You should definitely go to the Chanel boutique to try on the different styles. The fun part is the shopping experience. I think you can't go wrong with the classic flap or 2.55 reissue. The size, color, leather, or hardware really depends on your intended use for the bag, lifestyle, & proportions. I think the most popular is the black caviar jumbo flap ---there are waitlists for this. Check out the reference library for pictures so you have a better idea before you visit a boutique.