Blue Dress Shirt with Derby Shoes Fall Outfits After 50

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Orange Baseball Cap Navy Print Dress Shirt Olive Tie Navy Bomber Jacket Khaki Chinos Brown Suede Derby Shoes

For an ensemble that's worthy of a modern stylish man and effortlessly sleek, pair a blue dress shirt with khaki chinos. You can get a bit experimental in the shoe department and complement this outfit with derby shoes. When leaves are falling down and temps are starting to drop, you'll love this ensemble as your favorite for unpredictable fall weather. This combination is a bright example 50-year-old gentlemen can still very well draw compliments.

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Grey Sunglasses Navy Dress Shirt Navy Check Tie Black Leather Biker Jacket Black Leather Gloves Black Leather Tote Bag Black Socks Black Leather Derby Shoes Navy Vertical Striped Three Piece Suit

For an outfit that's super simple but can be dressed up or down in a myriad of different ways, pair a blue dress shirt with a black leather biker jacket. Go ahead and add derby shoes to the mix for a touch of elegance. This look is an obvious option when it comes to a cool outfit that will take you from summer to fall. Great and age-appropriate, a look like this will help outshine any of your younger pals.