Unless you're under 18, you probably shouldn't wear a backpack. Sure, they're more comfortable than a shoulder bag and probably better for your back, but for non-hikers backpacks are pure amateur hour.

Messenger bags, on the other hand, can tote your stuff and keep you looking professional. Steven Alan's washed cotton messenger bag has an adjustable strap with two snaps on the front to keep your gear handy without a lot of zipping and unclasping.

We're particularly fond of the the pinstripe lining, which is so cool you might be temped to turn the bag inside out. ($39 from Refinery29.com)