Dress for the occasion.Before picking out an outfit, know where you’re going and what you’ll be doing while you’re out. Are you running errands? You’ll probably want to wear something comfortable. Lunch with friends? Look for something casual but cute. A day at the office? Build an outfit that looks professional. Are you going out clubbing or spending a night out on the town? Sleek and stylish items are the way to go. It’s particularly helpful to know what you’ll be doing when you’re choosing which shoes to wear. For instance, if you’ll be spending a day at the park, you probably won’t want to wear heels or dress shoes. Factor in whether or not you’ll be doing a lot of walking, getting in and out of cars, or spending a significant amount of time outdoors when choosing your outfit.