Sydney is a rich, powerful lawyer with a successful career. She is also the loving stepmom of Jimmy, a spoiled brat who has no skills at all. Sydney cares about…

Anya Olsen Return of the Prom Queen

Kira Fox gets called into Principal Green’s office because of a recent incident with her daughter. It seems she took things too far this time with her pranks when she…

Isabel is the PE teacher at her son’s school. She gets called to Principal Rebels office to discuss his grades. His son is doing great in sports but he is…

The best part about being a school principal? Dealing with slutty teens and their mothers. Like mother like daughter–all these sluts think about is cock. If I’m being honest, I…

Eden got caught stealing the answers to the final tests and selling them to other students. Naomi, her stepmom, rushes into Principal Fitzwells office to learn what happened. It turns…

Lilly Hall rushes to Principal Rubino’s office after getting an emergency call on Thanksgiving–her favorite day of the year. Once she arrives, she finds out that her stepdaughter Renee Rose…

Abi is a teacher at the school. She has been a trusted staff member for many years and she has been praying for the prestigious “Teacher of the Year” award….

Amirah is a vivacious go-getter who works as the school’s vice principal. This is the highest-paying job she’s ever had, so the milf doesn’t want to blow it. Principal Mclane…

[PervPrincipal] Mandy Waters (The Nude Problem)

Jewels is the best PE Coach there is, but concern about her methods arises when Danny learns that she fucked Sawyer’s boyfriend. Danny simply can’t have Jewels fucking students behind…

Blonde mylf Sydny Davis meets with Principal Filthy Rich to discuss her daughter’s expulsion after she was caught having sex with another girl. The principal threatens with expulsion but Mrs….