Miss Monroe administeres a very severe and prolonged caning as The Headmistress. She starts off wearing her academic gown and draws a chalk line across the seat of the pupils shorts, then severely canes him until the chalk has gone. Then she removes her gown and canes him again. Then she makes him pull his pants down and she carries on caning his bare bottom. She lays each and every stroke on with absolute venom and delights in her pupils pain and carries on caning him well past the point where he is genuinly sorry.

Filmed around 2010 in full HD and only previously released in a sm... Show more