Hey! I'm trying out my Samsonite messenger/laptop bag, and I find it uncomfortable. It keeps shifting from side to side, and almost falls off when i drop into a bowl/off a jump. I also find it doesn't protect my equipment during falls [slr system.] I'm currently using a LowePro Micro Trekker 200 with my Telephoto lens removed to make room for water. I also now use a backpack [non-photo] for when I'm not at the skate park, shooting BMXers.
So, why should I use a messenger bag VS a backpack? The backpack can hold more, and looks better.