I decide that my slave in training should receive his first caning but I add a mix into it. The combination of pleasure and pain. I insert a butt plug that also vibrates before I start applying the cane. He is also locked in chastity.
I start slowly, building the strokes more and more over his bum with increased frequency in between. Have lost count on how many but my sub took them bravely, surprise ones added when he thinks I am done. He was entering the sub space with every stroke.

I decide that my slave in training should receive his first caning but I add a mix into it. The combination of pleasure and pain. I insert a butt plug that also vibrates before I start applying the cane. He is also locked in chastity.
I start slowly, building the strokes more and more over his bum with increased frequency in between. Have lost count on how many but my sub took them bravely, surprise ones added when he thinks I am done. He was entering the sub space with every stroke.