Is wearing your shirt inside out the cool thing to do?
The jacket definitely looks vintage. It kind of has that late '40s-early '50s private purchase look with the knits. Although with the throat latch and stitch holes from removed patches it could be WWII issue.
Just goes to show you that a classic look like the A-2 never goes out of style. Although, I wonder if he knows he has his POW-MIA T-shirt on inside out.