re: Which slipper/loafer do you like better?

#1 is the Frat boy special. Pair it with khakis that are 2 inches too long and bunch up at the bottom, a slim fit plaid button down, untucked of course, and either a north face fleece jacket or Patagonia vest, visor, and Costas.

#2 is only acceptable if you're over 50. Pair it with tight shorts, knee high black socks, and a tucked in old T-shirt.

#3 is actually nice. Used to have a pair of Cole Haan's like that when I worked a business casual job.