hero--what about western/cowboy boots? I always think they look great on curvy girls, with swingy skirts or boot-cut jeans... it's a look that doesn't ever go out, especially here in Texas! they're a little bit chunky, a little bit feminine.
I'm short and curvy and I never tuck things in, it just looks silly. If I want to show off a boot I wear with cropped or gaucho-type pants... something like this would look good with cropped pants and make some shape to your calf without squeezing it!
(Marc Jacobs boots--from brownsfashion.com)
this shape is kind of popular, sure you could find something similar without breaking your bank on these...