We’d never give you a hard no when it comes to wearing certain items with others, because first of all, wearing whatever makes you feel good is a proven mood booster. That said, there are certain "rules" we follow to create the most stylish outfits possible, and leggings tend to be one of those trickier-to-style pieces that we feel warrants some demonstration. After all, leggings have earned a long-lasting spot in our wardrobes for traveling, working out, and lounging.
As for what we’d never wear with leggings? Celebrity stylist Kate Young has a few opinions on the matter. Young works with every Hollywood It girl imaginable—Selena Gomez, Margot Robbie, Dakota Johnson, the list goes on. She told us which are her favorite outfit combinations to wear with leggings, and which top styles to avoid if you want to dress as well as any of her clients.
Ready to take a master class in wearing leggings? Keep scrolling to find out the best and worst tops to wear with leggings.
Big T-shirts are shapeless and often appear too sloppy-looking, even for the gym. Instead, Young recommends tying yours in a knot at the waist, hitting right above a pair of high-waisted leggings.
Whether or not you’re headed to the gym, leggings are still considered an athleisure item, so we wouldn’t recommend wearing them with fancier going-out tops. Make a statement instead with bright outerwear such as a windbreaker or bomber jacket.
Due to the very real potential of VPL, bodysuits are not the wisest choice in tops when wearing leggings. If you’re headed out to an intense workout class, try pairing a cropped athletic tank with your leggings for head-to-toe mobility.
We have nothing against hoodies on their own, but with leggings, they usually tend to obscure your waistline, essentially creating an unflattering silhouette. Cropped sweatshirts are a simple update that’s way more stylish.
I have a general rule when it comes to wearing leggings, and that is to balance out the formfitting pants with a looser jacket.
Source: Who What Wear – Anna LaPlaca