Grey Jacket Smart Casual Chill Weather Outfits For Men After 50

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Dark Brown Scarf Grey Wool Blazer Black Turtleneck Dark Brown Leather Belt Beige Corduroy Chinos Dark Brown Suede Desert Boots

For an ensemble that's street-style-worthy and casually smart, dress in a grey jacket and beige corduroy chinos. A pair of dark brown suede desert boots finishes off this getup quite nicely. Definitely a safe option if we're talking outfit ideas for 50-year-old guys.

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Dark Brown Flat Cap Clear Sunglasses Red and Navy Plaid Scarf Yellow Crew-neck Sweater Grey Wool Field Jacket Khaki Cargo Pants Tobacco Leather Casual Boots

Choose a grey jacket and khaki cargo pants and you'll look like the dapperest dude around. For something more on the elegant end to finish off your ensemble, complement your ensemble with tobacco leather casual boots. If you often fret about dressing age-appropriately, this combination is a winning option.

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Grey Beanie Clear Sunglasses Grey Crew-neck Sweater Grey Wool Blazer White Crew-neck T-shirt Black Leather Watch Brown Corduroy Dress Pants White Canvas Low Top Sneakers

Pairing a grey jacket and brown corduroy dress pants is a surefire way to inject class into your wardrobe. To add a sense of stylish effortlessness to this outfit, complete this ensemble with a pair of white canvas low top sneakers. Rest assured this getup is something you can totally wear as a middle-aged guy.

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Charcoal Vertical Striped Scarf Burgundy Crew-neck Sweater Grey Wool Blazer Navy Overcoat Yellow Leather Gloves Black Canvas Low Top Sneakers White Jeans

When it comes to manly elegance, this pairing of a grey jacket and white jeans doesn't disappoint. Our favorite of a countless number of ways to complement this ensemble is with a pair of black canvas low top sneakers. All in all, a great insight into fashion for older gentlemen.

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Clear Sunglasses White and Navy Vertical Striped Dress Shirt White Pocket Square Brown Tie Grey Blazer Black Leather Gloves Brown Check Scarf Tan Trenchcoat Olive Cargo Pants Grey Suede Desert Boots

When the situation permits a casual getup, you can dress in a grey jacket and olive cargo pants. You could perhaps get a little creative when it comes to shoes and spruce up your ensemble by wearing grey suede desert boots. If you're wondering what you should wear as a middle-aged gent, this ensemble is a good source of inspiration.