Derek is eighteen and a senior at Brentwood, a private boys academy. His planned attempt to seduce the lovely Maisie backfires as he is caught by Lauren Dour, the attractive young headmistress of Heatherly Hall school for girls. After some discussion between Miss Dour and Derek's headmaster, it is decided that Miss Dour will give the young man a good thrashing. This proves to be life-changing, and the first of many such experiences for Derek, introducing him to harsh physical punishment at the hands of the headmistress and her colleagues. Derek wrongly assumes he will get the slipper, but instead gets two dozen hard strokes of the cane. It is the first of many punishments, and over time Derek gains sexual enjoyment from being disciplined by beautiful women, and the harsher and more humiliating his treatment, the more exciting he finds it.

Publisher's note: This book contains details of S&M themes, enemas, and severe corporal punishment. Please do not buy this book if such material is likely to offend.