These shoes look very very nice. You'll look like the spoiled son of a wealthy North Carolina attorney. ;) Nonetheless. I've noticed that Stacy Adams shoes can be very uncomfortable. This is the second pair I've bought from this brand (price and style can't always be better). What's so bad about these shoes? The edges can cut into your ankles, on the side that faces the outside world, just below the "pad" of your ankle. Pores in the upper part of the shoe. You have edges. When you walk, they bend, they can dig into your legs and tear your skin. Ouch! childish look. think again You can use these ultra low socks, very thin ones that cover part of your legs and are not visible to others to keep the "no sock" look. Things won't cover the parts of your legs where the edges of the pores dig. You have to walk a little either. Or put up with wearing socks with some sandal-like shoes. .These things look very good.