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Guess who's got the best smile in all of cell block D! (Pic via Getty)

Look at that cutie! He's like a middle schooler on picture day!

This might be the best picture he's taken in months. He spends day after day trying to be street, looking more like an attempted badass in every photo. Then he finally goes to jail, gets dressed up in the orange jumpsuit and everything, and he flashes the photographer a smile that makes him look like every mama's dream child.

You blew it Justin! This was your shot to truly own your bad boy cred. You could have thrown on a scowl, lidded your eyes, maybe asked one of the female guards for an eyebrow pencile to draw on a mustache. But no, this pic looks like you could get shivved by the Brady Bunch.