Smart Casual Relaxed Fit Shirts We'd Wear to Work Most Days

Top Picks

JAMIE’S PICK UNIQUE KULTURE AFFILIATE PROGRAMVersion Couture Polo Button Down Shirt

$37.05 UNIQUE KULTURE AFFILIATE PROGRAM

HE SAW WORE’S PICK CERQULARPOLO RALPH LAUREN Mens Green Check Shirt XL Casual Cotton Long Sleeve Button

$38.99 CERQULAR

CODY’S PICK KARL LAGERFELDKarl Lagerfeld - Ikon Stripe Relaxed Shirt, Man, Blue, Size:

$219.95 KARL LAGERFELD

JAKE’S PICK CERQULARHENRY GRETHEL Mens Black & Cream Pattern Cotton Shirt XL Short Sleeve Casual

$16.89 CERQULAR

ADE’S PICK KARL LAGERFELDKarl Lagerfeld - Kameo Shirt, Man, White, Size: Xs

$240.00 KARL LAGERFELD

How we pick

Every collection here starts with a pile of products and ends with a short list chosen by real men. For smart casual relaxed fit shirt, that was Jamie, He Saw Wore, Cody, Jake and Ade. 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.

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Under $5018 pieces

Smart Casual Relaxed Fit Shirts We’d Wear to Work Most Days

CHAPS RALPH LAUREN Mens Yellow Black Red Check Shirt XL Button-Down Casual

MENS COWBOY Mens Blue Striped Shirt XL Cotton Blend Short Sleeve Button Relaxed

FARGO Mens Beige Cotton Shirt XL Button Down Casual Long Sleeve Plain

TIMBERLAND Mens Green & White Check Shirt L Long Sleeve Cotton Classic

BTC Mens Black & Grey Check Flannel Shirt XL Cotton Blend Casual Workwear

Carousel Park Satin Camp Collar Shirt

BOGNER Mens Blue & White Striped Shirt L Casual Cotton Blend Button Down

Mens Beige Cotton Shirt L Classic Fit Button Down Pocket Long Sleeve Casual

POLO RALPH LAUREN Mens Green Check Shirt XL Casual Cotton Long Sleeve Button

CHAPS Mens Blue & White Checked Button-Down Shirt M Cotton Blend Short Sleeve

TOMMY HILFIGER Mens Blue Red Check Shirt XL Button-Down Cotton Casual

HENRY GRETHEL Mens Black & Cream Pattern Cotton Shirt XL Short Sleeve Casual

BOSS Mens White & Navy Cotton Blend Shirt Long Sleeve Casual

JACHS Mens Blue & Black Check Shirt L Long Sleeve Cotton Classic Fit Casual

NATURAL LIFE Mens Red Brown Check Shirt XL Button Down Long Sleeve Cotton

TOMMY HILFIGER Mens White & Brown Patterned Shirt L Button Down Cotton Blend

Version Couture Polo Button Down Shirt

Casual Striped Cotton And Linen Long-Sleeved Shirt

shirt fil-a-fil man blue sky

Karl Lagerfeld - Ikon Stripe Relaxed Shirt, Man, Blue, Size:

Karl Lagerfeld - Crystal-embellished Evening Shirt, Man, White, Size: Xl

Karl Lagerfeld - Monogram Short-sleeved Shirt, Man, Beige, Size:

Karl Lagerfeld - Kameo Shirt, Man, White, Size: Xs

Karl Lagerfeld - Short‑sleeved Knit Shirt, Man, White, Size:

Karl Lagerfeld - Monogram Short-sleeved Shirt, Man, Blue, Size:

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