The past few months, I’ve been trying a different approach to getting dressed. Instead of asking Is this flattering? or Does this go together?, I’ve been asking Do I like how this feels? Do I like how this looks?
I’m reaching for baggy pants, oversized button-downs, sneakers, and maxi dresses—clothes I used to avoid because they weren’t “feminine” or “put-together” enough. Now they’re exactly what I want.
Today I’m sharing a few summer outfit ideas that have felt the most like me lately. Comfy, lived-in, a little offbeat. Dressing for yourself changes everything.
*If an item is no longer available online, I’ve linked a similar product instead (noted below).
5 Summer Outfits I’m Loving This Season
Outfit 1
I wore this on one of those in-between days where it’s hot in the sun but cool in the breeze. This sweater tee reminds me of something I wore on repeat in college. The hat and sunglasses are louder than I usually go, but I love how they shift the whole mood to do not disturb; probably reading.
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Outfit 2
This outfit came together in five seconds and felt easy, but totally different in the best way. I threw the button-down over the dress because I saw “the kids” doing it at the last concert I attended. Now I want to wear this combo every day. It’s simple and unfussy.
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Outfit 3
I love this dress because it’s soft and swingy but structured enough to feel up for taking it out to a party. The flip flops make it casual, and the basket bag makes it feel like I could end up at a market in the South of France… or Target. Which is my reality, but I keep dreaming anyway.
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Outfit 4
This is what I wear when I want to feel cool but also like I’m in pajamas. I threw this on after a swim, added some layered necklaces, and suddenly it looked intentional.
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Outfit 5
This outfit just made me happy. I started with the pants (bows!), which felt like an outfit in their own right, and kept the top breezy and the accessories summery.
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Kate is the founder of Wit & Delight. She is currently learning how to play tennis and is forever testing the boundaries of her creative muscle. Follow her on Instagram at @witanddelight_.
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