Style is not a reward for the skinny. It's not, 'iI I'm rich, thin and young.' You may not like your size, but then don't invest in leather leggings. Let yourself want the expensive bag and really love it and show it off and have a ball with it.
Matching your hat to your shoe to your bag, or your necklace to your earrings, has a tendency to look dated. Mixing up your accessories adds interest to an outfit, and can make you look much more modern and polished.