That is the question, here are the relevant details. I have an old Schwinn Chrome bag. I love it. It goes with me everywhere. People ask questions about it. It's a really unique bag that my mom bought me as a graduation present. The problem, though, is it's too small to comfortably carry my laptop in, and when I carry some serious weight, it really digs into my shoulder. I've tried a car seatbelt pad, which works better, but still starts to hurt after loading it with textbooks. ouchies.
Should I consider dropping a crap-ton of money on a new bag? Is there another, maybe less trendy, bag out there I should consider? Will I immediately become an urban emo hipster if I get one?