Sissy Trouble

Princess and Stigma

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Bianca is a tall lean beauty who shows up nervous as hell. She is excited, but her fear is starting to show and I can se it. I spread her lean body out between to columns and get to work. The blindfold gives me the element of surprise and I take full advantage of it. She can't see what's coming and it fills her brain with fear and her pussy starts to drip.Next she is bent over and the pain that had started to go away is back and more brutal than before. Now that she is screaming again I start to fill her pussy and mouth with a huge dildo with every intent of violating her as much as possible. This time her pussy explodes with squirting orgasms and she can't stop me from trying to empty her pussy of it's juices.In the final scene she is on her back like the whore that she is. Clamps are put on her nipples and then the entire set gets sprayed down with her squirting whore juices. Bianca squirts so many times that she begins to beg for it to stop.

Gorgeous red-head submissive pain slut Amarna Miller wants to be tied up and flogged before you fuck her, but she does not understand why. Amarna learns the connection between her masochism and her pussy in this opening day of slave training.A devastating inverted blowjob covers the trainees face in spit and drool. Then a strict strappado fuck with hard nipple clamp play. Her tits bounce painfully as her pussy is rammed. A painful rope suspension tests the depth of her tolerance, and she is finished off with a rough sex scene that leaves her exhausted, delighted, and covered in come.

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Mean Dungeon.com

Staked Out In The Woods

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Baylee Lee is back. This super steaming Japanese has monstrous tits and a body to die for. She is tough, noisy and a bit super-naughty, the excellent kind of insatiable. Corded down, spread and helpless, Baylee finds herself about to have more climaxes in 10 mins then she normally has in a month. These are the kind of climaxes that harass and weaken a figure. They nearly hurt but they perceive so good. You either know what we are talking about or you don't. We oil up her glorious body and we go to town on her defenseless pussy. We finger smash her till she finishes off, then we stimulate her till she cums again. Rinse and repeat until the damsel is out of her mind. Begging, wailing for you to stop, she can't stop the climaxes herself, her figure betrays her, she simply turns into a cumming machine.

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Cherry is a fucking bondage legend, and we have her back at Hogtied.com!! She is one of the hottest and toughest girls in the industry and even though she has been playing the dominant role on other sites, she's still just a pain slut to us. She is put in grueling bondage and punished with sadistic torment. She suffers so beautifully for all of us to enjoy and this is one of her best shoots to date!!

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We brought back a time honored form of torment. Making her kneel on raw rice is a quick and ingenious way to reduce Alani Pi to tears. Every grain is like a needle digging into her soft skin. As a reward for enduring the rice and the whip Alani is allowed to cum. She seizes the opportunity and has such intense orgasms that she goes cross-eyed. Too bad for her that the day isn't over yet.

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Welcome hot blonde babe Cameron Dee. Eager to please, we start with tying this bitch for you on camera into a nice tight chest harness. Bringing her down to her knees, she is made to impress by sucking a cock. We see how far down those luscious lips wrap around a dripping wet dick as the drool runs down her chest. She is made to stand with her cunt locked in place by the same cock and her torso attached to springs. Cameron is made to bounce on that cock, to ride it hard, and give a show about her eagerness to get off.Second Cameron is bound on the Y Frame, showing off her amazing figure. Oiled up, she gets treated with dripping hot wax all over her body, challenged to take the cane and pussy flogging. This cunt isn't built for pain, she is more of a pleasure model. Claire slides her fist into Cameron, inverts her on the frame, and relentlessly attacks for orgasms.Last but not least, our horny honey pot has not had nearly enough orgasms to our satisfaction. She is bound with a strict strappado on the sybian. A ball gag head harness and wrist bondage keep her at attention and the vibrating monster sybian between her legs keeps her desperately wanting more in her cum addiction. A rope is added to her neck bondage pulling her both backward and forward, locked in place. No longer able to move, a zipper is added to her torso and pulled at the height of what seems to be her most intense orgasm of the day, rounding her off as clearly well used.

When Xander's sexy girlfriend, Amara Romani, cheats on him with his Best Bro, Seth Gamble, the two Bros team up to teach the little Ho a lesson in bondage, manhandling and rough anal sex! Slutty Amara thinks she is on her way to hook up with Seth behind her boyfriend's back, but Xander surprises her in a dark alley and takes her to a remote hotel room where Seth is waiting. Amara is shocked to learn that these two guys are in it together and a great take down scene is unleashed! Amara is manhandled, stripped naked, bound and fucked in all her slutty holes by both guys. Xander and Seth pull Double Domination Duty as they pass Amara back and forth like a sexual rag doll, fucking her however they wish till she is completely drunk on cock and come. Amara loves being put in her place by these two guys and learns the real meaning of the saying BROs Before HOs!