Tailored Shorts

Why

With a trim fit that's akin to your favorite pants, these trouser-cut shorts are the ones you can dress up with a pair of wing tips or white bucks.

Origins

The modern short silhouette didn't come along until the British military was looking for a way for its soldiers to keep cool in warm places like Bermuda.

How to Wear It

Ask any woman, and she'll tell you the key to making legs appear longer is to show more of them. Shorts should hit just above the knee, so lose the baggy pair of shin-skimming cargo shorts.

What to Look for

A slim fit and sharp sartorial details like a tab waist or buttoned coin pocket.

Shown left: $119 by Scotch & Soda