What brand/model loafers should I get? I'm looking for something for a more casual setting (i.e. with khakis or even jeans) that is at the same time appropriate for a more formal setting. I'd like to spend under $150, but I'd consider going up to $200. By the way, how does this sound for starting a shoe collection? I currently have Sperry Top-Sider boat shoes in dark brown. I plan to buy a pair of loafers by summer. And then I can grab a pair of boots (e.g. Red Wings) for the fall. (I would grab a pair of desert boots but they don't fit due to my high instep.) Any other recommendations? Anyone?