It can expand quite widely for its size with the multiple gussets. I don't like overstuffing my bags, but there are some youtube video reviews of this bag in different designs that show how full you can stretch them. When I got it I did try to put most of my normal carry in it, just to test it, but it got too heavy with that little chain strap and looked uncomfortably distended. So I'm going to have to downgrade my daily carry even more, which is ok by me. Maybe give me a chance to finally get rid of my clunky iPod and get Spotify. I will try to post some inside pictures of it later, tho, both empty and full.