The Off-Duty Summer Outfit Endorsed by Harry Styles

The Off-Duty Summer Outfit Endorsed by Harry Styles

Take notes from the vacationing singer
Harry Styles wearing shorts in Italy on vacation

By Megan Collins | Last Updated: Aug 11 2023 | 2 min read

“Please let the people know this is the correct shirt-to-shorts ratio,” my friend texted me.

A few seconds later, an image appeared on my phone. Harry Styles in Italy, looking ready to film the next season of White Lotus.

Harry Styles in Italy wearing green shorts, casual short summer outfit men
image: Just Jared

The singer’s breezy, not-quite-billowing button down shirt hit a few inches above his shorts, which grazed his quads, not even halfway to his knee.

RELATED: Harry Styles is the Most Stylish Man of 2020

And here’s a better look from the front, alongside a few friends for a helpful “compare and contrast” situation:

Harry Styles and friends in Italy taking pictures, casual short summer outfit men
image: Just Jared

See how Styles’ outfit look feels rakish and sexy and intentional, while his friends look…well, I’m not going to call them dorky, but you see the difference, right?

So here I am. Letting you, the people—the (mostly) millennial male people—know. 

Please wear short shorts. With a slightly oversize shirt that looks like it could mean business if it wasn’t paired with deck shoes.

RELATED: The Best 5″ Shorts for Men

It’s a laissez faire, European vacation-ready look that’s as perfect for the neighborhood pool as it is for an Italian vacation.

Pop star entourage encouraged but not required. 

Shop the outfit:

Pacsun greem swim trunks

PacSun 6.5 inch inseam swim trunks, $30

now 40% off

It’s not too late to treat yourself to a new pair of swim trunks. There’s still plenty of summer left, and you can always wear them next year, too!

Todd Snyder blue striped shirt

Todd Snyder Slim Fit Summerweight Favorite Shirt, $148

Order a size above your usual to get Styles’ slightly oversized off-duty look.

off white sperry sneakers

Sperry Cloud CVO deck sneakers, $80 (at J.Crew)

These sneakers notoriously sell out in the white every summer, but this shade (called “birch”) makes for a solid backup.

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