Jack Diamond is a little twink thief, stealing money from Renaldo's wallet, and he is not happy. Sir Noir begins with a series of hard swats of the hand over Jack's jeans, then switches to his new bigger, meaner wooden paddle. As we've seen before he is merciless with the paddle. Spanking the naughty little bitch boy over his underwear now, he ads to his arsenal with a leather paddle with 8 holes for maximum pain infliction.
When he finally pulls down Jack's briefs, we can see just how much damage has been done to the boy's tender bubble butt, now red, inflamed and almost purple in spots, but this doesn't stop him from continuing his severe punishment, until Jack begs him to stop in tears. Something tells me he won't be taking any more money from Renaldo's wallet without asking.