Shoes are gonna show when you sit, etc. So you just have to give them they eyeball test. The heel height really doesnt matter. I wear bootcut jeans w/ everything from ballet flats to 5.5 inch platforms and everything in between. Sandals to boots. They just have to look right w/ the pants and with the outfit and be appropriate for the occasion and weather, etc.
3b (with 3c tendencies) on modified CG