For what it's worth, I wore my leather all the time, Pri, Int, E-2 RAG, and never got any crap about it. And that's with a SWO pin on my nametag (previous life). I almost never wore my summer-weight Nomex; didn't get my winter-weight until I got to the RAG. The only people I ever saw get shat upon for what they wore: some dude who wore an Ike jacket, SWO sweater AND black Corfams with his khakis for SDO; a guy who patched up his jacket, Tom Cruise-style, with patches he'd bought at air shows; and a girl who went out and bought a nice civvie leather jacket and wore that with her uniform because "the wooly collar (on the issue jacket) made her neck look big".
Oh, and while I'm at it: buy some damn brown leather shoes. Take pride in being in the aviator community. This "I'm not buying brown shoes 'til I get winged" thing always bugged me.