Boxer Shorts: The Unexpected Star

Let’s talk about boxer shorts—the ultimate “I woke up like this” but still look this good and put together. These once-hidden and only for men wardrobe staples are stepping out into the limelight, giving crazy main-character energy in the world of streetwear. If you're not already rocking them, what are you even doing? From oversized fits to playful prints, boxer shorts have officially left the house, and spoiler alert: we’re obsessed.

History

Way back when (like, in the ancient days of the 90s), boxers were strictly underwear territory. Fast forward to the early 2000s, they started peeking out above baggy jeans, giving skater boys and Y2K pop stars their edge. But Gen Z has rewritten the rules, like we always do. Now, boxers are the outfit, not just the under-layer. This results from the effortlessly chic style, where people enjoy rocking comfy outfits. Call it rebellion, call it genius—we’ve claimed them as having a fun sense of fashion.

Data

Okay, you know we always come with the receipts: Google searches for “how to style boxer shorts” have skyrocketed by 85% in the past year. On TikTok, it’s flooded with #BoxerShortsStyle, with millions of views. Brands are catching on, too—boxer-inspired designs from labels like Prada and Ganni are trending like crazy, and resale platforms have seen a 30% spike in vintage boxers being bought for, yes, actual outfits.

Are They Here to Stay?

While boxer shorts have been the craze over the last few years, unfortunately, we don’t believe it's here to stay. Being a very warm-weathered outfit, boxer short lovers will forget about them in the winter months. But fear not, trends always come back around, so when the trend dies down, don’t throw them away; it will be back in the near future! They’re gender-neutral, adaptable for any aesthetic, and totally vibe with the “effortless cool” narrative we all love. Plus, they’re sustainable! Why buy a whole new skirt when your boyfriend's boxers look this cute?

How to Style

So while they are still in, here’s the boxer short playbook:

The Sporty Chic Combo: Pair your boxers with an oversized hoodie and chunky sneakers for that “running late but still slaying” vibe. Bonus points for white socks pulled way up.

Y2K Moment: Throw on a cropped baby tee, layer with boxers peeking out under a pleated mini, and finish with platform sandals. Instant throwback feels.

Boss Babe Energy: Tuck a crisp, oversized button-up into structured boxers, throw in a statement belt.

Beach Day Ready: Style printed boxers with a bikini top and sheer cover-up. Casual but make it editorial.