A. We will probably catch a lot of flack for this answer but here's the truth: tall boots with a skirt is probably not the most flattering option for your petite frame and "chunky" legs. It's always important not to be a slave to fashion and the hot "look of the moment" but to recognize what works for you as an individual. Sadly, there are often trends we love that no matter how hard we try, we just can't pull them off (ankle boots and tights anyone?)
Rather than pair boots with your skirts, opt for pumps or heels without ankle straps and opaque tights in a similar color to your shoe - this will help to elongate and slim your legs to offer the most flattering silhouette for you. Make sure your skirt hits at or just above your knee. However, if you still want to give the boots and skirt look a try, opt for a skirt that hits above or well above your knee, a slim dark boot with a heel and dark tights.
Here are a few tall boots with heels that should fit your small feet and thick calves:
2. rsvp Denisa (Wide Calf), $150 at zappos.com
3. rsvp Derisa (Wide Calf), $126 at zappos.com