The point of owning a messenger bag vs. a backpack or briefcase is that you should be able to slide the bag to the side or front to gain access to the items inside without having to take the darn thing off.  Unless you're wearing slippery leather or are naked, you couldn't slide this bag out of the back position to save your life...well to save your life I'm sure you could, but if you had clothes on they would either be ripped off of your body leaving them in a heap on the ground just from the forced movement of the strap or would be partially ripped and wadded up under the strap.  The strap is super cushioned and has mesh on it, Velcro (for the phone holder) and a bunch of other nonsense to deal with...the product is not marketed properly.  This bag is huge.  I am not a short woman...5.8 and I could not wear this bag comfortably.  Don't let the "audio port" lure you into buying this product either because you can't get to your iPod to adjust volume or select new playlists without taking the bag off.  The exterior is padded and seems sturdy, but the lining of the interior spaces is cheap and will easily rip with repeat use I'm sure.  ALSO, the strap for adjustment is long enough for someone who would need a seatbelt extension on an airplane...I had a freaking 1.5-2 foot piece of strapping getting caught on everything, getting hooked on my coat buttons, stuck in car doors, blowing around in the wind, etc.  I really can't imagine anyone finding this bag to be just what they were looking for.  I'm back to my leather briefcase until I can find a messenger bag that works for women who commute via public transportation, happen to wear clothes and carry a laptop.