Try pointed sandals with denim skinny jeans and a button - through denim shirt, or high ankle boots with black skinny jeans, short white tee and colourful oversized cardigan. (justthedesign.com)
Shoes with higher ankle support don't necessarily offer better support than shoes with low - cut ankles. (caringforkids.cps.ca)
If my pants are too short, I often choose a pair of high ankle boots which closes the gap and creates a fun contrast between the shoes and the material of the pants. (thefashionfolks.com)