I just moved from Boston a couple months back. To be honest the sneaker heads in Boston seemed more on it then a lot of the Chicago dudes here. But the shops in Boston are dope. Bodega is very hot. Karma Loop is "coo",,the white dude there is the nicest cat in the world. Overall the Boston cats were super chill...very helpful outside of that spot in Harvard Square where those dudes are pretty much dick heads outside this one head I copped my 10 deep hoody from.
Really the thing I found was hurting the most in Boston was the music scene. But the streetwear was hooot. Can't wait to go back and visit in a couple of months!