Sarah Gregory video

It’s hard to believe but sometimes we miss putting up films that were actually edited like this film made 10 years ago. Little did John and Sarah know at the time but it was to be the start of their real-life relationship. It’s rather endearing to look back over a …

Three naughty cheerleaders, Sarah Gregory, Lily Swan, and Amy Fox all report to Principal Tubaman for punishment. Sarah is first to gat a trip across his knee, then a second trip to time out.

Sarah Gregory is attending Fetish Con 2012 and hears a knock at her door. She opens to find super cutie Isobel Wren who has entered the “win a spanking with Sarah Gregory contest.” Sarah is excited to spank her sexy bottom. Isobel agrees to let Sarah video this spanking for …

Dolly and Sarah were terrified! They’d been grabbed by an intruder whilst on vacation and now the pair are helplessly trapped! Sarah was laced into a tight, constricting leather sack and gagged with a monstrously uncomfortable cleave gag, while Dolly was taped up with constrictive electrical tape that was shrinking …

This is a special custom prison punishment film that is over 2 hours in length, showing the build-up and detailed intake, processing, and discipline including the aftermath shots of all three inmates. The female prisoners – Lyra Skye, Riley Haze, and Andy Moon… are overseen by the cruel medical nurse, …

Sarah Gregory attempts to make sure the other girls in the cat house get the runs. But Madame Miss Bernadette catches her in the act. Sarah is bent over the kitchen counter and gets spanked and paddled before drinking her own concoction.

Sarah and Amelia were friends and lovers when they were both starting out their careers; but 20 years ago that love was forbidden and the world drove them apart. But sometimes those deep feelings resurface and one phone call later Amelia is on a plane from London to visit her …

Kajira is the 5th and final girl to take her punishment. This clip features the full scene of her harsh 1st time, 24-stroke cold caning punishment. She is naked and tied to the punishment bench by nurse Gregory. Every stroke, side, and rear angle is covered throughout the caning. Kajira’s …

A huge successful spanking party event is over and John is left behind to help clear everything up while Amelia and Sarah hurry back to their rented apartment to continue playing with each other. Both are naked and enjoying this private moment, as Sarah admits it is a naughty but …

Angelica has been a very naughty girl to the staff of the house and mommy has had enough. After a good scolding, she is taken across the maternal lap for a good old-fashioned spanking. She is spanked over her dress, then on her cotton bloomers before they come down for …

Clare is a frustrated actress who tries to get her daughter Sarah and her niece Amy to learn the meaning of discipline. She takes them each over her knee for a sound spanking, and then tells her younger sister to do the same. So her sister Andi, who was raised …

Clare is a frustrated actress who tries to get her daughter Sarah and her niece Amy to learn the meaning of discipline. She takes them each over her knee for a sound spanking, and then tells her younger sister to do the same. So her sister Andi, who was raised …

Clare is a frustrated actress who tries to get her daughter Sarah and her niece Amy to learn the meaning of discipline. She takes them each over her knee for a sound spanking, and then tells her younger sister to do the same. So her sister Andi, who was raised …

Sarah and her stepsister, Bella, wanted to have a fun afternoon out in London doing some sightseeing. They decide it would be far more fun to sneak onto the train without paying. Little do they know that the London Transport Authority has notified StepMommy of both girls’ naughty behavior. Upon …