Hi there! Bbag newbie here too! I just got my first bbag and after much deliberation, went with an anthra city. I decided on the City b/c I wanted a big, but not huge bag and one with a shoulder strap as well as handles. I decided on anthra b/c it was dark w/o being black (for whatever reason, I'm having an anti-black issue with bags these days), and since I don't have the finances for a huge collection of bbags, I wanted something that would be somewhat timeless, yet still have some color. I also loved the fact that it's very "chameleon-esque" - mine actually looks much more midnight blue than dark grey most of the time, but can also appear almost black, greenish or teal in different lighting.
I'm such a noob that I can't really answer your question about work v. city other than that I know the work is larger. ateliernaff definitely would have the dimensions and everything though.
If you're lucky enough to live in a city that has boutiques w/bbags, definitely go see and try them on IRL!
Good luck!