5 Men’s Essentials Don Draper Would Rock in 2025

Don Draper was the pinnacle of a classy, stylish man in the 1960s. 

But have you ever wondered how the king of Madmen’s style would change if he were around in 2025? 

Safe to say, he’d retain some of his timeless swagger, with maybe a few modern touches thrown in… 

1: A Custom Rocks Glass

You don’t have to be an alcoholic adman from the 60s to enjoy a nice cocktail or pour of fine whiskey.

A nice rocks glass feels classy, upscale, and helps you enjoy the experience just that much more.

2: A Leather Wallet

I know 2025 is full of the metal Ridge style wallets, but Don was a pretty traditional guy.

Even in 2025, he’s opting for a classic leather wallet with a slim profile, but still a spot for cash for when he’s treating clients to a wild night out.

3: Classic Sunglasses

Who can forget Don aura farming in his aviators at his daughter’s May Day performance.

Aviators are still a classic, but he might opt for something a little more modern, like wayfarers or clubmasters.

#4 A Metal Zyn Can

It’s 2025, cigarettes are out. And I don’t see Mr. professional Don Draper sucking on a vape… 

Don definitely Zyns, but I also don’t see him carrying around the bright plastic can

He’d be way classier about it, opting for a metal Zyn can that blends in on his office desk or with his perfectly tailored suits.

#5 A Black Leather Watch

Another men’s staple that will never go out of style.

Don tends to opt for more leather bands than the metal Rolex style watches, and I don’t think that changes in 2025.

We can all take some lessons from Mr. Draper on how to be a bit more stylish and professional - but don’t let that stop you from finding some modern touches to add to your wardrobe as well!

Back to blog

Leave a comment

Please note, comments need to be approved before they are published.