What to Wear With Leggings
Leggings are one of the most comfortable items you can wear, but this go-to wardrobe staple has its detractors. The principal complaint from the naysayers is how leggings are worn and what leggings are worn with.
Leggings have been around for centuries; they have been made of various materials and used for different purposes. They have been adapted, updated, and transformed into a closet staple and are still holding strong. They may change material and colors from season to season, but you can wear classic leggings every year.
So if you have been hesitant to try leggings, criticized for wearing leggings, or just want to update your style for cooler weather, make sure you read this entire post. And I’ll show you what to wear with leggings so you can put together cute outfits with leggings that will take you almost anywhere you want to go.
Things To Keep in Mind When Considering What to Wear With Leggings:
- Make sure your leggings are opaque and made of a thick material.
- Pair with accessories to elevate your leggings outfit.
- Wear leggings that go to your ankles rather than cropped leggings unless you’re going for the athleisure look in which case I suppose you’d want your leggings to be cropped.
- Be sure to wear the right kind of underwear (aka make sure you can’t see panty lines!).
- Contrast tight leggings with an oversized, loose-fitting top or cardigan to balance out the look.
- Make sure whatever you wear on top covers your rear end or is long enough.
- Remember, leggings are not pants and shouldn’t be worn to substitute pants.
- Play up layering when wearing leggings to add more dimension and “umph” to your outfit making it more interesting.
What to Wear With Leggings
How to Dress Up Leggings
Pairing your leggings with a button down is one of the simplest ways to pull them off. This look can go casual or slightly dressy, depending on the shirt, shoes and accessories. Make sure that the shirt is long enough to cover your behind, and you can belt it to keep your shape, like I did in this photo. Since a button-down is a classic shirt, keep the leggings classic as well and stick with black, chocolate brown or a dark navy.
Your shirt can be a solid in a light color, or you can go with a print like this black-and-white polka dot. (Note: If you are going to wear a patterned blouse, make sure that it’s a subtle and classic pattern that matches the outfit.) Since it is fall, you could opt to wear a long-sleeve printed button-down shirt with your leggings and add a scarf and some boots for warmth.
Long Cardigan Sweaters with Leggings
Pairing leggings with an oversized cardigan and high boots is classic for the fall, not to mention warm and comfy. The bulk of the sweater offsets the narrowness of the leggings.
If a bulky cardigan isn’t your thing, try pairing your leggings with a tee and a boyfriend cardigan. These longer sweaters are slimming and hit mid-thigh, covering your assets.
Chambray Shirt with Leggings
For casual days, think leggings and chambray. It’s a nice play on wearing denim. I like to pair these two with a soft and comfy boyfriend tee. Finish it off with a pair of flats, booties or boots and you are good to go. In fact, this is a preferred outfit for long road trips. Leggings are the most comfortable and stylish option for long hours of sitting.
Wear a Blazer with Leggings
Lastly, for a dressier option, pair leggings with a stylish blazer. A solid black pair of high-quality leggings can mimic a skinny pant and go upscale with the right fitted blazer or jacket. In this outfit, I kept a black-and-white theme. I paired black leggings with a white blazer and large white scarf. There was no nonsense with this outfit; I kept it classy.
What Shoes to Wear with Leggings
Leggings are, first and foremost, casual wear, so that means that you should stick to more casual show options: flats, booties, knee-high boots or tennis shoes. The exception to this rule is if you have a good high-quality pair of black leggings paired with something more formal, like a blazer, you can wear a pair of pumps. (But steer clear of ankle strap, or stiletto heels with your legging outfits.)
When the weather isn’t too cold, a nice flat is a good casual option. It can be pointed or round toe, embellished or patterned (gotta love a good leopard print!). Do not wear flats that have an ankle strap or multiple straps that wind up the ankle.
Boots and booties pair perfectly for cold weather, rain, and snow. They can be flat, wedged, or heeled and, if you are going to or are in the snow, you can wear snow boots with your leggings outfit. Keep the stiletto and over-the-knee boots in the closet for another occasion.