If you own both, when/how do you use each? For what occasions/situations would you choose one style over the other? Which one do you find more comfortable and easy to carry and use? I love the way the city sits when I put her down on the floor. She stays upright, just kind of sinks down into herslef a bit. Does the day just flop over when you put her on the floor? I have a similarly shaped soft shoulder bag that just falls or flops over when I put her down, unless she's stuffed to the brim ... Also, do you ever find yourself carrying the day in the crook of your arm or in your hand or is it always on your shoulder? They are such different bags -- I have a city and love the handle/strap option but am eyeing up the day as a comfortable shoulder bag.