Khaki Chinos with Casual Boots Smart Casual Fall Outfits After 50

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White and Black Gingham Long Sleeve Shirt Charcoal Military Jacket Dark Brown Leather Belt Khaki Chinos Charcoal Horizontal Striped Scarf Dark Brown Leather Duffle Bag Dark Brown Leather Casual Boots

This pairing of a charcoal military jacket and khaki chinos is on the casual side but also ensures that you look seriously stylish and really stylish. Introduce a pair of casual boots to your ensemble and ta-da: this getup is complete. Can you see how super easy it is to look sharp and stay snug when cooler weather arrives, thanks to this look? This one is a good-looking yet age-appropriate combination for middle-aged guys.

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Dark Green Wool Hat Dark Green Sunglasses Dark Green Crew-neck Sweater Brown Leather Watch Khaki Chinos Brown Suede Casual Boots

To create a casual look with a modernized spin, consider wearing a dark green crew-neck sweater and khaki chinos. In the footwear department, go for something on the classier end of the spectrum and round off your outfit with a pair of casual boots. Rest assured, this combo will keep you cozy as well as looking seriously stylish in this transitional weather. So if you need style tips on what to wear as you reach your 50s, this pairing is definitely worth saving for later.

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Clear Sunglasses White Long Sleeve Shirt Navy Shawl Cardigan Grey Canvas Backpack Khaki Chinos Brown Leather Casual Boots Navy Fleece Hoodie

So as you can see, it doesn't take that much time for a man to look casually smart. Just try pairing a navy shawl cardigan with khaki chinos and be sure you'll look awesome. Introduce a pair of casual boots to the equation and ta-da: your ensemble is complete. You can bet this ensemble will become your go-to when cooler weather comes. A look like this will help any over-50 guy upstage his younger pals.

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Clear Sunglasses White Crew-neck T-shirt Multi colored Print Scarf Grey Sweater Vest Blue Denim Jacket Navy Plaid Wool Shirt Jacket Khaki Chinos Brown Leather Casual Boots

Fashionable and comfortable, this casual combination of a navy plaid wool shirt jacket and khaki chinos provides with variety. Channel your inner David Beckham and complement your look with a pair of casual boots. This one is a nice pick if you're crafting a well-coordinated look for transeasonal weather. With an ensemble like this, any guy in his fifties is guaranteed to put the younger generation to shame.

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Charcoal Flat Cap Clear Sunglasses Charcoal Crew-neck T-shirt Brown Cardigan Khaki Chinos Navy Socks Brown Leather Casual Boots Tan Blazer

This pairing of a tan blazer and khaki chinos is hard proof that a safe look can still be really interesting. Complete your ensemble with a pair of casual boots and you're all done and looking amazing. This combo is a viable choice if you're putting together a well-coordinated getup for awkward fall weather. This combination shows that dressing your age and looking stylish are not mutually exclusive things.