Leggings are super-comfortable, and they can be worn with a variety of pieces, like long sweaters in the fall and winter, and thin tunics in the spring and summer. They also work well when worn as tights with short skirts and dresses. They do have their critics, though, and like most clothing items, some ways to wear them are definitely better than others.
Leggings With Boots
Even though leggings work well with boots of nearly any height, they look especially great with tall boots. One of the reasons this is a winning combination is that, when paired with mid-calf or knee-high boots, leggings almost begin to look like tights, but much more substantial and opaque. Another reason it works: Tall boots cover your calves and help combat the leg-thickening effect that leggings sometimes have.
Ankle Boots and Booties
Wearing ankle boots with leggings can be somewhat tricky, but that doesn’t have anything to do with the leggings. Actually, ankle boots, in general, are problematic for a lot of women. This is because of where the boots hit on the legs, which, as the name implies, is usually right above the ankles. On some women, the boots make the thickest part of the calf look even thicker and shorter. For that reason, ankle boots worn with leggings are actually more flattering than when they’re worn with bare legs.
Ballerinas and Other Flat Shoes
Ballerina flats are a perennial favorite to pair with leggings. The low cut of ballerina flats means that the tops of your feet will still be exposed. This is a good thing because it creates a visual break between the shoes and the leggings, but neither item overpowers the other. Plus, that little wedge of skin calls attention to the style both above and below it. In spring and summer, you also can pair long leggings with flat, thong sandals; those with really skimpy, delicate straps work best.
Wearing Pumps With Leggings
A lot of women pair leggings with high-heeled pumps. This combination is fine if you’re channeling 1950s pinup girls or, if the leggings are shiny, 1970s disco divas. If that’s the glam, retro look you’re after, then by all means, have at the stiletto pumps and leggings. Remember, though, to wear a long shirt, tunic, skirt, or dress over the leggings. Otherwise, you’ll wind up looking too stuffed into your outfit.