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12 Ways to Look Cool in Sweatpants (Outside of the House)

Apparel, Featured, Outfit Ideas, What's Trending  /   /  By Lily Montasser

Thanks to the recent rise of a little trend called “athleisure,” activewear has taken to the streets. So if you think sweatpants are just for hitting the gym or lounging on the couch, think again. Everyone from the top designers to the coolest celebrities (from Justin Bieber to Drake) are 100% on board with this laid-back look, as evidenced by jogger pants dominating both men’s runway fashion and sneakerhead style. So whether you’re hanging out on the weekend or headed to work, check these twelve sharp ways to rock sweatpants outside of the house. It’s all about the accessories, jackets, sweatshirts, and sneakers you choose—and here are the keys to making it work.

men's sweatpant outfits: how to look cool in sweatpants outside of the house
1. Top Coat
When in doubt, put a coat on it. The easiest way to make sweats work outside the house is by pairing them with more structural pieces. For example, this sharp tweed overcoat dresses up an otherwise laid-back look. It’s the perfect outfit for meeting friends and grabbing brunch. Just toss on a pair of Pumas, and you’re good to go.

men's sweatpant outfits: how to look cool in sweatpants outside of the house
2. Street Smart
Simple, neutral, and clean—this look is very Mr. Porter. And while these pieces may be basic, the color scheme is anything but. That’s because rich neutrals give your joggers a refined feel. Perfect for a fun day out-and-about in the city.

men's sweatpant outfits: how to look cool in sweatpants outside of the house
3. The Hypebeast
In a style now popularly termed “health goth,” trendsetters are rocking layers of all-black athletic wear on the streets, the dance floor, and just about everywhere in between. If you want to take this trend to the next level, swap out the sweatpants for Y-3 sweat-shorts and pair them with running tights (or similarly slim leggings) for serious street cred.

how to look cool in sweatpants l
4. Lounge in Style
On-trend and off-duty, this all-black look is a stylish way to keep it low-key on weekends. Fabric and fit can make or break this sweatpants outfit. So opt for a drop-crotch fit and a quality Damir Doma hoodie. Top it off with bright red Vans for a bold pop of color.

men's sweatpant outfits: how to look cool in sweatpants outside of the house
5. Short and Sweet
With a different approach to sweat shorts, this look is perfect for tossing a ball in the backyard, walking your dog in the park, or grabbing a coffee with friends. The trick to wearing shorts on the street is clean-cut layers. But when you’re keeping it casual, a pair of NMD’s and a J.Crew sweater is simple, classic, and cool.

men's sweatpant outfits: how to look cool in sweatpants outside of the house

6. Make it Work
If you’re lucky enough to work for a company with a relaxed dress code, sweatpants can totally be office appropriate. Just keep your look clean and simple. A crisp white shirt and single-breasted trench dress up these Puma sweats. Sleek Lacoste sneakers give the outfit a sharp finish.

men's sweatpant outfits: how to look cool in sweatpants outside of the house

7. Chill Vibes
For a street style look that’s as comfortable as it is stylish, opt for a monochromatic look in varying shades of gray. This tried-and-true trick will add dimension to even the most casual outfit. Stick with simple, well-designed pieces like APC x Outdoor Voices’ track pants and adidas’ Reigning Champ varsity jacket.

men's sweatpant outfits: how to look cool in sweatpants outside of the house
8. Most Wanted
The king of athleisure himself—Kanye, of course—designs loungewear that is both incredibly stylish and highly coveted. As this outfit illustrates, you can make any pair of sweatpants cool with a pair of 350 Boosts and a deconstructed Yeezy sweater.

men's sweatpant outfits: how to look cool in sweatpants outside of the house

9. Cool Hangings
We love trendy hoodies. And we love stylish drop-crotch sweats. But when worn together, these pieces become too informal for social outings. Reserve this look for occasions when comfort is key—an evening run to the grocer, a long drive, or your next airplane flight.

men's sweatpant outfits: how to look cool in sweatpants outside of the house

10. Old Timer
Go for a Scott Disick approved outfit with velvet loafers and a classic cardigan. This look is a bit bold for the streets, so be ready to turn heads. At home, it’s perfectly grandpa-chic. (And yes, that’s a thing.)

men's sweatpant outfits: how to look cool in sweatpants outside of the house
11. Monochromatic
In moderation, and with careful styling, a matching set can make for an ultra-chic post-workout look. The trick is to accessorize your outfit with a pair of Yeezy’s or another super stylish sneaker of the same caliber.

men's sweatpant outfits: how to look cool in sweatpants outside of the house

12. Cozy in Cashmere
Of course, sweatpants come in all shapes, sizes, and materials. To give your loungewear a luxe upgrade, opt for a pair of cashmere sweats paired with a Henley tee—utterly perfect for Sunday errands followed by cozying up on the couch in winter.

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