Tag Archives: Strict Headmistress

‘Ow!… Ow!… Owwww!’ You really can’t blame Dorothea for yelping as Miss Matthews gives her pert bare bottom a good old-fashioned walloping. Some great OTK action, with a stern-faced spanker …

‘To say I am disappointed would be an understatement….’ Any girl who has disappointed Miss Matthews knows exactly what is coming and, for Victoria and Dorothea, caught smoking by the …

I have caught two of my students smoking in the garden, and it’s clear they need a hard lesson in discipline. Julia takes position under my school cane, crying and …

Five of my students are lined up against the wall, naked and vulnerable, with bottoms freshly striped. After two rounds of extended caning, I know these five girls are sorry …

My student Melanie and trainee teacher Miss Evans got into a fight over the teacher’s stolen cigarettes. Unfortunately, I observed it from the window, and decide to teach both young …

I have caught two of my students smoking in the garden, and it’s clear they need a hard lesson in discipline. Julia and Lillian have been spanked cherry-red, but their …

Judy lays her long slender frame over my spanking bench, resigned to her final and hardest caning punishment. Her classmates can barely watch her agony whilst she kicks her feet …

I have caught two of my students smoking in the garden, and it’s clear they need a hard lesson in discipline. Lillian is up next for a punishment from my …

Five of my students are lined up against the wall, naked and vulnerable, with bottoms freshly striped. They all know that a second punishment awaits, but this time each naughty …

Violet’s first-ever punishment continues, and finally it is time for a caning. Bent over my desk, the schoolgirl’s red, sore bottom is presented for the whip of my prison cane, …