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….

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…

I’m a hot woman, and sometimes sexy chicks need a treat. I didn’t think much of it when I used my workplace credit card to buy myself a few nice…

Schoolmom Tiffany gets called to Principal Miles’ officer after her son gets caught changing students’ grades on the school system. Tiffany tries to sweep the inconvenience under the rug but…

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…

Anya Olsen Return of the Prom Queen

Armani is in Principal Steele’s office discussing the fact that her stepson had brought a sex doll to class and now he’s facing expulsion. Armani tries to deny things at…

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] Demi Diveena (The Naughty Diary)

Ivy’s son is a regular troublemaker. He and Mr. Steele, the school’s principal, are archenemies, prompting Ivy to visit the principal’s office occasionally. However, this time is different as her…

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…

Valentina is shocked when she learns that her son Jackie has been caught bullying other kids at school. Principal Trainor has a zero-tolerance policy for these kinds of cases, so…