It all started at AVN earlier this year when The Pope was on the hunt for new sluts to torment. He is introduced to a sexy Alt girl who claims she enjoys suffering. She is very timid and and makes no claim to anything but being a "good girl" who likes impact and torment. Time passes and the time has come for her to show him what she can actually handle. She arrives on set, very timid and shy, but ready for the day. She begins in a standing position and held in place by lots of steel chains and locks. Her body is shackled in clear rubber, including a head harness that matches the rest of her restraints. The torment begins and is is very clear that Sid isn't just someone who likes torment, but rather a full blown pain slut.

Wearing an orange minidress with no panties, the gorgeous Jasmine Jae digs up her dead husband's jars full of money in her front yard. Hitman Tommy Pistol hides in the distance and waits for her to go inside. Tommy sneaks up behind Jasmine as she's counting her money, but when Jasmine sees Tommy's reflection in the cookware, she turns around quick and hits him in the head with a frying pan. She handcuffs Tommy to a wooden table and wakes him up. She asks who sent him but Tommy quickly grabs the gun away from her and makes Jasmine free him from the handcuffs. Tommy puts the handcuffs on Jasmine behind her back, and makes her beg him to suck his cock. Jasmine begs ad begs and so Tommy shoves his whole cock down her throat, including the balls. He face-fucks Jasmine until she's covered in her own drool which he uses to rub her shaved pierced pussy with.

Aidra Fox is vacationing in sunny South Florida and finds the Hostel. A chair, sexual teasing, rope bondage, extreme rough sex and sexual humiliation are what this poor young slut encounters as she earns her keep. A big messy facial cumshot from her new master is the only complimentary meal she gets.

Poor little Jade Jantzen, she just wanted to have a fun vacation with her friend Felicity Feline. Now, she finds herself alone in a dark place. She's been collared, ball-gagged, blindfolded, tied up with rope and seated. She's alarmed when she hears her new master, Brick the innkeeper, approaching. He walks his frightened little Asian bitch to a wooden stand, chains her to it then feeds her some cock. Her sexual humiliation continues as he binds her tiny legs together with leather straps and turns her tight little pussy into his plaything. Once he's had enough twisted fun teasing the nubile slut he binds her wrists with rope and starts pounding her tiny pussy in his decrepit bed. Somehow, poor little Jade manages to endure her new master's brutal rough sex and intense BDSM onslaught and even has several screaming orgasms. The sexual domination ends in the only way it could for a naive slut like Jade with a massive cumshot on her freckled face.

When Charles Dera's motorcycle runs out of gas out in the middle of nowhere he comes across sexy newcomer Paisley Porter chained up in a jail cell and she will do anything to be set free. With her short shorts, long blond hair and firm perky tits she is a hot and horny damsel in distress. Charles makes a deal with her that if he lets her go then he can do what he wants with her and she is all for it so before he unchains this slut he needs to test her out.

Cherie DeVille is no stranger to Kink.com, or to The Pope. We all love her in every situation, but today she will submit to The Pope. The bondage will test her endurance, and then he will torment her and make her cum against her will. She begins in a beautiful asymmetrical tie that has her face down with her legs spread. The Pope enters and instantly begins to make the tie more grueling before bringing out the crop. He uses this implement to be very precise at issuing pain to her sensitive soles and then her legs. She winces from the pain, but that only feeds the fire for him to continue her suffering. Next he plunges a huge dildo inside of her wet pussy and then makes her cum uncontrollably.

Rosalyn is a petite young slut with a desire to try bondage. She became curious from watching porn and thought that she would give it a try. The Pope brings her in for a DB shoot, because if you're going to do it, you might as well do it right. She is fitted and then put into the first device, which has her in a standing position with her arms pulled out to the sides. He enters and puts a gag in her mouth and suddenly we get the first signs of nervousness.

Nurse Casey Calvert is working her shift at the Emergency Psych Ward. Her assignment is patient "John Doe" who is sleeping, strapped to a gurney. Casey grabs her clipboard and her specimen collector and tends to John Doe (Derrick Pierce). She closes the curtain, leans in to her patient and smells him. She draws back his sheets and exposes her patients cock and starts stroking it while he sleeps. She jerks his cock until he blows his load into her specimen collector and she quickly leaves his bedside. Back at Casey's house, she takes her new sperm sample and puts it with the others. She takes the cap off of one of the vials and rubs her pussy.

Ashley Lane is a bondage slut, first and foremost. She starting doing porn, but bondage and torment are what this girl lives for. Both she and The Pope know how tough she is, and what she can handle. The Pope starts her out in a grueling side suspension that renders her completely helpless. He adds more rope and tightens it all by tying her neck to one column and her legs are pulled the opposite way to restrict her breathing.

Mickey Mod and Jane Wilde were partners in crime and now that he's the boss, he keeps Jane prisoner in his house to use only for sex. He's chained her to a metal table with a gas mask over her head. Her small natural tits are bound in black rope, and leather cuffs surround her wrists and ankles. Squatting, she rubs her pussy as instructed by Mickey. He's told her to stay right on the edge of cumming, but if she cums she'll be punished. He unlocks the chain and uses it as a leash, pulling Jane buy the neck into another room. He removes the gas mask and in her mouth is a black ball gag. Mickey puts clamps on her nipples and an Hitachi on her clit.

In part two of this wildest of All Hallows Eve BDSM orgies, Avi Love has earned her way into some tight bondage with a huge, hard cock in her slutty teen ass. MILF whore Krissy Lynn isn't so lucky, having stirred the ire of Aiden Starr for neglecting her duties in training Avi. Avi handles that huge dick like a good girl, moaning in the tight shibari while watching Aiden degrade and flog Krissy's swollen pussy and red ass. Locked in a cuff bondage position, Krissy can only wriggle around, begging for forgiveness, as she's given just a little bit of dick. Her huge bouncy tits jiggle pleasingly as she struggles over to lick Avi's ass off of Rob's cock like a sex-starved slut.

When blonde cutie Carolina Sweets accuses Seth Gamble of taking her money and maxing out her credit cards Seth gives her an attitude adjustment through the world of BDSM and hot hardcore sex. Carolina is a spoiled Daddy's Girl who needs to be taught a lesson about being such a brat so Seth ties her up tight and disciplines her with the flogger, the cane and nipple clamps. Bound and gagged Seth stuffs his long dick in Carolinas mouth and gives her a solid throat fucking to shut her up about how she's going to tell her Daddy everything.

Gia is a young slut that wanted to get put in grueling bondage and then be made to suffer and orgasm at the hands of The Pope. She begins her day in a brutal predicament position on her side. Once he enters, The Pope adds more rope to intensify the tie before cropping her feet and tits. Nipple clamps are added and then the knitting needle is brought out to show our new slut what pain really is. She screams for him to stop, but in the end the only thing that will stop him is the satisfaction that she is suffering.

Whenever we have the chance to have Rose Red Tyrell in our dungeon, the hottest horny BDSM sex slave around, it's a done deal. We love testing her limits, especially her asshole. She loves rough anal sex and her new Daddy Sir knows how to use it: relentlessly. How does he do it? With what? Do you have to ask? She must endure rope bondage, waterboarding, spanking, squirting, tit and pussy slaps, deepthroat bj, deep asshole and twat penetration, sex toys: dick on a stick and humiliation. He fucks her in the doggy position, side saddle, cowgirl and missionary. If she does well, she'll leave with a wrecked asshole and face covered in cum.

Aspiring actress Alina Lopez is excited to get headshots done by industry professional Tommy Pistol. To alleviate some of the cost, she agrees to a work trade in which she models with some of Tommy's sex products. She arrives ready to shoot and in no time, Tommy is snapping pictures of Alina with various sex toys. When Tommy pressures Alina to strip down to her bra and panties, Alina is unsure but willing to do what it takes to get a recommendation from the famous Mr. Pistol. But when he pushes her too far, she begins gathering her things to leave–until Tommy tells her that he'll post her sexy photos on social media for the whole world to see unless she finishes the shoot. Alina acquiesces and soon finds herself tied up with her nipples clamped and gagged at the mercy of a crazed and horny photographer.

Bill Bailey has a suitcase full of cash and an FBI man hot on his trail. He enters the first house he sees to lay low and catches the beautiful and naked Demi Sutra by surprise. Demi screams as she catches sight of Bill and they struggle. Bill overpowers Demi, slaps her face, ties her up and gags her. Once she's all tied up, Bill has a moment to appreciate her lithe petite frame. He feels up her tits and pussy as she struggles in bondage, unable to escape her captor.