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Lance Hart had a huge crush on Roxanne Rae in high school. She is back in town for the weekend and staying in a motel. He can't believe she called him. As soon as Lance walks in the door to what he is hoping will be a romantic weekend with his high school crush, Roxanne knees him in the balls and giggles when he bends over in pain.
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Welcome back the adorable redheaded slut Marie McCray to Whipped Ass. Marie loves kinky sexy, lesbian punishment and bondage and was excited to be dominated by Isis Love. She takes heavy whipping and caning, clothes pins and a hard strap-on fucking, suspension and brutal orgasms from the sybian. But, the hottest part about this shoot is when Isis starts to torture Marie's tits. They drip with milk and won't stop! Isis takes advantage of this ripe slut and milks her tits dry with torture.
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Vanessa Vixon is a sexy cruel castratrix and she loves her job. She loves being paid to track down men and cut their balls off, because she can basically do whatever she wants with them before she takes their nuts. She loves the begging, the power. Someone is addicted to femdom humiliation! Today she has a victim bound and gagged, naked and spread eagle in a motel. She put on a sexy red leotard, fishnets, and high heels just to really him crazy. He can't beg much through his gag, but she can easily tell that he would do anything to keep his balls just a little longer. She shows him her bolt cutters to instill the proper fear, then picks up some lube. She wants to tease him terribly before she takes his balls. She gets him fully hard, which only takes her a second, then slaps his balls. She keeps him tense with the handjob she works in. Vanessa loves to make his cock throb, then slap it. She laughs while he squirms, until she finally milks his cum out all over her tits. It turns her on, and she stands up to grab the bolt cutters. He better have enjoyed his cock jerked off!
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Mr. Maddox has a new slave to torment, Jack Hunter. Wearing leather and a twisted smile, he examines the slave before him, sizing up how much extreme torment this slut can take. Mr. Maddox expects nothing less than full submission, stomping Jack's face into the ground and teasing his cock hungry mouth with a throbbing cock. He plays a cruel game of hard-to-get, one moment facefucking the slave and then kicking him away the next. Mr. Maddox strings Jack up in an archway and tests the slave with his flogger, knocking out whatever will remains with every blow. He hoists Jack's legs above the ground and violently plows into his asshole. Jack returns to the ground and has the privilege of a short rest on the cold, hard floor. Ready to fuck again, Mr. Maddox spreads Jack wide open in ropes and shocks him repeatedly with the Tazzapper before going back in for a vicious fuck. He milks a load from his slave as he pounds away and then covers the cumdrunk slave's face in hot cum.
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Sexy Armenian Kimberly Kendall Shows off her body while getting nasty in the kitchen.  Her big ass and tits get drenched as she pours milk down her throat and all over herself.  She is preparing for the filth that is about to commence.  After opening up her asshole with a butt plug, her cock for the day enters.  James Deen proceeds to brutalize and punish this sluts tight asshole and fuck her like a hurricane all over the kitchen floor.  Gaping her ass and manhandling the porno Kim Kardashian, James leaves Kimberly on the floor soaked in cum feeling like a properly used anal whore.
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Over the years reigning as queen bee of the Divine Bitches I've drained a lot of filth from pathetic balls but it's not enough I want more. I want a closet filled with the filth I've collected from all the pathetic subs that have walked through these doors. John gets brutally humiliated, beaten, ass fucked and made to fuck my pussy with a dildo gag until my cunt is dripping so close to his mouth and I just take it away. Then slide my magical fingers in his ass and milk his prostate so hard he explodes twice!
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Mistress Annie Cruz initiates newcomer CJ7 to Men In Pain with typically tight bondage that leaves him helplessly suspended while being brutally fucked in the ass. The slut boy's reward is a mouthful of Mistress's beautiful ass. Turned on, Mistress fucks and suck as She pleases, finally milking his cock between squirting orgasms.
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Nerine has huge natural tits, and a milky white skin that begs to be beaten until it turns bright red. This slut yearns to be tormented, and beaten into submission; she has arrived at the right place. i start by hanging this whore upside down, from her ankles, with a ten pound weight hanging from her neck. Her body is beaten and abused, and then I assault her hungry cunt. Chain is stuffed inside of her to give her that full feeling as I rip the first orgasm from her cunt. She is then stretched out on her back, where I take aim at her big tits. They are made sensitive from impact and then suction is applied. A crotch rope is added to make the next orgasm more challenging for her. Next she is bound to a chair with her legs spread wide. Every part of her body receives pain, and then she receives my boot to her cunt. This leather whore loves it, and I give her as much as she can take. We finish with her in a brutal predicament position. Her cunt is fucked hard, while she has to endure the suffering of the bondage. She is then hoisted in the air one final time, actually lifting the platform she is tied to.
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Join the Upper Floor for a celebration of squirt, with fierce competition between Tomi Knox, The Pope, and Princess Donna for who will be crowned the Squirt Whisperer! On hand the House has slaves tramp, ash, and kaos, as well as a volunteer slave: leggy girl next door Mallory Malone. All four girls are placed in a kiddy pool and made to squirt on each other to determine who needs a little assistance. They are humiliated and treated like creatures in a petting zoo by the boisterous guests. After warming up with the busty guest Ruby Reaper, the contestants are set loose on their prey, who scream, twist, and orgasm as every drop of squirt is milked from their pussies with aggressive fisting, double fisting, and toys. Even Mickey Mod is able to make the line of girls squirt with a good hard fucking while Princess Donna works their assholes with her tongue. Watch to see who will win the title of Squirt Whisperer. See which slave will win Mickey Mods cum with the best blow job, or if all the slaves will be shown up by Princess Donna Dolore.
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Wild Bill gets his chance to charm newcomer Kitty Langdon, but his best laid plans fail miserably and land him in a compromising position at the mercy of the beautiful and cruel islander. Kitty's beautiful almond skin and sensual voice draw us into her world of domination and sex, and she shows no quarter as bill begs for mercy. A viscous throat fucking gets bill's dick hard, then his ass is reamed with Kitty's strap on. Once her prey is properly subdued, Kitty takes her pleasure on his rock hard cock, and milks his shaft before feeding his come to him in the one of the hottest snowball scenes on the site.
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Alice is the young hot daughter of an evil man, and when her daddy locks up men in his dungeon, she likes to have fun with them while they are all tied up awaiting their doom. She loves to toy with men, to flirt with them, get them turned on, then torment them and watch them beg and squirm. Lance is tied up naked, and when Alice walks in he doesn't know what to expect, seeing such a sweet young girl. He begs her to untie him, but she just giggles and knees him in the balls. She loves sending mixed messages, teasing him with her sexy little body, then kneeing him harder. She takes off her little dress and rubs up against him, making him hard and looking fucking hot in her spandex leggings and high heels. She loves the attention from a tied up man, and especially loves kicking balls in her high heels, which she does brutally to Lance. If he were not tied to the wall, he would easily fall to the ground from her kicks, but she doesn't care, she just keeps brutalizing him, reminding him that his life is going to be over soon anyway, so she might as well have her fun. Alice grabs some lotion and tells Lance that he is really fucked. She is going to milk his cum out all over her spandex leggings, then let the maid find them, and tell her evil daddy that it's Lance's cum. After that, there will be no hope of a quick end for him, he will probably be castrated slowly. He begs her not to, but it's hopeless. She milks so sweetly, on her knees, then standing up with both hands (taking short breaks to kick him more in the balls just for fun) then finally milks a huge cum shot out on her leggings. She smiles and walks away while Lance moans on the wall.
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Macy Cartel and Miss Luminous are two dancers in their dressing room. They just finished a tough night of dancing on stage and are sick of men being jerks. Macy tells Luminous that she has a surprise for her. Macy caught some creeper peeping through her window and she now has him bound in a dungeon, waiting for punishment. They quickly go to her dungeon and the creeper pleads for forgiveness. They just gag him with some sweaty pantyhose that Macy was dancing in all day. They are going to brutalize his manhood and don't want to be bothered by his screams. He is bound spread eagle, naked. The two sexy dancers go to work. They love the power and dominance they feel when they kick him hard with their high heels. They love teasing him and think it's really funny when they make him get an erection, just to get kicked harder. He won't be using that cock anymore when they are done. They tease, kick, laugh and giggle at how he collapses stuck in bondage. He tries to beg for mercy through his gag but they just think it's cute while they talk about different ways that they will finally castrate him. After they've had enough fun, they leave him hanging in agony. Miss Luminous and Macy eventually return to him. Luminous is wearing a sexy red shiny leotard and fishnets. Macy is wearing black leggings, a tight mini skirt and high heels, which she happily puts into Lance's balls with a smile. They tease him with their bodies to keep him throbbing hard. Macy wants to make sure the mess is minimal and she loves the mind fuck aspect of making him cum one last time before his nuts are gone. She lubes up his cock. Miss Luminous stands by, teasing him about his last orgasm ever. Macy is milking his cock perfectly. Lance can't handle the handjob. He can't hold out any longer and he cums all over her black leggings.
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Welcome Tia Ling back to Whipped Ass in one of her hottest movies yet! In the first scene Tia is strung up by a brutal crotch rope parting her beautiful pussy lips while she is whipped, choked and has her large full breasts humiliatingly milked by Aiden Starr! Tia is then oiled up and tied to a chair in such a way that her round ass is perched up for a tough spanking until her ass is deep red. She then has her pussy lips adorned with clamps and weights and her ass penetrated with an acrylic dildo. Aiden discovers more milk dripping from this hard-bodied slut's tits and fists and fucks her making her milk her own tits and receive pain as she cums. All at the same time! As if that's not enough Tia is made to lick ass and bent over and strap-on ass fucked in doggie style until every orgasm is ripped from her hot body!
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Cody Allen is an 18 year old slave boy who loves bondage. He hears about Master Avery and wishes to worship the dom. Avery orders the boy to strip naked inspects his fresh ass. Cody is new at corporal so Avery beats his ass with the crop until it turns red. Avery suspends Cody upside down and milks the boy's fat cock. After blowing a massive load, Cody endures the most brutal ball stretching on BG history. Avery rewards him with a harsh bondage fuck and a face full of cum. The exhausted boy is made to cum the second time
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Penny is back and hotter than ever. She is led in by Mr. Mod wearing a cow bell and put on display then he makes her milk her lactating tits. This horny slut is face fucked and then tied standing for her cunt to get pounded hard and fast. Next her ass is the center of attention for Mr. Mod as he brutally fucks her ass while pushing her body into nonstop orgasms. She is flipped onto her back and fucked until he blows his load all over her face.
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The BIP gang has infiltrated BondCon 2014 and now they've taken straight stud Cameron Kincade off to a filthy bathroom.  The guys line up their asses as Cameron crawls to each one on his hands and knees, with a tight ass hook pulling on his hole.  The horny crowd pisses all over Cameron's face as cock after cock gets rammed up Cameron's ass.  The straight stud is then suspended on the urinals, with a zipper of clothespins pinching down his chest.  They milk all the cum out of Cameron's cock right as the zipper is ripped from his flesh.  Suspended in the middle of the room, the guys fuck Cameron's ass even more while shoving a dirty plunger onto the boy's face.  He's then brought down to the ground so the gang can dump their loads on his face before they finish him off with extreme tickle torment.
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