I like to dress up for the occasion too - it adds to the whole experience. Shirt, tie, selection of canes and a bare ass strapped up for me to punish. This guy made such a racket that I had to gag him. He clearly needs further training. I want him to take it like a man and stop screaming and the only way to do this is to punish harder and more regularly. He did his best but by the end he was just screaming the place down and sobbing.
Better step up the training schedule and toughen this guy up. That's what we do at No Way Out.
Yep, I'd forgotten how much I love caning bare ass and so I've decided I'm going to do it a lot more. And a lot harder.