Annoyed that I once again have to babysit my strangely kinky little brother, I enlist my 2 best friends to help me make his day a living hell — just because I can. Everything from bondage experiments to foot smothering to cock-teasing forced feminization, baby brother’s forced to endure it all. Hard to say if he likes it or not… it does end up ruining one of my favorite pink catsuits… but you know how I feel about ruin…
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Parker orders Alex and Toby to submit to a size comparison, but poor Toby does not “measure up.” Parker makes serious fun of Toby’s small cock, then makes him jerk off Alex’s so he knows what a real cock feels like. Parker enjoys humiliating Toby for his small dick so much that she even masturbates just watching the show. When Alex is ready to pop, Parker makes sure that he does it right in Toby’s face. Parker then drives the humiliation even deeper by feeding Toby all of Alex’s cum, which has been dripping off of Toby’s face. This is what Toby gets for making fun of Alex earlier.
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Jamie has her slave secured and immobile, as he waits for her. She struts over to him, using her gorgeous body and her thick, heavy cane just how much she means business. Jamie wastes no time as she gets to work slamming the cane across his ass, sending waves of pain shooting through his body while she cackles in the vain of a wicked witch or an evil queen. Every time the slave thinks he is safe, she delivers more and more blows.
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Mistress AJ Applegate loves to lock men up and laugh as she totally emasculates them. Her slave has been locked away in a steel chastity device, secured by an anal hook tightly chained to the chastity, which makes any movement or arousal painful. AJ gets her slave super excited by letting him worship her beautiful ass, then punishes his excited cock with a spiked vampire glove. AJ then makes her slave beg for a handjob; of course, after being tortured by the vampire glove, every stroke means even more pain for his poor cock. AJ leads her poor slave away on his leash, denied, in pain, and sexually frustrated – just the way she likes her slaves.

Featuring: AJ Applegate
Categories: Anal Play, Ass Worship, Blonde, CBT, Chastity
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PART 2: Now’s your chance to see the fantastic continuation of Schoolgirl Milking Service never before seen on video!

It’s a tense time in the hot, stuffy classroom. Who will win? The boys have arrived early and sit impatiently. Their project to buy and sell antiques has been a total failure, but they still have a trick up their sleeves. Little do they know just how industrious Nicole, Jessica and Ashley have been! But neither the boys nor the girls know what the Mayoress has in mind for the winners… not to mention the losers…
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He tried so hard, but in the end, this self-proclaimed bondage aficionado wasn’t a very hard egg to crack. — not the first time OR the second time. After that, he was willing to say or do anything I wanted, anything to keep me from touching his pooooor sensitive cock again… post-orgasm games are my FAVORITE.
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Yhivi may have started the show strong, but she is not slowing down a bit. This little slut can’t be worn out. Matt and Dee Williams tie her to a box in the perfect position to expose her pussy and mouth hole. They proceed to fuck her from both sides, each taking turns with her pussy and throat and Yhivi still can’t get enough of it. For someone so small she is insatiable and we love her for being so. Yhivi can’t stop cumming over and over on cock. If deep throating was an olympic sport she would have a gold medal. Thank you for coming back Yhivi. We will be seeing lots of you in the future.
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Sierra Cirque is misleadingly sweet, but only a real slut can make it through a Sexually Broken shoot. Sierra starts in a hogtie on a table and has her throat used by Matt and Dee Williams. She drools and moans as she gobbles cock. This girl deep throats like a porn star no matter how new she is to this kind of shoot. She is then positioned for fucking. The couple takes turns fucking Sierra’s pussy and throat as she squirms in ecstasy on the table. Then Dee plays with her a bit harder; putting her hands or arms around her throat. We find out how much Sierra loves breath play as she’s choked and vibrated until glassy-eyed and cum drunk.
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When Dee Williams was first talking to Matt before they met up, she told him she liked to “play rough”. It is very possible that Dee didn’t actually know the meaning of the phrase until she found herself chained up and bent over in his house in the woods. She’ll learn quickly, though, as she becomes a living advertisement for why you should look into someone more before meeting up for anonymous sex.

It’s not all bad for Dee, it turns out she does like playing rough, and every painful position and bit of torment gives her more pleasure. She particularly likes it when Matt puts the fucking machine in her ass and turns it on to its highest setting. Soon enough he’s got her squirting all over the place and crying out in orgasm.
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Lately, I just can’t get enough of ass-fucking my slave with my huge strap-on cock while he’s locked tight in steel chastity. His desperate, helpless pleas mean nothing to me as I fuck his ass hard and deep.
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Do you remember Chanel’s uncle who has such a big high heels fetish? Do you remember that Chanel made him pay for the chance to lick her boots? Well, the situation became more and more bizarre.This time, the old man lays on the ground, he is chained to the wall, as Chanel enters the room, dressed in skin tight jodhpurs and breath taking designer sandals with sharp high heels. With an arrogant voice she tells him that he has to pay first, before she starts to trample his body with her sharp heels. The old man has to put money at her sandals before the young lady steps on him.Chanel really has fun to make him suffer under her heels. She jumps on his body and again and again she digs her sharp heels into his nipples until he moans and screams in pain. The only breaks she allows him are the breaks when he has to put more money in her sandals.
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I know you guys love watching silly boys (just like you!) making bets that would make most people groan in dismay — house always wins, but that’s what you wanted, right? you should get a huge kick out of this one: in addition to my usual fee, I make an extra $50 for every orgasm I can milk out of the sucker… Ruined, forced, hand job, hypno job,… Doesn’t matter how I get it out of him…
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Its never a punishment but always a reward to receive Goddess Jessas big, fat cock! She expects complete and total devotion from her fuck-holes if they want to be used like the sluts they really are. Of course Jessa doesnt just want their loyalty but also demands their bank accounts, credit cards and personal possessions if a slave wants to continue to be her dirty little bitch boy.

Featuring: Jessa Rhodes
Categories: Strap-on
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