I'll soon be up to my neck in student debt, but I thought I should grow up a bit and purchase a good quality leather handbag to last me over the next couple of years of ramen noodle eating. I'm hoping to spend under $250 US, or $300 Canadian. (Is it even possible to get one with that budget?) As my user name suggests I'm fashion inept, so I need help finding something simple, that will last through the seasons and trends. I was thinking this Coach Ergo Leather Small hobo or I saw this bag at Banana Republic that caught my eye....but I'm guessing Banana Republic doesn't cut it. Also any suggestions for messenger bags that will get me through another 4 years of school?