Military Jacket Smart Casual Fall Outfits For Men After 40

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Clear Sunglasses Navy Plaid Dress Shirt Black Tie Brown Military Jacket Silver Watch Charcoal Print Dress Pants Grey Canvas Low Top Sneakers

Indisputable proof that a military jacket and charcoal print dress pants look amazing when worn together in a classy ensemble for today's guy. Grey canvas low top sneakers are a simple way to inject a hint of stylish nonchalance into your ensemble. This one is a viable option when it comes to figuring out a neat look for summer-to-fall weather. So if you need outfit ideas on how to dress as you step into your 40s, this pairing is ideal.

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Clear Sunglasses Black Turtleneck Olive Military Jacket Navy Chinos Black Socks Black Leather Derby Shoes

Demonstrate your expertise in men's fashion by combining a military jacket and navy chinos for a casual outfit. If you want to easily lift up your look with a pair of shoes, complement this getup with a pair of black leather derby shoes. A cool ensemble that transitions easily into fall like this one makes it super easy to welcome the new season. This combo proves that looking fashionable as a gent in his 40s is not particularly hard.

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White and Blue Vertical Striped Dress Shirt Dark Green Print Tie Navy Shawl Cardigan Olive Military Jacket Dark Brown Suede Belt Silver Bracelet Silver Watch White Jeans Black Socks Dark Brown Suede Desert Boots

For stylish menswear style without the need to sacrifice on comfort, we love this combination of a military jacket and white jeans. When in doubt as to the footwear, add a pair of dark brown suede desert boots to the mix. So as you can see, this combination is a really good idea, especially for weird fall weather, when the temperatures are dropping. A wonderful example for any gent who's still figuring out how to dress as an over-40 gentleman.

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Silver Sunglasses Navy Wool Turtleneck Navy Double Breasted Blazer Dark Green Military Jacket Navy Jeans Navy Socks Beige Athletic Shoes

This combination of a military jacket and navy jeans is a safe bet for an absolutely stylish outfit. Want to go easy with shoes? Add a pair of beige athletic shoes to this ensemble for the day. So as you can see, it's very easy to look seriously stylish and stay comfortable when chillier weather comes, all thanks to getups like this one. This pairing shows how to stay stylish as you move into your 40s.

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Black Wool Hat White Vertical Striped Long Sleeve Shirt Light Blue Denim Jacket Olive Military Jacket Black Chinos Brown Leather Casual Boots

A military jacket and black chinos will allow you to demonstrate your sartorial side. Our favorite of a great number of ways to complement this outfit is with brown leather casual boots. We guarantee this getup is the best way to beat bleak autumn weather. A proper outfit for any 40-year-old guy.