Jorts are back — and not just as a punchline. If you’re wondering how to style jorts men have been wearing lately without looking like a dad on vacation, this is your guide. Because yes, jorts have their baggage. But styled right, they’re functional, flattering, and actually kind of fire.
In 2025, the key isn’t just what you wear, but how you wear it. Jorts, like most statement pieces, live or die by the styling. They can read as effortless or awkward — depending on the cut, the fit, and what you pair them with.
Below are four looks that prove jorts aren’t just wearable — they’re a summer essential. Whether you’ve got tree-trunk thighs or skinny knees, there’s a version of this trend that works for you.
The Leg Day Champ
This one’s for the confident crowd. Think shorter-cut jorts, clean socks, and a classic sneaker. A tucked-in or cropped tee finishes the look — bonus if it’s vintage or sun-faded. This style works best when you’ve got the legs for it — not because you “have” to, but because it lets the silhouette breathe.
Styling tip: Keep it clean and lean. A watch or chain is enough. Let the jorts and your quads do the heavy lifting.
The Casual Skater Beatdown
This is how to style jorts men who don’t want to look like they tried too hard should pay attention to. Picture: baggy jorts, a lived-in graphic tee, beat-up sneakers (Adidas Gazelles, Vans, etc.), and a low baseball cap. The magic is in the chill. It feels like you just threw something on and it still works — because it does.
Styling tip: Don’t over-accessorize. The more broken-in the pieces, the better this works.
3. The Backyard Dad
Ironically, one of the best jort fits this year is the one that leans into the dad aesthetic — but with style. Mid-length jorts, tucked tee, leather belt, white socks, and Birkenstocks or Boston clogs. Bonus points for a Modelo in hand and burgers on the grill.
Styling tip: This isn’t about costume. It’s about confidence. A relaxed fit tee, a curved-bill cap, and you’re golden.
4. The Workman’s Swagger
This is the grittier side of how to style jorts men who lean into a utility or rugged vibe. Baggy or carpenter-style jorts, a white tank, Timberland boots, and a fitted hat. This combo works because it feels synergistic — both jorts and work boots come from the same world. Unlike loafers, which can feel mismatched and too polished, Timbs give the fit weight and attitude.
Styling tip: Go wide, not high. This look is grounded, masculine, and made for the pavement.
Where to Shop the Jorts
From vintage Levi’s to carpenter cuts and above-the-knee basics, we’ve rounded up a few solid Jort options to get you started.
Final Thoughts
There’s no one way to wear jorts — and that’s the point. Whether you’re going for skater, clean-cut, rugged, or ironic-dad, the key is to pick a lane and own it. Don’t overthink the piece — just build the fit around how you naturally dress.
And if we’re being honest? The whole loafers with jorts and pristine white socks trend is starting to feel more like a costume than an outfit. There’s a time and place for it, sure — but pairing a dress shoe with a cut-off workwear short just feels mismatched. It’s performative, not personal.
Instead, pick shoes that share the same DNA as your jorts — sneakers, sandals, boots. When there’s synergy, the whole fit feels more grounded, and more you. This is how to style jorts men.
Want to upgrade your space too? Check out our guide to stylish fans that actually look good in your home.
