To add to the great suggestions above I would recommend a Sally Spicer messenger bag. http://www.sallyspicerbags.com/products/messenger-bag?MSNGR_DRAG-JADE. I got one years ago for biking/commuting and it still looks new. The patterns range from cute to professional, and you get the roomyness/convenience of a messenger, but with the looks of something a little more sophisticated. I use it if I have to bring my laptop with me somewhere, and it fits folders, 15" laptop, water bottle, iPad and my regular purse junk.