I have a similar body type to you (pear), and it took me a while to realize that the fitted top is not necessarily the most flattering. Wearing something more flowy doesn't equal looking dumpy or heavier. The half-tuck is a great way to add a little definition to your waist with the less fitted tops. Since you live in the warm weather, you can wear boyfriend jeans year round. Banana Republic has cute fitted button down shirts that are non-iron that look great with jeans (I'm wearing blue gingham today) and a fun necklace.