27 unimpeachable menswear upgrades—rugged jackets, soft flannels, raw jeans—to help you quit your shorts habit for good.

Image of Yonge Street crowd celebrating the end of the Boer War in 1900, with the majority of people in the image wearing hats. Credits: William James / Wikimedia Commons / Public Domain Headwear has ...

Tom Stubbs, a men’s fashion veteran who styles the dashing Dermot ... Fine-tune the rest of your look A hat’s a statement of intent, so a same-same old T-shirt and shorts aren’t going to cut it. Dress ...

The days of performance fleece and carpenter jeans are back at Old Navy. On Friday, the Gap Inc.-owned brand launched the ’94 ...

Remember when Old Navy was cool ... Bucket hats—a la Kangol—were also popular. Posen was impressed by how stylish these early ...

From Beyoncé’s 'Cowboy Carter' to Pharrell’s Western runway extravaganza, yeehaw style is everywhere you look right now.

While it’s no longer popular for new dads to pass out cigars when they have a baby, we think that cigars make a distinguished ...

Polly Watts, who’ll be getting married in Cabo San Lucas, Mexico, in January, spent Friday sipping wine at Pippin Hill Farm & ...

At the iconic American label's latest fashion show, the model and social media star opens up about his rise to fame, what's ...

Tedesco’s exact bag, the Dryden, is no longer available, but this style is similar. Rains makes our favorite men’s raincoat, and its matching waterproof backpacks are excellent for office ...

The best men's underwear doesn't bunch or ride up, and you don't necessarily need to spend a ton of money to upgrade. So, if you're ready to swap out your old, worn-out pairs, you're in the right ...

A group of experts — designers, editors and a street-style photographer — debate which clothes truly changed men’s fashion.