You can always draw attention to the face with interesting necklines, accessories and such. One of my goals once I'm thinner is to buy nicer quality clothing, but I can't afford to buy this quality for every size I lose on the way. Buy good quality and have it altered once or twice, then buy something new. Secondly, buy separate so you can mix and match. Items with elastic at the waistline.
Tunic tops are good at any size.
Buttoned blouses are also good at any size. You can spend more money while you're reducing on shoes, bags and accessories that dress up any given outfit. Side part in the hair or layer. Round faces don't look good with a classic bob, which creates a horizontal line. A lot of times you can look around and see what decade a woman was in when she was in her 20's by her hairstyle.