Penny starts her day perched atop a custom device that was built to ensure she is helpless. Her legs and arms are spread out and all of her weight is resting on her pussy. The Pope enters and brings with him a dental device that will hold Penny's lips apart, which will impair her ability to speak. The humiliation starts as soon as it is applied to her face. She tries her best, but she cannot help but laugh at herself because of the way she speaks with it in her mouth. Penny's flesh falls under a full assault from a heavy leather flogger. Her tits, her ass, and everything else that he can reach is turned a bright red as the flogger flies through the air. Clothespins are applied to all of the sensitive areas as Penny helplessly watches. The orgasm reward starts and the humiliation ensues. All she has to do is just say, "pretty please". Next Penny is in a back bend and held in place with hard steel. She balances on her head as The Pope enters and adds twine lassos to her nipples, then hangs weight on the me. The flogging starts back up, only to lead to a crop used too. Suddenly, we find out that Penny is extremely ticklish, so he exploits that weakness the way he does all of the rest of them. He rips multiple orgasms from her pussy, and in a huge turn of events, he goes back to cropping her pussy into a "pain-gasm". The final scene begins and Penny is in a doggy position with her arms pulled back into a strappado. Her neck is chained to the floor, and after some more cropping, The Pope sets his sights on making her orgasm more than she has all day. Her pussy is filled up with a massive dildo, and the vibe is pressed firmly against her clit. He rotates between her pussy and mouth in a brutal frenzy of fucking. In the end, we have our Penny back, and that's all that really matters.

Gronc is one of the most influential illustrators in the INSEX sphere. His drawings have inspired many of our positions over the years. Now we pay homage to some of his more complex works. See Summer Hart put into intense positions complete with narrate...

India Summer is the perfect package. Sexy, exotic, authentic and blessed with an animalistic sex drive that was so strong it drove her into porn, this MILF is a keeper. We have had her here at Sexuallybroken before, but she is such top shelf pussy that ...

Bella has the most amazing tits in the world. So, I decided to tie them, poke them, suction them, squeeze them a bit & have her dependent on them for her orgasms. I don't know what turns me on more - watching her cum or watching her try & hold her orgas...

We begin with Hadley in a sitting position with one leg pulled up and the other pulled down. Her arms are spread at her sides and held in place with leather straps tightly fastened to a metal pipe. A bright red gag keeps her mouth open as the drool pour...

Lily and The Pope have quite the history together. They have been doing scenes for a very long time and have a special bond because of it. When he got the call from her that she wanted to come back and work together again, he jumped at the opportunity. ...

Leather Retreat is a camp for bdsm perverts. Sister Dee is one of them. Taken out onto the lake, strung up in a tree or bound to a wigwam, Sister Dee is hotter than the 98 degree sun... I was suffering a bit from the heat so I enlisted her real life Dom...

Sexy little rope slut Freya French loves getting spanked, stretched in tight ropes, crotch ropes, pussy whipping, clit torment and endless orgasms.

Happy Holidays! Here is your present: an intense Christina Carter update that will definitely deliver you some holiday cheer.