I love this question! It's so easy to do once you know that it doesn't have to worry you! I always suggest picking a color scheme, with three colors, and create your outfits from there. For instance, blue, white and tan is pretty popular, and you can combine these colors to make a very attractive portrait. Avoid ill fitting clothes. If it's too short, too tight, or just not right, don't wear it! If it makes you feel like a million bucks, wear it! Stay away from wild patterns or stripes. Let's go!