Brown Chelsea Boots with Crew-neck Sweater Smart Casual Cold Weather Outfits For Men After 50

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Clear Sunglasses Navy Crew-neck Sweater Navy Overcoat Khaki Chinos Dark Brown Suede Chelsea Boots

For a casual ensemble, marry a crew-neck sweater with khaki chinos — these two pieces play really well together. Get a bit experimental with shoes and elevate this ensemble by finishing off with a pair of brown chelsea boots. This outfit is something guys over 50 can wear with confidence.

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Olive Wool Hat Dark Green Sunglasses Navy Plaid Scarf Dark Green Crew-neck Sweater Camel Overcoat Brown Leather Watch Khaki Chinos Dark Brown Leather Chelsea Boots

For a look that's super easy but can be modified in a variety of different ways, choose a crew-neck sweater and khaki chinos. Take your getup a more sophisticated path by sporting a pair of brown chelsea boots. And if we're talking outfit ideas for men in their fifties, this ensemble is perfect.

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Blue Scarf Blue Crew-neck Sweater Navy Plaid Overcoat Dark Brown Leather Zip Pouch Blue Jeans Dark Brown Suede Chelsea Boots

This combo of a crew-neck sweater and blue jeans is on the off-duty side yet it's also sharp and really stylish. Rounding off with a pair of brown chelsea boots is a fail-safe way to introduce a bit of classiness to your ensemble. If you're wondering what you should wear as an over-50 gentleman, this pairing gives a fair idea.