The Flat Cap
The flat cap has a rounded shape, a small brim, and a high back. Long associated with working class men in the UK, the flat cap can be a stylish way to add interest to a casual outfit. They can give your tired jeans and t-shirt look some unique style. Choose the more masculine flat cap over the similar, but rounder and puffier newsboy cap. The latter has been almost entirely co-opted by the ladies.
From The Art of Manliness