Tag Archives: Sarah Gregory

Sarah thinks she has the house to herself on Friday evening, so she sneaks into her stepmother Samantha’s room and steals the very vibrator she’s been forbidden to own. Settling …

This is the first part of Amy’s long ordeal at the hands and various wicked implements of perverted nurses, Sarah and Clara. She has been sent to them for her …

Amy’s First Pee Punishment. Amy has been left alone by the cruel sadistic nurses, Sarah and Clara, after her last session where she received a humiliating diaper change and dildo …

This is a very different kind of spanking clip, and a rare glimpse into something deeply personal. Sarah and her real-life Domme, Miss Bernadette, share a loving end-of-day spanking focused …

Sarah has been staying out and spending more time with new boyfriends that her step-mother totally disapproves of. She arrives home to find Step-Mom waiting for her in the bedroom …

This really is a very special age regression film featuring Audrey Sugarsmak in a role she is not accustomed to… and she is about to find out how well Sarah …

Sarah was caught shoplifting and had to go over Miss Svenson lap for a long hard spanking with hand and hairbrush. Miss Svenson gives hard spanking with hand and hairbrush …

Sarah is fascinated by her babysitter’s huge boobs (played by Christina Carter) and makes a play for them, much to the shock and annoyance of her temporary charge. Christina is …

Sarah was SUCH a brat at playing with Miss Katherine at the dungeon party. When they get home, Mistress has other plans for her little brat; If Sarah wants to …

Sarah has fallen back on her promise to work hard, pass her exams, and graduate. Instead, she has been partying hard, staying out all hours, and dressing inappropriately. Step-Mom has …