Warning: This is a severe discipline punishment film with some very effective scolding, spanking, hard leather strapping and severe caning! Hotel manager, Miss Anna, is summoned to visiting CEO Johnny Lake’s room for a...
Miss Anna
Triple A Spanking – AAA Spanking – MP4/Full HD – John Osborne, Miss Anna – Anna Never Learns
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...
Triple A Spanking – AAA Spanking – MP4/Full HD – John Osborne, Miss Anna – Anna’s Severe Discipline
This is a special long play film that features Anna and John, who had a real-life mentoring relationship at the time of filming. John cares very much for Anna and she needs hard discipline when she doubts herself or puts herself...
Triple A Spanking – AAA Spanking – MP4/Full HD – Miss Anna – Secrets Get You Spanked
It had been some time since Anna and John had spent some quality time together so when it came to their playtime, John was upset to discover that Anna had been keeping a secret from him. "You’ve been seeing him again...
Triple A Spanking – AAA Spanking – MP4/Full HD – Stevie Rose, Miss Anna – Spanking Step-Daddy’s Princess
Stevie Rose had a new stepmom and they didn’t like each other one little bit! Anna made sure that her new bratty step-daughter got no favoritism from her when Stevie’s Step-Daddy (John) was away on business. He...
Lily Starr Spanking – MP4/Full HD – SEVERE! Mom’s Painfully Poor Judgment: Mom & Schoolgirl Stepdaughter Punished Together By Dad For Lying By Omission – Miss Anna Spanked To Sobb (Exclusive)
A few days prior, mom Anna was pulled over and given a speeding citation shortly after picking up her daughter Lily from her high school. She didn’t want her husband Robert to know about it, so she tucked the ticket away in...
Cheerleader Spankings – MP4/Full HD – John Osborne, Miss Anna – Spanked Like a Cheerleader Full Clip
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...
Triple A Spanking – AAA Spanking – MP4/Full HD – Miss Anna – Secrets Get You Spanked
It had been some time since Anna and John had spent some quality time together so when it came to their playtime, John was upset to discover that Anna had been keeping a secret from him. "You’ve been seeing him again...
Spanking House Productions – MP4/Full HD – Christy Cutie, Miss Anna – University Woes for Christy
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 than party time. Mom is very upset with her daughter...
Punishments Only – MP4/Full HD – Ditches Gets Spanked Outdoors
Anna and I have been looking after DD, helping her stay on track of her responsibilities and bettering herself. Then when Anna and I are out on a hike, we happen across DD when she is supposed to be at school. I am flabbergasted...
Momma Spankings – MP4/Full HD – Sarah Gregory,Miss Anna – Auntie Knows Best (Part 1)
Sarah has been sent to stay with her strict Aunt because her behavior is out of control and mom is at her wits end. Sarah is in for a rude awakening when she is woken up (mind you at 3 in the afternoon) and told that what she...