What To Wear With Grey Sweatpants: A Men's Style Guide

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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.

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

The best jackets to wear with grey sweatpants

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

Because the look above is shockingly easy to pull together. Just reach for sweatpants, a white t-shirt, hoodie, and dad sneaks. What elevates the outfit? That cool belted trench over top.

mens grey sweatpants outfits — 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

casual mens outfit with grey sweatpants, mens grey sweatpants outfits — 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

antetokounmpo brothers nike tech fleece, mens grey sweatpants outfits — 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 the look from whatever to “Ooh, what an outfit!”

You can absolutely wear a full men’s sweatsuit of grey sweatpants with a grey sweatshirt; just pay attention to the details so the effect is intentional, not lazy.

Wearing grey sweatpants with a fleece vest

mens grey sweatpants outfits 2024 — image: @alexwalxwalther

Paired with crisp white sneakers, you’ll look stylish in your off-duty sweatpants outfit. 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.