Some might say the second time around is easier, but that is not really the case. This is, in fact, the second part of Dirty Chai on the dog house, ringing the bells clamped painfully to her soft nipples and guess what, it is worse, so much worse this time.
She is strung up, spread on the course, punishing dog house roof, her ankles are weighted to keep her in place and her perfect little tits are clamped, beaten, caned, bleeding as she screams and cries and confesses that this is exactly what she deserves.
Chai may be the perfect masochist because she completely understands she not only needs to suffer and be punished but that others should witness her torments and tortures to display her painslut needs.
If you enjoyed the first part of this torment of Chai you will love part two, because, let’s fact it, the second time around is often much, much worse.
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To be desperate, is to want something so bad that you would do anything for it. The girls that I bring into my house have rules to follow: Be obedient, be respectful, and be willing to endure the discipline if they don’t follow the rules. I think they break the rules just to get the punishment.
Watch these girls get bound, suspended, groped and compelled to endure pain beyond words. Their breasts are subjected to tight, painful clamps and there is no choice but to submit. They submit so willingly, perhaps they do truly love it!
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Milla was having quite the experience as Jessica took control of her body. She started off hard, using a red-and-black whip on her, gradually ramping up the intensity. She moved her into doggy position, with Milla surrendering herself entirely to Jessica and trusting her completely. They then got into some serious moves, such as spider and spread leg candles – Milla screaming as Jessica pushed her to the limit by pounding her vagina into a pulp. After what felt like an eternity to Milla, she finally reached climax, coming hard and loud.
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Glenn put in ad online that says “Room for Rent”, hoping to make some extra money by renting out the guest bedroom in his house. He is stunned when his first applicant turns out to be a tall, beautiful woman with the best legs her has ever seen. She looks at him like he is dirt and immediately starts…
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The Slave have now a big Problem, Mistress told him he get her complete hand in the anus if he will come now under her Treatment. This means after his Orgasm when his horniness is gone. The Problem is the mask, very special, and make him more Lust and his dick harder like ever before, the next problem is the pain from his scrambled balls and at least the nasty game from the Mistress. He is fighting he is crying he is shouting, but nothing helps…
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There is a time in all Daddy/baby girl relationships in which discipline must be administered in a manner that leaves a long-lasting impression. After three weeks unsupervised, the little one managed to find herself in a considerable amount of trouble and we finally had to put it behind us. This video is the real-life punishment of my baby girl for this exact reason. This is a 100 stroke cold caning (no warm-up at all) and it allows you to take a peek into a real-life disciplinary punishment of a very real DDlg relationship. There is no acting or role play, simply pure corporal punishment administered in a manner designed to change behaviors. The entire punishment is filmed in HD, from both a face and bottom view, with results video, aftercare, and slow motion of some of the harder strokes. If you are a fan of real-life discipline, administered in a way to teach a very real lesson, this is the video for you. This video runs 26 minutes and shows the entire caning from two different angles
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The Dean instructs Miss Betty to finish up with a cheek to cheek paddle, applied to Maya’s bare bottom.
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Arielle is a college foreign exchange student staying with a strict host family. Caught naked talking dirty to her boyfriend back home, the man of the house decides to lay down the law. Across his lap, the oversexed co-ed gets the spanking she deserves and finally the orgasm she craves.
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Panties down for a spanking: Lucy Lauren feels the leather belt for smoking
As head girl at an exclusive school, Lucy Lauren is held to higher standards of behavior in Academy Discipline. Headmistress Zoe Page has to make an example by spanking Lucy for smoking on campus, although she denies it! Lying flat on the desk, uniform skirt up and white cotton panties down, Lucy feels the sharp sting of a leather belt, buns bouncing.
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Kendra wants to come back to her ex-girlfriend Addie. But Addie won’t take her back without punishing her first. She spanks her 231 times – one for each day she was gone. Kendra spanks Addie back, though, showing her who is boss.
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Clearly the new recruit Andrew Powers didn’t realize what he was signing up for when he enlisted. A good time with the boys quickly turned into being tied down and restrained in the barracks waiting on Sergeant Izzy Wilde next demanding order.

“Well, well, well. What do we have here? Looks like my boys got you in a heavy predicament.” Sergeant Wilde taunts the boy as she stomps into the army barracks -slamming the door behind her! She surveys the situation and finds joy in his humiliating position. She takes her riding crop and flicks and teases his soft cock.

With a maniacal laugh, Izzy Wilde rolls him on his side to get a better taste of that boy hole! She licks, slobbers, and rims at his tight little new recruit hole. Like a Wilde little piggy and this is her first time at the pig trough, she can’t stop chowing down on his tasty pink hole. Powers can’t resist – the ropes are too tight, he squirms between pleasure and pain at her every touch.

Wilde flicks at his ass and balls with her riding crop before deciding this boy needs to work on his muscles a little more if he ever wants to be a real man. So she unties him and runs the rope through his ass crack and pulls it tight around his cock and balls, forcing her new play-toy to do pushups while her leather boot adds a little extra resistance to his training.

She gets hot and her pretty lady cock grows hard watching him squirm under her boot with that rope giving his butthole rope burn – She takes her tits and cock out for him to worship. “It time to put that pretty little mouth of yours to good use” She takes recruit Power’s ball-gag off and fucks his slobbery mouth hole before sitting on his face. She squeals with delight as she smothers his face in her white perfectly toned bubble butt, gasping for breath.
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The Lips and Tongue Press is the most effective gag in the world! Talking is absolutely impossible. The lips are clamped and the tongue is pulled out and clamped too. That’s a lot of clamping on your face, as Nora found out. She is well trained and experienced in bdsm, but she had never seen this device before. Locked in her chastity belt and collar, Nora tried to put it on herself, which was very hard. I helped her, and before she knew it, she was unable to speak. I locked her in heavy Clejuso handcuffs behind her back and added some nipple clamps (she hates clover clamps). Check out the perfect picture set and video clip of Nora’s ordeal!
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Peril is a masochist that needs to suffer which is how she finds herself in HELL! strapped to an old plank, in chains, drooling past a ball gag and screaming in agony.
It is not by chance, it is by design, her own.
In this instance, the slut is caned until her ass and thighs look like a – well- something with angry red welt stripes whatever that might be. Actually, it looks exactly like her ass, which is kind of fitting.
The look on her face as the punishment progresses tells it all, and the telling is about nothing but pain.
Peril, On The Plank, for your entertainment.
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