Category: Family Roleplay

Sisterly Secrets Land Casey Calvert In Double Anal Trouble

Casey Calvert is trying to recover from a recent divorce in her step-sister’s house, but she finds herself entangled in a web of sex, lies, and bondage between her little sister Joseline Kelly and her psychotic brother in law, Derrick Pierce. Casey is …

Ungrateful Goth Teen Fucked Into Line By Step-Parents

Charlotte Sartre is a sensuous, moody little bitch with a perfect body and a bad attitude. She shows up to visit her busty MILF step-mother London River, who is rocking a new blonde look and string bikini for the Fourth of July. Charlotte immediately starts complaining about the cookout – much to the displeasure of London’s new dominant husband, Derrick Pierce. He orders London to get her little brat into line, but Charlotte blackmails her Mom with some photos from her porn career before this suburban dream
life. Charlotte is so mad that London would try to ground her, and she wants sexual punishment. Charlotte strips London naked and stuffs her slender foot in London’s sexy mouth, followed by her dripping wet cunt. Charlotte pulls out a strap-on and throat fucks London, causing her to drool and gag while being cropped silly. Charlotte decides to fuck both her ass and cunt, switching between whore holes as she pleases.

Charlotte is just starting to enjoy this Fourth of July when Derrick storms in. He has had it and demands that London put her daughter over her knee and teach her some manners while he fucks her mouth. Charlotte swears and gets slapped around until she sucks cock like a good slut. Derrick throws them both in the couch and has London pin Charlotte down while he flogs their asses, and then fucks them both while London steps on Charlotte’s head to show her who’s boss. Once Charlotte begs for orgasms like a good girl, he gives them to her, but not without some electro zaps for good measure.

London is tied in an intense shibari split and has her tender nipples and pussy clamped tight. Charlotte rides her Mom’s face while she gets fucked in her ass, screaming with orgasms into her daughters pussy. Derrick uses Charlotte’s hand to fist London in the ass, then to jerk his cock off inside London’s submissive asshole in the most intense double penetration we have ever shot. London cums like a submissive anal whore.

Charlotte is bound in leather straps and given stars and stripes in the form of cane strokes and hot red and blue wax all over her creamy white skin. Being made to yell that she loves America while cumming during her pain proves her reform. Derrick fucks the little brat into many orgasms and blows his load all over her punished teen pussy.

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…

My Brother’s Discipline: Michael DelRay Punishes Step-Bro Alex Mecum

Step Brother’s Michael & Alex are working in their dad’s shop over break, but slacker muscle stud Alex Mecum has some serious work ethic issues. He is bored stiff with absolutely nothing to do, his straight stud brother Michael DelRay is always get…

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.

Teen Goth Sex Witch Transforms Her Parents Into Anal Sex Monsters

Avi Love is a little goth nightmare with a hot teen body brewing with evil sex magic. Her sexy step-mother Luna Star keeps bringing home the worst new age hippy geeks to live with them, but Avi has a plan. She’s had it with all the fake Southern California bullshit, she just wants everyone to get real. After one bad fight with her step parents, Avi sits down at her alter and uses her dark sexual energy to curse her family. Baphomet hears her cry, and renders Avi’s family unable to mask their truest desires: savage anal sex and BDSM power games. Luna Star is in the middle of arguing with her husband Derrick Pierce about the benefit of massage when Avi’s sex curse hits, leaving them both dazed and high from a new lack of inhibitions. They leap on each other like wild animals and Derrick tears Luna’s clothes off to get at her huge tits and bouncy ass faster. Luna begs Derrick to hurt her, and he uses anything at hand to beat her ass red. Paddles, spanking, zappers, and nipple clamps aren’t enough for this sexual beast, so Derrick throws her on the floor and fucks her face until she is a slobbering mess, howling under a hard flogging with a cock deep in her throat. Bent over like a bitch, Luna has Derrick’s hard dick shoved in her ass and she cums like a whore while he pounds her and zaps her with an electro wand. Luna is locked in a metal bondage bar with a spider gag holding her mouth open so Derrick can spit in her slutty face and shock her tongue as he fucks her. With nothing to stop him her rips off her metal clamps off mercilessly, and switches from fucking her ass to her pussy as he pleases. Next stop is Avi’s room, where they find their witchy culprit passed out and tie her spread eagle on her bed. Avi smiles wickedly and thanks Baphomet when she is awakened with a crop and hot wax. Avi eggs them on, hoping to find out who they truly are. Luna climbs onto her step-daughters face and rides Avi’s tongue while Derek shocks and zaps her wet pussy until she begs to cum from under her step-mother’s ass. Slapped around and degraded, Avi starts to smile for the first time in months. She begs for her daddy’s dick, and has an intense orgasm while getting fucked while Luna uses both hands to restrict her breathing and hold her down. The rest of the day is a dark sexy ride of rope bondage, anal sex, paddling, spanking, and reverse cowgirl riding. Avi is having fun for once and even smiles with joy when Derrick shoves his dick in her tight asshole and Luna throws her back against his cock again and again. Luna is on fire, flogging Avi with a wicked grin and licking her pussy as she rides Derrick’s cock. The spell ends with a hot load on Avi’s tiny bush.

New Boyfriend Roped into Anally Punishing Mommy’s Bad Girl

Kacie Castle is a sexy and mischievous little slut with sparkling brown eyes that spell trouble, and a petite frame that begs to be bound and fucked. It is these exact qualities that lead Rob Piper to follow Kacie from a couple dates to a road trip to her Step-Mother’s mansion. Kacie is all flirtation and batting eyelashes as she explains that her Step-Mother is definitely out of the country and that Rob and her have the run of the house, as well as all the kinky BDSM toys hidden under the pastel decor. Rob has been waiting to really dig into all the submissive potential and filthy sex he knows Kacie needs. A pair of handcuffs and tight metal nipple clamps provide the perfect catalyst and soon Rob has this perverted little whore gagging on his massive cock, moaning from heavy face slaps, and gushing squirt as he holds her down and makes her cum all over her Mommy’s bedroom floor. A harsh punishment for cumming without permission includes ripping off her clamps and a flogging her bouncy ass until she can’t take it anymore. She begs to be his little fuck puppet and Rob pounds her into the mattress in metal bondage. Unbeknownst to Rob, he is now a pawn in a perverse game of lesbian desire between Kacie and her Mother. Kacie has alerted her Mommy with a text that they are in her home, with the hopes that this transgression will rekindle their old taboo D/s dynamic that Kacie still dreams about. When Helena comes striding into her home she takes no pause at the sounds of fucking in her bedroom, but goes right out to the bedroom window to spy on her step-daughter and her strapping new boyfriend fucking. She gets her voyeuristic orgasm by rubbing her wet pussy with
one hand, keeping her eyes trained on her daughter getting pounded out. After her orgasm
Helena marches back into the house and feigns a fake discovery of the young couple.
The game is on, and Rob is sent upstairs to clean up while Helena and Kacie go head to head. Kacie wants Helena to still be her strict BDSM Domme and taboo lesbian lover, and Helena has decided Kacie needs to grow up and learn to serve someone else. But not before she has taken one last strict over the knee spanking and licked her Mommy’s pussy like a good girl. Rob is invited to join them so Helena can really train Kacie to be the anal whore she was meant to be. Drooling and begging on her new boyfriend’s dick, Kacie couldn’t look happier as Helena circles behind her with a hard flogging and crop to the pussy. Spit swapping, deep-throat training, and lesbian cuckolding are just a few tactics Helena brings to her daughters final test. Holding trays, as well as her orgasms, while having a zipper ripped off her nubile skin is a lesson in pain and service before pleasure. Canes further underline the point, leading to an insane double penetration scene with Helena ramming her huge strap on in Kacie’s already stretched asshole that is full with Rob’s hard dick straining against the walls of her pussy. Choked and cumming like an anal slut, Helena decides Kacie has proven herself and asks Rob to accept her slut step-daughter as his sexual servant.