It's Official: These Are the 6 Outfit Combos Every Cool Girl in New York Is Wearing This Summer

The ballet flat trend isn't going anywhere, and there is no better way to style them than by pairing them with a breezy mini dress. Take a page out of Sofia Jiang’s style book by pairing this square-neck, micro-print navy Dôen Maltina Dress with classic dark brown leather ballet flats and a Freja Mini Chrystie Bag. It’s a timeless, effortless look designed for those mid-summer days when it's simply too hot to wear anything else.

Grace Joshua took a brighter approach with this playful Dôen Gingham Dress that practically begs for a matcha run with your friends or a weekend picnic Out East. She elevated the look by styling it with white mesh ballet flats from Steve Madden—the ultimate "It-girl" shoe of the season. To perfectly coordinate the details, she finished the look with this matching Red BonBon Mini Purse.

In case you missed the memo, kitten-heeled flip-flops are the shoe of the summer. My absolute favorite way to style them right now is balanced against a pair of oversized, baggy shorts. Whether you opt for striped boxer shorts, romantic lace-trimmed slips, sporty styles, or classic denim cutoffs, a delicate heeled thong sandal instantly elevates the look from casual lounge-wear to a chic, unique outfit. 

Kate Gallagher mastered the trend by pairing cream-toned thong heels with romantic Because of Alice Satin Lace Detail Shorts and a Naked Cashmere Button-Up Vest. The monochromatic pairing proves that sleepwear-as-outerwear is very much alive, making it the perfect outfit for an afternoon of journaling at a local café.

Madison Puricelli just provided the exact blueprint for my next weekend trip to Montauk. She styled a pair of Schutz Patent Black Heeled Flip-Flops with Sage Striped Boxer Shorts and an elegant Dôen Black Ruffle-Sleeve Top. She topped off the look with the ultimate New York necessity: an oversized woven black tote designed to carry your entire life for the next 12 hours.

Emily styled a voluminous, bohemian Sea Pippa Top with the AG Jeans Halle Short—creating my next outfit to loiter around the Lower East Side. She gave the outfit a distinct Sex and the City edge by accessorizing to the absolute max. Between the vintage knee-high cheetah print boots, the oversized low-slung brown leather grommet belt, a textured crochet tote, and stacked gold bangles, it is the perfect example of maximalist summer styling.

Lily Helander transported us straight from the streets of Manhattan to the South of France in this darling, eyelet-trimmed Sea PJ Set. To lean into the European resort aesthetic, she paired the matching top and bloomers with a Chunky Woven Wedge Sandal from Aldo. This is exactly what I plan on wearing the next time I'm frolicking through Copenhagen or strolling the Marais (even if I risk a rolled ankle in the name of fashion). 

Linen is completely dominating the city right now, and for good reason. It’s lightweight, incredibly breathable, and effortlessly pairs with everything in your closet—making it entirely worth the 10-minute morning steam. Look to these NYC tastemakers for inspiration on how to style linen for any occasion. 

MC opted for a whimsical look, pairing a Relaxed White Linen Button-Up with a vibrant green Collette Linen Skort. To add a playful, high-fashion twist to the outfit, she topped it off with a structured Cuyana Bucket Hat, a mini white handbag, and minimalist white heeled flip-flops.

Mikaella Wegner took her linen in a more romantic direction with this stunning, Silas Linen Skirt and Tems Linen Tank from Yellow The Label featuring delicate circle cutout details along the trim. This look transitions seamlessly from shopping in Soho to sunset drinks in the West Village. She accessorized the airy fabric with rich textures, adding Schutz Brown Suede Platform Sandals and a matching slouchy suede tote.

For a more casual afternoon, Chloe Weinstein perfected the art of off-duty style by pairing Lavon Linen Pants with a breezy, abstract-print Brown Dôen Tank Top. She completed the effortless look with vintage-inspired Ivory cage Larroude Flats and a structured mini top-handle bucket bag.

A classic black slip dress is a non-negotiable staple in every wardrobe. Deja effortlessly dressed her Cuyana Slip Dress up by adding a silk blue-and-white patterned scarf tied around her neck, a minimalist cream bucket bag, and an Emi Jay Hair Pin. The piece that takes this look from simple to Blair Waldorf standards? A pair of Dolce Vita Woven Platform Sandals featuring ankle wrap ties and tiny tassel details. It’s the perfect outfit for a creative office or for an evening spent sipping spritzes at Bar Bianchi.

Whether you’re investing in a new matching linen set, trying out the boxer short trend, or hunting down the perfect summer wedges (or honestly, all of the above), the Shop App allows you to seamlessly shop all your favorite brands in one place. Curate your seasonal wardrobe today and step outside ready to conquer the summer in style.