Boxers & The City: 8 Breathy Shorts That Own the Heat
- By: Meera Rathod
Pajama vibes, paparazzi proof…
The line between sleepwear and streetwear vanished the minute temperatures crept past 80. A well‑cut boxer short is now the hero piece for coffee runs, beach strolls, and impromptu rooftop hangs. We sifted through stripes, plaids, and logo pops to find eight pairs that nail the sweet spot between lightweight comfort and photo‑worthy style. Pull them on with a ribbed tank, an oversized button‑down, or nothing but SPF, and let the airflow do the flirting.
The 50s Boxer Shorts
Modeled on mid‑century lounge sets, these Electrix Vintage boxers are cut in a double‑lined poly‑rayon blend that drapes like silk but handles sweat like a champ. Two hidden side pockets stash keys and lip balm, while a closed fly keeps the silhouette polished enough for a deli run. Designed in Brooklyn, sampled in Chelsea, and finished with custom care labels, they feel more atelier than underwear drawer.
The 50s Boxer Short
$55
Breezy Shorts Blue Stripe
Matilda Djerf’s cult label swaps Scandi linen for crisp seaside stripes in 100 percent cotton. The elastic waist sits high, giving you the option to roll once for a cheeky crop or let them skim the thigh for a borrowed‑from‑the‑boys vibe. Pair with the matching oversized shirt and pretend you summer in Stockholm.
Breezy Shorts Blue Stripe
$56
Cotton Poplin Boxer
Kim K’s take is all about minimal lines and maximal softness. Lightweight poplin delivers that freshly pressed look right out of the dryer, and the subtly curved hem elongates legs whether you’re lounging or layering under an oversized blazer. Expect neutral tones that slot into every capsule closet.
Cotton Poplin Boxer
$30
Dally Poplin Boxer Short
Aritzia’s TNA spin gives boxer classics a sporty twist. Think pre‑washed cotton poplin, a slightly longer inseam, and tonal embroidery at the hem. The fabric holds its shape after multiple wash cycles, so they stay crisp even after a beach‑to‑bar double header.
Dally Poplin Boxer Short
$38
Cotton Boxer Shorts
Parke keeps it simple: garment‑dyed organic cotton, a smooth covered waistband, one simple logo. The result is a pair that feels like vintage athletic wear found at a Hamptons flea—made better with modern stitching and flat‑felled seams that won’t chafe on bike rides.
Cotton Boxer Shorts
$70
Sincar Boxer Shorts
These flirt with pajama territory in the best way. A ditsy ribbon logo and satin‑feel cotton give them a Y2K slumber‑party aesthetic, but the fit is roomy enough for pool‑deck lounging. Wear with chunky sneakers and a cropped polo when you need a wink of nostalgia.
Sincar Boxer Shorts
$45
Serif Logo Boxer Short
Emily Oberg’s wellness empire stamps its serif logo just below the waistband for a country‑club‑meets‑downtown statement. Mid‑weight cotton delivers structure, while a modest two‑inch inseam shows just enough leg on that tennis‑to‑smoothie‑run schedule.
Serif Logo Boxer Short
$95
Plaid Keira Boxer Shorts
Brandy Melville’s John Galt line leans into grunge with a school‑uniform plaid rendered in breathable cotton. The drawstring waist lets you cinch for low‑rise styling or tie high for a paper‑bag effect. Add chunky boots and a baby tee for instant ’90s film energy.
Plaid Kiera Boxer Short
$18
Legs out, AC optional…
Boxer shorts are officially this season’s answer to denim cutoffs—lighter, breezier, and way easier to style from couch to corner store. Grab a couple and keep them by the door; July afternoons and midnight snack runs will thank you.
