The naughty student wants to wear pretty women's lingerie, but he'll have to earn to the right to do that from his teacher. This time Headmistress Vita Volition focuses on his nipples of her student. If he wants to wear a bra and panties, he'll have to undergo some painful experiences. Clamps are applied and Mistress Vita wastes no time in using her leather gloves to amplify the suffering by twisting and pinching the sensitive nipples. The student also receives the riding crop on his balls as his locked up cock strains against the chastity cage. He is desperate to please his Dominant with his suffering and craving the chance of becoming more feminine.