Tag Archives: Miss Anna

In scene 9, four of the young ladies at the academy had tried to steal makeup from a local department store. What a shock it was to the academy staff …

Scene 2 – This is the flashback scene where we see various spankings played out from each of the girls pasts. They all recall a time in the not too …

Cleo had been spanked in the past a few times by her mother and it has now stirred something inside her. However, the last place Cleo should be responding to …

Anna has been employing a babysitter, Chrissy Marie, on a regular basis but something she has learned makes it important that Chrissy comes over for a “discussion” on her day …

Christy is called in by Mom Anna to discuss her poor academics, and behavior, during her Freshman year at University. Christy seems to think that Freshman year is nothing more …

Sexy Harley Havik and adorable Ava Nicole have stayed out WAY past curfew and are trying to sneak in. Unfortunately, Tubaman and Miss Anna are awake and waiting. To make …

Anna and I have our monthly Real Discipline series, where she gets a maintenance hand spanking followed by a punishment that is determined by the number of cigarettes she had …

Three clips brought together to become one long production. Part 1 ~ Christy is called in by Step-Mom Anna to discuss her poor academics, and behavior, during her Freshman year …

This is the companion footage of reaction/face cam to accompany our recent video release starring Miss Anna as an errant school teacher, punished to tears by a pair of unhappy …

Miss Anna is an old-fashioned schoolteacher from the Midwest, she grew up with spanking in school, and considers it normal. She is now living and teaching in California, and when …