Here's a secret.
When it comes to getting myself dressed, I look and feel the best in fuller skirts and dresses that have a bit of structure and are nipped in(as mom would say) at my natural waist. I guess I'm more of a Betty than a Joan in that regard. When I find something I like I stick with it and it becomes almost like a uniform.
It's almost embarrassing how much I rely on this look. But, if it ain't broke don't fix it!