Miss Anna video

Taking Luci out to lunch with her mother (Anna) and sister (Charlotte) was not a success. A notoriously fussy eater, Luci didn’t like how her food came out, and proceeded to make a scene. With Luci loudly complaining and being rude to multiple waiters and bussers, Charlotte decided to throw …

Another peek into Strictmoor Academy where Mrs Jackson is on spring break but has the task of punishing and disciplining two naughty girls who were sent to stay with the head mistress for spring break. A spanking during the day means a spanking at night and the tradition is the …

Naughty schoolgirls Ava Nyx, Cleo Divine, Nuna Starks, and Key Winds are in serious trouble with Principal Tubaman and their bottoms are going to pay dearly. They bend over side-by-side as he blisters their miscreant behinds with a plywood Spencer Paddle. After an ear-burning scolding, they are sent home to …

Miss Anna is excited to take on her new role as Assistant Coach and arrives to a meeting with the Head Coach wearing a cheerleader uniform. He realizes she has issues with discipline and knows the girls will not respect her looking like this. So if she enjoys looking like …

Anna has been caught out lying to John over a missed payment to a company that they had agreed terms with for a specialist new vacuum cleaner for their carpets and rugs. They had been impressed by the demonstration which cleaned one particularly dirty rug so they agreed a payment …

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 off. The recently installed nanny cams have shown that Chrissy has been having her boyfriend over when she is not …

In this edition to the game night series, Miss Anna is asked to try out a hand of cards in the Painful Card Game, where she has to flip over the cards to determine her punishment. The nervous woman who is normally a top is made to pick her own …