Category: MILF

Dee Williams Gets Schooled: Bit Tig Teacher Gets Stuffed Air Tight

Adult education teacher Dee Williams has had it with her students’ lewd and rude comments! She tells them to leave if they are not here to learn, but her students have something else on the mind besides schoolwork. They surround her, grab her by the th…

Blond MILF Cherie DeVille in Grueling Bondage Made to Endure Torment

Cherie DeVille is no stranger to Kink.com, or to The Pope. We all love her in every situation, but today she will submit to The Pope. The bondage will test her endurance, and then he will torment her and make her cum against her will. She begins in a b…

MILF Slut London River Anal Fucked In Rope Bondage and Impact Play!

Rough sex MILF slut London River is a hungry whore. She is the kind of woman that wants sex all the time and also needs to be put in her place. She is used to being in charge and drools at the thought of a brutal sadist beating her big round ass and ma…

Therapist Caught Scamming Her Slutty Step-Daughter’s Ass

Helena Locke is a beautiful ice queen running a self-branded feminist therapy clinic. She is very good at calming her patients, but what she does with them while they are in a
relaxed state isn’t always up to clinical standards. She has an insatiable h…

Step-Mother & Teen Slut Educated in Anal Submission

Isabella Nice is a hot teen spinner failing her homeschooling exams, but instead of studying she follows the example of her busty MILF Step-Mom Syren de Mer, who thinks she can use her juicy tits and cock hungry holes to get whatever she wants. When Isabella’s new tutor Stirling Cooper arrives, he is expecting to find a willing pupil and instead finds that neither Isabella nor her Step-Mother are interested in her education at all. When he confronts Syren about Isabella’s woeful study habits, she tries to bribe him into helping her daughter scam her way into college by getting on her knees and begging him to dominate her. Fed up with being jerked around by poorly read rich girls, Sterling roughly throat fucks and slaps Syren around the living room. Syren is loving every moment of it, gagging on his thick cock and crying out from the metal clamps on her swinging tits. Spanked and made to degrade herself by squirting on the living room floor, Syren still manages to be a mouthy brat and gets locked into painful metal bondage. Immobilized with her ass exposed, Syren’s curves are flogged by Stirling until her ass is bright red and she is screaming and begging to be fucked. When Stirling finally slides his massive cock into her dripping wet pussy Syren moans like a bitch in heat and bounces back against him, cumming on his dick with permission. Stirling pushes his cock into her whore ass and fucks both of her eager holes indiscriminately. Syren is a true anal slut, and begs to have Stirling fuck her mouth immediately after her ass so she can taste herself. Still panting from so many orgasms, she begs Sterling to try teaching her daughter again. Stirling gives it another go with Isabella’s studies, but when she responds like a spoiled lazy brat and tries to instigate sex with him, Stirling decides to teach her a lesson. Isabella gets bent over his knee and has her tight teenage ass savagely beaten with a book. He throws open her thighs and shocks her clit over and over with a zapper until he finally has her undivided attention. Isabella is put in tight bondage and has her perky tits and pussy covered in clamps. Thrown into a back bend, she is flogged and taught to ask for cock politely until she is given permission. Once Isabella has humiliated herself enough for his taste and learned her Ps and Qs, he bends
her over and takes her tight teenage pussy from behind. Not satisfied she has fully understood her sexual education class, he pulls out and slowly works his huge dick into her tight asshole. Isabella screams into her ball gag as he fucks her tight ass and enjoys watching her eyes roll back in her head from all the anal orgasms. Despite Isabella’s willingness as an anal student, Stirling still decides it’s time to get some parental backup and drags a bare naked Syren into the scene, planting her surprised face directly into Isabella’s freshly fucked holes, demanding that she clean up her mess. As she licks at her step-daughter’s naughty clit Stirling gives her a proper caning to remember and then feeds
her his cock directly out of Isabella’s ass. Stirling’s cock is not the only this these slutty women will be sharing: He hooks both of them up to a set of electrical boxes, shocking their cunts and zapping their tits while they are locked in leather cuff bondage. Only once they have both learned to sexually serve in a proper submissive fashion does he turn to sexual pleasure, fucking them both to orgasm and rewarding them for an A+ performance with a thick cum load.

Spoiled Mommy & Teen Anally Degraded and Double Penetrated

Gorgeous suburban MILF London River is displeased when her bratty step-daughter Chloe Foster is holed up in her mansion for the summer, having just lost an internship. This little blond teen troublemaker is a spoiled bitch and more importantly is going to get in the way of London’s BDSM affair with hot stud butler Seth Gamble. Seth is a sadistic sex demon and wastes no time isolating London in a spare bedroom and giving her the proper beat down this horny submissive slut craves. London has been waiting for Seth all day wearing tight metal nipple and pussy clamps, but he takes his time getting to those, choosing instead to spank her curvy ass, flog her tits, fuck her gorgeous face, and humiliate her on the floor of her own home. Thoroughly debased, London begs to have the clamps removed so she can get fucked, but nothing prepares her for the intense leather bondage Seth has planned for her. Locked in a helpless doggy position with leather belts London can only try to hold her orgasms back as Seth pounds both her holes and chokes her out with a belt around her pretty neck. London forgets herself in a moment of intense anal orgasm and alerts Chloe to
their secret sex scene. Chloe is clever and quickly gets a couple photos to blackmail London with. Once Chloe has put London in her place with threats of sending the photos to daddy, Chloe does what any bored slut would do: get that cock for herself. She slyly lets Seth know that she has both London and Seth under her thumb and demands to be fucked. Seth only has a dominant mode, and quickly flips the teen whore into a submissive throat fucking and spanking over the living room couch. London cannot contain herself when she find her lover fucking her daughter savagely in the family home and threatens to fire him regardless of the consequences. Those consequences turn out to be that Seth has had it with both of these rich bitches. He throws them on their knees and delivers a hard flogging on their asses. He then puts Chloe in tight rope bondage and swaps between fucking her ass and London’s mouth that is held open by a huge ring gag. Seth amuses himself with their humiliation until it is time to get to the matter of where the jewelry safe is.
London puts on a brave face, but when Seth throws her into a strenuous pretzel tie and begins waterboarding her, her resolve wavers a bit. Fed up, Seth takes her step-daughter’s hand and shoves it all the way into London’s ass, then slides his cock into London’s extremely tight pussy. All thought of jewelry and pride leave London completely as she submits to vicious anal fisting, double penetration, and more breath play in the grips of a sadistic bondage predicament. When Chloe finally reveals she had the jewelry safe code all along, London takes her revenge, spearing her bratty teens ass on Seth’s cock and making her ride it like a good coed slut. Urged on by electrical prods and the desire to please her Mommy, Chloe takes it like a champ and earns a hot load for London.

Politician’s Curvy Slut Step-Daughter Anally Reprimanded

Ramon Nomar is behind in the polls and looking for a win on the upcoming election, but his teen brat step-daughter Mandy isn’t making it easy for him. Caught for shoplifting and an avid social media whore, Mandy might cost him the conservative vote. Luckily his right hand advisor and MILF lover Alana Cruise promises to tame Mandy and end the nude tweeting for good. Mandy’s millennial will power makes Alana’s admonishments fall flat and she panics, resorting to handcuffs, an electro wand, and a good old fashioned over the knee spanking. Mandy’s thick round ass is mesmerizing, and Alana soon loses track of what she is doing and sticks a big metal toy in that naughty asshole instead. Mandy moans and bounces her freshly spanked booty up and down on the toy with her hands cuffed behind her back. When Ramon comes home to find them in a lesbian anal scene he loses it completely, flogging and zapping both women and bemoaning the threat to his career. If Mandy needs to be a fucking slut, she is going to do it at home out of the public eye. Ramon unzips his pants and stuffs his hard cock down her throat while she rides the metal dildo deep in her ass. Cumming with spit all over her face and her step-father’s dick in her throat, Mandy starts to see the virtue in the private sphere. Ramon ties both women up in tight shibari, and stuffs a metal hook in Mandy’s hungry ass. He takes his time fucking that hot teen pussy while he shocks blindfolded Alana and crops Mandy’s
juicy behind. Pushing her slutty mouth against Alana’s clit, Ramon demands that she lick and
kiss Alana’s cunt like a good girl while he rails her doggy style. Alana is allowed to ride that
whore teen tongue until she is called the floor for ATM duty, sucking Ramons cock clean every time he pulls it out of Mandy’s ass. Alana is soon to get her own sexual punishment in a bondage pile driver position, getting fucked like a sex doll while Ramon buries his face in Mandy’s delicious cunt. Alana begs and begs to cum, but Ramon makes her wait until both women’s asses are beaten to his liking, then allows her to orgasm all over his cock while Mandy obediently licks her pussy. Mandy is made to ride his dick and bounce her ass around while Alana spanks her and spits in her face. Ramon gets so turned on he flips them both over and sticks his cock in Mandy’s tight asshole, fucking her raw until he shoots a thick hot load all over both of their pretty faces.

Black Friday Babes Squirt For Savings and Anal Punishment

Tommy Pistol has exactly three problems: His gorgeous wife, his hot piece of step-daughter ass, and their extravagant taste in consumer goods. Overworked and under-appreciated, it’s the final straw for Tommy when his busty teen nightmare of a step-daughter steals the car and maxes out her credit card while her hot MILF mother is out redecorating the house. When Tommy refuses Skylar more money for the biggest sales of the year she offers her big tits and a sloppy blowjob to her step-father for more cash to spend. Horny and angry, Tommy takes her up on her offer and much much more, throwing her curvy ass around the living room and beating it red with canes and a good old fashioned spanking. Tommy grabs her surprised face to spit in it and slap some sense into her, afterward treating himself to a furious blowjob. Skylar drool and chokes as he throat fucks her with a tie wrapped tightly around her throat. Skylar can’t even take punishment without being selfish and steals an orgasm while being caned, so Tommy ties her up tightly with a brutal metal ring gag. Zapping her swollen pink clit with an electro zapper seems to bring Tommy some relief, but it’s bending that little bitch over the couch and fucking her doggy until she is ejaculating all over her mother’s sofa that really does the trick. Streams of squirt and spit back in her face and a hundred dollar bill is stuck to her humiliated face. After tying Skylar in a tight ebi shibari tie, Tommy attacks her round ass with hot candle wax and more spankings until her mother comes home and finds them both. To no one’s surprise Silvia is more upset about her squirt covered designer table than she is Skylar’s predicament. Tommy throws Silvia down and slaps some handcuffs on her. She is made to discipline her lazy step-daughter with the zapper, and has her face pushed into Skylar’s wet cunt while Tommy takes her from behind, first fucking Silvia’s pussy, then her ass. The day is not done for these hot shoppers. Tied down to a box with her hot snatch clamped up with clothes pins, Skylar tries to blame her personality problems on her mother, earning Silvia’s wrath in the form of degradation and spit. Silvia urges Tommy to fuck Skylar’s ass and make it hurt. Tommy enjoys pounding his step-daughter the most when he pulls the nippled clamps off of Silvia’s perky nipples and shoves his cock into her mouth fresh from Skylar’s ass. Moving back and forth between everyone’s wet holes gets Tommy even more worked up, and he unties
them for a strict flogging, having them promise to be good. Once everyone is at an
understanding, it’s a fun family frolic of reverse cowgirls fucking, hole swapping, ass-to-mouth, squirting, and electro torment in bondage.

Executive Discipline: Cherie DeVille Humiliates Her Boss Mike Panic

The beautiful blonde MILF Cherie DeVille is a very hard worker. In fact this strong woman has worked soo hard on this last assignment for her boss, she did all the damn work. She has devoted all her important and valuable time to his company but patria…

MILF Doctor demands Anal Installments from Broke Young Blonde

Sheena Rose is a petite tattooed honey who needs to get a medical check up. She looks up free clinics online and finds her way into Stunning MILF Doctor’s Office run by Syren De Mer. Dr. Syren does a medical exam on the pretty little Sheena and clears …

Latina MILF Simone Garza vs Young Orgasmic Jenna Foxx

Simone Garza is a hot curvy Latina MILF looking to finally get a victory on Ultimate Surrender. Jenna Fox is an orgasmic little all Natural little Filly looking to get her first victory on Ultimate Surrender as well. Both these girls have wrestled for …

My Step-Mother is a Secret Sex Slave

Innocent Piper Perri surprises her Step-Mother in the second family mansion, only to find Phoenix Marie is secretly serving her perfect slutty ass to the Butler behind closed doors. The Butler soon traps her curious young mind in a seductive game that …

Only One way to Find Out: Step-Daughter Anally Trained By Busty Step-Mother

Dee Williams is bouncing back from a nasty divorce, finally having found a hard cock worth serving with her skilled mouth, a firm hand to beat her juicy ass red, and a commanding voice worth kneeling for. The only issue is that the Master at hand is mu…

MILF Dominatrix Takedown: Gigantic Titted Dominatrix Gets Bound & DP’d

Alura Jenson is a literal bombshell of a woman, with platinum blonde hair, a huge gorgeous ass, and massive, gigantic tits. Typically she’s a dom, but today we get to see her taken down and fucked by five horny, ravenous guys. To start, Alura is caged,…

Big Ass-ed MILF Richelle Ryan Trained and Fucked in Rope Bondage!!

Not every wanton whore can become an “O”. Every so often an ass comes along that lacks the true discipline required to become an “O” but is so eager to gyrate and please that it melts the icy hearts of our handlers.. Case and point: Richelle Ryan. What…

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 ma…

Homewrecker 1: Mom’s Worst Nightmare

Small Hands is on a mission to get back in between the legs of sexy MILF Syren de Mer. Years ago they had a fling in Vegas and he just couldn’t forget those big tits and fucking that sweet curvy ass.
Sneaky Small Hands gets together with beautiful Maya Kendrick, the Step-daughter of Syren and plays all sweet with her to get inside the house with both of them. Some crazy shit is about to go down. After freaking Syren out with his surprise visit he and Maya go out on a date and follow up back at the house where Maya gives Small Hands a hot blow job. She is so innocent and looks so pretty sucking his huge cock. Little does she know that her step-mom is getting turned on watching through a crack in the door. Maya slobbers all over Hand’s dick as he throat fucks her and fingers her pussy.
When Hands ties Maya up with rope and pulls out the zapper Syren gets worried and tries to stop him. Well that ain’t gonna happen because now Hands has Maya and Syren right where we wants them— under his control to do whatever he wants. He takes charge and dominates these two lusty ladies with some nasty three way action. Small Hands fucks Syren and makes her lick Maya’s pussy. This is her step daughter for crying out loud! He fucks Syren’s big juicy ass and reminds her it isn’t the first time his cock has been inside her. Maya can’t believe her ears. What? You know each other? The fun has only just begun. BDSM, corporal punishment, face-setting and fucking ensue. Maya is on her back with hands tied down and legs open wide with a spreader. Syren kneels on all fours in doggie style above her with hands tied tight and tits bulging from the rope. Small Hands flogs both of them and fucks Mayas perfect little pussy until she is screaming. Syren climbs on top of Maya for some serious pussy licking as Maya gets a pounding from Small Hands hard cock. He fucks her deep and hard while he slaps Syren’s tits and pushes them both over the edge. Then they move into the family room on the couch for some more kinky three-way action. First he teases and torments their nipples with nipple clamps and then Syren licks Maya’s cunt while she gets her pussy fucked ferociously by this hot and horny Homewrecker! He is like a madman who can’t fuck hard enough, he tears into Syrens pussy and then her hungry ass and back again until she cums crazy. Step mom’s nightmare turns into a dirty and delicious dream in fantasy role-play Homewrecker 1: Mom’s Worst Nightmare! Part one with more to cum…