Top Picks
RALPH LAUREN Mens Blue & White Check Short Sleeve Shirt L Casual Classic
RYAN’S PICK CERQULARRALPH LAUREN Mens Blue & White Check Short Sleeve Shirt L Casual Classic
£35.09 CERQULAR
TOMMY HILFIGER Mens White & Pink Checked Shirt M Short Sleeve Button Down Cotton
KWAME’S PICK CERQULARTOMMY HILFIGER Mens White & Pink Checked Shirt M Short Sleeve Button Down Cotton
£29.89 CERQULAR
TOMMY HILFIGER Mens Pink & White Striped Shirt XL Button-Down Short Sleeve
MARCUS’ PICK CERQULARTOMMY HILFIGER Mens Pink & White Striped Shirt XL Button-Down Short Sleeve
£35.09 CERQULAR
TOMMY HILFIGER Mens Pink & Yellow Short Sleeve Plaid Shirt S Cotton Casual
HE SAW WORE’S PICK CERQULARTOMMY HILFIGER Mens Pink & Yellow Short Sleeve Plaid Shirt S Cotton Casual
£25.99 CERQULAR
CHAPS Mens Red & Blue Checked Shirt L Casual Cotton Blend Short Sleeve
TERRY’S PICK CERQULARCHAPS Mens Red & Blue Checked Shirt L Casual Cotton Blend Short Sleeve
£31.19 CERQULAR
How we pick

Every collection here starts with a pile of products and ends with a short list chosen by real men. For preppy short sleeve shirt, that was Ryan, Kwame, Marcus, He Saw Wore and Terry. They looked at cut, fabric, reviews where there were any and, honestly, whether they'd actually put it on this weekend. Things that look sharp on a model and baggy on everyone else tend to get cut. The full list underneath is everything that matched, from lots of different shops, so you can still have a proper browse.

We may earn a small commission if you buy through links on this page. It costs you nothing extra and helps keep the site running. How we make money

TOMMY HILFIGER Mens Blue Short Sleeve Cotton Blend Shirt M Casual Button-Down
CERQULAR

TOMMY HILFIGER Mens Blue Short Sleeve Cotton Blend Shirt M Casual Button-Down

£35.09 CERQULAR
TOMMY HILFIGER Mens Blue Plain Shirt M Classic Cotton Button-Down Collar
CERQULAR

TOMMY HILFIGER Mens Blue Plain Shirt M Classic Cotton Button-Down Collar

£38.99 CERQULAR
Want even more options?236preppy short sleeve shirts from 5 shops in the Fashion FinderSee them all →
NAUTICA Mens Peach & Yellow Cotton Blend Short Sleeve Shirt L Classic Casual
CERQULAR

NAUTICA Mens Peach & Yellow Cotton Blend Short Sleeve Shirt L Classic Casual

£22.09 CERQULAR
RALPH LAUREN Mens Blue & White Check Short Sleeve Shirt L Casual Classic
CERQULAR

RALPH LAUREN Mens Blue & White Check Short Sleeve Shirt L Casual Classic

£35.09 CERQULAR
TOMMY HILFIGER Mens Blue & White Check Short Sleeve Shirt XL Button Down Casual
CERQULAR

TOMMY HILFIGER Mens Blue & White Check Short Sleeve Shirt XL Button Down Casual

£35.09 CERQULAR
Shirts Harland Short Sleeve Checked Shirt in Red Mahogany - Le Shark
TOKYO LAUNDRY

Shirts Harland Short Sleeve Checked Shirt in Red Mahogany - Le Shark

£12.99 TOKYO LAUNDRY
CHAPS Mens Orange & Blue Check Shirt L Button-Down Collar Short Sleeve
CERQULAR

CHAPS Mens Orange & Blue Check Shirt L Button-Down Collar Short Sleeve

£31.19 CERQULAR
TOMMY HILFIGER Mens Navy Blue Floral Short Sleeve Shirt M Cotton Blend
CERQULAR

TOMMY HILFIGER Mens Navy Blue Floral Short Sleeve Shirt M Cotton Blend

£38.99 CERQULAR
TOMMY HILFIGER Mens Pink & White Striped Shirt XL Button-Down Short Sleeve
CERQULAR

TOMMY HILFIGER Mens Pink & White Striped Shirt XL Button-Down Short Sleeve

£35.09 CERQULAR
CHAPS Mens Pink & Blue Check Shirt M Button Down Short Sleeve Casual Cotton
CERQULAR

CHAPS Mens Pink & Blue Check Shirt M Button Down Short Sleeve Casual Cotton

£29.89 CERQULAR
TOMMY HILFIGER Mens White & Pink Checked Shirt M Short Sleeve Button Down Cotton
CERQULAR

TOMMY HILFIGER Mens White & Pink Checked Shirt M Short Sleeve Button Down Cotton

£29.89 CERQULAR
CHAPS RALPH LAUREN Mens Beige & Blue Check Shirt L Cotton Blend Casual
CERQULAR

CHAPS RALPH LAUREN Mens Beige & Blue Check Shirt L Cotton Blend Casual

£41.59 CERQULAR
CHAPS Mens Red & Blue Checked Shirt L Casual Cotton Blend Short Sleeve
CERQULAR

CHAPS Mens Red & Blue Checked Shirt L Casual Cotton Blend Short Sleeve

£31.19 CERQULAR
TOMMY HILFIGER Mens Navy Blue Short Sleeve Shirt M Button Down Casual
CERQULAR

TOMMY HILFIGER Mens Navy Blue Short Sleeve Shirt M Button Down Casual

£31.19 CERQULAR
TOMMY HILFIGER Mens Pink & Yellow Short Sleeve Plaid Shirt S Cotton Casual
CERQULAR

TOMMY HILFIGER Mens Pink & Yellow Short Sleeve Plaid Shirt S Cotton Casual

£25.99 CERQULAR
CHAPS Mens Blue & White Check Shirt L Short Sleeve Cotton Blend Casual
CERQULAR

CHAPS Mens Blue & White Check Shirt L Short Sleeve Cotton Blend Casual

£31.19 CERQULAR