The goat leather on these bags are very thin and delicately soft (but they are pretty sturdy), so the City won't be able to hold itself up since it's not a structured bag. If you just let the bag sits there w/o anything in it, the bag will collapse. That's why most people have a hard time photographing these bags w/o stuffing it. If you have things inside the bag, the bag will sit up more. KWIM?