LouisVuitton has the coolest loafers around now. Check out their summer 2011 collection. High grade quality although you're going to pay a premium for the luxury. My favorites are the blue boat shoes.
i would get some mto from G&G some handgrade C&J and maybe some lobb as well, diff shades of brown maybe one black. but sadly i dont have 5k to drop now on anything let alone shoes
as far as what models that will depend on your personal style and taste