HAHAHAHA to the trolls. But your username and topic word choice do ask for it.
We have no idea what your budget is.
I would say if you are getting sneakers then:
Converse Jack Purcell
Adidas Samba/ Rod Laver
Y3 (on gilt its reasonable)
Common Projects (if money isn't a problem)
Nonsneakers
Pair of captoes/brogues
Clean loafers
Red wing or something of that style boots
It really comes down to your budget/style/freshness. Cause if you want to be fresh, get a light blue Hollister polo with cargo shots and havianas if you live in the Midwest and a bunch of L.R.G and keep the tags on if you live in the YAY.
I think there's a cardigan here:
