Brown Shoes with Pants Fall Outfits For Men After 40

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Beige Baseball Cap White and Red Print Crew-neck T-shirt Grey Wool Long Sleeve Shirt Dark Brown Leather Watch Tan Canvas Zip Pouch Black Chinos Brown Leather Chelsea Boots

Pairing a grey wool long sleeve shirt and pants will be hard proof of your expertise in menswear styling even on off-duty days. Here's how to breathe a sense of sophistication into this look: brown leather chelsea boots. It's a savvy pick when it comes to figuring out a neat look for summer-to-fall weather. So if you're on the hunt for outfit inspo for dressing as you move into your 40s, this pairing is a good example.

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Brown Crew-neck T-shirt Charcoal Houndstooth Wool Harrington Jacket Olive Raincoat White Chinos Brown Socks Brown Leather Casual Boots

This casual combination of an olive raincoat and pants is a tested option when you need to look cool and casual but have no extra time to dress up. A good pair of brown leather casual boots is an easy way to infuse a dash of polish into this getup. It's is an exciting option if you're on the hunt for a killer summer-to-fall look. This outfit demonstrates how to keep succeeding in casual dressing as a gent in his 40s.

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Navy Turtleneck Navy Overcoat Navy Chinos Brown Leather Chelsea Boots

For an effortlessly classic menswear style, team a navy overcoat with pants — these two pieces go really well together. Add brown leather chelsea boots to the equation to effortlessly rev up the wow factor of your outfit. We promise this outfit is the answer to all of your transitional dressing struggles. This combo demonstrates that figuring out how to dress stylishly at 40 and beyond is not that daunting a task.

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Clear Sunglasses Pink Dress Shirt Navy Tie Burgundy Pocket Square Navy Plaid Waistcoat White and Navy Plaid Blazer Beige Dress Pants Red Socks Brown Suede Casual Boots

Marry a white and navy plaid blazer with pants to look like a refined gentleman. You can get a little creative when it comes to footwear and add a pair of brown suede casual boots to the mix. Can you see how super easy it is to look stylish and stay comfy when fall arrives, all thanks to getups like this one? So if you're on the hunt for style inspiration for dressing as you head into your 40s, this ensemble is definitely worth saving for later.

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Dark Brown Sunglasses Light Blue Chambray Short Sleeve Shirt Navy Sweater Vest Black Leather Belt Olive Raincoat Olive Canvas Tote Bag White Chinos Brown Leather Desert Boots

If you would like take your casual look to a new height, wear an olive raincoat with pants. Go the extra mile and switch up your look by sporting a pair of brown leather desert boots. When it's one of those dreary fall days, sometimes only a cool ensemble like this one can get you out the door in the morning. A fail-safe option combination proper for 40-year-old gentlemen.