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Comfort was the name of the game last fall and it will be again this year. Who can forget seeing the recent paparazzi photos of Kanye West leaving his Calabasas headquarters wearing a YEEZY hoodie and a pair of Champion shorts? It was a look that felt so attainable; so simple and cozy; something that anyone could pull off. A coming together of two clothing items ostensibly built for different seasons, but which dovetail perfectly when the colors and lengths are chosen correctly. Get ready, because shorts and hoodie season is back again.

These early days of fall are simple; it’s too warm for pants but just cool enough to rock that hoodie you copped on sale over the summer. Whether it’s a short run to the corner store or an extended layover at the airport, the shorts and hoodie is the ultimate versatile combination.

Championed by Mr. West and seen on various street style blogs, the hoodie and shorts look ticks all the boxes: it’s relatively easy to put together, comfortable and looks dope. However, in the age of luxury leisurewear brands, when just about every big house is putting their own spin on street staples, there are now more options than ever. If you missed out on the summer sales, what do you opt for? And as for shorts, how do you find the ideal inseam that measures up with what you’re wearing on your torso?

Below, find some of the best shorts and hoodie combinations for all budgets.

Stussy Harmony Hoodie With Eric Emmanuel Basic Shorts

Stussy, a juggernaut of streetwear for almost 30 years, is proof you don’t need to break the bank to look good. Pair this graphic hoodie with arguably the biggest name in the world of shorts manufacturing, Eric Emmanuel, and you have a ‘fit to be proud of. Based out of New York, Emmanuel’s mesh shorts remind us of a pair you might’ve worn in high school gym class, but with a luxe, understated elegance.

Harmony Hood

Harmony Hood



Buy at stussy
EE Basic Short

EE Basic Short


Eric Emanuel

Buy at Eric Emanuel

Martine Rose Sunbleached Purple Hoodie With Noah Corduroy Shorts

The ’90s has (and is) continuing to fuel a lot of trends. One brand building on the momentum is London-based Martine Rose, citing rave and hip-hop culture as major inspirations.

This 100 percent cotton, sunbleached purple Martine Rose hoodie is an ideal fall investment. To go with the slightly oversized jumper are shorts from Brendon Babenzien’s Noah. The shorts are made from corduroy fabric, a nice upgrade from the mesh and polyester of summer, and with an inseam that lands just above the knee cap, there should be no fear of showing too much skin.

Sunbleach Classic Hoodie


Martine Rose

Buy at ssense

Corduroy Drawstring Shorts



Buy at ssense

Union Summer Logo Hoodie With John Elliot “White Mountain” Shorts

Chris Gibbs’ Los Angles institution Union LA continues to go from strength to strength, especially when it comes to its inhouse line.

With the recent Union & Company debut, the Los Angeles based brand dropped a collection of their own products, the “Summer” logo hoodie being a standout. Bright colors like maritime purple and pastel orange are solid summer-to-fall transition colors, the latter matching nicely with those changing leaves.

To go with Union’s jumper, John Elliot’s mountain shorts are a solid pairing: still colorful with a subtle tie-dye look, but with a more luxurious cut. The shorts also come with an adjustable belt so you can choose if you want the shorts to ride just above the knee or lower.

Summer Logo Hoodie

Summer Logo Hoodie



Buy at union la

Mountain Shorts

from $164

John Elliott

(Available at 3 Merchants)
(Available at 3 Merchants)

Carhartt WIP Chase Hoodie With Story MFG Tie-Dyed Shorts

Workwear looks good on anybody. The Chase hoodie packs everything that makes the ever-popular Carhartt great: it’s a heavy cotton polyester blend with raglan sleeves and low-key branding. Call it a no-nonsense, subtle workhorse option.

Subtlety is important because the shorts for this look are anything but. Founded in East London, Story MFG aims to create a sustainable wardrobe. Its tie-dyed shorts, cut from organic cotton, are naturally tie-dyed using fermented plant indigo, a method that involves no chemicals. Cut and sewn on the baggier side of the short spectrum, these are the perfect weekend loungers.

Hooded Chase Sweatshirt

Hooded Chase Sweatshirt


Carhartt WIP

Buy at Carhartt WIP
Wide-Leg Tie-Dyed Organic Cotton Drawstring Shorts

Wide-Leg Tie-Dyed Organic Cotton Drawstring Shorts


Story mfg.

Buy at Mr. Porter

Stone Island Hoodie With Bode Tiger Rugby Shorts

These days, you don’t have to be a football casual to rock a Stone Island piece. The premium brand hits the sweet spot between streetwear and luxury, with its hoodies worn by everyone from Drake to John Mayer.  The patch has become a statement symbol all of its own, and it can be removed if you prefer a slightly more low-key look. More importantly, because it’s Stone Island, a brand famed for its premium materials, you know it’s built to last.

Mix the old with a fairly new brand like Bode, this year’s CFDA emerging designer recipient, and you can’t go wrong. Bode’s ‘Tiger’ rugby shorts were a standout from its latest collection, creating a bohemian-folklore vibe seen in other brands like Kapital and Engineered Garments.

Pullover Hoodie

Pullover Hoodie


Stone Island

Buy at ssense

Tiger Rugby Shorts

from $249


(Available at 2 Merchants)
(Available at 2 Merchants)
Words by Drayton Mayers

Drayton Mayers is a writer and editor living in Boston, Massachusetts. His work has been published by Highsnobiety, Grailed and Index Magazine.