So I've found that the only style that really works on me is the floppy beret. Which is all good and well, except that most berets are these flimsy knit creations that do nothing to keep your ears warm. The one I've been working with all winter is not very warm and, what's more, is losing its elasticity so it slips off my head all the time.
Pic via tiffytuffington
This Cherry Red Tam I saw on Etsy (via Cup of Joe awhile back) looks nice and warm. And dare I say, floppy enough to fit over even my big head?
The question is: would getting a bright red hat be impractical? I feel like it would look cute over dark brown hair though...