Just wondering... since the Ralph Lauren black canvas and leather tote bag I am currently carrying to work (I teach 2nd grade) is kind of crapping out, would it look weird to carry a Twiggy as a handbag and another Bbag (like a Work or a City) as a briefcase? I mean, at the same time? Is it overkill? Does anyone else carry two at a time? Do you match your colors? Contrasting colors? Complementary colors? I'm currently carrying an Olive (Amande) Twiggy... what color(s) would look best in a Work or City?