O.T. is paying a visit to his accountant to ask about some worrying notices he has received in the mail. The woman at the front desk, Alana Cruise, informs him that someone at the office must have made a mistake, but O.T. knows this is the kind of mistake that can send him to prison. Now, for doing him wrong, he is going to give her a taste of just what happens in prison, so he takes out a needle, sticks it in her neck, and it's lights out for Alana.
When she wakes up she has a leather hood on her head, which O.T. has wedged between two metal bars, and her wrists are shackled to the floor. O.T. pulls up the skirt of her little green dress and rubs his hand over her pussy through her panties. Alana makes scared and upset noises like she wants him to stop. If she doesn't want him to touch her in a nice and friendly way, O.T. is happy to oblige. He ties the back of her panties to a bar over her head and spanks her ass. And then it's time for her to really learn her lesson.
O.T. stands Alana up and has her hold the two metal bars out in front of her, with a smaller pole balanced on the end. Then he takes out a whip and starts lashing at her tits and her ass making her squeal and dance around to try and avoid the pain. If the small bar falls, she gets to find out what happens when you drop the bar of soap in the showers. She holds up well for a while, turning slowly and picking up her feet one at a time to dodge it, but when O.T. whips at her hands she has no choice but to let it drop. Then he sits her down and ties her toes so that her legs are held spread apart and takes out the metal pussy hook and the celebrator to fuck her until she screams. Maybe next time she'll know to do her job.
Penny Lay has come to play. She just didn't know what kind of play she would be getting into. She struggles in the rope, but before she has time to gain any semblance of escape she's having pantyhose pulled over her face. Then then a gag is pulled deeply into her mouth. Electrical tape completes the insex mask. Her beautiful red hair is smashed to her pretty face. Her dress is cut off to reveal her petite sexy body. Her arms are pulled over the top of the table and a heavy stone is attacked to her hair. With her back arched her tits are ripe for a good whipping. Her knees are spread wide and the cane is used on the inside of her tender thighs. "I love my pain!" She shouts as the vibrator makes her cum over and over again. Now she's bent over the table and her sexy ass is pushed out obscenely. Her cunt is flogged and then she's vibrated again. This time it's only a tease. She's not allowed to cum until Matt is ready.
Tits like the ones on Ashley Graham are not easy to find. They are so large, beautiful and best of all, sensitive. She seems almost impervious to every other type of pain. Not on her chest, though. It is like she has a pair of targets painted there. PD even has a milking machine for those udders of hers. The marks that it leaves look like a pair of bulls eyes. The kind that PD is going to try to hit with his cane a little bit later.
Charlotte Sartre thinks she is on a simple shopping trip, just like any other weekend. She goes into a furniture store, looking for some kind of chair to help furnish her new apartment, and O.T. is more than happy to help her look around his shop. She says she doesn't need anything too comfortable, which is good since the array of chairs he had are all made of metal pipes bent into strange shapes. Eventually she sits down on one, her legs spread by the metal, and O.T. locks her neck into a metal collar. A girl with this little common sense doesn't deserve to get out of that bondage, but O.T. knows what she does deserve.
O.T. ties Charlotte's hair into pigtails and wraps them across her face and through her mouth to make a gag, which he then tapes in place with masking tape. With her legs open wide, her tights are exposed, so he takes his knife and cuts out the crotch from them so he can better reach between her legs. He takes the piece of fabric he cut away, balls it up, and sticks it in her nose so she has an even harder time breathing. Then he rubs his hand over her pussy through her panties to get her ready for their next activity.
Charlotte is shackled onto a pole, her wrists and ankles locked in in some heavy metal bondage, and a metal wire gag laced through her mouth and pulling at the sides of her lips and her cheeks. That only hurts, but doesn't do a great job keeping air from getting in or out, so O.T. pulls a plastic bag over her head to help with some breath play. Then he starts whipping and flogging her body. Each ragged breath and each whine she tries to let out only makes her more aware of the suffocation and makes her more scared. What happens next will have you at the edge of your seat.
I am used to getting whatever I want. I know I'm beautiful. My eyes, my ass, and my hair are just a few of my best features. OT took advantage of how long my hair is. He's locked it inside a pipe and attached it to a fitting that is screwed to the ground. I can move around the base, but I really can't go anywhere. He wants to see my body. He orders me to remove my clothes. With the threat of a whipping I hesitantly comply. The bicycle lock he puts around my neck isn't tight, but it's pulled up to the ring above me. My panties are the only thing keeping me from being completely exposed. OT comes in and has me remove my panties. He wants me naked before him. He uses the cattle prod to scare me. I hate that thing. He uses more bicycle locks to tie me into a hogtie. My feet are completely exposed for him to cane. As I scream and cry he casually hurts my poor sensitive feet.
Cici Rhodes is a tall lanky redhead that clocks in at 5’10. She might be too much woman for most, but not for us. Today we are going to cut her down to size and work her over in all of the ways that this sensation slut so badly craves. We are going to bind her down and stuff her holes until she can not get her "cum" eyes uncrossed.
There is no pleasure without pain however, and Cici will have to earn every orgasm she gets today the hard way. Cici is bound wrists to hips with large rocks tied to her ankles. The rocks slow her down enough that every movement is a painful undignified crawl. We warm her up with some foot worship and face degradation before cutting out two holes in her shirt to let her pink nipples spring free. We tease her with a vibrator but deny her what she so badly craves.
Enough warm up. Time for the main course. We tie Cici onto her back with her feet pointed up towards the ceiling, all the better to display that ass. Her holes are completely exposed and wide open and her toes call out for torture. We oblige. We are givers like that. Caning and flogging are followed up by a DP that sends our sensation slut spiraling into an earth shattering orgasm and we are not done with her yet.
We finish her off with a bent over tie that puts her at the perfect position for some strap-on fucking. A neck rope holds Cici in place and prevents her from escaping the dick. We flog that juicy ass a little more because we just can not resist before gripping our slut’s hips and slamming home without mercy as weighted nipple clamps bounce painfully with every stoke. She cums gratefully all over the dick, her breath is harsh and ragged gasps. The final touch is hooding our toy with her own cut up shirt. We will be back later when we fell like playing some more...