The Best Matching Outfits For Couples

So, let’s face it- the idea of matching your significant other is cute. But let’s face it- there is a fine line between cutesy and cringey! I’m here to help you decipher what’s worth purchasing and what is better left for a costume party. There are plenty of ways to get creative and show affection for one another without being so literal- keep scrolling for some ideas! 

Coordinating swimwear: Started by Kenny Heisfeld, a NYC consultant who moved to Bali, Kenny Flowers is a distinguished, sun-soaked line full of tropical inspired swimwear guaranteed to garner attention and compliments wherever you go. Their collections are named for gorgeous beach vacation hot spots- my favorite prints right now are the Bali and the Positano. 

Men’s trunks:

THE BALI HAI

THE BOSSITANO

Men’s tops:

THE BALI HAI – TROPICAL SILK SHIRT

THE BOSSITANO – REGULAR

Women’s bikini tops:

THE BALI – TIE FRONT BANDEAU TOP

THE POSITANO – LEMON PRINT SPORTY BIKINI TOP

Women’s bikini bottoms:

THE BALI – FULLER COVERAGE HIGH WAIST TIE BOTTOM

THE POSITANO – LEMON PRINT SPORTY BIKINI BOTTOM


Matching Outfits For Couples

Unisex Tops: ASOS has a great line, Collusion, that is unisex and so fun! We love the idea of matching your S/O with an oversized button-down.  Wear yours over a cute bikini as a coverup, and he can wear his with coordinating swim trunks. 


Roman Numeral Hoodies:  Athleisure is so on trend right now, and matching hoodies stitched with your anniversary date is so unexpected and subtle. There are plenty of Etsy shops offering these in a variety of colors and fonts.

Custom date Roman numeral personalized embroidered hoody sweatshirt jumper


Matching Pajamas: Nothing screams “Netflix and Chill” quite like matching cozy jammies. LL Bean is a quintessential American brand known for classic wardrobe staples with the best quality. These Scotch Plaid pajamas will keep you warm and keep you looking cool all Fall and Winter. 

Men’s: Men’s Scotch Plaid Flannel Pajamas

Women’s: Women’s Scotch Plaid Flannel Pajamas


Coordinating sneakers: There is no easier way to coordinate without being too “matchy matchy” than matching sneaks. Nike Air Force 1’s in white and classic high-top converse are great options and make for great gifts.

Men’s Nike: Nike Air Force 1 ’07

Women’s Nike: Nike Air Force 1 ’07

Unisex Converse: Chuck Taylor All Star Classic


Sports Gear: Cheer on the home team with your sweetie in coordinated looks from ’47 Brand. You’ll find yourself wearing these items on so many other days than NFL Sundays!

CHICAGO BEARS SB GRIDIRON ROCKER ’47 VINTAGE TUBULAR TEE

CHICAGO BEARS LEGACY ’47 FRANCHISE


Signet rings: Male jewelry is having a moment, and a signet ring that can be engraved is a really cool keepsake for both parties. This Tiffany & Co. one in sterling silver will be in your wardrobe forever. 

Square Signet Ring

Signet Ring


Belt Bags: Yes, you heart it correctly- Coach is having a huge comeback. The old-school logo in the charcoal and black combo makes it totally unisex. Wear it crossbody for your Hot Girl Walks, and then let your S/O steal it for errands or a night out.

Charter Belt Bag 7 In Signature Canvas

Emily Ronsman
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