I have an obssessive fear of looking lumpy, dumpy, frumpy, so I completely relate, but you, My Dear, don't look any of those things in any of these pictures, so get that right out of your head!
I'm going to disagree with many here and say that I like the shirt tucked in. You have a super-sexy shape that is ultra feminine. That shirt tucked in emphasizes that shape. If you are typically uncomfortable about it I can see how you'd feel funny.
That being said, I really, really love the second set with the darker shoes and the white jacket. I like the way the belt is a little cockeyed instead of through the belt loops, as that definitely gives you a more rock-n-roll edge.
It's hard to step out of our comfort zone, but you're doing a fantastic job. Hair and makeup are super!