I like a plain color baseball cap, especially in sunwashed "preppy" colors.
I like a fitted cap, but I can settle for a nice buckle.
And I'm sure I have broken who-knows-how-many inviolable sartorial laws by combining khakis, suede driving mocs, bare ankles, tennis shirt and said plain ball cap in one outfit. But what can I say? Dressing well for a hot day (82 Fahrenheit) in October ain't easy. And as I've said before, I don't really much care for the imaginary rules.
p.s. new stuff in the Shop. It will be cold one day, so stock up now.