Part 6 From a Custom Video – Tiffany is mine but she always needs more training. Now she’s dressed in a cute schoolgirl outfit, sitting beside me on the sofa. …

Did you ever want to have two amazingly sexy blondes, tied together in a double spread eagle on your bed? Did you ever fantasize about watching them writhe and moan …

A Villain isn’t always evil. Sometimes, he’s just an expert hand for a willing ass in need of a good hard spanking. Christina Carter, whose ass is as legendary as …

Part 2 of 5 – Mika Tan’s session continues. Her delusional patient has tired of tickling her and pulls her over his lap instead. Mika’s eyes go wide with indignation …

Part 3 of 8 – I continue to teach Amber a hard lesson in “Why you shouldn’t fuck with Villains”. Now I tie her to a bondage horse so I …

Bratty little Cupcake doesnt want to do her homework, but Step-Daddy knows how to motivate. He slaps her curvy little ass, then takes a leather strap to it, but Cupcake …

When Sinn needs a good hard sensual spanking she knows just who to ask. She comes to Tim, dressed in a lovely little satin cami and shorts, just begging to …

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 …