Back Diddy, 2020
🕑 Added 2024-04-07 21:00:03 +0000 UTCNo 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.
Comments
HolloNut
Yeahhh... And mind you, Diddy's the kind of person who'll sleep in all sorts of gravity-defying positions, so there's bound to be a couple "slipups". :P
HolloNut
Even from behind, you can tell he's up to no good! I bet he curls and unfurls his tail whenever he's scheming.
JBSEM99
I love this pose. Diddy's got that confident, unashamed look and with a little bit of naughtiness to go with it. It captures your depiction of him well.
Tsarin
Boxers are great for casually seeing up one leg from time to time too I've found~