Rocky Balboa may have made grey sweatpants famous, but the iconic athleisure bottoms shouldn’t be restricted to training montages. It’s time you mastered the art of wearing a pair of classic grey sweatpants in a stylish way. In this guide, you’ll find stylish men’s grey sweatpants outfits pulled from Instagram, ready-to-shop looks curated by Team SG, and a roundup of the best grey sweats and joggers for guys.

Get ready to embrace the sweat life.

Get inspired with men’s grey sweatpants outfits from IG:

The best jackets to wear with grey sweatpants

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image: @alexwalxwalther

Let’s start at level 1. The easiest way to make sweatpants look stylish is by adding a structured topcoat over your outfit.

The look above is shockingly easy to pull together: sweatpants, white t-shirt, hoodie, and dad sneaks. What elevates the outfit? The belted trench over top.

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image: @takehiro_kajimura

Another great option for outerwear? A blazer. This look is especially appropriate in fall and early spring.

Yes, you can wear your favorite pair of grey sweatpants with a white t-shirt and sneakers and call it a day, but why stop there? Add a hoodie or crewneck sweatshirt layered over a rumpled Oxford shirt, and you’ll have a stylish, dressy yet casual outfit you’ll feel cool wearing.

Accessorizing with sweatpants: hats, watches, sunglasses

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image: @billyarundell

In order for grey sweatpants to look stylish, not careless, be as thoughtful with your accessories as you would be with any dressier outfit.

The bright yellow of the beanie above helps this outfit feel fresh.

How To Wear Sweatpants With Socks

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image: @giannis_an34

I love how the Antetokounmpo brothers pulls their socks over the elastic hem of their sweatpants.

And when you’re wearing a full sweatsuit, it’s little touches like these that elevate an outfit. You can absolutely wear a full men’s sweatsuit of grey sweatpants with a grey sweatshirt; just pay attention to the details.

Wearing grey sweatpants with a fleece vest

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image: @alexwalxwalther

Paired with white sneakers, you’ll look stylish. For a casual outing, this outfit is the perfect balance between comfortable and cool.

In the winter, a puffer and a beanie complete the look. In warmer months, topping this athleisure outfit with your favorite baseball cap is all the accessories you need and looks just right.

RELATED: 4 Men’s Adidas Sambas Outfits

Shop Grey Sweatpant Outfits

Grey sweatpants with a patterned overshirt and boots
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This casual look still feels put together thanks to clean accessories like the watch, and the structure of the quilted bomber jacket.

Grey sweatpants with a hoodie sweatshirt and sneakers
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Make sure you’re rocking a slim-cut t-shirt so you look stylish, not sloppy.

Grey sweatpants With a sweater, cardigan or turtleneck
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The Best Socks to Wear with Grey Sweatpants

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The Best Grey Sweats and Joggers for Guys

Todd Snyder & Champion

These tailored sweats are made from 100% cotton French terry that’s garment-dyed for a lived-in texture and a unique, well-loved look.

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More great style stories from Style Girlfriend:

• 5 Stylish Outfits to Wear with Sweats

• The Best Men’s Sweatsuits

• The Guy’s Guide to Joggers

What to Wear with Casual Sneakers

• What Sweatpants to Buy in 2024


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