Tag Archives: Mila Grant

A painful caning viewed in full from four angles! Dear Prudence has done it again! Ever the troublemaker, this little miscreant will endure a day-long punishment for all the school …

Dear Prudence has done it again! Ever the troublemaker, this errant student is back in my office, and I am tired of it. This little miscreant will endure a day-long …

Dear Prudence (Mila Grant) has done it again! Ever the troublemaker, this errant student is back in my office, and I am tired of it. This little miscreant will endure …

Veronica is terrified to go over my spanking bench, and I instruct Prudence to hold her down. With each stroke of the birch, the poor girl begins to shake and …

The girls look at my thick birch bundle in fear, having never experienced it’s sting, and today is their initiation. Prudence goes over my spanking bench, squirming at each stroke …

Veronica bends her sorry bottom over my desk, knees locked in fear as she awaits her next punishment. With a long, stingy tawse, I strap the little miscreant again and …

Linda takes a third and final strapping on an already bruised bottom. As her classmate keeps count, I use my prison strap to turn the poor girl’s bottom into a …

Prudence is back over the bench for a third round of strapping, and I don’t intend to be kind. Eighteen very hard strokes form my wicked strap have her shivering …

Bent over my spanking bench in utter shame, it is Linda’s second round with my prison strap. I spare her no mercy, giving her eighteen full strokes as her classmate …

Poor Prudence is already trembling, as she assumes the position and awaits the sting of my strap. Her classmate Linda keeps the count, as I begin this wayward girl’s harsh …