Pearls
You are going to add several years to your age the moment you put on pearls. It is not a good idea if you want to look youthful. You should go for silver accessories, which are cheaper and more timeless. The only time you should wear pearls would be at a charity event, but even then you might want to reconsider.
Boot-Cut Jeans
If you want to seem short and squat, feel free to wear nothing but boot-cut jeans. In general, most people do not want to look like that. It is better to go with a slim-fitting pair that will make your silhouette look slenderer. Let us not forget that the goal is to look as good as you possibly could.