If easy, relaxed outfits that look effortless and cool is your summer dressing goal, you'll be pleased to know that the biggest shorts trend of summer 2025 will help you to achieve it in one fell swoop. That trend is boxer shorts (usually of the poplin variety). Yes, like the ones that are known for being one-half of a set of pajamas. This trend actually started heating up last summer, but it's officially reached major trend status this summer. Emily Ratajkowski was just spotted wearing a white pair (the It-girl boxer shorts color of choice) with a T-shirt and Puma Speedcat sneakers. Hailey Bieber also just posted a picture of herself wearing a checked pair with sneakers in an Instagram carousel. And I've seen countless influencers wearing them outside of their houses.
The key with boxer-shorts styling is to wear them with pieces that are less loungewear-inspired than the shorts. Think boatneck tanks, structured tees, barn jackets, cool accessories, retro sneakers, and pointed-toe flats, to name a few options. And the beauty is that they're super lightweight (unlike, say, denim shorts), so you'll look and feel cool this summer. There are so many ways to wear them, so I encourage you to keep scrolling to see a few of them and to shop some of my favorite boxer shorts to wear on repeat this summer.
On Emily Ratajkowski: Puma Speedcat OG Sneakers ($100)
WHO: Hailey Bieber
Influencers Wearing the Trend
Shop Cool Boxer Shorts
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The '90s Dress-and-Shoe Pairing It Girls Are Wearing to Parties in East Hampton (Sorry, Flip-Flops, You Weren't Invited)Classic elegance spotted at Gucci's star-studded soirée on Long Island.
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Dispatch From Paris: Everyone's Forgoing Sandals to Wear These Far Chicer Shoes With ShortsOui oui.
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I Thought Wearing These Shoes With Shorts Was Cringey—Turns Out the Combo Is Peak 2025Apologies are in order.
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Dripping in Wealth Is the Vibe—These 32 Elevated Nordstrom and Zara Summer Finds Fit the Bill PerfectlyUnder $200 and guaranteed to sell out.
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L.A. It Girls Are Swapping XL Totes for the Elevated Bag Trend Made for Pilates and Matcha RunsHailey Bieber being one.
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Hailey Bieber's Sneakers and Favorite Sandal Styles Are Under $100 at Nordstrom RNScoop them up while they're on sale.
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Yeah, You *Have* Been Wearing Athletic Shorts With the Wrong Shoes This Whole TimeHere's the *right* way.
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Forget Flip-Flops and Strappy Sandals—This Is the Elegant Shoe Trend Fashion People Are Wearing With Pedal PushersHailey Bieber and EmRata are among the fashion girls.
