There are threads about the choice of city versus first. It seems the choice comes down to two things: a) the amount of stuff you want to carry and b) your height. If you want to carry more than a wallet, cellphone, a keys, a few small items, and sunglasses, then the city would be much more appropriate. Some taller people also find that the first looks too small relative to their frame. I'm 5'6 and find that both the first and city work for me. If you are anywhere near a place that sells the bags, it would be helpful to try them on and compare.