How to Wear a Henley and Not Look Like a *Bachelorette* Contestant

ShirtsHow to Wear a Henley and Not Look Like a Bachelorette Contestant


We have always been, will always be, pro-Henley. The shirt has a way of making any average joe look handsome. Even guys who don’t really need the help, like Idris Elba, Ryan Gosling, and David Beckham look better in them. But if your nightmare is waking up and looking like you could pass for a contestant on The Bachelorette, you can’t wear a Henley with any old pair of chino shorts or jeans. It’s just too basic bro. Luckily, John Legend is here to demonstrate one way to get around the issue.

The musician stepped out this weekend wearing a black Henley with black chinos, white leather tennis sneakers, and some classic black accessories. The effect was urbane and minimalist, instead of all-American dumb-dumb. Our only complaint is that Legend’s shirt is leaning a little too close to a half-placket dress shirt, which always makes us think of men’s maternity wear, but he’s still within the safe zone. For your purposes, just go with a classic cotton Henley and call it a day. Here’s how to cop Legend’s style from head-to-toe. This way, no one will confuse you with Shawn Booth any time soon.


J.Crew Broken-In Henley, $35, available at


Leonard & Church Crosby Watch, $115, available at


Reiss Slim-Fit Chinos, $180, available at


Common Projects Achilles Sneakers, $445, available at


Persol Polarized Classic Sunglasses, $330, available at

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