Easy solutions to most of these problems, and these apply regardless of how new you are to NAVAIR...
Are you cold?
"No": Don't wear your Jacket
"Yea, Kinda": Wear your summer weight jacket/fleece.
"Yes, I'm Fucking Freezing": Wear your G-1.
"Yes, AND my hands are about to get frostbite": Throw your G-1 in the back of your closet, detach to Incirlik/Osan, and get a Pop's Leather (or whatever the Korean version is called) made with fur lined pockets, blood chit liner, 1911 internal carry pocket, and a removable fur interior. Call TG 15 months in advance to order your patches - hope to God he doesn't die before delivery. Proceed to wear your jacket whether you are in a flight suit (because it looks like a uniform item) or out in town (because it isn't actually a uniform item) whenever you want like a normal adult. Tell meddling Chiefs they have more important things to worry about, like the upcoming PFA. Drink many alcoholic beverages and win at life.
Also, buy brown shoes before you get to Pensacola. Or immediately upon arrival at Pensacola. Or anywhere between Newport and Pensacola. This was the advice I was given from my OCS Class Chief (God Bless you ADCM DeManuele, wherever you are), and it was great checking in the first day of API and not looking like trash. Make sure you shine the shit out of them though - no excuse for matte brown oxfords.