Dark Brown Chelsea Boots Smart Casual Outfits For Men After 50

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White Crew-neck T-shirt Brown Short Sleeve Shirt Grey Herringbone Shawl Cardigan Brown Leather Belt White Chinos Dark Brown Suede Chelsea Boots

To assemble a relaxed look with a clear fashion twist, pair a grey herringbone shawl cardigan with white chinos. Dial down the casualness of your ensemble by finishing with a pair of dark brown chelsea boots. So if you need outfit inspiration for dressing after 50, this pairing is perfect.

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Black Wool Hat Brown Sunglasses Light Blue Dress Shirt Navy Silk Scarf Dark Brown Tie Tobacco Check Blazer Olive Overcoat Dark Brown Corduroy Chinos Dark Brown Leather Chelsea Boots Navy Canvas Tote Bag

For a surefire smart casual option, you can never go wrong with this combo of an olive overcoat and dark brown corduroy chinos. Complete your look with a pair of dark brown chelsea boots to instantly change up the outfit. Definitely a savvy option when it comes to style tips for 50-something guys.

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

This combo of a navy overcoat and khaki chinos is proof that a straightforward getup can still be truly smart. And if you want to easily smarten up your outfit with footwear, add dark brown chelsea boots. Overall, a foolproof choice if we're talking outfit ideas for over-50 guys.

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Grey Houndstooth Flat Cap Dark Purple Sunglasses Burgundy Turtleneck Beige Overcoat Navy Chinos Dark Brown Leather Chelsea Boots

Breathe a hint of effortless refinement into your daily styling rotation with a beige overcoat and navy chinos. If you want to immediately elevate this outfit with a pair of shoes, why not complement your look with dark brown chelsea boots? So if you're scouting for style tips on how to dress after 50, this combination is definitely worth saving for later.

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Dark Brown Sunglasses Brown Turtleneck Camel Houndstooth Overcoat Black Leather Gloves White Chinos Dark Brown Leather Chelsea Boots

When the occasion calls for a sophisticated yet knockout look, try pairing a camel houndstooth overcoat with white chinos. Complete this ensemble with a pair of dark brown chelsea boots to instantly change up the getup. This pairing proves that figuring out how to dress well as you go into your 50s is not that daunting a task.