Latest 'anal fingering' updates from Risque Sluts (Page 7)

Lady Kandy in 'Absolute Subjection: Chapter Three'

Lady Kandy - Absolute Subjection: Chapter Three

The next step in Kandy's ex-boyfriend degradation lesson.. Both use him as their living toilet. Fixed and withoutpower to do anything he must now swallow their piss drop by drop while the girls go on with there show.

Alexa Nova in 'Velvet Gloves, A Fisting Compilation'

Alexa Nova - Velvet Gloves, A Fisting Compilation

Marica Hase does as she's told and Dana DeArmond commands her to fist her ass. Dana gets her ass in the air and Marica gets to it and digs two fingers from each hand into Dana's beautiful ass and spreads her hole like a speculum. She tongue fucks Dana's ass and Dana grabs Marica's hand and jams it in there. Dana uses Marica's hand like a dildo and fucks herself with it until she cums hard with an Hitachi pressed up against her clit. In the next scene Tori Avano is next up to take a fist from Dee Williams. Dee slips in a few fingers at first and when she's knuckle deep inside Tori's asshole, Tori says she cant take any more. Tori regains composure and tells Dee to send it and soon Dee is wrist deep inside and Tori's asshole cums hard. Dee moves over to Syren De Mer and slides her whole fist inside her ass and licks Syren's pussy while she fist fucks her stretched asshole. In the next scene we have the legendary anal queen Casey Calvert completely naked on her back with her legs spread. Jenna Sativa kneels down next to her and lubes up her hand. She slowly slides it inside Casey's ass and Casey cums hard with Jenna's whole fist inside. Next up is the cute and sexy Alexa Nova who gets fisted in her yoga studio by London River. Alexa returns the favor and gets London face down and ass up. Alexa stretches London out with her fist and even gets eight fingers inside. Then Anna De Ville fists her own ass at the request of her Dom, London river who then gets her own ass fisted by Anna. For the grande finale we have Aiden Starr who has on the backs, Cheyenne Jewel and Kimberly Woods. Their legs are spread and Aiden puts a fist in each of their asses and has them both screaming, laughing and cumming from getting their asses fisted.

Miss Jade Indica in 'Jade and Kat 2'

Miss Jade Indica - Jade and Kat 2

Mistress Jade Indica in the second of Her sessions with slave kat. Here She focuses on the anal aspect of his training and milks him out in a 54 minute bed ridden adventure. Notable for his cock size and propensity to dress in tight latex, kat provides a good attitude and a big dick. Mistress Jade warms his ass up and then fucks him with Her strap-on. The drilldo gun is used to ream him out and then She concentrates on his cock and balls.

Lady Ashley in 'Deviant: Chapter Two'

Lady Ashley - Deviant: Chapter Two

A very easy exam for both of these slaves: A Deep Throat Contest. The winner will get to cum, and the loser will get their ass blasted. Lady Ashley is cruel though, and just fucks both of their asses mercilessly anyways.

Governess Elizabeth in 'Fuck the Failure'

Governess Elizabeth - Fuck the Failure

When a Mistress lends her slave out to a friend, the slave's behaviour, good or bad, is a reflection of the lending Mistress. This slave has been a total failure in almost every department, forgetting almost all that he had learnt under Governess Elizabeth's expert wing. His pathetic excuse... that he doesn't want to serve any other Mistress, is just not good enough. Further training, further punishment and yet more anal stretching and fucking is in order for this very sorry failure of a slave.

Chloe Cherry in 'College Girls Lose Their Anal Virginity to Experienced Woman'

Chloe Cherry - College Girls Lose Their Anal Virginity to Experienced Woman

Chloe Cherry and Jane Wilde are just two adorably cute college freshman. They love to sneak off and experiment with each other. These two perky young tight bodies have no idea what to do with each other and usually just end up making out. They of course both want to remain a virgin. Lucky for them their sexy professor Norah Nova knows exactly how they can get what they want and still be virgins. ANAL. The girls minds are blown by this idea and can't wait for their asses to be blown wide open as well. First Norah shows them her beautifully jeweled butt plug which they remove and start sucking on to taste Norah's anal juices. The two girls then rim Norah and shove their long tongues up her asshole. The girls want to try this as well so Jane bends over with her ass in the air and gers rimmed by Chloe. Norah knows it's time to take it up and brings out the metal toys. First is a metal anal hood which Jane's hungry asshole eats right up. She never knew how much pleasure was waiting for her in that tight dark hole. Hungry for even more Jane's asshole gapes for more toys and more attention, but it's Chloe's turn now. Chloe takes the same metal ass hook and this gets her screaming with orgasm after orgasm. Jane wants more and gets on her back, they bring out an even bigger ass toy but to help they also give Jane the hitachi. Her hungry asshole takes that metal rod, when she works the hitachi hard on her pussy. Norah wants to show Chloe what it looks like in Janes perfect ass. So she brings out a giant glass toy which gives everyone a perfect view of inside Jane. Norah wants to dive in even further and brings out the speculum and examines both girl's tight gaping assholes. It's time to lose that anal virginity, Norah puts on a huge cock strap on and fucks both girls til they scream. Chloe needs more and Norah knows this. The only thing left to take is her fist!

Sklave in 'Das Gummi Benutzungs Objekt: Chapter One'

Sklave - Das Gummi Benutzungs Objekt: Chapter One

The rubber object is completely helpless, bound on a very nasty, massive punishment chair.Wearing a latex mask he is totally deprived of his senses, and the rear entrance is alsoplugged with large ball plug. For the amusement of Lady Isis, he has been locked for over 3 weeksin a chastity device and the pressure on his balls is extremely powerful. He would acceptany suffering from his rubber goddess in order to be released today.

Penny Pax in 'Anal Domination Training'

Penny Pax - Anal Domination Training

Chanel Preston sits at her throne with two submissives kneeling at her side. To her right is Penny Pax who wants so bad to be trained to top other's asses. On her hands and knees with her round ass covered in latex and her big natural tits out, Penny listens and obeys as Chanel agrees to give her one chance. To Chanel's left is Kendra Spade who sits silent and naked and is there only to serve and to be a willing ass for Penny to practice on. But first Penny must worship Chanel's ass to show her how much she wants it. Chanel stands and lifts up her tight purple latex minidress and bends over her throne and spreads her big beautiful round ass. She tells Penny to show her what she's got and Penny dives into her ass face-first and vigorously licks her hole. Chanel shoos Penny away and tells Kendra to show her how its done. Sure enough, Kendra licks Chanel's hole with more gumption, licking and tongue-fucking her hole, getting Chanel to moan in pleasure. Chanel tells Kendra to stick a glass toy in her ass and Kendra does it perfectly, showing up Penny once again. Kendra pulls the toy out of Chanel's ass and puts it in her mouth to clean it off. She pops it in and out of Chanel's ass and feeds the toy to Penny. Next, Chanel tells Penny to put the toy into Kendra's ass and to not disappoint her. Penny stretches Kendra's ass with the clear glass toy while Chanel flogs Penny's bare ass. Chanel presses an hitachi against Kendra's pussy and she cums hard. In the next scene, Kendra is on her back with her legs spread with a metal butt-plug in her ass. Chanel tells Penny to make Kendra cum, and so with her ass in the air, Penny licks Kendra's pussy while Chanel fucks Penny's ass with a big metal dildo. After that, Chanel commands Kendra to get her ass in the air. Chanel puts a cold metal speculum into Kendra's ass and spreads it open. Penny is ordered to lick Kendra's gaping hole while Chanel puts the hitachi once again onto Kendra's pussy and Kendra cums again. Chanel puts the strap-on to work and stacks Kendra on top of Penny, both in doggie, and fucks their asses with her big strap on dildo. Kendra hops off and sticks her open mouth next to Penny's ass hoping to gag on Chanel's cock and taste the inside of Penny's ass. They both take turns riding their Mistress' cock in reverse cowgirl, fucking their own asses. In the final scene, Penny is on her back with her legs spread and Chanel fucks her with a huge class toy. She flips her over in to doggie and fists her ass and makes Kendra fist her ass too.


Cheyenne Jewel in 'Female Clobbers her Boyfriend in Competitive Mixed Wrestling'

Cheyenne Jewel - Female Clobbers her Boyfriend in Competitive Mixed Wrestling

This match up is incredible power exchange between two skilled wrestlers. Cheyenne Jewel has been on the wrestling scene for a long time. She is known for her Farm girl strength and knowlegde in the submission game. Max Blunts is a legit wrestler. He was on the wrestling team in school. He's not impressed with female wrestlers at all. There were girls on the wrestling team at his school but they weren't very good. The guys on the team use to play along to be polite to the women and let the girls, get a false sense of equality, but deep down he knew all he and the guys were always going easy on the girls to make them feel like they were part of the team. Today, Max is in for a rude awakening. He's going up against one of Evolved Fights' toughest Girls. Cheyenne Jewel is giving up a lot of weight against her male opponent. At first the brut strength of the male surprises Cheyenne. She is thrown around like a rag doll and even made to submit at times. She is pinned down and molested by this stud. Max even gets to sit on poor Cheyenne's face and humiliate her with tea bagging, nuts in the face. When it seems like its over for the small female, something happens and the tables start to turn. Cheyenne is able to face ride her opponent. She leg scissor submits him over and over. The big strong man seems to have gassed himself out. He has a good lead however. Is Cheyenne's endurance enough to win the final rounds? This is a close call. The winner makes the loser worship them. Loser is face fucks and made to lick asshole. Loser is fucked in the asshole just like a loser should be.

Anna De Ville in 'Holed Up: London River Anally Trains Her Whiny Protege Anna De Ville'

Anna De Ville - Holed Up: London River Anally Trains Her Whiny Protege Anna De Ville

Anna De Ville wants to be a powerful domme, but her teacher, London River, doesn't think she's putting in the work. When Anna shows up late for her lesson--again--London decides Anna's not going to learn how to dominate anyone today. Instead, she's getting her sweet ass trained as a sub. Anna scoffs at the idea, until London puts her in stirrups and starts finger-fucking her creamy ass. Anna's hole opens right up for the punishment, swallowing London's fingers. London can tell her little protege is hungry for more, so she picks up a thick, clear butt plug, and starts pumping it in and out of Anna's desperate ass. Her hole gapes almost immediately. She's done this before and she's clearly eager to get more. London then takes the insatiable anal slut and throws her on the bed and slides a long, thick strap-on cock into her gaping ass. She fucks her smooth ass deep and hard, opening her up even more. Anna can't get enough as she slides back on it, pulling it deeper into her fucked hole. London lets her have a vibrator, and within moments Anna is cumming hard with that dick pistoning in her asshole. Every time London pulls out, Anna's hole seems to gape even wider than it did before. London then shoves a speculum into Anna's well-used hole, and spread it open so she can play with it. She spits into that stretched out ass, visibly filling it up, then squirts into it so Anna's literally spilling over. They then use all that spit and fluid to fist Anna's hole. First she does it to herself, then London jams her fingers in, working that stretched ass while Anna cums again. Finally, it's London's turn, and her expert ass swallows Anna's fist right up. Anna fist fucks her teacher until she cums, and the two of them collapse in a heap of spit and squirt, with both of their asses well fucked.

Marica Hase in 'Dana DeArmond blackmails her Stepmom Marica Hase!'

Marica Hase - Dana DeArmond blackmails her Stepmom Marica Hase!

Dana DeArmond knows her young stepmom Marica Hase is cheating on her dad and no way is she going to let Marica get away with it! She confronts Marica and threatens to show her dad evidence of Marica's cock hungry ways unless Marica does everything she says. Marica is scared at first, but she can't help but get wet at the way Dana is treating her. Dana womanhandles her over a desk, pulls her skirt down, and spanks her ass! She makes Marica strip before smelling her asshole and stretching it open with her fingers. Marica moans as Dana pushes a clear dildo in and out of her asshole. After an intense warm-up, Dana uses a clear plug to look inside Marica's perfectly pink ass. She fucks Marica with another plug as Marica pushes back on it, motioning Dana to fuck her harder. Dana is beginning to see why so many people want to fuck her step-mom! She's a huge anal whore. Dana slips four of her fingers into Marica's asshole and fucks Marica to orgasm after orgasm. Next, she straps on a super fat strap-on cock and plows Marica open. Marica is humiliated, she loves being Dana's anal bitch. She sucks Dana's cock clean before Dana sticks it her in ass again! Seeing Marica's ass open up gets Dana hot. She pushes Marica's hand into her ass and tells Marica to make her cum! Marica fistfucks Dana's asshole until Dana cums all over Marica's hand. Both ladies lick Marica's hand clean, agreeing not to tell Dana's dad.

Lisey Sweet in 'Anal Dungeon: Lisey Sweet's Big Ass Gets Worked by Mistress Kira Noir'

Lisey Sweet - Anal Dungeon: Lisey Sweet's Big Ass Gets Worked by Mistress Kira Noir

Lisey Sweet has a stunning body. From her blonde hair down to her thick juicy ass and thighs. This girl is banging and her boyfriend knows it, but she has a little problem. Her man is going to dump her if she can't get bigger toys in her tight ass. So she does what any good partner will do and finds a professional to train her butthole. Showing up in a creepy dark alley wearing the highest booty shorts she meets her new mistress. Kira Noir is dressed in tight latex and ready to anally train her new pet. First she gets handfuls of Lisey's perfect ass and spanks it red. Next she puts Lisey in a head cage fully nude with her ass exposed and ready for torment. She takes a hard beating with the flogger all while wearing a jeweled butt plug. Finally her ass is ready for more. Next up is a giant black dildo. This thing is huge and gets Lisey screaming with orgasm. After gaping over and over, Lisey floods the room with a huge squirting orgasm! Welcome to Lake Lisey! Next the real training begins and Kira brings out the speculum. After cranking it wide open she gets a full view of everything inside Lisey's perfect pink asshole. Now it's time for Lisey to return the favor and learn how to appreciate a tight hole. Kira gets fully naked and rides Lisey's strap on. She gets fucked deep and hard in her ass over and over again. Finally she takes orgasm after orgasm from her little anal slut pet. Who needs a loser boyfriend anyway!

Kira Noir in 'Satanic Femdom Orgy'

Kira Noir - Satanic Femdom Orgy

Exclusive preview from our upcoming feature, Mind Fucked: a Cult Classic. Alison Rey, Kira Noir and Andi Rye are in search of spiritual enlightenment, but keep ending up in cults that are repressive, frightening or just plain crazy. Now, they're out for an evening of fetish fun - only to run into another cult-like event. But Mistress Bella Bathory assures them, this cult is different, it's all about female empowerment and doing what you want. First, the new girls participate in a multi-Domme strap-on gangbang, ramming enormous dildos into the willing ass of slave Marcelo, who also treats them to a two-dildo blowjob.Then Alison, Kira, Andi and Bella have orgasm after orgasm while experiencing lesbian sex in every known position. But there are guys to play with too. Karla Lane and Sheena Ryder show off their blowjob skills.

Casey Calvert in 'Demands Anal Payment From Submissive Roommates'

Casey Calvert - Demands Anal Payment From Submissive Roommates

Whitney Wright is late on her rent again. Laying around the pool is her two roommates, fully nude and caressing each other. The stunning and dominant Casey Calvert is having her way with the cute and perky young Miranda Miller. What excuse does Whitney have this time for not having the money. Casey offers up an all anal alternative to this dilemma. Will Whitney give up her cute perky bubble butt to make rent? Inside the house Casey shows her two girls the huge collection of butt toys. After some deep lesbian rimming, the glass dildo comes out to start stretching open Whitney's tight asshole. Miranda wants her turn too and gets her ass filled and gaping with toys. Next the two girls have a turn stretching and gaping Casey Calvert with a butt plug. Finally with the hitachi out all the girls have deep anal orgasms. Miranda really wants to prove her worth to the household and takes a speculum in her ass for the first time. This stretches her cute butt wide open and gapes for all the girls. Whitney bounces her big booty on a huge dildo and rides it right to orgasm. Finally Casey shows both girls who is the boss anal bitch and takes a fist up her ass followed by two huge metal balls. Rent is paid in full this month!

Chloe Cherry in 'California Neighbors Do Anal!'

Chloe Cherry - California Neighbors Do Anal!

Everyone knows California neighbors do anal! Everyone except for Christie Stevens. Fresh from middle of the country, Christie is shocked to find her neighbor Chloe Cherry stripping in her backyard. Christie rushes over to let Chloe know that everyone walking by can see her, but Chloe isn't bothered. She's a California girl through and through, and she's excited to show her hot new neighbor how they do it in California. She helps Christie out of her dress and leads her inside for an introduction to California anal! Inside, Christie wiggles out of her panties and spreads her legs, revealing her perfect pink pussy. Chloe can't wait to get her mouth on a fresh pussy. As she licks Christie's pussy, she slowly slides her fingers into Christie's tight asshole. Christie moans as Chloe's tongue and fingers work their magic. Chloe pushes a plug in Christie's ass and then it's Christie's turn to return the favor. She tastes her first California pussy and teases her new neighbor's ass with a plug. All this foreplay has Christie hooked. Seeing all Chloe's toys, she asks if they can try other toys and Chloe is more than happy to share. She spreads Christie's cheeks and watches as her neighbor's ass swallows a fat glass plug. Once the plug is in, Chloe licks the opening of Christie's tight hole as it clenches down around the plug. These two hot babes take turns cumming on a variety of plugs as they tease each other. Next, Christie sets her sights on bigger toys. She pushes a fat black dildo into Chloe's ass and fucks her to orgasm. Chloe moans as her neighbor fucks her tight ass. She then puts another anal toy on the floor and bounces on it as Christie tells her what an anal whore she is for splitting her asshole open for her new neighbor. Then it's Christie's turn to get fucked. Chloe fucks Christie's ass with a fat cock. Christie cums hard as Chloe fucks her relentlessly. Finally, Chloe gets Christie to fill her ass with as much of her hand as she can fit. Christie gets most of her fist in and works it in and out of Chloe's tight ass as Chloe cums over and over again.

Sovereign Syre in 'Lesbian Anal Pool Service: Sovereign Syre Trains Penny Pax's Ass'

Sovereign Syre - Lesbian Anal Pool Service: Sovereign Syre Trains Penny Pax's Ass

The stunning and fierce Sovereign Syre just wants to have a relaxing afternoon by her luxurious pool. However, the new help, natural busty college coed Penny Pax just did not get the memo on proper service attire. Dressed in her hippy thrift store clothes, the red headed Penny just doesn't get it. Sovereign demands Penny to strip down to her proper uniform. A tight string bikini. Sovereign knows she will need to train this new house servant and knows just the way to do it. Dragging Penny by the hair into the house, Sovereign begins to teach Penny some respect. First with her beautiful feet. Syre presents Penny her feet in black high heels. Penny Pax removes the shoes to reveal the perfect arches of Syre's bare feet. Penny licks and worships Sovereign's feet and toes. Licking between each one pleases her mistress. Next Penny must learn to worship her Mistress's asshole. Syre turns over and reveals a jeweled butt plug. Penny licks around this toy and pulls it out, then begins to lick and smell and worship Syre's perfect tight hole. Tongue fucking is just the beginning before Sovereign pulls out a glass dildo for Penny to use on her ass. With the dildo fully inserted Penny begins to service Sovereign's other hole with lesbian pussy licking. This gets Syre to scream with orgasm. Now it's time to torment Penny's ass. Flipped over, Sovereign begins to slap Penny's white ass RED. Then shoves her fingers in Penny's asshole to stretch it out. Fully stretched she starts with a pink cock and rams it in and out of Penny's gaping asshole. Then Sovereign straps on her cock and has Penny deep throat gag on it while fingering her own asshole. Ready for a deep anal fucking, Penny takes Sovereign's huge cock all the way. This gets Penny to scream with orgasms. To finish off the training Penny is taken to the shower for a full anal enema. Filled fully and begging to stop, Sovereign pulls out the enema and receives an anal water foot cleansing. This fully pleases her Mistress.


Jessica Rex in 'Jessica Has A Price To Pay For Disobeying'

Jessica Rex - Jessica Has A Price To Pay For Disobeying

Jessica was given special instructions not to move while Ramon was out but unfortunately the vibrator on the floor gave her away. Now Jessica has a price to pay by obeying every command and earning that hard cock deep inside.

Kristina Rose in 'Anal Stepsisters: Kristina Rose and AJ Applegate'

Kristina Rose - Anal Stepsisters: Kristina Rose and AJ Applegate

AJ Applegate and Kristina Rose are two stepsisters now living under one roof. As they pass each other in their kitchen, AJ can't help but grab Kristina's big beautiful ass that sticks halfway out of her white denim booty shorts. Kristina likes it but isn't sure if she should be hooking up with her new stepsister. They both decide that it wont be weird and go at it. AJ pulls off Kristina's shorts and buries her face deep inside Kristina's ass and licks her hole. AJ tells her to get onto the metal countertop. Kristina gets on her hands and knees with her ass in the air and AJ sticks four fingers in Kristina's asshole. AJ tongues her ass again and has Kristina get on her back and spreads her legs. AJ slides a big purple butt-plug in and out of Kristina's asshole. After that, AJ shoves a giant black dildo into Kristina's ass and fucks her with it as Kristina smashes a vibrator against her pussy and has a screaming orgasm. In the next scene, AJ is wearing a strap-on with a huge dildo attached. AJ bends Kristina over a leather chair and slowly slides her massive dildo into Kristina's asshole and fucks it slowly and sensually making Kristina scream in pleasure. Kristina sits on the dildo in reverse cowgirl and bounces up and down on it, fucking herself with it deep and hard. Its AJ's turn and so she strips off the strap on and climbs onto the chair and Kristina licks AJ's asshole. Kristina grabs a metal toy and pops it in and out of AJ's asshole. After that, Kristina fucks AJ's ass with a glass butt-plug while AJ uses the vibrator on her own pussy and cums hard. In the final scene, Kristina squats over a large, ribbed, cone-shaped butt-plug. She takes it up her ass, bouncing up and down on it while AJ keeps the vibrator on Kristina's clit and dirty-talks her to an intense anal orgasm.

Sofia Valentine in 'Tattooed Whore gets Spitroasted'

Sofia Valentine - Tattooed Whore gets Spitroasted

Tattooed beauty takes both cocks at the same time in this visually arousing threesome

Zoey Monroe in 'Anal Roommates: Mandy Muse Has A Deep Anal Crush On Zoey Monroe'

Zoey Monroe - Anal Roommates: Mandy Muse Has A Deep Anal Crush On Zoey Monroe

Blonde pool babe crush Zoey Monroe is your perfect anal wet dream. In her tight skimpy pink and black bikini she just lounges around the pool in the hot sun working on her golden tan. Who is she dreaming about behind those reflective heart glasses. Could it be her roommate Mandy Muse. This perky brunette anal slut has been crushing hard on her roommate for years. All she can ever think about is Zoey's round butt. But will this pale beauty ever catch her roommate's attention? Luckily Zoey gets the party started and strips Mandy out of her pathetic sweat pants and puts her in a cute bikini before diving in on a makeout sesh by the pool. This gets hot and heavy fast and the makeout goes right to anal rimming. Mandy has a cute tight butthole that Zoey fucks hard and deep with her tongue. The two stunners go inside where Zoey has her anal toys ready. First up Zoey shoves a glass dildo right up Mandy's butthole which gets her screaming with orgasms. Her butthole is getting stretched out nicely by a metal dildo which makes room for the next big toy for her to ride. Now it's Zoey's turn. Her perfect puffy pink butthole is ready for anal stretching and Mandy knows just how to get her roommate gaping wide. Her perfect pink butthole is ready and hungry for the next big dildo she sits on and fucks. Both girls take turns fucking each other's loose and hungry assholes. Zoey wants a closer look and she pulls out her speculum and opens Mandy's ass wide open for her to see. This get's both girls wild and ready for hitachi orgasms. Finally they two go upstairs and put on giant cock strapons. Both girls take turns deep throating and gagging on each other's strap on cocks. Mandy gets rammed first and this gets her gaping wide open. Next Zoey gets fucked deep and hard anally which gets her squirting and soaking Mandy. Zoey squirts and gapes and prolapses over and over and over again on Mandy's big strap-on cock!

Vienna Black in 'Dana DeArmond's Anal Agency: Boss Bitch Trains Anal Newbie'

Vienna Black - Dana DeArmond's Anal Agency: Boss Bitch Trains Anal Newbie

Dana DeArmond is a fierce boss bitch and she runs a strict anal modeling agency. Dressed in a tight black dress and high heels, she demands loyalty and respect from her obedient employees. Her ASSistant, the curvy natural beauty Maddy O'Reilly know exactly how to serve her boss. She will do anything to kiss Dana's perfect ass. The new girl, petite anal newbie Vienna Black, is looking to work in the industry and needs to land this job. Her showing up late to the interview gets Dana worked up and ready to deliver a brutal punishment to her new intern. Starting with rimming, Vienna is made to use her long tongue to fuck Dana's asshole wet. Maddy then brings out the metal dildo to pop Dana's asshole right gaping open. Eager to please, Maddy is next inline for the metal dildo to show Vienna how it's done. Maddy cums hard right away from the anal fucking and it's now time for Vienna to get to work. Stuffed with a butt plug, Vienna's face is bound with a strap on dildo to fuck her new boss. Vienna has a front row view of her bosses perfect gaping asshole as she is made to fuck Dana deep. Maddy is again eager to show off and cum for her boss and she takes the first fist before both girls are stacked ass to ass ready for the bosses huge strap on cock. Both the girls get their asses rammed which causes Maddy to scream with body shaking orgasms. Looks like Dana found the perfect assistant for Maddy.

London River in 'Alexa Nova Teaches London River Ass Stretching Yoga'

London River - Alexa Nova Teaches London River Ass Stretching Yoga

London River enters the yoga studio of Alexa Nova and right away they start a breathing exercise. Alexa is unsatisfied with London's breathing, so she positions her in "downward dog" and tells her to breathe through her ass. Alexa leans in to London's ass and sniffs through her yoga stretch pants. To get a better view, Alexa rips open London's pants, spreads her cheeks, takes another whiff, and sticks her tongue down her hole. Alexa tells London that she has to open her ass more to get the deepest breath so she has her get into "child's pose", grabs some rope and ties London's legs together so she cant move. Alexa gets a large metal toy and sinks it into London's asshole to begin stretching it. She pops it in and out to make London's asshole gape. Next, Alexa lies on her back and spreads her legs wide to demonstrate a more advanced yoga technique. London cant help but stick her face next to Alexa's asshole and tongue fucks her. London gets a large metal butt-plug and slides it slowly into and out of Alexa's ass. When her ass is good and stretched, London starts slowly putting each of her fingers into Alexa's ass until all five are inside. When London's whole fist finally gets inside Alexa's ass, Alexa cums hard. London gets inspired and wants Alexa's fist now in her own ass, so she puts herself face down and her ass in the air and Alexa lubes up her hand. Alexa's fist gets instantly swallowed by London's hungry stretched hole and with a vibrator pressed onto London's pussy she has multiple huge orgasms while getting fisted. After that, London gets on her back and Alexa gets her leather strap-on with a huge dildo attached to the front. She fucks London's ass deep and hard and they end the session by pressing their assholes together and trib-fuck.

Cathy Heaven in 'Women Beat their Men'

Cathy Heaven - Women Beat their Men

Latex queen sucks her gimps cock as he is bound. She soon makes him fuck her with his face before he slams her ass.

Aiden Starr in 'Strip Poker: Three Anal Whores Go All In'

Aiden Starr - Strip Poker: Three Anal Whores Go All In

Throughout the night, Kimber Woods and Cheyenne Jewel have been playing strip poker with Aiden Starr. Both Kimber and Cheyenne sit there fully nude having lost their last article of clothing and Cheyenne wants to play just one more hand. Aiden is mildly amused with the hubris of her two naked playmates. She is willing to play one more hand, but the completely naked girls are going to have to come up with something to bet. Kimber has the brilliant idea to wager their assholes. The cards are dealt and Aiden tells the girls to show their hand. Aiden wins and is determined to show these two little losers what it means to give up their asses. Aiden bends the girls over and brutally spanks their asses until they are bright red. She pops toys in and out of their holes, making them gape wide open. The girls lick and suck each other's assholes and the toys that come in and out of them. Aiden ramps up the energy with some heavier anal play. She puts the entire two foot long slink all the way into Cheyenne's asshole. She pushes it in and pulls it out, making Kimber lick and gag on the long toy that was buried deep inside Cheyenne's ass. Kimber's asshole gets stretched wide open with the metal speculum. We see deep into her asshole, getting a glimpse of her pink asshole walls. Cheyenne gets throat fucked by Aiden's fists which makes Cheyenne drool puddles of spit down into Kimber's pried open asshole. Aiden really wants the girls to ante up more so she lays them down and ass fists both the girls hole's until they beg for mercy. Both girls have explosive anal orgasms. Cheyenne's asshole is punished the most for her being a horrible card player. Cheyenne is bent over and strap on fucked in the asshole right over Kimber's pretty face. Kimber waits with her tongue out to suck the cock right when it comes out of Cheyenne's ass. Cheyenne get's pounded good and hard until her asshole is dripping with her own anal cum and Kimber licks it all up.


Victoria Summers in 'Caged Slaves in an Anal Threesome'

Victoria Summers - Caged Slaves in an Anal Threesome

A Blonde dominatrix keeps male and female sex slaves locked in her dungeon, freeing them to curb her sex addiction. Watch as this anal threesome unfolds.

Tori Avano in 'Private Tori Avano's Anal Army Initiation'

Tori Avano - Private Tori Avano's Anal Army Initiation

Tori Avano is an Army Private who is going to get the anal hazing of a lifetime. Dee Williams and Syren De Mer are two MILF commanders who are going to dish out the punishment with glorious tag-teaming action. Poor young Tori is tied up in bondage with her ass exposed and up in the air, ready to take a spanking. Syren De Mer starts the spanking. She warms up Tori's ass with spankings that turn her tushy hot and pink. Dee Williams finishes the spankings, making Tori's pink cheeks so sensitive that she jumps anytime her ass is touched. Syren grabs her flogger and goes to town on Tori's ass, back, and feet. To start, Tori's asshole gets opened up with a metal toy. These anal punishing MILFs know exactly how to open an asshole properly by giving it a good warm-up. The chemistry between all three of these anal whores is strong. Tori's asshole opens from the sexual energy, and just at the right time to attempt to take Dee William's entire fist. This is Tori Avano's very first ever anal fisting. She really wants to impress her commanders. She attempts to take the fist at first but the feelings are too intense for her. She calls mercy but then begs her commanders to try again. One the second attempt, Dee's entire fist goes in and with her ass full, Tori smashes a vibrator against her own clit and makes herself cum. Veteran ass stretcher, Syren De Mer volunteers to show Tori Avano just how its done. Syren takes a full blown anal punching from Dee Williams. Dee and Syren lick up all the gaping holes they create. Finally, Tori is released from bondage and is fully compliant to taking a good hard lesbian anal strap-on fucking from Dee Williams while Syren holds Tori's gaping asshole open and licks all the freshly fucked flesh.

Gina Valentina in '- He's In Charge 2'

Gina Valentina - - He's In Charge 2

When super hot teen Gina asked for a darker fantasy she wasn't expecting my dungeon of goodies. In her best black lingerie she looked good tied and gagged while I slipped my cock into her hot and wet pussy. Little did she know this kind of hard core action would have her pussy dripping wet and my hot cum covering her pussy.

Lea Lexis in 'Party Slut Lily Lane gets anally stretched and fucked by Lea Lexis'

Lea Lexis - Party Slut Lily Lane gets anally stretched and fucked by Lea Lexis

Mega slut Lily Lane is attending one of the hottest events of the summer -- Lea Lexis' pool party. Lily knows party goers aren't allowed to enter the main house, but after spying her favorite wine through an open window, she can't resist! She sneaks in and starts rummaging through the bar. When Lea catches Lily inside, she knows this slut is after more than just a bathroom. Lea leads Lily to her bedroom, throws her on the bed, and decides to have some fun. She ties Lily up and tugs down her bikini bottoms only to find that Lily is wearing a sparkling jeweled butt plug. Lily is embarrassed and promises to leave immediately if Lea releases her, but Lea isn't about to let that happen, not after finding such a hot slut like Lily Lane stretched open and ready for more. She takes out Lily's buttplug and starts fucking Lily's asshole with big metal dildos. Lily moans as the cold metal dicks stretch out her poor asshole. Lea pops them in and out just to watch Lily's asshole gape over and over again. Next she uses a 2 foot long toy to fill Lily all the way up. Lily is horrified to see what Lea wants to put in her, but her hungry hole swallows up that toy over half way before Lea decides this horny slut ass is ready for her fist. She squeezes all her fingers into Lily and slowly sinks her fist in. Lily cries out as her asshole stretches to accommodate Lea's fist. Seeing Lily's ass all stretched open makes Lea want her ass stretched too. She has Lily insert multiple plugs in her own ass, and once she's got a good gape, she holds her asshole open for Lily to lick. Lily eagerly licks Lea's ass, turning into quite the obedient little whore. Finally Lea breaks out her huge strap-on cock to fuck Lily. Lily moans as Lea pushes her fat cock into her asshole. Lea loves hearing all of Lily's slut noises and fucks Lily nice and deep, ramming her cock all the way into Lily's asshole. Lily loves getting fucked and cums hard all over Lea's cock. Now that Lily's ass is all used up, Lea kicks her out and sends her back outside with her ass all loose and wrecked.

Ariel X in 'Maya Kendrick Gets Fisted and Fucked by Ariel X'

Ariel X - Maya Kendrick Gets Fisted and Fucked by Ariel X

Ariel X brings suspect Maya Kendrick back to the last scene of her crime. Wide eyed Maya claims she's never been here before, but Ariel knows better than to trust the words of this slut. Arial decides to re-enact the events from that night when the criminal known as the Infamous Butthole Fister fisted their last victim. Ariel spanks and sniffs Maya's asshole before sliding a butt plug straight in Maya's ass. Every time Ariel pops it in and out Maya hungry hole gapes wide open ready for more. Ariel pries Maya's asshole open with her fingers to get a good look at Maya's pink insides. Then Ariel grabs the 2 foot long slink monster and pushes it almost all the way in Maya's ass. Maya moans as the toy sinks in, inch by inch, stretching her open and filling up her insides. Now that Maya's hole is properly stretched, Ariel takes turns pushing her fists into Maya's ass. Maya has never been fisted anally before and she loves feeling her asshole swallow Ariel's hands. She cums hard on Ariel's fists over and over again, her body shaking with orgasms. Once that Maya's ass is gaping open, Ariel wants to see what Maya can do to her asshole. Maya slides a fat plug into Ariel's ass and then replaces it with her fist. Ariel can't stop cumming as Maya fist fucks her. With her hand in Ariel, Maya admits she is the culprit! With this confession, Ariel knows she must punish Maya, and fucks her ass with a huge strap-on cock. Maya's eyes flutter up as Ariel pounds her pretty pink asshole. Maya's ass is left raw and gaping -- the fister has become the fisted.

Charlotte Sartre in 'Butthole Prison: Dee Williams Locks Up Charlotte Sartre for Anal Fraud'

Charlotte Sartre - Butthole Prison: Dee Williams Locks Up Charlotte Sartre for Anal Fraud

Charlotte Sartre is a very disobedient inmate at the all women's prison. She's been keistering anal toys and copulating with the other female prisoners. The Butthole Prison has brought attention to the Warden on this issue. Anal Warden, Dee Williams is a no nonsense busty MILF who has been known for doing extraordinarily cruel and unusual things to her female inmates. Charlotte denies she's done anything wrong and seems to think she can prove her innocence by NOT being able to fit any toys into her “tight ass”. If the anal toys don't fit, you must acquit. Unfortunately for anal hungry Charlotte, try as hard as she can to keep her asshole tight, it just wants to stay open and suck up everything in its path. You could drive a truck through Charlotte's loose butthole. Dee starts with a nice firm over the knee spanking. Charlotte's tushy turns bright red and she writhes with pain and pleasure. The spanking isn't enough punishment, so Dee starts fingering and plugging Charlotte's asshole with toys. Charlotte's ass starts gaping wide open and Dee knows right away that she has caught her Anal Toy Smuggler and needs to administer a full anal examination. Dee then has to check the entire asshole so she performs a body cavity search putting her entire fist into Charlotte's ass. Determined to understand how Charlottes has been getting all these toys past the prison inspections, Dee has Charlotte demonstrate how she was able to stretch her ass out for keistering. Charlotte puts a giant red butt plug in Dee's asshole so that Dee can see how easy it is to hide things in buttholes. After learning how Charlotte is doing her bad deeds, Dee must perform one last punishment, She straps on a huge anal dildo and strap on fucks her poor, powerless inmate, leaving her asshole gaping wide open.

Savannah Fox in '2 Butt sluts get Fisted and Fucked'

Savannah Fox - 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.

Casey Calvert in 'Anal Sorority Sisters'

Casey Calvert - Anal Sorority Sisters

Kendra Spade and Isabella Nice are potential new members for the Pi Cum Louder Sorority. Today, the house mother is putting these two natural nineteen year olds to the test to see if they can be sisters in the sorority. Since true sisterhood is a group of women who appreciate each other for their strengths as well as their faults, Casey is going to be accepting of the fact that these two girls have no anal experience, limited lesbian experience, and little to no bondage experience. As a matter of fact, today is little Isabella's first time ever doing bondage and only her third time trying anal. Casey's first instruction for these two stunning nineteen year old girls is to have them lez out together for her amusement. Kendra and Isabella are both stunning all-natural brunettes with flawless young skin, long slender legs, tight round butts, and cute natural breasts. Kendra and Isabella really start getting into their instructions. They deep french kiss each other passionately and take each others clothing off until Casey interrupts them and gets the spanking and anal play started. Casey puts Kendra over her knees and starts popping toys into her ass until Kendra is gaping. Kendra and Isabella's gape aren't good enough for Casey, so Casey ties them get up in bondage and uses the speculum on them both to make sure their assholes stay open the way they should stay open. We get a nice look deep into Kendra's pink asshole. Kendra writhes and undulates with pain and pleasure as her asshole is stretched beyond what she knew it could do. Poor little Isabella can barely take the speculum. She takes it one notch wider and asks for mercy. Kendra is then rewarded with some heavy anal strap on fucking while Isabella is also rewarded for pushing her anal limits. Isabella is rewarded with licking Casey's big beautiful gape.