Despite their less-than-stellar reputation in terms of style beyond the gym, leggings are undoubtedly a wardrobe essential with incredible versatility. While they are an obvious choice for a casual weekend look, they can also be elevated to a more sophisticated level by pairing them with polished pieces such as a vibrant jacket or oversized blazer. Furthermore, the current market offers elevated options with intriguing textures like leather or ribbed fabric, as well as trendy silhouettes like stirrups or split hem bottoms. Although leggings may seem simple on their own, when thoughtfully incorporated into a well-curated outfit, they are anything but boring.
Cowboy Boots + Oversized Sweater
I am downright obsessed with my cowboy boots. White patent leather with a blue and silver buckle, they are the easiest way to make a basic outfit look infinitely more interesting. When I need to be cozy and comfortable, this mash-up is my favorite: an oversized sweater — I like something more neutral, a grey, beige, or baby blue — Western kicks, and, of course, leggings. If it’s cold, I’ll top things off with a long, slouchy coat, or maybe a leather jacket or a floor-sweeping duster. This outfit always gets me compliments. The boots make the statement!
Stirrup Leggings + Heels
Stirrup leggings are having a moment and I am here for this ‘80s revival. It’s the ultimate combination of elegance and ease. For a more dressed-up effect, I’ll pair mine with pumps or slingback heels, a blazer, and maximalist jewelry (although they also have a nice casual vibe with ballet flats or loafers). If you dare, opt for a brown or beige-toned pair of stirrup leggings instead of black — you’ll definitely make a statement.
Vest + High Socks + Sneakers
While I’ve never found vests to be particularly practical, they certainly make a legging-based outfit look cool. Layer one with a fitted long-sleeve T-shirt or an oversized crewneck sweatshirt and, for a fun and sporty feel, accessorize high socks, sneakers, and a baseball cap.
Belted Blazer + Lug Sole Boots
The leggings-and-blazer combo is a must-try for many an occasion, be it going to the office or running weekend errands. To add a little more shape to the silhouette, try cinching with a belt, and add a little edge with a lug-sole boot.
Oversized Button Down + Sweater
This is my go-to, no matter the season. I love the preppy mood of the mix, and that all the items involved are timeless wardrobe essentials. An oversized button-down is inherently chic and so easy — it’s a win-win. If it’s chilly I’ll throw on a crew neck sweater and let the shirting peak out from the bottom, and pop out the collar. You could also throw on an oversized knit vest for a similar effect. I pair the look with flat boots (lug-sole or riding) or with chunky loafers and a ruffled ankle sock.