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20 Fashion Pieces Worth Adding to Your Summer 2026 Wardrobe

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Summer dressing feels especially fun this year because everything isn't being pushed into one aesthetic. I'm seeing relaxed denim, prettier necklines, tailored shorts, capris, easy dresses, and pieces with just enough personality to make a simple out...
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THE DENIM I'M CURRENTLY OBSESSED WITH

 
Claire Bennett profile picture
If you like that effortless '90s denim look, this is exactly the direction I'd go. The extra-baggy shape feels relaxed without looking like you accidentally borrowed someone's jeans. Pair it with a tiny tee, ballet flats or simple sandals and let the...
The Hailey Extra Baggy Jean
 
Claire Bennett profile picture
These are definitely for the girl who wants her jeans to be the outfit. The twisted detailing and puddled shape make them much more interesting than another pair of straight-leg denim. I'd wear these with a simple fitted tank so the jeans get their m...
We The Free Fable Low-Rise Twisted Bowed Jeans
 
Claire Bennett profile picture
These are the kind of wide-leg jeans I love because they don't need much styling. A little tank, oversized button-down and ballet flats and you're done. The shape feels vintage without looking costume-y, which is exactly what I want from wide-leg den...
We The Free Libre Wide-Leg Jeans
 
Claire Bennett profile picture
These are such a good option when you want the oversized-denim look but don't want something super structured. I especially like the idea of styling the colored versions with a very simple white or cream top. The red and cobalt versions are so much m...
We The Free Breezy Denim Pull-On Jeans
 
Claire Bennett profile picture
Capri pants are officially having their moment again, and I actually think denim is the easiest way to try the trend. These have that slightly awkward-in-the-best-way proportion that makes an outfit look very 2026. I'd do these with ballet flats, a f...
We The Free Low-Rise Relaxed Capri Jeans
 
Claire Bennett profile picture
Barrel jeans are one of those trends that looked a little strange to me at first, and now I completely understand the obsession. I love the slightly slouchy shape because it makes a very basic tank-and-jeans outfit look intentionally styled. I'd keep...
We The Free Good Luck Mid-Rise Barrel Jeans

TOPS THAT MAKE BASICS LOOK EXPENSIVE

 
Claire Bennett profile picture
A genuinely good tee is one of those purchases that sounds boring until you find the one. This has the slightly polished, vintage-American feel I want from a basic. I'd wear it with everything from baggy jeans to tailored trousers and a little gold j...
Vintage Jersey Classic-fit Crewneck T-shirt For Women
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Claire Bennett profile picture
This is for when you want a T-shirt to actually look like part of the outfit instead of something you threw on underneath it. The slimmer shape works especially well with relaxed denim or low-rise trousers because it balances the volume.
Max Slim Tee - Reformation
 
Claire Bennett profile picture
This is the kind of simple tee I would buy when I want my outfit to look understated but still very fashion-girl. The slightly shrunken shape gives it more personality than a basic oversized tee, especially with relaxed jeans or a longer skirt.
LESET The Margo in White in Cotton
 
Claire Bennett profile picture
Boat necklines are having such a good moment right now. They instantly make a basic top feel more elegant, and I love that you can wear this with jeans without looking like you tried too hard. Very 'French girl who somehow always looks put together.'
Powder Baby Rib Boat Neck

THE POLISHED PIECES

 
Claire Bennett profile picture
This is one of those pieces where the name actually makes sense. The wide leg and pleating give you that tailored look, but the overall silhouette is relaxed enough that it doesn't feel like traditional office pants. I'd wear these with a fitted tank...
The Effortless Pant™ - Crepette™ | Aritzia INTL
 
Claire Bennett profile picture
If you want the tailored-trouser look without spending designer money, this is one I'd put on the shortlist. The wide-leg shape is flattering with tiny tops and works just as well for dinner as it does for the office.
Women's A&F Sloane Tailored Wide Leg Pant
 
Claire Bennett profile picture
Bermuda shorts are one of my favorite trends this season because they make shorts feel a little more grown-up. I'd style these with a fitted tank, slim belt and sandals rather than going full oversized everywhere. The proportions are much prettier th...
High-Rise Denim Bermuda Short
 
Claire Bennett profile picture
I love a little flare when the rest of the outfit is simple. These are especially cute with a fitted tee and pointed flats because the cropped length lets the shoes become part of the outfit. It's a nice change from the never-ending wide-leg jeans cy...
The Flare Crop Jean in Super Stretch Denim

DRESSES & SETS

 
Claire Bennett profile picture
This is the dress I'd pull out when I want to look dressed without actually putting an outfit together. The smocked waist gives it shape while the long skirt keeps it relaxed. Add sandals and a tote during the day, then swap in earrings and a little ...
The Somerset Maxi Dress | A-line Smocked Waist Dress
 
Claire Bennett profile picture
Matching sets are still one of my favorite shortcuts because they give you an entire outfit without requiring any brain power. I especially like sets that can be broken apart later — the top with denim, the pants with a tiny tank. That's when a match...
FAITHFULL Sable Polo Shirt
 
Claire Bennett profile picture
These are for the days when jeans feel too predictable but you still want that relaxed denim-girl energy. I'd keep everything else really simple — fitted tank, tiny sunglasses, flat sandals — because the trousers already give the outfit enough person...
Tess Long Worker Pant | Bryce Canyon | Low Rise

THE "I'LL WEAR THIS ALL FALL TOO" PIECES

 
Claire Bennett profile picture
This is one of those pieces I would happily spend a little more on because it doesn't depend on one particular trend. The pearl-effect buttons and slightly romantic shape make even jeans and a tank feel finished. And honestly, a good cardigan is neve...
Gaspard Cardigan - Black - Super kid mohair
 
Claire Bennett profile picture
If regular denim shorts feel a little too predictable, I'd try this longer silhouette. It's giving that relaxed '90s vacation wardrobe feeling, especially with a tucked-in tee and leather belt. I also like that the longer length makes them much easie...
8" Mid Rise '90s Loose Denim Bermuda Shorts
 
Claire Bennett profile picture
An oversized linen shirt is basically the fashion equivalent of having a good answer to everything. Wear it open over a tank, buttoned with trousers, tucked into denim or thrown over a swimsuit. I prefer the slightly oversized version because it make...
100% Linen Oversized Shirt