Valentino’s lightly grained navy leather Rockstud Saddle shoulder bag is just the right size to straddle the day-to-evening divide. It’s detailed with the label’s hallmark pale gold-tone metal studs as well as a detachable leather-encased key ring and features a matching shoulder strap that can be switched out for one the house’s decorative options. Carry it against a bold silk dress for a powerful contrast.