Olive Chinos with Derby Shoes Smart Casual Fall Outfits After 50

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Dark Green Wool Hat Red and Black Print Scarf Red Long Sleeve Shirt Olive Chinos Dark Brown Socks Burgundy Leather Derby Shoes Navy Plaid Double Breasted Blazer

This semi-casual combination of a navy plaid double breasted blazer and olive chinos is super easy to throw together without a second thought, helping you look amazing and ready for anything without spending a ton of time combing through your wardrobe. Demonstrate your sophisticated side by finishing with derby shoes. It's a viable choice if you're figuring out a well-coordinated outfit for unpredictable fall weather. Outfit inspiration like this will help you stay incredibly fashionable even after fifty.

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Tan Sunglasses Red Turtleneck Brown Trenchcoat Olive Chinos Black Socks Black Leather Derby Shoes

Pair a brown trenchcoat with olive chinos to put together a dressy, but not too dressy outfit. Add derby shoes to the mix to instantly ramp up the fashion factor of your outfit. A neat ensemble that transitions easily into fall like this one makes it super easy to welcome the new season. If you're often not sure how to dress appropriately for your age while looking fashionable, this outfit is a real lifesaver.

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Grey Beanie Clear Sunglasses Grey Scarf Blue Crew-neck Sweater Navy Quilted Shirt Jacket Dark Brown Suitcase Dark Brown Leather Briefcase Dark Green Chinos Black Leather Derby Shoes

A navy quilted shirt jacket and olive chinos matched together are a sartorial dream for those who appreciate laid-back and cool looks. Add a pair of derby shoes to the equation to easily rev up the wow factor of any look. As you can see, it's extremely easy to look awesome and stay comfortable when cooler weather comes, all thanks to combinations like this. A safe bet for gents who are after age-appropriate style.

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Clear Sunglasses Beige Knit Scarf White and Navy Vertical Striped Dress Shirt Navy and Green Horizontal Striped Tie Black Wool Blazer Dark Green Chinos Beige Socks Black Leather Derby Shoes

This combination of a black wool blazer and olive chinos will add powerful essence to your outfit. And if you want to effortlessly up the ante of this ensemble with shoes, why not add a pair of derby shoes to the equation? So when summer is over and autumn is here, this ensemble has a good chance of becoming your favorite. And if we're talking outfit ideas for over-50 men, this outfit looks great on most men.

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Grey Beanie Clear Sunglasses Grey Scarf Blue Crew-neck Sweater Navy Lightweight Puffer Jacket Dark Green Chinos Dark Brown Leather Briefcase Dark Brown Suitcase Black Leather Derby Shoes

This combo of a navy lightweight puffer jacket and olive chinos looks neat and immediately makes you look cool. For something more on the dressier side to complement this getup, complement your outfit with derby shoes. So when summer is done and fall is taking its place, this outfit has a good chance of becoming your favorite. So if you need outfit ideas on how to dress well into your 50s, this combo is definitely worth saving for later.