Brown Dress Boots Smart Casual Fall Outfits For Men After 50

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Brown Check Scarf Black Turtleneck Olive Plaid Blazer Olive Camouflage Military Jacket White Chinos Brown Leather Dress Boots Black Leather Gloves

This combo of an olive camouflage military jacket and white chinos is the perfect balance between laid-back and dapper. A pair of brown dress boots easily revs up the classy factor of any look. Can you see how extremely easy it is to look sharp and stay comfy when cooler weather arrives, thanks to this outfit? This pairing proves that even well into your 50s your styling options are in no way limited.

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Beige Wool Hat Olive Quilted Barn Jacket Dark Green Cardigan Olive Wool Tie White Dress Shirt Orange Leather Gloves Navy Jeans Dark Brown Leather Dress Boots

An olive quilted barn jacket and navy jeans are the perfect foundation for a casual and cool outfit. Not sure how to complete your look? Finish off with brown dress boots to spruce it up. As you can see here, this look is a really nice pick, especially for transeasonal weather, when the mercury is dropping. If you're often worried about dressing your age, this ensemble is a fail-safe option.