John Osborne video

Del is in detention for cheating. Headmaster Osborne is very upset and intends to teach her a very hard lesson. She first gets her hands tawsed because cheating hands get punished. Then she is spanked while bent over the desk. Finally she is given 6 strokes of the dreaded cane …

John had a blast playing with Zoe Montana at the last Shadowlane Party and this film collaboration took place when they agreed on what she wanted… a good hard cold caning session for which he just happened to have a heavy 14mm Dragon Cane to do the job. Zoe requested …

Our strongest HuCow is body builder Alexis Luna. She is very muscular and fit, but surprisingly submissive! She knows she should oil her udders before a session, and she will obediently do so herself. Her gleaming body looks so good! Gagged with a sturdy harness ballgag, Alexis gets nipple clamped …

Cara is with her family on their annual vacation at the usual resort in Aruba. She is trusted to go out alone this time inside the resort, even in the evening. but of course, Cara takes this trust and abuses it. Dad receives a phone call from the Front Desk …

A huge successful spanking party event is over and John is left behind to help clear everything up while Amelia and Sarah hurry back to their rented apartment to continue playing with each other. Both are naked and enjoying this private moment, as Sarah admits it is a naughty but …

Filmed at Fetishcon 2015 – we came across this amazing young lady almost by accident. Beautiful BDSM lifestyler, Zooey, makes her stunning debut to round off an incredible year at AAA and usher in a new era for 2016. This was a very special audition to see just how much …

Headmaster John Osborne is welcoming new Assistant Sarah Gregory to her disciplinary chores, and sassy Amy Fox gives both of them plenty of practice. First, naughty Amy gets the seat of her panties blistered, then her bare bottom, by the firm-handed Headmaster, plus the added embarrassment of not being able …

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 …

Lily has had an awful day. Earlier at school she got a hard spanking and caning. Then she had to go to cheer practice with her short skirt revealing the shame of a glowing, sore red bottom. At home, her father had already been informed of her punishment and Lily …

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 …

Veronica is in the care of step-uncle John who has looked out for her and treated her with nothing but respect. He has tried to give her space but this has backfired big time. Instead, she has seen this as a “green light” to behave in a boorish manner; staying …

Mackenzie is summoned into the living room by step-daddy as he got a phone call from school that she has been cutting class. She tries to lie her way out of it but step-daddy already knows the truth and that won’t work. This is not the first time this has …

Raven has really gone and done it this time. She has been expelled from a very prestigious private school and sent home to her step-father to face the music. He is so disappointed in her, he can barely look at Raven, she is an absolute disgrace to the family! Even …

Beautiful Apricot Pitts takes up the challenge of joining the “Wheelbarrow Club” as she had never been spanked in this most submissive of positions before. Apricot is game for pretty much anything but she admits that she feels a little apprehensive… after all, he can see everything behind that she’s …