How to wear matching sets—together and separately

Date: June 1, 2025

Matching sets are one of the most incredible inventions in clothing history. They’re the genius secret to getting dressed in a flash and feeling chic and pulled-together without spending hours trying on outfits or agonizing over what to wear. You just grab the top and the matching pants, skirt, or shorts, pull it on, add a little jewelry, and go—the definition of a “one and done” outfit.

The matching set, also called a two-piece has been around for decades, but experienced a resurgence in the late 2010s, one we’re still loving today. The matching sets of 2025 are better than ever, with so many options and endless looks for every occasion. Plus, because you’re buying two items, you’re essentially doubling your wardrobe, as you can easily mix and match both pieces with pieces you already own. Dress them up, dress them down, do it your way!

Our Trendsend stylists know everything there is to know about how to wear matching sets, and they’re ready to help you find your perfect pair. Get inspired with some of our favorite two-piece sets, including where to wear them and how to wear them together or separately, below.

Out on the town

The skirt set For dressier occasions like a hot date or girls night out, slip into a slinky tank and skirt set.

Wear it together: Dressy sandals or summer heels add a little extra glam. The key to how to wear matching sets is not to overthink it, so pair a skirt set with your favorite jewelry and a bright lip gloss.

Wear it separately: Style the tank with trousers for an equally dressed-up look or dress the skirt down with a T-shirt or light sweater and sandals.

The sweet set

Aww, so sweet! Breezy eyelet and linen sets feel like a sunny summer day. When you’re thinking about how to wear matching sets, start with occasions like baby showers, bridal showers, and bachelorette parties; a top-and-skirt or blouse-and-shorts set is perfect for the occasion.

Wear it together: Dress up a sweet set with kitten heels and a ladylike jacket or cardigan.

Wear it separately: Toughen up a blousy top with ripped jeans or cutoffs, or ...

The patterned set

Wanna make a statement? Wear a head-to-toe print or pattern! Summer is the perfect time to go bold.

Wear it together: Keep the rest of your ensemble simple and subtle to let the print or pattern shine. Add a tote and some sunglasses for summer activities.

Wear it separately: Swap the top for a knitted, solid sweater tee for contrast and texture. If you prefer to wear the print on top, add jeans, shorts, or a slim, solid-colored skirt.

On the weekend

The sporty set It’s athleisure with a twist. A sporty set is an ideal option for travel days or weekend errands, as it blurs the line between comfortable and chic.

Wear it together: Lean into the athleisure of it all with sneakers and socks. It’s a (game, set) match!

Wear it separately: Add a fitted tank and wrap the sweatshirt or zip-up around your shoulders for a very East Coast, preppy vibe.

The easy-breezy set

Loose-fitting and flowy, this two-piece set is cool and chill.

Wear it together: A flowy top-and-pants set looks boho-chic with sandals and a textured tote.

Wear it separately: Dress up the top with white pants or shorts or keep the vibes low-key and pair the pants with a classic white T-shirt.