure Taboo - Penny Barber & Coco Lovelock

Pure Taboo - Penny Barber & Coco Lovelock

Penny Barber & Coco Lovelock - The Wet Truth
Released: June 16, 2026

When a young man (Tyler Cruise) brings his girlfriend (Coco Lovelock) home to meet his stepmother (Penny Barber), the evening spirals from awkward embarrassment into a shocking discovery. Caught between loyalty, politeness, and unsettling secrets, the girlfriend finds herself trapped in a family dynamic more disturbing than she ever imagined.

Oops Family - Penny Barber

Oops Family - Penny Barber

Penny Barber - Welcome To Stepmom Airlines
Released: May 22, 2026

Penny Barber had always been a cock-hungry stewardess who loved getting fucked mid-flight, and the thought of finally riding her own stepson’s dick made her pussy throb with anticipation. When he admitted how terrified he was of flying, she saw the perfect opportunity to turn his fear into something much more pleasurable. She disappeared into her room and came back wearing her tight stewardess uniform – the short navy skirt barely covering her round ass and the blouse stretched tight over her heavy tits.

Penny Barber - Pornstar Collection

Penny Barber - Pornstar Collection

Penny Barber Mega Collection
313 Videos | 400 GB

Penny Barber (aka Penny/Penney Play, born May 24, 1985) is an San Francisco-based American porn star and bondage model. Barber has filmed for Twisted Factory, Kink and also produces her own films. Barber's productions feature elements of femdom, sissification and ageplay. She has also written and published a book on the subject of age play and diaper fetishism titled The Age Play and Diaper Fetish Handbook.

Spank Bang - Menopausal Step Mommy

Spank Bang - Menopausal Step Mommy

Romi Rain, Cory Chase, Penny Barber, Syren Demer, Sophia Locke, Shay Sights & Rachael Cavalli - Menopausal Step Mommy
Released: March 19, 2026

When Debbie (Cory Chase), a frazzled suburban housewife on the verge of menopause, decides to throw a Botox party to lift the spirits of her equally tired MILF friends, she has no idea what kind of transformation awaits. Enter Veronique (Romi Rain), a mysterious and sultry consultant who introduces Debbie to a revolutionary supplement that promises relief from the hot flashes and hormonal chaos that plague her.
What Debbie never expected, however, was for Veronique’s product to instantly consume her with a new kind of heat… something wild, sensual, and nearly uncontrollable. What starts as a mild hormonal flare-up quickly turns into a full-blown sexual revival, with her lazy stepson, Jordan (Max Fills), just happening to be in the wrong place at the VERY right time...

Missa X - Penny Barber

Missa X - Penny Barber

Penny Barber - Like Father Like Son
Released: July 15, 2025

One morning, he decides to test her, ordering stepmom to fetch him a glass of water, then complaining that it's warm, so he orders her to bring ice. When Penny balks, his curt response is: "You want to live here, right?". Worse yet, he flaunts his assumed power, walking around the house naked in front of her, humiliating Penny.

She finally erupts: "I know that your parents neglected you. When I married your father, I did my best to make sure that you had all the love I felt you didn't have. I made this a home, and you don't have to humiliate me! Your father abandoned me too -my life is in shambles, I have nothing, all right? You are a spoiled brat!". She stalks out of the living room, leaving James to ponder what's next.

Divine Bitches - Penny Barber

Divine Bitches - Penny Barber

Penny Barber - The New Boy
Released: May 6, 2026

Penny takes charge as she breaks in Femdom newcomer Vander. Bound sitting on a bed, Vander gets his face and body cropped before Penny uses a paddle and the Zapper for some CBT. Then strap-on wearing Penny uses the crop and flogger to warm him up before fucking Vander’s ass with her giant rubber cock until she makes herself squirt. Later on, Penny teases spread eagle Vander’s cock with the vibrator before using it and his bicep to make herself cum as she squirts on him once more for good measure.

Divine Bitches - Penny Barber

Divine Bitches - Penny Barber

Penny Barber - Earning His Freedom
Released: April 22, 2026

Corrupt lawyer Penny can get Peter out of jail, but only if he’ll do something for her. She starts by stripping and flogging her cuffed client before stroking and sucking his cock. Penny mounts Peter and uses a metal butt-plug to fuck her ass until she squirts all over him. Then Peter is bent over the table so Penny can eat his ass before fucking it with her strap-on. She flogs him and uses her watch as a cockring before fisting his ass. Finally the collared and cuffed Peter gets his cock sucked, then fucks sexy solicitor Penny hard and fast to a glorious cream-pie finish.

Missa X - Penny Barber

Missa X - Penny Barber

Penny Barber - A Taboo Hunger
Released: February 15, 2026

MYLF Singles - River Lynn & Penny Barber

MYLF Singles - River Lynn & Penny Barber

River Lynn & Penny Barber - Penny Barber vs River Lynn, Part 2: A Double Anal Dream Come True… (“Mom vs GF” Special)
Released: February 14, 2026

Penny Barber vs River Lynn, a “Mom vs Girlfriend” special event (part 2 of 2:) River isn’t going to back down so easily. If Penny thinks she’ll just get her way, uncontested, she’s wrong. They both want Tyler, but can they both have him? Penny is willing to make a deal - if River can prove she’s worthy, they can share Tyler. The test? A double-headed dildo… Penny wants to see River’s anal skills. River is sluttier than Penny thought, and passes the test. Now, they’ll truly go head to head and see whose asshole Tyler prefers. In the end, it’s a win-win-win outcome. How lucky is Tyler that he gets to experience these goddesses and their tight holes? This is a new dynamic he could get used to…

Family Strokes - Penny Barber

Family Strokes - Penny Barber

River Lynn & Penny Barber - Penny Barber vs River Lynn, Part 1: Your Girlfriend Is Only Allowed To Watch (“Mom vs GF” Special)
Released: February 13, 2026

Penny Barber vs River Lynn, a “Mom vs Girlfriend” special event (part 1 of 2:) What happens when a mother isn’t ready to give up her favorite and most important man? Anything his girlfriend can do, she can do better. She’ll just need to remind him that he only needs one woman in his life. Penny is the perfect overprotective, jealous, protective mother. Nobody can have her stepson’s cock except her, and she’ll make sure River knows it. In fact, she’ll show her - River can watch while Penny gets fucked by Tyler. This dick belongs to her, not some new girl. But, things can change, and if River proves herself worthy, maybe she can get in on the fun… (Continued in Part 2).

Submissive X - New 2025 Updates

Submissive X - New 2025 Updates

Ariel X & Savannah Fox - Sexy Lesbian Nuru Massage
Ariel X - Ariel Lifts and Carry Handsome Man
Ariel X & Mia Little - Anal Physical Therapy
... and MANY more!

Aunt Judy's XXX - Penny Barber

Aunt Judy's XXX - Penny Barber

Penny Barber - College Dean Penny Barber Takes Her Student's Need Seriously
Released: February 24, 2026

College Dean Penny Barber is interrupted mid-phonecall by a student who's come to complain about his professor being particularly tough on him and accusing him of doing things like using AI for his papers. He won't let it go, and is hoping Penny will step in and take a look, tell off the professor, anything in her power. While she's not swayed by his arguments, she can't ignore that bulge in his pants and offers a little quid pro quo as she gets up and walks around to meet him head-on... well, on her knees, taking his cock out for a nice, sensual blowjob. After stripping naked for him, he's ready to go and he takes a seat in a nearby chair so she can get on top to ride him cowgirl, doggystyle, and more, until he fills her up with a nice big creampie load.

Love Her Feet - Penny Barber

Love Her Feet - Penny Barber

Penny Barber - A Delightful Time
Released: April 21, 2026

In a dark room that screams tranquility and silence, where anyone could hear a pin drop, anything can happen. The right blend of mystery, industrial, and comfort is the perfect place for someone as enigmatic as Penny Barber to be nestled in the brown couch. The beauty is in no rush, and is taking her sweet time putting on black stockings and a pair of high heels with gold accents that contrast with her white top. Finishing the brunette’s look is a simple but lavish anklet to further accentuate her slim ankles. Smiling, Penny is in no doubt that the man she has just invited, Mickey Mod, will admire her outfit. Mickeyn Mod arrives and is just captivated by how she looks absolutely gorgeous despite not doing anything at al...

Double Pies - Penny Barber

Double Pies - Penny Barber

Penny Barber - Stepmoms Creampie Apron
Released: February 20, 2026

Axel Haze and his friend Rion King are watching TV when Axel's stepmom Penny Barber comes in. She claims that they're better than this when she sees what a mess they've made. She lets them know that they've earned a little reward.

MILFY - Penny Barber & Rissa May

MILFY - Penny Barber & Rissa May

Penny Barber & Rissa May - Seductive MILF Penny Shares A Cock With Rissa
Released: February 4, 2026

A fashion photographer knows how to bring out the sex appeal in her young subjects.

Mommy's Girl - Penny Barber & Nina Nova

Mommy's Girl - Penny Barber & Nina Nova

Penny Barber & Nina Nova - A Bit Of A Stretch
Released: April 18, 2026

Nina Nova tries on a new leotard for gymnastics, and her stepmom, Penny Barber, is unexpectedly aroused by how great it looks on her. Nina innocently asks for Penny's help with stretching to make sure the leotard doesn't rip or bunch and, after brief hesitation, Penny agrees. But as Nina stretches with Penny's help, Penny becomes more and more horny. Nina eventually notices and becomes cheeky, making the stretches even sexier until Penny finally caves and they have lustful sex!

Whipped Ass - Penny Barber & Scarlette Moon

Whipped Ass - Penny Barber & Scarlette Moon

Penny Barber & Scarlette Moon - Deep Inside The Splash Zone
Released: March 4, 2026

Newcomer, Scarlette is on her knees, ready to please Penny. Penny pulls Scarlet’s perky tits out and slaps them around. She makes Scarlette get on all-fours and spanks her cute little ass. Next she makes her little pussy squirt and Scarlette laps it up. Penny finger-bangs Scarlette’s pussy, puts a ball-gag in her mouth, and then punishes her with the zapper for having tits too perfect. After that, Penny puts clothespins on Scarlette’s pussy, covers her body with lube and hot candle wax, and then makes Scarlette cum with her big strap-on cock. In the final scene, Scarlette is in a frog-tie with her wrists tied to her ankles. Penny rubs Scarlette’s hard little clit and then shoves her fingers inside Scarlette’s greedy little pussy. Scarlette wants to cum again but Penny doesnt let her and uses the vibrator on herself, and then makes Scarlette lick her pussy.

Hot And Mean - Haley Spades & Penny Barber

Hot And Mean - Haley Spades & Penny Barber

Haley Spades & Penny Barber - Slutty Cheerleader Caught Mid-Plot
Released: February 17, 2026

College cheerleader Haley Spades has a problem: she's gonna get kicked off the squad if she fails the class taught by stern teacher Penny Barber. Haley thinks it's wise to sneak into Penny's office one evening to steal some test answers, but Penny catches her red-handed. Haley could be in real trouble here... but she knows Penny has a thing for cheerleaders and she's not opposed to using sex to calm down her pissed off professor!

Mommy's Girl - Hazel Moore, Penny Barber & Alona Bloom

Mommy's Girl - Hazel Moore, Penny Barber & Alona Bloom

Hazel Moore, Penny Barber & Alona Bloom - Tickle Tension
Released: February 7, 2026

Mandy (Hazel Moore) is texting in her bedroom when her nosy stepsister, Dawn (Alona Bloom), comes in and starts probing about who she's texting. When Mandy lets slip that she's chatting with a crush, Dawn becomes even more nosy, trying to get the sweet deets from Mandy. When Mandy doesn't give in, however, Dawn playfully tickles her in an attempt to get the truth from her. That's when their stepmom, Cynthia (Penny Barber), hears their laughter and innocently joins in on the fun, which leads to them all tickling each other. But the group tickling leads to unexpected feelings of arousal between all of them. After briefly acknowledging their newfound feelings, they decide to explore the feelings even further with a steamy, sensual threesome.