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.

Blonde All-American beauty Cherie starts in a standing spread with her arms harshly bound in reverse prayer. She desperately tries to please, enduring a hard pussy flogging. Claire tightens the neck rope pulling her neck into an intense angle. A vibrato...

London River is a being of nature. She contacted us and begged, pleaded, to get the Insex experience. She knew she needed what we dish out. We gave her a chance and she paid off in spades. She is, without a doubt, the strongest and most eager model to c...

After a divorce every woman seeks something a bit different than what she is used to experiencing and Rain is no different. She uses social media to find the perfect new experience in the form of a couple looking for a submissive third to join them in s...

Here at Sexuallybroken, we love us some Cici Rhodes. This tall lanky redhead has some serious deepthroat skills, which she combines with a cheerful honest love of the dick. One of our favorite games is to see just how well these sluts can multitask, and...

Ava Devine and her big booming MILF body is back and Booming. This textbook nymphomaniac needs to be tied down for OUR safety. When someone has an incredible body like this you have to spread it out to it's max. We wrap her wrists together tight and pul...

Rain DeGrey does what she does best, and there is nothing she can ever do to stop it. This girl has a curse, and that curse is the ability for her body to orgasm over and over and over with no built-in defense mechanism. The only thing that would stop t...

The final installment from the January live show. Cherry gets chained up and hoisted in the air, caned, spun around in circles, cattle-prodded, and fucked by James Deen.

Sexy blond bombshell Courtney Taylor is back with her 38 Triple D boobs! In beauty and stature, this girl is nothing short of Amazonian. Courtney discovers what being truly helpless is all about today, and she loves it. Courtney finds herself on her kne...