in my opinion Booties and Mid rise is more versatile. But it's mostly personal preference.
The only rule there is for boots is that you wear them with skinny fit pants. There should be no "loose-pants-stuffed-in" action going on there. In Booties it is best to fold the pants upward or wear pants that end short over the bootie like this: www.fashionbelieve.com/.../...ots-Outfit-Ideas.jpg
With skirts and dresses you can wear any boots you like, as long as there is some skin visible over the top of the boot. You can wear booties with the trousers untucked, like regular shoes, or tucked in, but this only looks good with skinny jeans and leggings. Mid boots and high boots look best with the pants tucked in, as well