Gingham Dress Shirt Smart Casual Fall Outfits For Men

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Grey Beanie Green Gingham Dress Shirt Grey Crew-neck Sweater Olive Herringbone Wool Blazer Charcoal Wool Gloves Charcoal Chinos Dark Brown Leather Derby Shoes

This pairing of a gingham dress shirt and charcoal chinos is the perfect base for a ton of casually classic outfits. Spruce up your ensemble with dark brown leather derby shoes. This combination is a really nice option, especially for fall, when the mercury is getting lower.

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Charcoal Flat Cap Clear Sunglasses White and Red Gingham Dress Shirt Black Tie Navy Quilted Barn Jacket Grey Cardigan Grey Wool Chinos Brown Leather Brogue Boots

This pairing of a gingham dress shirt and grey wool chinos is great for elegant situations. Brown leather brogue boots are a welcome companion to your ensemble. Seeing as fall is fast approaching, this getup appears a viable idea for in between seasons.

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Clear Sunglasses White and Pink Gingham Dress Shirt Navy Print Pocket Square Dark Brown Tie Brown Wool Blazer Dark Brown Leather Belt Brown Leather Gloves Navy Jeans Tobacco Leather Briefcase Tobacco Leather Brogue Boots

A gingham dress shirt and navy jeans will add serious style to your current styling lineup. Take this ensemble in a dressier direction by slipping into a pair of tobacco leather brogue boots. This ensemble is an appealing option if you're putting together a knockout ensemble that will take you from summer to fall.

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White and Black Gingham Dress Shirt Navy Crew-neck Sweater Navy and Green Plaid Blazer Dark Brown Leather Belt Dark Brown Corduroy Chinos Tan Socks Dark Brown Leather Tassel Loafers

A classic and casual combination of a gingham dress shirt and dark brown corduroy chinos can be fitting in many different settings. To introduce a little zing to your look, introduce a pair of dark brown leather tassel loafers to the equation. As you can see, it's very easy to look awesome and stay comfortable when chillier weather hits, thanks to this look.

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White and Black Gingham Dress Shirt Black Print Tie Grey Sweatshirt Grey Herringbone Wool Blazer Khaki Chinos Grey Socks Black Suede Tassel Loafers

For a casually stylish ensemble, wear a gingham dress shirt with khaki chinos — these two pieces play really well together. Change up your ensemble by rocking black suede tassel loafers. This look is a savvy idea when it comes to crafting a neat ensemble for awkward fall weather.