Leggings with Dresses: Dresses that fall at or above the knee can work with leggings. This is one case where a close-fitting dress would look good with leggings, such as a jersey knit dress with a wide belt at the waist. Leggings also work with bohemian fashions or billowy, casual dresses for women.
Leggings with Skirts: One look that's popular is pairing leggings with mini-skirts, particularly denim skirts. Slip into a pair of flat shoes, add a coordinating top and this is an easy, casual outfit perfect for weekends.
Leggings with Jackets & Vests: I have seen a lot of this lately. Both are looks that are very flattering to almost everyone. With jackets choose a mens style blazer that falls below the waist. If you are going for a vest, choose a snug tunic and a short vest.
OTHER TIPS
Leggings for Petites: Make sure your top is proportioned for shorter women so that it doesn't fall past your mid-thighs – otherwise, it can look like you're wearing a dress with leggings underneath. That's OK if it's the look you are going for- but be conscious about what looks best on your body. Also, your ensemble should be as monochromatic as possible for an elongating look.
Leggings for Tall Women: Make sure you wear a shirt that comes down far enough so that your butt isn't exposed.
Choosing the right shoes: Leggings look best with flats, such as ballerina flats, or plain pumps, as well as with boots. However, you can pretty much wear any shoes with them except sneakers.
Don't wear a tight shirt: Because leggings are so fitted, it's best to steer clear of tight shirts for the best look. These items work better when your overall outfit is balanced, pairing roomy with fitted.
Don't wear leggings with sweatshirts: While this is fine for hanging around a college dormitory, it's not a chic look anywhere else.
Don't wear a short top with leggings: Your shirt, whether it's a tunic or other A-line top, should fall past your butt, not stop at the waist. This is especially important if your leggings fall on the thin side -- you don't want to look like you left the house in only a shirt and tights.
Don't wear leggings in place of pants: Leggings are an accessory, not a garment. They shouldn't be expected to take the place of a pair of slacks, but instead to add to the flair of a casual outfit.
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