This is so hard to answer, it really depends....
Depending on the weather:
skinny jeans (black, gray or denim)
banded collar, button shirts
Henleys
black leather jacket (I have 4)
Harley or garrisons boots
denim jackets w/cowboy boots (black or brown)
high top sneaks or not
cargo pants
American Rag (brand) shirts
board or cargo shorts (11" inseams or more)
polos
Porkpie/Stingy fedora or newsboy caps
Work clothes are a little more spiff.
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