Back Diddy, 2020 (Patreon)

No joke, I was wondering if I should call it "Butt Diddy". Because let's be frank, that's what it is, no mistake about it.

Diddy wears boxers! The loose kind, not boxer briefs or anything tight. He needs something he can let his junk flow around in. What, it's not comfortable you say? You get used to it! Just jerk off as much as he does, you'll lose just enough sensitiveness that you don't mind it anymore.

Plus... loose boxers make for "wardrobe malfunction" situations, which he's definitely... open-minded about, let's say.