Tag Archives: Sarah Gregory

When gentle reminders fail, sometimes love must sting. I’ve been neglecting my meals, and despite gentle reminders, I just couldn’t break the habit. Miss Bernadette, my loving Mommy and Mistress, …

Miss Iceni is not happy- her two new girls at the brothel, Sarah and Matilda, have promised her they can take care of her corporal punishment clients. However, they have …

Matilda and Sarah have cooked up a great plan to go into the spanking industry and make lots of money- despite having no clue what they are doing, and no …

Sarah and Matilda are travelling and find themselves staying at the only remote boarding house they can find. The room and house are old-fashioned, and so is the landlady, who …

Sarah and Cara make a hot pairing dressed in their beautiful Honey Birdette lingerie. In this most intimate of spanking films, Cara is Sarah’s willing submissive toy to do with …

Download apricot_and_sarah_sexy_spankings.mp4 Watch this super sexy spanking film starring Apricot Pitts and Sarah Gregory. Both girls love to switch and enjoy giving and taking a spanking from each other. There’s …

Sarah thought she could sneak in a little public misbehavior at the downtown fountain, stripping down where anyone could see. But Mommy Bernadette catches her red-handed, mortified by her babygirl’s …

Lily Swan makes a return to prison where the introduction to her long sentence behind bars is a judicial caning punishment. Alongside Lily is new inmate, Delta hauser, found guilty …

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 …

Anastasia Rose learns firsthand the sheer humiliation of a wheelbarrow spanking at the merciless hands of Sarah Gregory. The poor girl is utterly unprepared for just how exposed and degrading …