What type of bag should I be using?

I would appreciate your feedback in regards to men’s hand luggage. That is bags, satchels, etc.
I’am considering a satchel, the fashion balance, the practicality, should a man carry a bag?

Long Handles – when is it too long?

I’ve noticed a lot of new bags (briefcases, weekenders, etc) coming out with longer handles. I think they have a certain gracious look about them, but when does a handle become too long? Is there a rule of thumb to keep traditional proportions? And if we are moving beyond tradition, when does a long handle start to make it look like a purse?