I'd suggest you start with a black birkin/GHW straight - a choice you won't regret. Leather wise, togo is practical, and many other options.
As a Hermes lover, off course I love the Birkin... but its so much in the press that it seems like even my 8 year old cousin knows how much it costs lol... I just don't want to make people in the office feel uncomfortable... However, I am getting the Birkin in togo for social use =) I think its the perfect starter for my social Hermes collection its meant to come in 6 months to a year