The Dapper Chapper picks: Boxer Shorts for a Gentleman

By Adam Monday 27th Feb, 2017

Consider this: if you were buying a stately home, you’d be disappointed if the lawns were astroturfed; if stained glass had been ripped out for UPVC, or if it had a shower bath from B&Q. The devil is always in the detail, so why spoil a winning outfit with bad underwear, just because you can’t see it at first glance?

Good pants are big business. A certain Mr. Klein can probably be charged with changing the way we perceive underwear; once hidden from sight, it’s now an integral part of the outfit.

There’s a whole host of new names on the block, a bewildering array of styles, colours and prints to choose from, so naturally we’ve picked out the best.  Focusing on the boxer short (and some of its closely related cousins, the trunk and the boxer brief) for their blend of confident style and comfort. Here’s a lucky seven to get you through the week:

Monday – Drake & Hutch Kensington Navy and White Spot Boxer Brief – £22 

Monday’s Boxer is a blue number from the purveyors of fine accessories, Drake & Hutch, but there’s little to feel blue about with an Egyptian cotton blend and a funky but sophisticated polka dot print.

Tuesday – Diesel Umbx Hero Trunks – £24

Take a leaf out of Diesel’s book and add some Italian style to your wardrobe with a pair of printed trunks. These super comfy cotton blend jersey palm prints will keep you bright and breezy even though Friday is a country mile away.

Wednesday Smuggling Duds Pocket Underwear Navy Blue – £15

Even more evidence to suggest the once humble boxer is now the foundation of a good outfit, the smart folks at Smuggling Duds have added a stash pocket for small items of your choice. Cool styling, wins hands down for practicality and good value.

Thursday – Derek Rose Modern Fit Boxer Shorts Otis Pure Silk Twill Blue – £149

Derek Rose doesn’t so much throw the kitchen sink at sublime underwear, but the AGA, flagstones and kitchen table too. The hand-drawn wildflower prints are as beguiling as they are quirky, and the feeling of silk is unrivaled.

Friday – Ermenegildo Zegna Red Stretch Cotton Boxer – £48.00

A bold way to end the working week, Zegna’s Red Stretch Cotton Boxer shakes up the palette with a striking splash of primary colour, a sporting silhouette and strong feeling of quality.

Saturday – Hanro Cotton Sporty Boxer – £39.50

If the weekend means a chilly playing field, luxurious all-cotton traditional boxers from Hanro are great for ease of movement. Or not moving at all.

Sunday –  Hamilton and Hare Sky Blue Boxer Shorts – £32

Inspired by the original shorts worn in the ring, we welcome a lazy weekend day with traditional style, but 100% twill cotton to keep things cool and relaxed before the week ahead.