I thought it was hilarious when John Roderick of the Long Winters commented that, "I lived in DC during the first Bush administration, and there were always lots of guys who walked around with blue buttoned up oxfords and short hair. I see those guys ar all back in town." (my friend who was clad in said shirt and hair was a bit embarrassed)
In terms of fashion, DC has got to be the most boring, conventional, conformist major city in the whole world. I say bring on the cowboy hats, or anything else that might add some fashion diversity in this city.