Reuven wants to quit smoking so bad he is willing to try anything. Anything.

He signs up for an experimental treatment at a private clinic where Yasmin Lee has the cure for what ails him. He fills out all the consent forms, slips off his clothes, drinks a liquid that helps him sleep and waits for the cure.
Yasmin hooks up two tens units and a series of sticky pads to Reuven’s body. Once he is completely bound to the bed and helpless, Yasmin lights up a cigarette and blows the smoke in his face and cock. When Reuven doesn’t respond, she uses hands and mouth to get him hard. As he barely stirs awake, she undresses and lifts her thick cock in his mouth.
She fucks in on the medical bed, using a fake pussy on his dick while she rams his ass. He cums from all the cock play and Yasmin continues to fuck him further until she is ready for more cock sucking.

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London Keyes is locked up for theft. It doesn’t take long for Isis Love to make her into the new hot lesbian fuck toy in prison. Lots of hands on lesbian punishment is in store for London since she’s the new girl in the slammer. Spanking, flogging, finger fucking, strap-on dildo, pussy eating, humiliation and dildo gag are included in this role play shoot played really well by both girls.

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Welcome new TS Seductress, Aly Sinclair. Aly is a Southern California girl with deep brown eyes, sexy curves and a real bend for fucking men in the ass. She comes out of the gate ready to make Chris beg.

In this role play seduction, Chris is a disgruntled security guard at a local art gallery. When he finds Aly in the San Francisco room, he is quickly convinced to fool around with her. She sucks and jerks him off while slyly fingering his ass. First one finger, then two, three – and when he is in full ecstasy, she swaps her fingers for her hidden cock. Chris is shocked, he struggles, but Aly is already inside him, pushing him down on to the couch and pulling his hair so his face looks right in the surveillance camera.
“Now all your coworkers will know how much of a slut you are.” Chris is stuck. Pinned by a thick cock, blackmailed by the video camera in the corner and torn by how much he actually likes it…

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Nika Noire is fed up with being mistreated by her wealthy employer Sasha Knox. The tables have turned and Sasha now finds herself apologizing for being cruel while she’s bound and at the mercy of her pissed off maid. Includes role play, anal sex, foot caning, heavy flogging and strap-on sex filmed on the Upper Floor.

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Mellanie Monroe goes door to door selling a self help program scam. She shows up at the wrong door with two pissed off sexy lesbians who take revenge. Don’t miss this hot role play update with Isis Love and Harmony getting down and dirty with Mellanie Monroe!

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Krissy Lynn is a young aspiring model who has her first photo shoot with LA photographer, Maitresse Madeline. Naive and star struck, she is persuaded into doing pornographic modeling and kinky lesbian sex. This is a super sexy update with great role play, ass licking and strapon sex. Krissy is not only beautiful but she enjoys pushing her limits and taking hard punishment.

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Kirra Lynne thinks she can get away with cheating on a test. Isis Love catches her in the act and proceeds to turn Kirra into a humiliated sex toy. Lots of hot punishment, strapon sex and aggressive oral sex in this fun role play update!

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Charley Chase plays an escort who fucks with the wrong married man. Isis Love, his wife, finds out and hires Charley for the night to secretly take revenge. This is the most intense strap-on scene to date for Whippedass! If you’re into giant strap-on cocks used to totally dominate a bound and immobilized girl, look no further. Charley has intense orgasms, squirts all over the place and gets squirted on from Isis riding her face with a dildo gag. This also has great role play and sexy punishment scenes including spanking, flogging, smothering and more. Enjoy!

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The prettiest transsexual adult film star from Chicago gets naughty solo in this hot TS video. Mia Isabella gets into her mistress BDSM garb and puts on a solo fetish filled masturbation session that will get anyone's pulse quickening. The sexy blonde in leather and chains loves to get into sexy costumes and loves to role play and this scene she gives it up for her fans with a little fetish twist and gives us kinkier tranny fans a good look at her tasty shaved transsexual balls and gets them in a ball clamp slowly tightening it's grip on her shemale gonads. With a cock that is now fully erect Mia begins stroking her shemale sausage stopping once in a while to squeeze her balls. Once Mia gets close she aims her tranny cock to her beautiful big tits and covers them with her shemale spunk.

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On her first modeling gig, Marie McCray is persuaded into posing nude for photographer John Henry. She is then manipulated into being tied up and used sexually in hopes of becoming a famous model. This is a fun and sexy role play update including bondage, sex and punishment.

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