From a distance, Prada’s edgy Grommet Messenger Bag seems like just the accessory for a rich, angsty teen, but viewed from upclose, that edge is a bit softer. The body is made of black nylon with a chocolate brown leather trim on the top flap, shoulder strap and buckles. On the front of the bag, partially concealed by the flap closure, are two gathered pockets for easy storage. The hardware is all silver and there are several leather tassel accents. The bag measures 8 4/5″H x 12″W x 4 4/5″D. Price: $1,570.