caning

Classic Rain

Rain DeGray is tied up all comfy and cozy down on her knees for Matt Williams where she belongs. Her mouth is stuffed full of ball gag and her breasts are swollen and pink from a rope harness that’s squeezing them tight.


Releasing Riley

Riley Reyes has been too up tight lately, stressed and tense. Matt Williams is here to get rid of some of that tension for her through whatever means he deems necessary.


Ctrl-Alt-Orgasm

Another day, another girl with a seemingly endless need for a beating. This week, her name is Lydia Black and she is about as tiny and sexy as they come. Let’s hope Matt Williams doesn’t break her in half as he beats and vibrates her.


Tickle Whipped

The Sybian is probably one of the most terrifying devices that we own here at Insex On Demand. Typically, we use it only as a last resort, building up to it over time with our models, but not this time. Matt Williams sits Zoey Laine down on it in the very beginning, a black leather bag over her head, and turns it on high. He delivers lash after lash with his whip, but it’s when she’s just sitting on the sybian, the hood having been removed, that Zoey starts crying.


Neck’d

Sasha is so excited she can’t hardly speak, or perhaps that has something to do with the cloth gag taped into her gaping mouth. O.T. has her moving around, tied into different locations, being whipped and caned from tit to toe.


Cruel Barber

Lauren Phillips was told by one of her close friends, London River, that she should go check out this one hair stylist, O.T.. What London doesn’t mention is it’s panties, not hair, that O.T. has been known to cut. Now Lauren is tied up in rope and being touched and whipped and there is nothing at all she can do about it.


Puddles

KoKo Kitty is a world class squirter, and that works just fine for Matt Williams. He loves it wet and wild. He knocks her around a bit to get her ready, caning her feet, flogging her pussy, tying up her nipples. Then when he’s ready he takes out a metal pussy hook and the hitachi and fucks her with them until she drenches the entire floor, and even Matt himself.


Lifetime Slut

Sasha Heart’s body is so sexy it could make a grown man cry, but Matt Williams has other plans for his time with her. He is going to vibrate her pussy with a hitachi and make her cum over and over until it’s as sensitive as it can possibly get. Then he is going to beat it with a flogger and watch her squirm in pain. And when he gets tired of that he is going to finger fuck her until she cums for him again. Sasha is going to be the one doing all the crying today.


Spread Wide

A sexy woman with her legs spread wide for all to see is one of life’s greatest simple pleasures. Today, for your viewing pleasure, Lily Lane is going to spend just about her entire show with her legs tied wide open and a variety of vibrators rubbed up against her until she just about breaks. It may be a good day for our viewers, but it is almost certainly a better day for Lily, seeing what Matt Williams has in store for her. Right away he takes off her outfit and gets down to business.


Predicament

Kel has her arms tied back in a brutal strappado and her legs tied at the ankles to spread them as wide as they can go. As O.T. ties her neck rope to the ceiling she gets curious and wants to watch to see what he’s doing. Matt Williams doesn’t feel the need to humor this slut enough to look her in the face and tells her not to look at him unless he says otherwise. Kel does her best but she can’t seem to keep her eyes off of his hands as he sets her up for her torment.