Hard Lessons Over the Long Weekend - Part Two

The student is warmed up after a brisk spanking and I proceed to humiliate him with the most feminine of all implements, the hairbrush. His skin breaks quickly (guess he's just asking for it!) and I add insult to injury by rubbing the bristles over his wounds. He's whimpering and grunting in pain already, and I'm not even breaking a sweat. And no, his fantasies of seeing his headmistress strip down to her fancy lingerie are not coming true.....for him.