In terms of trends, leggings were starting to slide onto the back burner. Proportions in clothing were starting to change and, like with any trend, the leggings trend seemed to be petering out. I didn’t think leggings would ever completely go away, of course, and, believe me, I would know. Ever since I blogged about leggings and it went viral, people keep me apprised of any updates on the topic. Yet, here we are, over six months into the pandemic and many women can’t remember the last time they dared to wear anything without an elastic waistband. If 2020 had an official logo, the image would definitely include a pair of leggings.


It doesn’t take a style genius to figure out how to wear a pair of leggings. Six months of slothy pandemic style has certainly proved that fact. But as we start to emerge a bit from our cocoons and perhaps have gotten downright tired of dressing as if we live in a fallout shelter, many women are looking to bridge that gap between looking good and being comfortable. Here are five ways to more elegantly wear leggings using this one pair by Everlane. And be sure to shop for more leggings at the end of this post.

Outfit #1

five ways to wear leggings

In this first look, I styled these leggings with a comfy and elegant blush-colored tunic sweater from ALLSAINTS. I finished the look with platform block heeled booties from CC Corso Como, a taupe bag from Tori Burch, and pink earrings from J.Jill.

Outfit #2

In this second of five ways to wear leggings, I styled created a dressy casual look using my favorite tunic from Eileen Fisher in a satiny fabric and layered it under an oatmeal-colored wool-blend cardigan from ATM Anthony Melillo. The look is finished with taupe flats from Rockport, a beige bag from Coach, and a statement pendant by Kendra Scott.

Outfit #3

This next look I styled using an oversized boyfriend blazer from Leith to ensure maximum butt coverage when wearing it with leggings. Under the jacket, I added a relaxed v-neck sweater from Theory and finished the look with brown boots from Frye, a paisley scarf, and a tan bag from Rag & Bone.

Outfit #4


Even when styled super casually, leggings outfits can still look elegant. I styled these leggings with a sweatshirt poncho from UGG (see more sweatshirt looks here), a pair of tan platform sneakers from Paul Green, and a beige tote from Everlane.

Outfit #5


I styled this early fall casual look with an oversized cotton button-up shirt from Madewell and a denim jacket from Kut from the Kloth. I finished the look with a slate blue bag from Longchamp, Rebecca Minkoff scarf, and comfortable loafers from Fit Flop.

Shop for Leggings

In addition to these five ways to wear leggings, check out these additional styles.