What We're Wearing

Casual Weekend Date

September 22, 2017

When it comes to a weekend date, you want to look sharp, but you also want to feel (or at least seem) relaxed. Cool and confident. Start with a short-sleeve henley. The upgraded T-shirt is a favorite of leading men like Chris Pratt and Idris Elba because it adds an instant shot of sex appeal. Over the henley, layer a lightweight bomber jacket. It helps adds some texture and style, not to mention it'll come in handy if the temperature drops at night or if you're in an over air-conditioned space. You can always peel it off if it gets too hot. Finish the look with a classic watch or metal cuff bracelet—little details that your date is sure to notice.

The Kit

1) Short sleeve henley,
$45 by Buck Mason

2) Cotton bomber jacket,
$88 by Everlane

3) Le Mans chronograph,
$220 by Armogan

4) Suede Chelsea boots,
$180 by Astorflex

5) Washed cotton chinos,
~~$98.50~~ / $68.95 (with code FAMILY30) by Polo Ralph Lauren

6) Brass cuff,
$96 by LHN Jewelry

7) Gradient lens sunglasses,
$143 by Ray-Ban

The Kit

Short sleeve henley,
$45 by Buck Mason

Cotton bomber jacket,
$88 by Everlane

Washed cotton chinos,
~~$98.50~~ / $68.95 (with code FAMILY30) by Polo Ralph Lauren

Le Mans chronograph,
$220 by Armogan

Brass cuff,
$96 by LHN Jewelry

Suede Chelsea boots,
$180 by Astorflex

Gradient lens sunglasses,
$143 by Ray-Ban

Pull Off the Perfect First Date

First dates are intimidating because if you're not prepared, they can be awkward and uncomfortable. Here's a game plan to help you get through it without a hitch.