Loafers

amarillobymorning

Are you American or European?

Those To Boot NYs are a little sleek/euro for my taste. I think with more traditional American styling works much better. Very classy, good construction, and it doesn't look like you're headed to the club. The following are good examples:
Allen Edmonds "Patriot"
Allen Edmonds "Walden"
Alden LHS

Good recommendations.

TBNY construction and quality varies a great deal depending on the specific model, price point, and factory in which it was made. Tread very carefully.

BTW: Regardng AE Walden's, I have found them for $99 at Nordstorm Rack.