I'm 23, work at Google where the clothing culture is VERY casual, but I'm looking for some nice clothes I can wear on the weekends and to events, etc. I typically wear Tod's moccasins with jeans or Clark Desert Boots when I go out but I'm thinking it may be time to get some real shoes. Any suggestions for around $2-300? If I can only buy one pair, should it be black or brown? I don't want anything too conservative either.