When Chloe is called into Principal Rebel’s office, she’s not too worried about being in trouble at first, but then her stepmom Tiffani walks in and Principal Rebel tells her…

When Principal Fitzwell tells Nina that her son was caught with drugs on him she’s surprised and overwhelmed. Principal Fitzwell tells her that it’s a serious offense but since he…

I’ve been a principal at this school for years, so I know exactly how all these milfs act, thinking they can throw some money to get their kids out of…

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…

Boy, being a stepmom is tough! Just ask poor Justine, a devoted stepmother who leads her stepdaughter Nikki’s scout troop. Hoping to teach her baby girl the importance of hard…

[PervPrincipal] Mandy Waters (The Nude Problem)

Kate is called into Principal Greens office to discuss her stepdaughters transgressions. Turns out Kates stepdaughter has been having sex on campus! Principal Green tells Kate that with a misconduct…

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

Mrs. Cruz is called into Principal Peter Fitzwell’s office after her stepson is caught playing some porn DVDs in school and in front of other students. Mrs. Cruz cannot believe…

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…

Khloe Kapri, Sydney Paige Double Bogey