Latest 'MILF' updates from Risque Sluts (Page 7)

Veronica Avluv in 'Big Titted Anal Milf Squirts Everywhere'

Veronica Avluv - Big Titted Anal Milf Squirts Everywhere

Veronic Avluv challenges all of our most powerful Fucking Machines and our biggest dicks to a free-for-all-fuck-off and wins. When the shoot was over the machines were soaking, broken, and steaming from the never ending stream of raw sexual energy that she unleashed on our set. Our machines will never work the same way again....

Simone Sonay in 'MILF Masochist in Tight Bondage'

Simone Sonay - MILF Masochist in Tight Bondage

Simone is bound with her hands behind her back and her legs together. Her feet are pulled up to make her put excessive pressure on her chest, which inhibits her breathing. Her feet are tormented and her body flogged, then she is pulled into the air to endure a brutal two point suspension. Next she is on her back with her legs pulled one way and her arms the other to ensure there is no escape. She is tormented and made to cum repeatedly while in this agonizing position. In the third scene Simone is in an inverted suspension with her legs pulled wide to expose her helpless pussy. The vibe brings on a pleasurable orgasm at first, but the non stop pressure turns pleasure into suffering quickly. The final scene begins and we have Simone on her back again with her legs spread wide this time so that The Pope can destroy her pussy. She is fucked and vibed so much that it becomes unbearable, but that doesn't stop it. The orgasms flow out of this slut like water from a hose.

Syren de Mer in 'Anal MILF Syren de Mer Earns Her Final Marks'

Syren de Mer - Anal MILF Syren de Mer Earns Her Final Marks

Anal MILF Syren de Mer cruel sexual punishments and rewards. Asshole stretching, nipples clamped, huge tits bouncing, huge ass fucked by hard cock.

Simone Sonay in 'Casting Couch: MILF talent recruiter initiates horny lesbian slut!'

Simone Sonay - Casting Couch: MILF talent recruiter initiates horny lesbian slut!

Real life adult talent recruiter, Simone Sonay, exercises her perverted desires on first time Whipped Ass model, Charli Piper with OTK, finger banging, rope bondage, face sitting, anal-strap-on fucking and multiple orgasms!

Simone Sonay in 'Anal MILF Slave Trains 19 Year Old How to Please Cock'

Simone Sonay - Anal MILF Slave Trains 19 Year Old How to Please Cock

Tight bodied all natural 19 yo Addison Ryder is taught how to ride hard cock by slutty MILF slave Simone Sonay. Simone is rewarded with an anal pounding in tight bondage. The brunch crowd get's excited and use fucking machines on beautiful local women in a kinky orgy.It's a sexy brunch crowd full of new horny guests. They're there to see 19 year old natural Addison presented as fresh slave stock. On hand is our MILF slave Simone Sonay, who already has her slutty body locked into a stock table, leaving her pink ass and wet pussy exposed for abuse. She tries her best to advise Addison on manners with her head locked below the table top, but a big anal plug and strict cropping keep her fairly occupied. Addison stumbles through her tasks until a male guest takes pity on her and stuffs her newbie mouth with dick and pounds her against a table for everyone to see. The Steward has prepared many fucking machines for the Brunch. Many beautiful local women start to mount the machines and fill the room with the sound of cumming. Soon it's a full blown orgy, with BDSM players and swingers fucking on all the furniture and playing sadistic games with canes and rope. Amidst the orgy, Simone teaches Addison run her tight pussy on a guest's dick, and has her own pussy painfully clamped as a punishment for her earlier performance. After being brought to a punishment orgasm, Simone uses Addison's face to sooth her pink and swollen cunt. Both slaves are ready to be put on display and are tied together tightly and left in the middle of the room for use. Ramon takes turns with the slave's holes, bring Addison close to orgasm a violent fucking, then leaving her begging when he leaves to use Simone's ass. Steward takes pity on Addison's wiggling and deprived pussy and makes her squirt all over the floor and beg to serve the house. Simone meanwhile works her feminine charms to keep Ramon's thick cock in her ass until she is cumming and getting zapped for Addison's greedy stolen orgasms. Final scene, we find Addison able to recite all the House Rules and properly beg for her orgasms. Simone is rewarded with a good hard anal fuck with Addison's fresh young face lapping at her clit.

Penny Barber in 'Milf Penny Barber does an erotic wrestling match with Lisa Tiffian'

Penny Barber - Milf Penny Barber does an erotic wrestling match with Lisa Tiffian

Because we had a rookie cup tournament, some of the matches had to be shot out of order to accommodate our update schedule. This is one of Lisa's First matches ever and she's going up against our finest vets, the Big tittied, mouth Milf we all love to hate, Penny Barber. These girls clash hard on the mats. There is a lot of power in both their legs, and much damage to be done with their huge tits flying around everywhere. The Winner takes the loser's ass and pussy as a prize. The tits are tied up and the loser is made to acknowledge they are a failure to all their fans.

Simone Sonay in 'Mrs. S. is Evil As Pie'

Simone Sonay - Mrs. S. is Evil As Pie

Mrs. S returns to her retro dungeon. Cookies are in the oven upstairs and boys locked and caged in her basement. Who wouldn't want to be locked away, spanked, pegged and then used as a human dildo by this uber MILF domme?! No one!!!

Syren de Mer in 'Slutty Anal Slave Squirts with Butler's Fist in Her Cunt'

Syren de Mer - Slutty Anal Slave Squirts with Butler's Fist in Her Cunt

Slutty Syren De Mer is the perfect sex slave, but is selfish and only serves her own cunt. When she fails to train the newbie know nothing slut Katerina Kay we take away her slave collar AND her orgasm privileges. Orgasm denial is pure torment for a squirting MILF whore like Syren, so she gets right on her task. Unfortunately the sadistic Butler won't let her have it that easy, and bangs her trapped cunt in bondage while she tries to teach a gagged Katerina the House Rules. To make matters worse, Butler Bill has a penchant for stretching holes, and soon has his massive fist crammed in Syren's tight pussy, causing her to lose control and squirt all over the furniture. Katerina is a good slut and soon shows that she know's the rules while enduring a deep pounding in front of all the guests. Syren is pleased to earn her collar back, but is a strict senior slave and sets to making Katerina sweat in a reverse cow girl fuck to prepare the Butler's cock for her ass. Syren is a true anal slut, and will not be satisfied until Bill's cock is deep in her ass she has her own face face deep in Katerina's butt, licking her sweet asshole. Truly, Syren is one of the finest MILF sex slaves we have on hand, and she has delivered a perfect performance as both senior slave and slutty anal submissive. Thank you ladies!


Holly Heart in 'Welcome Home Slut!!'

Holly Heart - Welcome Home Slut!!

Holly is one of the hottest MILFs in the industry, as well as one of the toughest. This slut is a true masochists that craves the suffering that comes from brutal torment. She begins in a standing position that allow The Pope access to her sexy body. The torment begins quickly and Holly finds that place that she knows all so well.Holly is locked into our next device that has her in a bent over doggy position. The impact begins and the room is filled with screams of agony. She is then hoisted into the air and suspended in the device. Her nipples get clamped and then heavy weights are added. Her pussy is fucked and stretched as she cums against her will.We finish her on her back with her pussy pushed out. She is flogged until her skin glows red, then a zipper covers her sensitive skin and hot wax covers the already painful predicament. The orgasms are ripped from her body just like the zipper from her skin at the precise moment to give this pain slut the full brunt of brutality.See the complete Behind-the-Scenes documentary of the making of this very shoot, on Kink University now! Learn what really goes on off-set...the process, the planning, the building, and the true deviance behind the devices.

Simone Sonay in 'Big Tipper'

Simone Sonay - Big Tipper

Hot MILF customer Simone Sonay pervs out on sexy barista Ana Foxxx every time she buys her latte. When the opportunity to get Ana alone presents itself, Simone takes full advantage with spanking, flogging, finger banging and pussy strap-on fucking. Simone makes Ana service her with pussy licking and a multiple orgasmic pussy and anal strap-on!

Cherry Torn in 'Hot MILF Simone Sonay submits to Latex Electo Dominatrix Cherry Torn'

Cherry Torn - Hot MILF Simone Sonay submits to Latex Electo Dominatrix Cherry Torn

Simone Sonay and Cherry Torn zap each other for top position in electro sex scene. The winner dominates the loser with finger banging, face sitting, electrified pussy plugs, wired pussy clamps, bondage, dick on a stick, the violet wand, e-stim sticky pads, multiple orgasms, and lesbian strap-on fucking.

Goldie in 'The Hostages'

Goldie - The Hostages

When two bank employees are taken hostage after a fowled up robbery things turn rough and sexy right away. Tommy Pistol realizes that his cover has been compromised, so he feels he has to take hostages. When He gets Goldie a young hot slut and the Milf manager Ryan Conners into his abandon warehouse, He has both girls tied up tight in bondage. He shoves his hard cock down there salivating throats and fuck it deep. He makes them suck and lick all over their asshole and Ryan's huge delicious tits. Tommy than fucks Ryan Conner's asshole and than shoves his cock all the way down Goldie's tight throat until they both submit to their captor.

Mystica Jade in 'The Anal Initiation of Mystica Jade'

Mystica Jade - The Anal Initiation of Mystica Jade

Gorgeous and petite slave initiate Mystica Jade has submitted herself to the will of The House, with her asshole as an offering. MILF senior slave Cherie Deville is on hand to lead our initiate by her tight little nipples around the crowd to show off the goods. Mystica blushes as Phoenix Marie spanks her round ass and offers her blow job pointers. With such a tiny throat it is a wonder she can fit the Butler's fat cock all the way in, but Miss Deville provides a wonderful example and has her trainee stuffed full of hard dick in no time. Submissive blow jobs and exhibitionism aren't all it takes to be a slave. Cunning and strength are needed, and Mystica is put on the spot to answer questions and hold heavy trays so that her Senior Slave can enjoy a good fucking at the hands of the Butler. For such a tiny girl Mystica is determined and struggles through several screaming orgasms while holding position before dropping her trays. Naturally she apologizes to Miss Cherie's denied pussy with a sloppy series of kisses. The final Hours of the night find our initiate trapped on her back, legs spread wide, rope tied tightly around her as the Butler and Miss Deville explore her ass with cocks and fists until the crowd is satisfied she has paid her dues and allow both slaves on the furniture to finish milking the Butler's balls and entertaining the House with a series of nipple and clit torment games.

Veronica Avluv in 'Nymphomaniac Slave Punished with Double Pounding'

Veronica Avluv - Nymphomaniac Slave Punished with Double Pounding

House Maid Warner is sent to turn down the beds and makes a terrible error when she finds the lead nympho slave in a strict rope deprivation punishment. Veronica is practically slavering all over her tightly bound tits. It's been two weeks since she was last given sex, and she will do anything to get it. Once she manages to make herself enough of an obstacle to cleaning that she must be untied, Veronica jumps the maids nubile young pussy and gets her fill of innocent flesh. Master Banderas comes in to find his deprivation experiment ruined and his slutty MILF subject's fist deep in the maids trapped pussy. Sexual punishment is due, and both the maid and the nympho slave will be subjected to a thorough and violent fucking. Tits tied tightly, clamps applied painfully, and fists deep in tight asshole and wet cunts squirting, these women get more sex than either of them bargained for, leading to Banderas' new experiment: Can a nymphomaniac MILF ever get filled with enough cock? Watch to find out.

Simone Sonay in 'Busty Slave Girl Anally Destroyed at Kinky Brunch'

Simone Sonay - Busty Slave Girl Anally Destroyed at Kinky Brunch

Karmen Karma is a busty slut slave, fit and ready to serve a crowd of sadistic BDSM lifestylers. Wiley MILF bombshell Simone Sonay is on hand to teach her how to keep the cocks hard, the silver trays straight, and the crowd laughing. Karmen had her fresh pussy fucked on the table, her clit tormented by the sybian, and finally her perfect asshole railed by a horny Butler. Both gorgeous slave girls come out on top, but only because they are bouncing on cock in rope bondage, begging for more. Plenty of electrical punishment, predicament, and rough sex.

Sonny Nash in 'Wet Hot American Stepmom: MILFCOUGAR gangbanged by stepson and friends!'

Sonny Nash - Wet Hot American Stepmom: MILFCOUGAR gangbanged by stepson and friends!

Ryan Conner comes home to find her stepson, Gage, on break from college and the house trashed. She's stressed and all she wants to do is relax. When Ryan retreats to the kitchen to drink some wine and unwind, her stepson's friends find other ways to relax her - with their cocks! Gage finds his mom on her knees with a face full of dick! He rips her clothes off revealing her huge round ass and gigantic tits! Him and his friends fuck her, double stuff her and leave his mom covered in their filthy cum!


Cherie Deville in 'Hot Blonde MILF Suffers Through Grueling Bondage'

Cherie Deville - Hot Blonde MILF Suffers Through Grueling Bondage

We go into this shoot differently than our usual shoot. This will be with minimal breaks, and if possible none at all. We begin with Cherie standing with her hands above her head, torment the hell out of her, make her cum, then move straight into the next scene. A chair is brought in and she is quickly sat down and the bondage transforms to adapt. She is helpless to the sadistic hell that she is put through and begs for it to stop. Next she is is a side suspension where she is fucked in her pussy and mouth after enduring extreme corporal punishment. All of the tying is shown as she goes into the bondage. In the final scene she is in a grueling back bend. Again she is terrorized by The Pope until she has been used up, then made to cum one final time.

Syren de Mer in 'Yhivi's Perfect Slave Ass Initiated'

Syren de Mer - Yhivi's Perfect Slave Ass Initiated

Gorgeous babe slave Yhivi is ready to hand her ass to The Upper Floor as property, but her grasp on the House Rules is tenuous and her bratty attitude distracts from her perfect bouncing butt. Luckily sexy MILF slave Syren De Mer is on hand with an electrical cattle prod and a sadistic smile to keep Yhivi in line. Yhivi starts the day with a dildo stuff in her smart ass mouth while being machine fucked in front of the brunch crowd. She ends it screaming on the end of a crop while her ass is thoroughly fucked for the guests enjoyment. The party is filled with beautiful kinky women and their guests fucking and tormenting each other using clamps, whips, and rope. Everyone loves Syren, and call for her sensitive thighs to be caned and her beautiful ass to be pounded as well. A rousing celebration of the BDSM lifestyle and anal prowess. Well Done Ladies!

Angel Allwood in 'Platinum MILF takes an Anal Pounding!!'

Angel Allwood - Platinum MILF takes an Anal Pounding!!

This Blonde-Haired, MILF goddess begged to be on Fucking Machines and her dream came true! First she rubs her perfect, giant tits while the hitachi orgasms her into ecstasy. She then show cases her absolutely flawless, long, stunning legs as Dr. Thumper pounds her from below. And the legs just keep on coming as she lies on her back, and gets fucked by our fastest and strongest machine. The cherry on the top of this Angel cum cake, showcases her anal hunger as she bends over and lets a fuck-saw delight her into paradise. Angel has answered all of our Fucking Machine Prayers!

Bianca Breeze in 'Brunette MILF Tormented in Bondage'

Bianca Breeze - Brunette MILF Tormented in Bondage

We begin with Bianca standing. Her head is wrapped to give her some sensory deprivation before the suffering begins. Clamps are applied to her sensitive nipples and pulled on to keep this slut screaming and then the orgasms begin. We spend the rest of the day tormenting the hell out of this slut all while tied in rope bondage. By the end of the day she has orgasmed so many times that she begs for even that to stop.

Simone Sonay in 'The Panty Whore: 19 year old spanked and fucked by hot MILF!'

Simone Sonay - The Panty Whore: 19 year old spanked and fucked by hot MILF!

19 year old Melissa May meets hot pervy MILF Simone Sonay in a crowded bar to sell her dirty panties. Simone entices Melissa to come back to her place and submit to spanking, cropping, bondage, finger fucking, face sitting, the dildo gag, tons of spanking and pussy and anal strap-on fucking!!!

Casey Calvert in 'Filthy, Hot, Red head MILF loves Anal from sexy young Casey Calvert'

Casey Calvert - Filthy, Hot, Red head MILF loves Anal from sexy young Casey Calvert

Celeste Summerz is the Perfect anal whore. She starts with toys buried in her asshole and builds up to stuffing toys in her asshole and pussy at the same time. She gapes for us right away! An impressed Casey Calvert comes in an gets to business right away. Casey keeps the gapes coming from Celeste. Casey Gives Celeste an orgasm Anal fisting. Celeste takes nearly the entire slink and then gets fucked in the ass with a huge strap on worn by the beautiful, Casey Calvert. Anal Masturbation, ATM Ass to Mouth, Anal Toys, Cum Enemas, Anal Fisting, DP, Anal Depth Play, Speculums, Gaping, Ass licking, red heads, MILFs and more.

Isabella Clark in 'Three Dicks, Two Lesbians and One Anal Fisting'

Isabella Clark - Three Dicks, Two Lesbians and One Anal Fisting

These two blondes will go to any length to please their dominant. After being publicly humiliated, Mandy and Isabella Clark are taken to a crowded bar to be used for everyone's entertainment. Issabella is striped naked and crawls along the filthy floor in a pathetic attempt to find a cock to suck. Mandy desperately needs to have her MILF ass pounded till she cant remember who she is. Propped up on a table three men take turns penetrating her asshole until it is gapping and ready for more. With a huge crowed of shocked onlookers Mandy's ass swallows a mans fist up his wrist. His feverish colon punching pushes Mandy over the edge. The crowd gasps when her fuck holes pumps with the waves of orgasms. In an attempt to not be overshadowed by Mandy's anal acrobatics, Isabella takes one cock in her sloppy cunt and another jammed into her ass. After being fully used up Isabella tilts her head back for her three load facial.

Simone Sonay in 'Creaming Pie: Mrs. S gets her MILF holes banged by her son's friends!'

Simone Sonay - Creaming Pie: Mrs. S gets her MILF holes banged by her son's friends!

Mrs. S's son is still in therapy from the last time she gang banged his friends. Mrs S's claims she's changed her ways but when the smell of her sweet cherry pies baking summons the boys back she can't control herself and soon finds herself double stuffed! Hot MILF gangbang sex, double penetration, fisting, cum straight in her eyes and nasty cream pies are all included!


Mona Wales in 'Two Berlin Freaks Get an Intense Public Shaming and Fucking'

Mona Wales - Two Berlin Freaks Get an Intense Public Shaming and Fucking

Hot Busty MILF Jolyne Joy and Made Kate are two of Berlin's freakiest and they have no idea what they've signed up for on Public Disgrace. Mona Wales humiliates them like dogs having them drink out of bowls while getting their assess slapped red and then crawl around the dirty streets on their hands and knees. These fully exposed women have to interact with huge crowds and shamed in front of all to see. Only Mad Kate was able to make it to the trash heap where she gets epically fucked and humiliated in front of a huge rowdy crowd. She is tied up in rope bondage and gets spit on and fucked and slapped til she screams so loud! This bald lesbian just wants to see pussy so she can cum, but has to service all the cocks first in every one of her holes. Double Penetration, Double Anal, Double Vaginal, Mad Kate takes it all! That hungry hungry asshole is stuffed full of stranger cock! When she finally cums she screams soo loud and makes the ugliest humiliating cum face ever on Public Disgrace!

Syren de Mer in 'Nympho MILF begs for ultimate AUTHENTIC rough experience!'

Syren de Mer - Nympho MILF begs for ultimate AUTHENTIC rough experience!

Curvaceous nympho milf Syren de Mer begs for a rough takedown, bondage, and huge thick cocks in all of her holes. She's after the authentic experience. She wants it bad. And these boys are gonna make sure she gets what's coming to her! Violently woken up in the night by five dark mysterious figures, Syren is bagged in clear plastic trash bags like garbage, barely able to suck in air as she's tossed into the back of a truck and carted off into a dingy, forgotten basement. There the boys tie her up, choking her as she drools onto her tits and gags on the cocks pummeling the back of her throat. They fill her up, stuffing both her holes with rough double penetration, ripping orgasms from her dripping cunt, dripping spit, choked by her hair, and begging for more before the boys leave her asshole gaping and her face covered in filthy cum.

Holly Heart in 'Anal MILF trains Young Maid to worship cock'

Holly Heart - Anal MILF trains Young Maid to worship cock

Kasey Warner has been a sexy and clumsy maid since her start on The Upper Floor. It has been decided she makes a better fuck slave than a maid. Our most elegant nympho MILF Holly Heart joins the House to train this flexible young slave to crawl on the ground, beg, lick, drool, and worship the cock with her tight pussy. Holly is no stranger to desperation and spends the better part of the day begging in humiliation for her orgasms as we put zippers on her huge tits and single tail her tender soles. The young miss is allowed to ride on Holly's face as she takes it all in and prepares for her turn. Her final test sees Kasey crawling across the floor, degrading herself begging to have her mouth fucked and her pussy destroyed. Once she has earned her way onto the cock she gives us what be the longest for enthusiastic reverse cowgirl ride this floor has ever seen. By the end she is screaming and cumming uncontrollably with her pretty eyes rolled back in her head. Looks like our tight bodies MILF slave has earned herself an anal reward, which she takes while the horny brunch guests fuck all around her and cheer her on as she gets pounded into submission.

Angel Allwood in 'Big Tit Blonde MILF Bound, Tormented, and Made to Cum!!'

Angel Allwood - Big Tit Blonde MILF Bound, Tormented, and Made to Cum!!

Angel is a Hogtied dream girl with her big tits, blonde hair, tan skin, and full figure. The one thing that is missing is putting some rope on this slut an treating her like the other whores we see. Her nipples are tormented and stretched, her body abused with canes and floggers, her pussy fucked, her feet subjected to bastinado, and non stop orgasms ripped from her whore pussy.

Simone Sonay in 'The Whore's Punishment'

Simone Sonay - The Whore's Punishment

Whipped Ass takes you back to the full service dungeon that employes buxom beauty Bella Rossi. Another boring day on the job is interrupted by head Madame, hot MILF Simone Sonay! Simone motivates her bored subordinate with spanking, cropping, and a hard flogging! She makes Bella eat her pussy and ass, then fucks her ass with a glass butt toy before delivering a hard pussy and anal strap-on fucking!

Simone Sonay in 'How to Seduce a MILF'

Simone Sonay - How to Seduce a MILF

Legendary porn MILF Simone Sonay shares the secrets to finding and fucking a MILF (Mother I'd Like to Fuck). Simone and Michael Vegas discuss the best ways to approach, seduce (or get seduced by) and have great sex with a very sexually experienced woman. Learn how to pursue or become pursued, and then know the best way to treat a MILF in bed and how to enjoy the hottest sex. Simone and Michael demonstrate exciting positions and amazing sex in all her holes, including great tips for your first attempt together at anal sex.

Syren de Mer in 'Family Traditions: Anal MILF Step-Mother Trains Son's Bride'

Syren de Mer - Family Traditions: Anal MILF Step-Mother Trains Son's Bride

Syren de Mer is the perfect MILF slave, serving her step-son in her husband's absence, keeping the household and family traditions of anal submission and power hierarchy alive. When Seth brings home his innocent new bride it's only a matter of time before the taboo secret is revealed and the dark seduction of Joseline into the family tradition of female sexual slavery begins. As innocent young Joseline is pealed out of her pastel princess dress and placed in tight rope bondage and chains, Syren is the perfect guide, teaching her how to get her throat fucked, beg to cum, do the work of a good fuck, carry trays, take a caning, and demonstrating how to submit to a double fisting like a good anal slave wife.

Wenona in 'MILF round Robin Erotic WRestling tournament'

Wenona - MILF round Robin Erotic WRestling tournament

this is the 2016 MILF tournament. We put Moms I'd Like to Fight on the mats to see who is the toughest mommy. Round 1 is Penny Barber vs. Wenona. Round 2 Angel Allwood vs. Penny Barber. Round 3 is Wenona vs. Angel Allwood. Round 4 is Wenona AND Angel vs. Penny Barber.All girls get fucked regardless of if they win or lose. DP acation, Fisting Action. Trib Fucking Action, Spitting and humiliation