She is struggling to remain free but the way the rope around her neck connects to the pulley, there is no way Penny Barber can resist the pulling her into her new box. She hates feeling claustrophobic. Between the cage and the hood she knows this is going to be terrifying. She has tears running down her face before she is even locked in. It wouldn't be so bad if she could manipulate the bondage herself but the way her hands are wrapped up she can't get a grip that would allow her any kind of relief.
The key is to make being outside of the box much more frightening than being inside. To do this OT employs some serious corporal punishment. Chains keep her bound between two posts while he works his whip across her ass and the backs of her thighs. Flipping it between her legs he lands several sharp blows right across her clit and pussy lips.
Even the orgasms are meant to be painful. The pogo between her legs doesn't let her relax at all. As the vibrator makes her weak in the knees and her body begins to slide down the shaft she feels the pressure pushing it further inside of her. There is a bruise forming on her leg from the paddling she is enduring, all the while trying to focus on the feeling between her legs. She wants to cum. The longer she fights it the harder it will be to stay on her feet.
How many times can she cum in one day? How much pain can she endure between orgasms? Every time OT rebinds her Penny knows something worse is coming. Every position has its own trials and vulnerabilities. Each one leaves her open to assault from another angle. The punishments, vibrators, and orgasms all get more intense with each new bind.
I've talked a lot about the lovely Rain DeGrey. She has so much to offer whenever I see her. Big tits, a firm ass, a beautiful body, everything about her screams, “Torment me.” She loves pain. It's how she gets off. And it's a good thing, too, because she has a long day ahead of her.
There is a wooden post in the middle of the room that is going to provide the central structure of Rain's bondage. From there I can lock her arms and neck into place. A pair of metal pipes on the ground give me something to lock her ankles to. It leaves her tits and pussy exposed, a familiar position for her. I walk up and tell her what she already knows. Today is going to be intense.
She has been with me before. She thinks she knows the drill. It starts with some bondage, moves on to some discipline, everything gets more intense and she gets the most amazing orgasms of her life in the end. Normally that means starting with a flogger or maybe a cane. Today I'm going straight for the whip.
The lash raises welts all over her body as soon as it touches her skin. The bright red stripes start crisscrossing her body, each blow bringing out another one. They will turn into bruises tomorrow, leaving her with dozens of little reminders of how this day started. She grunts and screams with each strike, but the ball gag in her mouth muffles it all.
What is normally the finale is just the warm up today. I tied her tits off with leather thongs to restrict the flow. It makes them firmer, purple, and extremely sensitive. She should be happy to have a man playing with her tits, but for some reason the only thing she does is scream at the top of her lungs every time my paddle comes down on them.
Well, I said she likes pain with her pleasure. I decided to see how much she likes having clamps on her nipples and pussy while I give her a bit of stimulation. The celebrator is a small vibrator but it is powerful. Pressed against her clit, especially with clamps on, it can be more than enough to overwhelm a woman's senses. Rain is a screamer and this level of intensity is more than enough to have her bellowing at the top of her lungs and struggling against the shackles holding her in place.
Once I take the leather off of her tits you can see what all of the fuss was about. Her breasts are covered in the purple bruises that tell the story of the day. They won't be fading any time soon, but given how much of a pain slut Rain is I think it's more likely she'll be playing with them when she masturbates than calling me back to complain.
I plan on making the back of her match the front. I have paddles and canes ready to go, and lucky for her there isn't a very good way to tie her ass cheeks off to make them more sensitive. It means I am going to have to work a little bit harder to get the bruises to show, but anything worth doing at all is worth doing right.
Rain's turned around, but in almost the same position. The most significant differences are plain to see, though. A pair of leather straps lift her ass cheeks so that they are perfectly places for punishment. Her ball gag as been replaced with a harness that covers her mouth and connects her face to her post. It lets her see the top, which forms a nice little shelf for all of my toys. I lay them out in front of her so she can get a good look at them all. I feel like a little anticipation goes a long way.
Each one feels a bit different on her ass. Each one is going to leave a unique mark, on her ass and on her psyche. It doesn't take much to make those marks, either. The bruises are just as big and beautiful on Rain's ass as they were on her chest.
And this time, when I grab a vibrator, I go for the gold. The Hitachi has given Rain knee-quaking, body-rocking orgasms before, so she knows what to expect as I press it against her clit. All of this suffering has made her pussy dripping wet and all she wants is to feel some pleasure. This little motorized menace is going to give her more than she bargained for. Rain is used to having a quick cum and relaxing. This toy is going to tear multiple orgasms from her body until her legs can barely hold her up anymore. If it weren't for the restraints holding her up she would probably collapse to the floor in a mess of flesh and fluids.
Afterward Rain and I have a very nice chat. She tells me things about how much she loves to cum after pain, as though I hadn't know. Even better, she gives us all a good look at the aftermath of our fun times together. Her pussy is red from being worked so hard. Her ass and tits are covered in bruises. The whip marks all over her body are still clearly visible. It's been a long day and knowing Rain she'll be back and begging for more in no time.
Most men have sexual fantasies about the women in their lives or on TV that they would like to make love to. OT has more disturbing dreams. He dreams of women like Dolly Mattel bound in agonizing restraints and tormented physically and psychologically. You can watch his fantasies play out every week.
This week it's Dolly Mattel who gets to act in his dreams. His fetish du jour is biting and Dolly is a perfect target. With her youthful soft skin OT has a wonderful canvas to sink his teeth into. He bites her all over her body including her tender nipples. Each position presents a new predicament for Dolly. Her cute little panties make her look innocent, but she's far more perverted than she lets on. She suffers like only a true slut can.
Genres: All Sex, Big Dick, Big Tits, Hardcore, Big Ass, PornStar
Video language: English
We’re onto number six of the eight scenes we shot out in Prague last October and this one’s surely one of the best. It stars the French, 21-year-old and simply adorable Angel Emily getting trussed up in various bondage bits and pieces for the very first time in her life and having a rather splendid time with it all.