Video Description: Six years ago, Jessica Kay delivered one of the most extreme and moving sessions in Assylum history. Today, we bring it back, with 50% more footage and an entire re-mastering of the scene. This session is level 11! The faint of heart should not proceed. The painal is harsh, the punishment is hard, the degradation is deep. But this session is also a re-imagining of the great Epic of Gilgamesh–a sincere spiritual journey of a pair of modern perverts. Here we have one of the true pinnacles of Assylum with one of the most amazing and beautiful sadomasochists we’ve ever had here.

Video Description: Ariana Aimes first time ever having anal sex on camera. Ariana has cooked you dinner for your birthday. You have told her that you don't want a gift from her. She is very confused by this and you explain that you only want her for the night. She laughs and mentions how she knows you love her pussy. You quickly bring up the fact that you bought her a gift. She can't understand why you would do this but quickly realizes once she sees what you've gotten her. It is two butt plugs because all you want for your birthday is to try anal sex with her for the very first time. She is very hesitant and scared but finally agrees because she wants to please you. Ariana runs off to your bathroom to prepare her asshole and try out her new plugs for you. When she comes back she tells you that she believes her ass is nice and stretched out for you. Then, you slide your cock into her ass for the first time ever. You fuck Ariana in many positions until you cum all over her gaping asshole. Fantasy includes: Anal, painal, first time, anal virginity, butt plugs, boy girl, bg, ebony, birthday, roleplay, pov, anal riding, anal doggy, anal missionary, ass to mouth, atm, HD, 1080p, reality, hardcore, rough

Video Description: Delirious's asshole was already ruined from her previous session. The slightest penetration was painful for her. Which meant, of course, lots of amusement for Dr. Mercies. While this scene does not have a lot of hard pounding, it has all the authentic painal you could desire. Plus, lots of punishment with the spanking machine while delirious gags on cock and licks ass. This is a down-to-Earth, no-frills, authentic anal domination session. Enjoy.

Video Description: Sweet little Anastasia has a dirty little piggie side that she craves to have pulled out of her by the right dominant man. As always, Dr. Mercies was happy to oblige. This is a long, continuous session with very rough assfucking, prolonged piss drinking, repeated ass to mouth, and endless face slapping, spitting, and manhandling. Anastasia did minimal anal stretching prior to the session so that Dr. Mercies could force open her naughty butthole in a sadistic manner before it all got started. Of course, this session also has plenty of ass eating, with Anastasia sucking her finger out of the doctor's ass too, just to make things extra filthy. It finishes with this little piggie eating the cum out of her asshole and squirting everywhere.