Check out some fun portrait photography here. I'm thinking that San Francisco is a great place to do outdoor photography for the unlimited choice of pretty colors in backdrops (doors, walls, etc.) and the great outdoor lighting to be had most days of the year.
(from TwentyOne Pictures Ellen Ugelstad)
I really enjoy this photographer's take on traditional portraiture in her dyptique-esque approach to their faces and shoes. Oh, and the shoes are great too.