Originally Posted by
San Pedro
I have never had any luck with any bags that go over on shoulder on a bike. They always swing in front of me, and I spend half my ride throwing the bag back over my back, and/or if they do have securing strap the bags uneven load kills my back (all the weight on one side of my back).
This was my experience with a messenger bag as well when I tried it briefly to try and alleviate the sweaty back issue. Shortening the strap helps a bit, but it's probably not a good idea to have all the weight on one shoulder, however light it may be.