
After writing what could be considered a lengthy e-mail, it just popped in my head that there really isn’t an agreement on how you should wear a messenger bag. Do you wear it so when you ride it sits on your back high? Do you wear it so when you walk it sits center of your waist? I tried the great Google, though I didn’t get any real responses. If you have a bag, leave a comment on where you think the bag should sit. Maybe there should be a site where this kind of information is located.
Update: I took a look at my site analytics and it seems that a lot of people have the same question, though are not leaving comments. Just leave a comment either stating you are not sure, have an idea, or whatever. I don’t really care about comments; just information. It helps everyone out in the end. Thanks!

well for me, it’s up, high on my back. I have a large butt, so anything resting against it or bouncing on it is not comfy.
For smaller bags I do about the same, I wear the strap diagonally, and put the bag at my back.
Messenger bags are really made more for bicycle riders, so the majority of the weight is held by the lower back and the strap just holds the bag up there.