Sam stayed up all night playing video games at his college buddy, Jay’s house but Sam had been warned not to come around any more by Jay’s step-sister and roommate, Penny. When Penny finds Sam snoring on her living room floor with morning wood hilariously tenting up his little undies she decides he must need an even more humiliating reminder to stay away. First, she sits above his face and gives him a nice hard smack between the legs to get Sam’s morning started by having his cries of pain muffled by her ass in just a thong! Once she has his attention Penny straddles the terrified Sam while she explains that he has screwed up big time by showing his face here again. The only place she will tolerate his face his under her butt and that is right where she puts it!
After he is pinned by her ass Penny easily snatches his boxers and takes turns punishing and then teasing his little morning boner right to the edge until she has him almost eager to cum as he is to escape her clutches. She then gives Sam a choice between an orgasm with an extremely consequence or blue balls with just a mildly humiliating one. Either way she makes sure this his last sleepover at her house… unless she needs a butt boy for a seat cushion again.
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A Mother’s Day celebration with the Step Mothers of ‘Families Tied’ we like to fuck!

Derrick Pierce has no idea that his future mother-in-law, Cherie DeVille is part owner of Ella Nova’s ass. He tries to reassure his blushing bride-to-be that she has nothing to worry about, they will all get along fine, as long as Cherie can respect him as the man of the house. What follows is a melee of sex, bondage, and competition for dominance.
Mommy’s Girl

Charlotte Sartre is a moody little bitch with a bad attitude. Step-mom London River and new husband Derrick Pierce put her in her place.
Ungrateful Goth Teen Fucked Into Line By Step-Parents

Carolina Sweets is a hot little teen that wants to be good, but her horny pussy gets her in trouble every time. Her uptight aunt, Cherie DeVille catches her masturbating and punishes her with some good old fashioned spanking. When Seth Gamble arrives, he takes full advantage of both of their weaknesses, fucking and humiliating them both!
Psycho Anal Step-Mommy

Mark Davis, the sadistic butler, seduces a sexy 18 year old Holly Hendrix and her slutty step-mother, Cherie Deville in a dark game of sexual blackmail and servitude with rough anal, punishment, bondage, and fisting.
Black Mailed: Step-Mother & Daughter Sexually Punished

Slutty step-mother, Penny Barber just wants anal for the holidays. Her step son, Xander brings home girlfriend, Ivy LeBelle so they can both get their hands on her. Xander fucks them both with his huge cock til they all have screaming orgasms.
Cock Crazed Step-Mommy Just Wants Anal
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Discipline for Mommy’s Little Anal Slut

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. All lines of dominance eventually meet in confrontation when Mercy starts acting up again, resulting in Xander and Penny teaming up to get that pretty little punk covered in cane marks and her boyfriends huge dick in her tiny virgin ass. With the newly minted little angel lapping at Mommy’s cunt full of her boyfriend’s dick, Mercy learns what it’s like to really earn some cum.
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Penny Barber and Isis Love

First timer Penney has that cute and innocent girl next door look who really just wants to be a slut. She is slapped around by Isis which gets her pussy wet and is teased with the magic wand, giving her shameful orgasm after orgasm. Punished for cumming is a pleasure for Isis as well as worshiping her feet, pussy and ass hole. Isis takes her new fuck slave in the ass with a strap-on while bound and clamped. Penney’s new experience left her hoping for more to come in the future and I think you will too.
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The popular book, Fifty Shades Of Grey, has spurred questions about the fetish world – specifically about the roles both the dominant and submissive play in the relationship. Madison Young, a woman that strives to bring understanding to this relationship for those that cannot fully understand has made her version of Fifty Shades of Grey – the lesbian version. Ms. Grey, a wealthy publishing mogul, has finally met her match in Dylan Ryan, a young college student. After a sexy and defiant Dylan challenges Ms Grey to a bet, Dylan forgoes her freedom and submerges herself into a life of total submission, testing her boundaries, proving her servitude through sexual gratification, masked orgies, soaked in female ejaculate, vibrated and fucked to orgasmic heights coupled with fellow sexual servants Bianca Stone and Berretta James. Dylan is whipped to climactic moments of pain and pleasure and collared while cradled in an intimate embrace of tenderness after a scary and beautiful journey into the depths of her darkest desires.
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Best Creampies given and taken in the prize round on Evolved Fights

Today we bring you a compilation of all of the greatest creampie endings we have seen on Evolved Fights. Here at Evolved Fights, The winner gets to do whatever he or she wants to do to the loser. One of the most humbling things a winner can to as a female winner is to drain your opponent of their seed
whether they want it or not. For a Man, planting his seed inside his prize is the Ultimate victory. We have over an hour of footage of vaginal cream pies and one anal creampie ending for your enjoyment.
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Please welcome Carissa Montgomery the MILF Mistress who comes to take on everyone’s favorite “Mother” Penny Barber. Penny is Laughing at this new MILF calling her out. There can only be one MILF winner today and both these MILFS seem to think they are going to win. Carissa has wrestled before, it’s not like she’s a brand new rookie. Penny Has been wrestling since she was 19 and has taken on and learned from elite sex fighters like Mistress Kara, Dee Williams, Cheyenne Jewel and Professor Ariel X. Carissa is able to reverse some of Penny’s moves and somehow avoids Penny’s signature gift wrap. Carissa also has some amazing pussy licking skills which could put the orgasmic Penny Barber into some trouble. This match is exciting MILF sexual tension for three full rounds with fingering so hard and fast it looks like an orgasm is going to end round 3 just a little early but can these MILFs make it happen? The winner gets to put on her strap on and face fuck the loser. The winner verbally humiliates the losers with obnoxious trash talk. The winner fucks the loser’s pussy then gets into a lesbian scissor fucking position and trib fucks the loser until the Winner gets her power orgasm. The loser is left laying on the ground with he perfect huge tits out.
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Leya Falcon is doing her first try at wrestling for Evolved Fights Lesbian Edition. She is taking on everyone’s favorite MILF, Penny Barber. Penny Barber is the best Wrestler mommy for a new girl to start with because she’s sexy, slutty and talks more shit than any other wrestler on our roster. If you can last a match with the torment that Penny dishes out, you can last a match with anyone. Leya puts up a good fights but let’s face it, Penny destroys her in the wrestling rounds. The way our rules are set up, if someone orgasms in the 3rd round, they lose. So Leya is planning on taking it easy the first two rounds and then pouncing on Penny in round 3 and making her cum. If you have followed Penny’s wrestling career, she has a weakness for ladies and she does have a tendency of cumming on the mats. Round 3 is anyone game even though rounds 1 and 2 where total domination by Penny Barber using her gift wrap , face sitting and leg scissors. The Winner gets to use the REAL COCK to fuck the loser. The loser must give the winner a foot job and then give up the ass. The loser is fucked so hard her asshole gapes wide open and we get a good look of what losers are made of.
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This video is SFW, no nudity, no sex, COVID-19 has closed production down for months but we are finding ways to bring you mixed wrestling content from our custom order vault. Today, Will Tile has come to the wrong gym at the wrong time. Will waltzes into the evolved fights gym while Jolene Hexxx and Penny Barber are getting ready for a work out. He challenges each girl to a tag match 2 girls v 1 guy. When he can’t beat the girls 2 vs 1 he tries taking them on 1 on 1, first in tight pants then while the girls are wearing booty shorts. Will does pretty good on the 1 vs 1 with the females but once we put both these girls on the mat at the same time with him, he’s rendered useless. He is face sat pinned, submitted over and over and verbally teased by the women who are beating his ass.
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Penny Barber is back and badder than ever. She’s our resident MILF orgasm inflictor with big tits a curvy ass and an attitude as sexy as her ass is. Today she is taking on a blond MILF, London River. It’s Blond vs Brunette today. Penny Barber is able to dominate with her signature “gift wrap” move however, everyone knows that Penny is very orgasmic and cums easily on the mats. London is determined to get her victory by making Penny cum on the mats in round 3. This match displays great dominance in the wrestling and also in the prize round. There is amazing fingering, face sitting and trash talk. In round 4 the Winner face fucks the loser and then bends her over for pussy fucking and ass fucking. The winner fingers the losers ass then sits on over her and squirts on the loser, leaving her in a pile of filth.
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Everyone’s favorite Mother is back on the mats. A real authentic MILF with supple breasts and a mouth that would make a sailor blush, Penny Barber is here today to squash a little man. Sam Solo is pretty pissed off after his last loss. He works extensively with Penny Barber and vows to beat her and put her in her place for all the embarrassment she has put him through. Sam has been watching Penny’s moves and taking notes. He knows she has a history of having orgasms on the Mats so he’s hoping this will happen in round 3 so he can get is Instant victory. Penny Barber doesn’t mess around in this match. Take a look at their arm wrestling match once it uploads. You see Penny resort to cheating by spitting into Sam’s eyes to distract him from arm wrestling! She wants to win at all costs and as the adage goes ” If you’re not cheating, you’re not trying”. Penny shows no honor in this match. She pounces on Sam and gets him to tap over and over again in the first round. In the penalty she makes him take her fingers in his ass even though he appears to be reluctant to them….but in they go, grinding away at his pure little ass. Sam is smart and has a good strategy? will it work? Will Sam get…
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Feminist Assassin Enslaves Colby Jansen

Colby Jansen committed a financial crime that robbed money from a feminist organization. He’s at home, bragging to his buddy on the phone about it when Penny Barber appears in his kitchen, looking for justice. Penny tells Colby that she is going to get everything she needs to get her organization’s money back, and he’s going to give it to her. Her methods are a mix of seduction, ball squeezing and keeping Colby on the edge of orgasm until he breaks and tells her how much he stole, where his safe is with all the evidence, and the combination. While she’s working on him he begs her to stop squeezing his balls. She sucks and strokes his cock along the way also making him beg to cum. “If you tell me what I want, I’ll fuck you…”,”I’ve done this before, you’ll break eventually…” She sucks the cum out of his cock then crushes his balls in hand putting him out. Colby Jansen comes to in his living room laying over a weight bench. Penny Barber is standing over him with a pink strap-on cock on. “I told you I’d fuck you if you gave me what I wanted…” Colby begs her not to fuck his ass. She smiles and makes a deal with him. “I could get the police involved, have you arrested, and put in prison where you’ll get your ass fucked every day by sweaty inmates, or…,You can just take my cock right now. I’ll take you back to our feminist compound where we keep bad boys like you to be used forever for whatever we desire…” Colby has no choice. He doesn’t want to go to prison. Before he can decide she slides her cock inside him. At first it hurts, but he soon starts to enjoy it. “Come on Colby! What’s it going to be? Get fucked by me and my feminist friends or get fucked by Bubba in prison?” He eventually breaks and agrees to leave his life and come with her to be a sex slave. Weeks have passed. Colby is laying naked in the feminist compound awaiting his next task. Penny struts into the room. She wants to use his mouth and dick to make her cum a few times. She rides his face in her pantyhose and miniskirt, then rips her pantyhose open and places her wet pussy on his tongue. Penny has a few big orgasms, then tells him she needs his cock. “You can’t cum Colby. If you do, I’m having you assigned back the strap-on line up. I’ve got a line of dominant women eager to use their new gigantic strap-on cocks on you. You don’t want that, but I’d actually enjoy watching…” Penny orders Colby to fuck her hard. He tries as hard as he can not to cum while fucking her hard from behind. Every time he has to stop fucking her to keep from cumming she yells at him to keep going. Eventually he can’t take it anymore and explodes a load of cum all over her torn pantyhose covered thighs. “Looks like you’re about to get your ass fucked…” Penny smiles and leaves him to await his next task.
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“Mommy” MILF Penny Barber takes on BBC

Penny Barber is everyone’s favorite Taboo Fetish MILF. She’s a tall Brunette with big lactating tits and strong legs that can crush any creature who dare to step into her trap. Mickey Mod is a studly Ebony man with BBC that will make you submit to it just by looking at it. Mickey has some training in Hapkido and is confident that his abilities on the Mat will dominate over Penny Barber who seems to be a one-trick pony. Penny likes to pull guard which in Evolved rules, is not great since it does put her shoulders on the mat for a pin which gives favor in the Judge’s eyes to her opponent who is able to Pin her. However, Penny pulls guard and uses her giftwrap move to hold her opponent, sweep him and generall have her way with him. Mickey has really good stregth and he’s really great at being a pervert so he is able to get some great moves on Penny. He has a good strategy for the match. When Penny gets “penalties” on him, he eats her pussy good in order to get her close to orgasm. He knows that if he can get her to cum in the 3rd round, he will get an instant victory and be able to dominate her. After 3 hard fought rounds, the winner is announce to take their prize. The winner spanks the loser, and rubs their feet all over them. The winner fucks the loser good and hard until Penny is cuming over and over then Mickey finally cums and shoots his hot load deep into mommy’s pussy with an incredible creampie ending.
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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.
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