Part 1 of 6 – From a Custom Video Project: Gorgeous petite bombshell Heather wants to be Tim Woodmans’s fucktoy. She puts on her best black dress and collar and …

Part 2 of 4 from a Custom Video: Alessandras punishment continues. Principal Woodman pulls her down over his lap and strips her soaked panties off. He fingers her naked vulnerable …

Alison Rey is the best kind of good girl. The kind you reward with a spanking. She appears before Tim naked and willing, kneeling at his feet and obeying his …

Nothing really special, just an insanely cute Alison, showing off her unbelievably sexy body for me, (and you of course), then sliding into my lap for a spanking so sensual …

It’s safe to say I’m going to work with Riley Reyes every chance I get. Here’s a little clip we shot together, just us and a camera on a tripod. …

Lexi begs to be let go, but Tim is nowhere near done punishing her. He makes her beg him for a spanking, which he delivers, slow and cruel. First he …

This one’s NOT a Custom Video, it’s just a really sexy cool scenario we shot together. Ashley Lane in a short skirt, meekly approaching her uh, boss? Principal? Random guy …

Charlotte has been bad. We don’t honestly know what she did, or why Tim is so angry with her, but he’s taking her out to the shed. She is whining …

Adorable little pet Kira waits patiently in her cage, bound hand and foot, beautifully adorned in a rope corset. Her Master comes for her and she lovingly worships his hand …

Part 3 of 4 – Later that night Alex returns to confront the Professor. She tries to convince him to let her be, but he has other plans. He reminds …