For me personally, it would have to be my Chanel black Cerf Tote. This bag has become my everyday work bag. I work with mostly men who have no clue or interest in fashion, and even the women that I work with don't seem to care that much about it. I think the Cerf Tote is very classic looking, but it's not as iconic as the Chanel Classic Flap, LV Mono, Hermes Birkin, etc.. I don't think anyone of these people that I work with would think that it would cost close to $2k.