Here’s a tip: Don’t wear a flowy sundress on a windy day, or you’ll be making a fool out of yourself by desperately clutching it to your body so nobody sees the laundry day granny panties lurking underneath. Luckily, a designer purse like the Chanel 2.55 (shown here in classic black) holds up in any kind of weather. Rain, sleet, snow, typhoon…bring it on! Bonus: It keeps you looking chic and graceful even during moments when you’re losing your cool…or clothes, as it were.