Pink Flats for Outdoor Dates: Perfect Wear. You want to look cute and casual, but you hear some people talk about wearing pink shoes for outdoor dates. Is it wrong? Not at all! In fact, wearing pink flats can be perfect for an outdoor date or even a prom. Pair them with jeans, a nice fitting top and your favorite clutch. Or just slip them on your feet when you go out to dinner with friends. They are easy to pair and make for a cute accessory.