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.

Stepmom Knows Best

Aria Carson confides in her stepmom Penny Barber that her 1 year anniversary with her boyfriend Jay Romero is coming up, but she's not sure if they'll end up fighting or finally fucking. Penny tells Aria to bring Jay to the bedroom and she'll take care of the rest. Later, Jay is sitting on Aria's bed and when she blindfolds him he knows they're about to have sex, but what he wasn't expecting was Aria's hot stepmom to be involved as well!

Before Daddy Gets Home: Mommy Penny Barber Fists Brat Natalie Mars

When Natalie Mars behaves like a brat, her Mommy Domme, Penny Barber, decides it's time for a spanking! She pulls Natalie over her knees and spanks Natalie's ass red. Natalie squirms as her Mommy slides her thumb into Natalie's cute asshole.After punishing her brat, Penny brings Natalie into the shower to prepare her for their Daddy Dom's arrival. Natalie's hands are bound behind her. After her Mommy bathes her thoroughly, Natalie eats her Mommy's ass. Next, Penny pinches Natalie's nipples hard before putting on latex opera gloves and fisting her girl's hole. Natalie moans as her Mommy's fist fucks her asshole.Penny then uses an anal spreader to stretch Natalie's hole wide open. She spits and squirts into Natalie's ass. She has Natalie bound and gagged and locked in chastity right before their Daddy returns from work.

Concept: 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 them know that she'll be recording the session and starts getting them to open up to her. After Dr. Barber encourages them to do a little reenactment, pretty soon things get naughty between the stepsiblings and Dr. Barber joins in! Who knew that therapy could be so satisfying?

Concept: 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 them know that she'll be recording the session and starts getting them to open up to her. After Dr. Barber encourages them to do a little reenactment, pretty soon things get naughty between the stepsiblings and Dr. Barber joins in! Who knew that therapy could be so satisfying?

MILF Agent Botches Undercover Anal and Sacrifices Step-Daughter

Bubbly and big-titted Penny Barber is determined to move up at her FBI job as an undercover agent. She has been working on one particular arms dealer Rob Piper, and is moving in for her last operation when Rob turns the tables on her. Claiming she is 5k short and that he is willing to cancel the deal, Rob gets Penny onto her knees and offering Rob anything he wants in exchange for the guns. Rob has been watching her round ass for months and knows exactly what he wants: Agent Barber with her jiggly red ass poised in the air for a hard flogging. Once her cunt has squirted multiple times and her ass is a bright pink from a heavy handed spanking, Penny gets on her knees and begs for Rob's HUGE cock in her mouth. Slobbering and gagging, Penny does the best she can with that massive dick and makes Rob very happy indeed. He throws her into handcuffs, pushes her head down and gives her the hard fucking she craves despite her protest that she is married. Railed hard and begging for Rob to cum in her, Penny is given a pass on the missing 5k and is sent on her merry way with her last arms pick up. It's too soon to celebrate for this hot MILF agent. She immediately receives a text notifying her that Rob has been playing her all along, and now has her step-daughter held hostage in a cheap motel. Penny rushed straight into the trap. Kendra is a gorgeous teen menace, tied in brutal backbend shibari and gagged with heavy metal clamps on her perky teen tits. She drools and scream around her gag as Rob offers Penny employment as his mole in the agency. Penny protests but caves once Rob starts fucking her darling daughter, making her squirt all over the floor. Swearing fidelity to Rob directly into Kendra's soaking wet cunt, Penny is made to lick and grovel until Kendra is ungagged and releases a torrent of cusses and back-talk like we have never seen. Penny has had enough of everyone playing her and telling her she sucks at her job. She cleverly offers Rob her daughter to use, and throws the little brat's mouth around his giant dick. Kendra is overwhelmed with cock, and screams in pain as Penny cruelly rips off her tit clamps and presses a vibrator down on Kendra's tender clit. Put in even tighter rope suspension Kendra takes every inch of Rob's hard cock and hollers with disbelief as she cums uncontrollably all over the floor in a fountain of squirt. The rest of the day is spent in a mother/daughter grudge match. Penny torments Kendra's tits with a flogger, smothering her dirty mouth with pussy and ass, and making sure she is milked of every last drop of teen squirt. Kendra eggs Rob on, insisting he cane Penny and fuck her in the ass. Penny's face during anal is a priceless silent scream of shock. Used up and fucked out, Kendra is made to lick Rob's cock straight out of Penny's ass and take a huge load on her face...which she then spits in her mother's face. Take that, bitch!

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 on her daughter's big chance, getting on her knees and groveling for dick, her big nipples chained up with clips while she squirms and whines under the zapper. Tied in a tight strappado and bent over a chair, her big MILF ass is ripe for a hard caning, which she made to beg for. Smart mouthed as always, Penny is covered with red welts and ready to take a deep dicking her her ass and pussy. Unfortunately, Isabella comes back by the room and begins to understand how managed her career really in. Taking matters into her own hands, she offers her nubile little body to the director hoping to make it in the big leagues on her own. Seth puts her on the floor and shows her exactly what her is looking for in her performance. Slapped around, her labia tied to her toes in a painful squat with a vibe pressed to her pussy she starts to learn voice projection as she screams and begs for more cock in her throat, more orgasms, and to have the painful zipper torn off her body. Thrown over the bed and tied up she has her wet swollen clit cropped until she earns the fucking she was begging for. Cumming from the electrical torment and the cock in her tight pussy she really gets into her role. However, Mommy is none to happy, and decides to teach Isabelle about the finer points of acting, throwing her over her knee for a hard spanking, then humiliating Isabella and presenting her daughters reddened ass to the director for further use. Tied up in a painful partial suspension, Isabella is fucked, cattle prodded, and eventually thanking her Step-Mommy for every time she gets her little clit licked. Penny teaches Isabella how to take a cock in her ass with an up close lesson, including cleaning the cock off every time it comes out of Penny. For her biggest role ever, Isabella has her tiny tits clamps and tied and it made to take an athletic ride of the directors dick until her mother is satisfied she has learned her lesson and let's her cum and beg for a big load on her face.

Penny Barber vs Mistress Kara

Welcome to the Summer Vengeance series Tournament on Ultimate Surrender! We have 13 of this season's finest veterans and rookies in a single knockout seeded tournament. Today we have our #7 ranked wrestler, Penny Barber, put against our #1 ranked wrestler, Mistress Kara. Penny is a curvy, big-titted, big-assed, brunette MILF who is known for cumming on the mats. Her wrestling skills is honed but her compulsive lust on the mats have lost her many fights. This is why she is ranked #7. Kara "The Queen" was originally ranked #2 behind Ariel X but Ariel has had to pull out of the tournament due to injury. Dee Williams will take Ariel's place. Kara will be bumped to #1 ranking, Dee Williams will default to #2 ranking. Kara is the Queen for a reason.. She easily dominates her opponents and makes them call her Daddy. Right of the bat, Penny is able to secure a Head Scissor and it puts Kara into trouble. Penny takes the lead in the beginning of the match and this mentally effects both wrestlers. Kara tries to come back in full force but is it enough to win her this match? Kara knows she promised to give up anal if she lost on Ultimate Surrender again, so there is a lot on the line here today! These girls give it everything they've got but only one can move on. The winner drags the loser into the locker room. Loser is fisted in the pussy and fucked in the ass. She is then humiliated and made to concede her loss: she's out of the tournament and the chamption moves on to the next victim!

Penny Barber vs Johnny Starlight

Welcome to the Summer Vengeance series Tournament on Ultimate Surrender! We have 13 of this season's finest veterans and rookies in a single knockout seeded tournament. Johnny Starlight, ranked #10, is a curvy dark haired beauty who was our intermin Rookie Cup champion this season. Penny Barber, ranked #7, is everyone's favorite big mouthed MILF with a terrible gift wrap hold that gives ever girl problems. Johnny wants to squash Penny and fist her pussy. Penny wants to hand gag and humiliate the sassy little rookie. Penny Barber bullies our rookie in the first round with her signature hold, the "gift wrap" and is able to hold Johnny down. This frustrates her and get her close to orgasm. Sadly, for Penny her weakness is fingers in the pussy and once that happens, it can be game over for her. Today, that's exactly what Johnny needs to do. The winner of this match will move on in the tournament which means more money, more fame, and more fans. One girl gets trapped, fingered relentlessly and is utterly broken by the end of the match. The winner has her way with the loser. The winner hand gags, hair pulls, and puts feet in the mouth of the loser and fucks her pussy in brutal fashion.

2 Butt sluts get Fisted and Fucked

The gorgeous Savannah Fox takes out her two foxy MILF butt sluts to play! Dark haired Penny Barber is so glad to be out of her cage, and super blonde London River is eager to get fucked. First Savannah must make sure each ass is tender. She spanks her toys' asses and takes a deep whiff. She uses Penny's mouth to warm up London's asshole and when Penny gets mouthy, she shoves her head right in between London's cheeks. Then London gets to lick and smell Penny's delicious asshole. Once these two sluts are all warmed up, Savannah breaks out the toys! She starts with the fat, cold stainless steel double ended dildo. She teases Penny with it before plunging it in London's greedy asshole. For Penny's asshole, Savannah chooses a glass corn on the cob dildo. Penny squirms as the cold toy gets pushed slowly in and out of her asshole. These hungry slutholes are aching for more and Savannah knows just how to satisfy them. She has London hold Penny's legs open as she slides her fist right into Penny's ass. Penny screams as the fist slowly sinks into her ass and tries to squirm away, but is unable to escape and made to orgasm on Savannah's fist. Then Penny holds London's legs open as Savannah pushes her fist into London's slutty asshole. Once the fist is in, London can't stop cumming as Savannah fist-fucks her hole. As a reward for being so good, London gets stuffed with Penny's fat cock. London moans as her ass is fucked and Savannah is so turned on, she starts masturbating and fucking her own asshole. The more London screams, the more aroused Savannah is. She squirts all over London, covering her dirty sluts in cum.

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 with a strict belting and caning. Huge tits bouncing in her Christmas sweater she runs right into a holiday disaster: her step-son making out with his goth girlfriend he brought home for Christmas. Cookies come crashing to the floor as Penny regards her new rival Ivy LaBelle. A curvy perfect body to match Penny's with plenty of attitude, iconoclast Ivy is having none of Penny's holiday cheer, and drags her boyfriend upstairs to fuck her in tight bondage, flogging her wet cunt, and spanking her big round ass. Xander takes Ivy to task for thinking she's superior to his step-mother, but nothing prepares him for when Penny charges right up the stairs and calls him out of his bedroom in a clever bid to get some. He politely tries to stay out of trouble, but Penny get's right on his cock and tell's him she needs her punishment. Her handsy bullshit activates a sadistic flare in him, and he throws her over the couch, spanking the shit out of her, belting her ass, and giving her a strict caning. Putting her in tight belt bondage he plows her ass hard and fast, making her scream and cum like a whore in the living room. However, even that isn't enough for Penny. She waits like a cat for her prey in the living room all night, and eventually is rewarded when Ivy appears to steal some cookies from Santa's platter. She gives Ivy her Christmas present early: a big metal butt plug to prepare for her step-son's monster cock. Before she can get fucked, Ivy has to endure confessional, having hot wax dripped all over her tender flesh, flogged off, and made to hold her orgasms back while holding heavy buckets of coal. When Penny is sure this little goth slut is good enough for her step-son, she commences in training her how to take a huge dick in her tight ass, smothering her new step-daughter in her tits and cropping her swollen red cunt until she cums, shuddering and screaming in front of the Christmas Tree.

Hot Spoiled Princess and Anal Step-Mommy Earn Their Keep

Curvy Mommy Penny Barber is busy cleaning the house for long lost Uncle Ramon's arrival and scolding her hot little piece-of-ass step-daughter for being a brat. Both ladies think that uncle Ramon is simply visiting to straighten out a small mistake in the will, not knowing that his brother did actually leave him everything, including them. He immediately starts by retracting the family Porsche from spoiled little princess Moka and makes her earn back the right to even touch the car. An over the knee spanking and flogging help her get the picture Soon she has a cute little shocked expression as she gets on her knees, handcuffed, to suck dick and get fucked with tight nipple clamps, gently kissing the bumper of the car that used to be hers.After putting Moka back in line he heads right upstairs to let the secretly submissive housewife Penny Barber know that Daddy is back in charge. Throwing her over the sink, he beats her ass red with a wooden spoon and instructs her in how she can keep paying the rent with her bouncy tits, wet mouth, and hot jiggly ass. Clamps on those big luscious tits, and a sold face fucking on the kitchen floor get's Penny's pussy wet, and soon she is begging to cum against the kitchen counter with her apron above her hips. Ramon shoves his thick cock in her ass sending her over the edge into screaming orgasms that she endures further humiliation and beatings to get. Moka discovers them there, and embarrassed yells at her Step-Mommy, only to be reprimanded by both Ramon and Penny.Moka is placed in a tough standing suspension and made to suck and fuck as Penny places strip after strip on her coed ass for calling her a whore. Drooling and begging and screaming apologies Moka does her best to remain composed, but eventually has to cum and does so with her feet lifted in a full suspension. After promising to be a good girl she is let down and allowed to take her Mommy's fist and lick up her Uncle's cock fresh out of Penny's hungry ass.

MILF vs Cowgirl

Today we are getting down to the wire. We have the Cheyenne Jewel who is a beautiful, muscular Cowgirl ranked 2nd in our Big Ten tournament. She is taking on Ultimate Surrender's favorite Bratty MILF, Penny Barber. Penny Barber has a brutal Giftwrap maneuver that most girls can not seem to figure out. Cheyenne Jewel has a bull like ability to push girls over and overpower them. Both of these beautiful wrestlers have fine asses and they use their asses to hold each other down. One wrestler takes the lead after ripping and orgasm on the mat from her opponent. The winner fucks the loser with the biggest dildo our strap on can handle. Loser is humiliated with hand gags, fisting, orgasm denial, hair pulling, spanking face sitting and ass smothering. The loser is fucked so hard in the ass, her asshole is left gaping open.

Close Match. One wrestler almost makes a cum from behind victory

Penny Barber is Ultimate Surrender's favorite big tittied MILF who loves to get fisted. Mona Wales is Ultimate Surrender's Favorite leggy blond bombshell who loves to be fucked hard and humiliated. This match is exciting back and forth action with grapevines, giftwraps, sweeps, reversals and hard core competitive action at all times it's hard to know who will be the winner by the end of the match. One thing is for certain, no matter what the outcome, Penny Barber is going to get fisted. Mona wales weighs all of 114lbs while Penny Barber is 145. There are no weight divisions in the Big 10 tournament. It's just raw talent put on display in 100% real competitive erotic wrestling. Will the long bendy legs of Mona Wales be able to sweep Penny Barber and gain control, or will Penny Barber use her infamous giftwrap hold to disable her opponent and have her way with her? The action is back and forth. Both girls finger each other relentlessly. One girl gets the other to cum on the mats against her will with a coveted Orgasm on the Mat maneuver!. The winner gets to do what ever she wants to the loser. Winner face fucks the loser, throw her into doggy and fucks her pussy while she shoves a thumb up the losers ass. Loser is face sat until the Winner CUM!

Bondage Wrestling Exhibition Match with Ariel X and Penny Barber

To Penny Barber's surprise, Ariel X decided to turn this match into a play bondage game. We all knew Penny Barber wouldn't stand a chance against Ariel X so we needed to make things a little more interesting. Ariel doesn't use old boring rope to tie up her victim, Ariel uses Penny's arm and ankle bands to restrain her victim. She even gets Penny Barber into a legit Hogtie which makes Penny cry mercy. This is a no holds barred match for real! Anything goes and when we say that we mean, any thing goes into Penny Barber's Va-giant vagina. Ariel Plugs Penny's pussy with the hitachi head then makes her worship her muscles. Lift and Carry at the end of the video demonstrates how Ariel X is the GREATEST OF ALL TIME!