Any good messenger bag should come with or at least have an option for a stabilizer strap - it goes from the shoulder strap across your body back to the bag. It not only keeps the bag from sliding around your back when you turn, it also takes a lot of the weight off of your shoulder and puts it on your hips - much like a waist strap on a backpack. If you don't have a stabilizer then yeah - messenger bags will tend to want to swing around. With one they are nice and stable - better than a backpack if you ask me, as the weight is lower on your back and gives you a better center of gravity.
btw - I use a medium size Timbuktu myself. It holds my clothes (no shoes, I keep those in my locker at work), my lock, and my SLR camera (I'm a photogrpaher) with plenty of room to spare. I've put a case of cat food in there in addition to the other things at times...... (no I don't go far that way - it weighs 20lbs)




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