I wear heels almost daily, but I keep them sensible, 2 to 3 inch heels, mostly open-toe or peep-toe pumps. Once or twice a month, for an evening out, I'll push the 6 inch mark. But even thought I wear heels most of the time, I keep a pair of flats in my car, to drive in, as well as a pair of rollup flats in my overpacked purse.
Depends, but I wear heels more often than tennis shoes. Most of the time though, winter i wear my boots, and summer I wear flip flops. Only time i really wear tennis shoes is when i was working, or once in awhile they just look cuter with what im wearing.