Plaid Shirt Dressy Fall Outfits For Men In Their 30s

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Navy Plaid Dress Shirt Navy Tie Tan Suit Black Suede Desert Boots

Pair a plaid shirt with a tan suit to look like a perfect dandy. Turn up the formality of your outfit a bit by wearing black suede desert boots. We're loving that this outfit is perfect come colder weather. Good-looking but also age-appropriate, a look like this will help outdo any of your fellows.

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White and Navy Plaid Dress Shirt Navy Horizontal Striped Tie Khaki Military Jacket Dark Brown Socks Brown Suede Derby Shoes Dark Brown Polka Dot Scarf Dark Brown Suit

For a foolproof smart casual option, you can always rely on this combination of a plaid shirt and a khaki military jacket. A pair of brown suede derby shoes effortlessly dials up the fashion factor of this ensemble. Seeing as autumn is fast approaching, this outfit is a viable option for the season. Wear this combination to achieve a more conservative look as a 30-something Millennial gentleman.

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Dark Green Plaid Dress Shirt Black Tie Navy Double Breasted Blazer Black Leather Belt Tan Trenchcoat Olive Chinos Black Leather Derby Shoes Black Socks Charcoal Leather Tote Bag

This combination of a plaid shirt and olive chinos might pack a punch, but it's extremely easy to assemble too. Add black leather derby shoes to make the getup a bit classier. This one is a viable pick if you're planning a cool getup for transeasonal weather. Dressed like this, any man over 30 will put most of his peers to shame.

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Light Blue Dress Shirt Burgundy Tie Red Plaid Long Sleeve Shirt Dark Brown Leather Watch Tan Trenchcoat Dark Brown Leather Briefcase Navy Suit Aquamarine Socks Dark Brown Leather Oxford Shoes

Breathe style into your daily styling lineup with a plaid shirt and a red plaid long sleeve shirt. For extra fashion points, complete this outfit with a pair of dark brown leather oxford shoes. This combination is perfect for transeasonal weather. In your 30s, you want to start dressing with more sophistication. If that's the case, inspiration like this is very useful.

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Burgundy Plaid Dress Shirt Burgundy Tie Burgundy Print Pocket Square Brown Wool Blazer Dark Brown Leather Belt Brown Dress Pants Burgundy Horizontal Striped Socks Dark Brown Leather Derby Shoes

This ensemble suggests it is totally worth investing in such elegant menswear pieces as a plaid shirt and brown dress pants. Go down the classic route in the shoe department with dark brown leather derby shoes. So as you can see, this look is a really great option, especially for awkward fall weather, when the temps are starting to drop. Wondering how your styling arsenal should look as you mature into your 30s? This pairing is the perfect answer.