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You’ll Never Guess Which Wardrobe Staple from Middle School is Back

Men's jean shorts outfits return
close-up of a man wearing a dark-colored short-sleeve shirt over a white t-shirt with jean shorts

by Megan Collins Updated: May 17, 2024

Products are curated by Style Girlfriend editors. Purchases through our links may earn us an affiliate commission.

It’s been a long time coming, but we think it’s finally time to talk about men’s denim shorts.

These men’s shorts from your middle school years are back, and not just for Gen Z in an ironic, “vintage” way. 

You can wear men’s jean shorts with plenty of the wardrobe essentials already in your (adult, grown-up) closet, like hoodies, button-up shirts, and t-shirts.

Keep scrolling for men’s jean short outfits

Jean shorts with loafers

man standing in front of a store wearing a red baseball cap, white t-shirt, tan cardigan, jean shorts, tall white socks, and dark shoes
image: @oiehofo

This outfit tackles a couple of trends we’ve been talking about at SG HQ lately, namely wearing loafers with shorts, and wearing tall socks with shorts.

Jean shorts and graphic tees

images: @paulbinam

Pair your go-to jean shorts with a graphic tee and sneakers for an easy summer outfit. The short-sleeve shirt worn open over the tee adds an extra punch of style.

Jean shorts with a white tee

image of a man crossing the road, facing away from the camera, wearing a white t-shirt, jean shorts, tall white socks and yellow sneakers
image: @alexander_kochashvili

Comfort is obviously key here, but you still want to be sure your jorts end above the knee. The fit is meant to offer extra room, but that doesn’t mean veering into Jnco territory.

No disrespect to Jncos, but I mean…you get it.

man standing in a doorway wearing a green baseball cap, white t-shirt, light ripped jean shorts, and Nike sneakers
image: @kburton_25

Yes, you can pull off denim shorts with rips in them in the Year of Our Lord 2024. It helps when the hems are distressed too, for an overall DIY effect that makes wearing jorts feel less like middle school cosplay.

RELATED: Chino Shorts Outfits for Guys

images: @wears_oli
man in denim shorts and a green t-shirt

More tall socks with shorts! Are you convinced yet of this fun men’s fashion trend?

Shop men’s jean shorts

Looking to make your first purchase of jean shorts, rather than taking scissors to a pair of jeans? We’ve rounded up the best pairs to add to your casual spring and summer wardrobe.

image of a man from the neck down wearing a white t-shirt under a black short sleeve shirt with cuffed jean shorts
Nudie Jeans straight-leg denim shorts, $185
shop now
image of a man from the waist down wearing a mint-colored sweatshirt, faded jean shorts, and sneakers
Old Navy cut-off jean shorts, $37
shop now
flat lay image of light-rinse jean shorts splattered with paint
Abercrombie paint-splattered denim shorts, $70
shop now
image of a man from behind wearing a grey t-shirt and black jean shorts
Levi’s 501 ’93 denim shorts, $70
shop now

Megan Collins

I started Style Girlfriend to help guys look, feel, and act their best.

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