JMHO.... Everyone has their favourites and their reasons for their favourites. I love the city, I have a few and think they have such a nice shape but she doesn't work for me for a long periods of time. I think it is because of the narrow strap. My Patricia gets used (well used to get used) during my trips to the states. I think she has a good size when you need extra things for travelling. However, she is heavy! I think someone (Narnanz?) weighed and, if I remember correctly, about 1.5 kgs! Almost 3 pounds!!! I think the wide strap helps distribute the weight on your shoulder. I never carried any of my Stewardess, I should really give it a try. My absolute all time favourite for all day outings when walking around for hours at a time is the Rambler's Legacy, although it is on the smaller side. The wide strap in relation to her size really makes her super comfortable. There is another one, the Fletcher, which is almost kinda like a smaller Patricia, having the flap and the front slip pocket. The zipper is nylon and the bottom is oval kind of shaped. I carried a Fletcher for awhile and it is light and the strap is not wide but not narrow either.