This is Terry’s first caning (it was shot before the caning he received in our video “The Evil Eye”). He didn’t know he was in for a caning (although the boys can always ask as many questions as they want, they almost never do), and he didn’t even know what a caning was. This session is all about caning. Tom canes Terry with three different canes. It starts with a few strokes with his jeans on and then a few with just his boxers. The rest of the session is on bare skin. The sting of the cane is intense, and it isn’t long before Terry’s eyes are welling up with tears. At the end of this cani...

This is Terry’s first caning (it was shot before the caning he received in our video “The Evil Eye”). He didn’t know he was in for a caning (although the boys can always ask as many questions as they want, they almost never do), and he didn’t even know what a caning was. This session is all about caning. Tom canes Terry with three different canes. It starts with a few strokes with his jeans on and then a few with just his boxers. The rest of the session is on bare skin. The sting of the cane is intense, and it isn’t long before Terry’s eyes are welling up with tears. At the end of this caning, Terry tells Tom that, if his schools had used the cane, he wouldn’t have gotten in trouble so much in years past. (High Definition Version)