Originally Posted by brozek
Good thread topic - I have a feeling I'll get more useful ideas out of this one than its predecessor. I'm looking forward to replies that are on the dressier end (if that's even going to be possible).
I think it's impossible. The shoe issue is just too crucial. Anyway, here's something that's a notch dressier than jeans and tee... chinos and tee! Ha. No belt either, so make sure the trousers fit.
$78 Blazer Urban Outfitters
$5 Tee Old Navy/Target
$40 Slim Chinos Urban Outfitters
$35 Chucks Footlocker