A fantastic role play session

Timothy arrived at the front door. I welcomed him and instructed him to go upstairs.

After our pre-session chat, he was instructed to undress and upon my return he was to be kneeling.

As instructed, there was a slightly nervous Timothy, kneeling awaiting further instructions. He stood up looking all bashful, his hands covering what was soon revealed as a tiny, shriveled cock.

This was his first time visiting a Mistress. But his headmistress had sent him, at a loss as to what to do with him following his many misdemeanours.

Timothy was secured to the spanking bench of course, saying he would behave in future. I was not swayed, and proceeded to warm up his pale buttocks with the flogger.

Slowly, slowly, I built up to the cane and 50 strokes of the best. His buttocks were pale no more, and after a few whimpers from Timothy, I did an extra 20 strokes in quick succession.

A fantastic session, thoroughly enjoyed by both of us.