I HAD the large khaki/saddle AND the large chocolate and sold BOTH of them! They were WAY TOO big for me to use every day. I only carry my wallet, gum, tylenol, coupon book, sunglasses and keys!!!! The bag slouched sooooooooo much that it looked like it swallowed me up!!!!!!! LOLOL... I MUCH prefer the medium Carly for myself, as I am only 5'2" and as you can see, I dont carry much around w/ me! I would say definitely go to the boutique and try BOTH sizes on before you make a decision~! You may prefer how one looks on you over the other...just make sure you take out ALL the stuffing inside b/c if you dont, the bag is VERY stiff and will not slouch to your liking! Good luck w/ your decision!!! And this is my 1000th post!!!!! YAY~!!!!!!