There was a time when the shaft of your boot dictated what length skirt or dress you wore, but that rule is no longer being applied, at least for this season. Ankle boots are being paired with bare legs and shorts or mini skirts; thigh high boots with skinny jeans and knee high boots with every look in between those mentioned and then some.
Although, if you want to wear boots in a more traditional capacity, then relegate your ankle boots to just being worn with jeans or long pants. If pairing them with a skirt, knee-length is best, provided you add a pair of tights the same color as the booties in question. This will give your legs a lengthy silhouette; pairing them with colored tights should have the same effect, but also add the elements of color and playfulness to the look.
Knee high boots can be paired with jeans, or again, knee-length skirts or dresses. The beauty of these boots is that with or without tights or stockings they only bare a little leg so the decision is yours as to whether you want to add them or not.
Over the knee, or thigh high, boots aren't for everyone, but they worked for Julia Roberts in "Pretty Woman" so they could be something to try your hand at - the boots, not the call girl service, of course. They work well with shorter skirts at night or jeans and leggings if you want to take them for a daytime stroll.
Nancy Sinatra once famously sang: "These boots are made for walkin', and thats just what they'll do." So no matter the height or style, if you care for your boots properly they're guaranteed to last you for as long as you'd like and through as many outfit pairings as you can imagine. "Are you ready boots? Start walkin'!"
Need sartorial advice? Email me: Dwaun@shoppingsavage.com