From a 4-part Custom Video featuring Keisha Grey: knocked out with a syringe, stripped, taken to a ‘hospital’ where her […]
Keisha Grey Spreadeagle Sex
Category: Cumshots
Tia Cyrus Trained
Yet another awesome Custom Video featuring the amazing Tia Cyrus: Master is never satisfied with slave Tia’s performance and he […]
Jessica Jaymes in “Master’s Rage”
Four part series from a Custom Video: The continuing story of Slave Jessica Jaymes’s training at the hands of her […]
Tia Cyrus in “Caged”
From a 4-part Custom Video: Tia Cyrus kneels in her cage. She was once a free and powerful woman, now […]
Jessica Jaymes Humiliated
From a 4-part Custom Video: The continuing story of Jessica Jaymes, once powerful District Attorney, now the kept property of […]
Jessica Jaymes Totally Fucked
From a Custom Video: The torments of Jessica Jaymes, once a powerful district attorney, now broken sex slave, continue. She […]
Kiki D’Aire Humiliated
From a Custom Video – Part 1 of 9: Kiki is done with her business meetings and ready to relax […]
Tia Cyrus Punished
From a Custom Video: Part 1 Tia Cyrus hires a private detective to blackmail her husband. Little does she realize […]
Kendall Earns Her Inheritance
From a Custom Video: Sassy little heiress Kendall thinks she’s got it made. She gets all her daddy’s millions and […]
Jay Taylor, Rough Rocker
Just some fun goofing around with my good friend and fuck buddy Jay Taylor: She plays the bored horny groupie, […]
Faye Reagan, No Choice
This is the last content I ever shot with Faye Reagan. She played a cheating housewife, and I get to […]
Alex Chance, Abducted Sextoy
From a Custom Video: Alex Chance uses her charm and her big tits to get through life… until a seemingly […]
Marie McCray Pays the Rent
From a Custom Video: Marie McCray is 4 months behind on her rent and Tim knows just how she can […]
Holly West Sextoy
From a Custom Video: Holly West is a young struggling model who thinks she’s landed a sweet gig in a […]
Holly West Helpless
From a Custom Video: I have Holly West tied up and helpless on my sofa, AND I have her husband […]
Nicki Hunter Housepet
Final chapter of a Custom Video: I paid good money for my own house-slave and I’m going to use her […]
Mika Tan Sextoy
From a Custom Video: Mika Tan answers a call for a private stripper show. Predictably, it doesn’t go as planned… […]
Amber Rayne, Abducted Attorney
Another Custom Video, but hey, ANY chance to work with Amber I’ll take it! – Amber Rayne thinks she can […]
Lara Brookes Learns a Lesson
Another Custom Video, from my favorite customer: Lara Brookes comes to Tim for advice about boys. He gladly teaches her, […]
Heather Vahn, Open-Mouthed Doll
Repeat business from a Custom Video customer. Guess I’m doing something right… more like Heather Vahn is. She plays the […]