Plaid Jacket Fall Outfits For Men In Their 20s

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White Dress Shirt Brown Bow-tie Dark Green Pocket Square Clear Sunglasses Charcoal Fair Isle Crew-neck Sweater Brown Leather Belt Dark Brown Plaid Wool Blazer Dark Brown Wool Dress Pants Red Argyle Socks Dark Brown Suede Brogues

For an ensemble that's sharp and GQ-worthy, try pairing a plaid jacket with dark brown wool dress pants. Let your styling prowess really shine by completing your look with a pair of dark brown suede brogues. Seeing as temps are dropping, this outfit seems a viable option for in between seasons. As you're moving through your late 20s, you want to start dressing more maturely. In this case, inspo like this comes in useful.

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Dark Brown Bandana White Long Sleeve Shirt Dark Brown Cardigan Charcoal Plaid Wool Blazer Black Leather Belt Brown Chinos Grey Socks Black Leather Desert Boots

A plaid jacket and brown chinos combined together are a savvy match. Get a little creative in the shoe department and dress up this look by slipping into black leather desert boots. There's no nicer way to cheer up a gloomy fall afternoon than a sharp look like this one. Perfect if you're looking for some incredibly inspiring smart style for 20-year-old gents.

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Grey Turtleneck Black Plaid Harrington Jacket Beige Chinos Black Socks Black Leather Loafers

This outfit with a plaid jacket and beige chinos isn't super hard to score and is easy to adapt. Finishing with black leather loafers is a fail-safe way to bring some extra depth to your outfit. We're loving how this combo brings you into fall mode in seconds time. This combo proves that as a 20-year-old gentleman, you have a wide array of outfit options.

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White and Black Print Crew-neck T-shirt White Short Sleeve Shirt Dark Brown Plaid Wool Blazer Dark Brown Corduroy Chinos Black Leather Derby Shoes

This pairing of a plaid jacket and dark brown corduroy chinos will hallmark your expertise in men's fashion. To introduce a little fanciness to your look, complete this look with black leather derby shoes. Loving that this ensemble is ideal when colder weather comes. Amazingly stylish, this pairing will also help any gentleman in his twenties look more mature.

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Clear Sunglasses Orange Turtleneck Grey Plaid Wool Blazer Brown Chinos Black Leather Tote Bag Black Leather Chelsea Boots

For an effortlessly polished look, consider teaming a plaid jacket with brown chinos — these two items work really cool together. Not sure how to complement your look? Finish with black leather chelsea boots to kick it up. As you can see, this combo is a really good pick, especially for weird transition weather, when the temps are dipping. As you're heading into your 30s, you probably want to start dressing like a grown-up. That's when getups like this are a fail-safe option.