4 Chic (and Comfy) Outfit Combos I'm Wearing on Repeat This Summer
Sponsor Content Created With Free People
This summer may not be exactly what we're used to (endless pool days, summer Fridays with co-coworkers, and barbecues with all of our friends), but it's also not looking as bleak as we were initially imaging for ourselves. A socially distanced summer is still a summer to dress for. Since many of us aren't going to an office or in-person events, it seems reasonable to focus on easy and comfortable summer looks this season, and thankfully, Free People has us covered. Everything on the site is breezy and casual while still looking incredibly cute. I'm stocking up on shorts, tanks, and airy one-pieces so I can rotate between four simple-but-chic outfit combos all summer long. Whether you're looking for the perfect dress-and-sandals pairing or a super-cute athletic styling, I've got all the summer inspiration you need below.
OUTFIT 1: Dress + Slides + Headband
Shop more dresses:
OUTFIT 2: Shorts + Tank + Sneakers
Shop more shorts:
OUTFIT 3: Jumpsuit + Sandals + Sunglasses
Shop more jumpsuits:
OUTFIT 4: Bike Shorts + Tank + Pullover
Shop more bike shorts:
Up Next: 42 Cute Items to Accessorize Your Summer Swim Looks
Aralyn Beaumont joined Who What Wear as the copy editor for branded content after a career in food media. Years of poring over intricate recipes with a fine-tooth comb and working with high-profile chefs has prepared her well for working with fashion's top brands while honoring Who What Wear's voice. Her background as a research editor makes her a finicky editor who will probably care too much about making sure all copy is as factually accurate and aligned with the house style guide as can be. Maybe it's because she's a Gemini, but her personal style is impossible to pin down: One day you'll see her in a turtleneck sweater tucked into a midi skirt with heeled boots, and the next, she'll be wearing mom jeans, a white Hanes tee, and classic Vans. At the end of the day, her style reflects her various moods. Sometimes it will be feminine and elegant, and others it will be grungy or androgynous. Certain things will always remain constant, though. She'll forever be on the hunt for the perfect pair of high-waisted jeans.
-
10 Things to Buy in September If You Hate Trends But Don't Want to Look DatedTrust me—you won't regret these purchases.
-
Free People Has Some Seriously Tempting Fall Arrivals–These 21 Specific Items Are Undeniably ChicA little wardrobe refresh ahead of fall.
-
My 63-Year-Old Mom Knows What's Cool Before I Do—48 New Items She's Predicting Will Be It BuysFrom a J.Crew sweater to an everyday COS bag.
-
Get Ready—Free People's Fall 2026 Campaign Starring Willow Smith Just LaunchedShop the new arrivals.
-
If You Panic When Things Start to Sell Out, Order These 13 Highly Specific Items Right NowChosen by a senior fashion editor.
-
Fashion People Agree: Cute Nighties Are a Wardrobe Essential This SummerThrow on and go.
-
I'm a Fashion Editor—Here's What I Predict It Girls Will Be Wearing (and Buying) in AugustFrom The Row's new everyday bag to Zara's designer-passing scarf.
-
10 Things to Buy This August If You're Officially Ready to Start Shopping for FallTime to transition.

