Short-shorts aren't just criminally unflattering on big girls, they're also painful thanks to "chub rub." And while Bermuda shorts are usually a safe bet, they can make shorter women look bottom heavy. Instead, opt for a pair no more than three or four inches above the knees and stick with a basic, sturdy fabric like denim, which pairs with just about anything.
SHORTS $16.90, Avenue; avenue.com.
You get what you pay for when it comes to tees: Cheaper fabrics don't wash well and quickly lose their shape. Look for short-sleeve shirts (no cap sleeves, which cut the arms at their widest point) in a thick, soft cotton or cotton-spandex blend. Scoop necks are always attractive on women with serious busts. I practically hoard black and gray tees, my old standbys season after season.
TOPS $19.50 each, Gap; gap.com.