Derby Shoes Smart Casual Outfits After 50

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Clear Sunglasses Black and White Polka Dot Scarf Grey Print Long Sleeve Shirt Navy Cardigan Olive Military Jacket Black Leather Belt Navy Jeans Black Leather Derby Shoes White Canvas Tote Bag

Consider wearing an olive military jacket and navy jeans for a relaxed casual ensemble with a fashionable spin. Derby shoes will level up this ensemble. Men wondering how to stay stylish after fifty, you have your answer.

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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

For a casually sophisticated outfit, opt for a navy lightweight puffer jacket and dark green chinos — these two pieces play really well together. If you want to instantly class up this ensemble with one single item, add a pair of derby shoes to the mix. When it comes to outfit ideas for over-50 gentlemen, this getup is a good look on almost any gentleman.

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Dark Brown Knit Wool Turtleneck Olive Shirt Jacket Beige Chinos Black Socks Black Leather Derby Shoes

An olive shirt jacket and beige chinos matched together are a sartorial dream for those who prefer casually smart styles. A pair of derby shoes easily elevates any getup. This combination is a striking illustration over-50 gentlemen can still very well slay in the fashion department.

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Dark Brown Sunglasses Navy Print Silk Scarf White and Red Vertical Striped Long Sleeve Shirt Blue Denim Jacket Silver Watch Beige Cargo Pants Black Socks Navy Suede Derby Shoes

For a look that provides practicality and dapperness, marry a blue denim jacket with beige cargo pants. Derby shoes will breathe a dose of polish into an otherwise too-common ensemble. Wondering what you should wear as you go into your 50s? This outfit is the perfect answer.

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Charcoal Sunglasses Violet Turtleneck Navy Fur Coat White Chinos Navy Suede Derby Shoes

You're looking at the definitive proof that a navy fur coat and white chinos are awesome when paired together in a laid-back menswear style. A pair of derby shoes adds a sophisticated aesthetic to the ensemble. This outfit proves that figuring out how to dress well as a 50-something gent is easier than one might think.