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Don’t Sleep on a Grey Crewneck Sweatshirt Outfit

Your sneaky athleisure style superhero
group of images featuring men wearing grey crewneck sweatshirt outfits

by Megan Collins Updated: October 15, 2024

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

A grey crewneck sweatshirt outfit remains the pinnacle of casual men’s style perfection. Here’s how to wear this humble wardrobe hero…

There are few items that Team SG truly believes deserve a spot in every man’s closet. Wardrobe needs can swing wildly from one guy to the next, after all, and personal style is just that. Personal.

But a grey crewneck sweatshirt is a men’s wardrobe essential we’ll never stop pushing.

It’s a comfortably casual piece so ubiquitous, yet so sneaky stylish, that it’s easy to overlook.

From the college campus to the fashion runway, this humble piece has transcended its humble origins to become a cornerstone of modern menswear. Why? Because it’s more than just an easy-to-throw-on weekend staple. It’s a versatile chameleon that can adapt to any day, style, occasion, or season.

Let’s dive into the world of the grey crewneck and discover why you deserve a good one in your wardrobe.

What you’ll find here

grey crewneck sweatshirt outfit inspiration

the best grey crewneck sweatshirts to shop

Keep scrolling for 7 stylish men’s grey crewneck sweatshirt outfits:

man sitting with his feet up on a desk looking at a dog
@willhalbert

Wear a grey crewneck sweatshirt with modern cargo pants

A grey crewneck sweatshirt and cargo pants may sound like something you wore in middle school, but it’s time to man up and re-up this classic outfit.

How? It’s all in the styling.

RELATED: How to Wear a Sweater Vest This Fall

Make sure everything fits (seems too simple to mention, and yet, here we are), and accessorize with elements that take an outfit from “I found these on the floor” to “I carefully put these items together for optimal impact.”

images: @illcutz

Wear your grey sweatshirt under a blazer

Yes! This look is so cool and stylish, in a nonchalant, Kennedy (complimentary) way. Do it! Really!

RELATED: Jay Ellis Demonstrates How to Wear a Blazer With Jeans

It feels like we’re swinging back to a throwback preppy moment in fashion, so if you’ve been waiting to bust out your favorite blazer or sport coat in a casual way, now’s the time.

@gigo19

Add a cool jacket on top

Fall is Team SG’s favorite season for men’s style because the layering options are elite.

Consider a waxed jacket like the look here. Not your speed? What about a leather jacket? Or a denim jacket? Or a chore coat!

Truly, the sky’s the limit.

images: @dm_alari

Add a little visual interest

Your grey crewneck sweatshirt doesn’t have to be TOTALLY grey. A funky logo, emblem, or embroidery can add a l’il somethin’ somethin’ to even the most casual jeans and sneakers outfit.

RELATED: How to Style a Grey Hoodie Sweatshirt

Think: The logo of a local bar or a little known band you love.

@kennth_sylvester

Wear your grey sweatshirt with dress pants

Don’t think you need to keep your grey sweatshirt tucked away for off-duty ways.

The right sweatshirt – like one from cool guy brand Aimé Leon Dore, for instance – can be dressed up with slacks and a laced shoe.

Brightly-colored beanie encouraged but not required.

images: @out_of_indigo

Match the lettering on your sweatshirt to the lining of your jacket

Okay, this is very specific direction. Maybe you don’t have a grey crewneck sweatshirt with blue lettering in red stitching AND a jacket with blue and red plaid innards. Instead, think more broadly. How could you coordinate an element of your casual outfit with another element of your outfit?

It could be as simple as wearing grey sneakers with your grey sweatshirt. A pair of New Balances, perhaps?

But don’t stop there!

Maybe your baseball cap picks up colors in your shoes. Maybe you wear a sterling silver signet ring and silver chain necklace. Get creative! Or don’t. Whatever.

@kidonmyshoulders

Pair your classic sweatshirt with a trend

Chore coats are still very cool in 2024. And great news, they look great layered over a neutral-hued crewneck.

@gigo19

Just add color

The green lettering on this grey sweatshirt is faded enough to not distract from the brighter, primary colors in this look.

Red and blue striped socks? Sure, why not? A yellow beanie? All the better to match the wall!

The tl;dr? A grey sweatshirt (even one with colored lettering) acts as a neutral you can build the rest of your outfit from.

@alino_who

Wear neutrals all over

Grey on olive green on grey. It almost shouldn’t work, but the small details here are what make it work. The bandana peeking out of the collar, the never-not-cool sneakers. The interesting pocket placement on the wide-leg pants. It all works!

Below, shop stylish grey crewneck sweatshirts for guys:

close-up of a man wearing a grey crewneck sweatshirt with the sleeves pushed up
TODD SNYDER + CHAMPION
midweight pocket sweatshirt in Antique Grey Mix, $98
shop now
man from the neck down wearing a grey crewneck sweatshirt with black pants with his hands in his pockets
SUNSPEL
brushed loopback cotton-jersey sweatshirt, $165
shop now

The best part about a grey hoodie is you can find a style that works for you at practically every price point. Consider trying a few to find out the weight and handfeel you like best.

man from the neck to the waist wearing a grey crewneck sweatshirt over a white t-shirt with light blue jeans
AYR
The BLT sweatshirt in heather gray, $145
shop now
close-up of a man wearing a grey Nike crewneck sweatshirt
NIKE
Club Fleece crew, $60
shop now

Light grey? Dark grey? Heather grey? Yes, yes, and yes.

grey crewneck sweatshirt with Aime Leon Dore embroidered across the chest
AIMÉ LEON DORE
embroidered logo crewneck sweatshirt, $175
shop now
grey crewneck sweatshirt outfits
CARHARTT WIP
cotton-blend jersey sweatshirt, $100
shop now

READ MORE ON MEN’S FALL STYLE FROM SG HQ:

Sweater Vests are Here to Save Your Boring Outfit

20 Fall Jackets to Shop Now

Autumn Outfits Inspired by Starbucks’ Pumpkin Spice Latte

5 Ways to Wear a Blazer

Embrace the Outerwear Classics in Leather, Corduroy, Cotton, and More

Megan Collins

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

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