The most basic building block of your bag collection should be a simple style smart enough for work but chic enough to make your most fashionable friend grin with approval. Before investing in one, like this Mansur Gavriel Lady Leather Bag ($895), consider your daily load, and make sure you pick a style that can accommodate it. If you hardly ever need to bring your laptop to and from work, then don't stress about finding one that'll fit it. Too large is an invitation to overstuffing.
The Everyday Bag