Dark Brown Dress Pants with Dress Shirt Smart Casual Chill Weather Outfits For Men After 50

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Clear Sunglasses Light Blue Dress Shirt Olive Print Pocket Square Mustard Crew-neck Sweater Olive Wool Blazer Silver Watch Dark Brown Corduroy Dress Pants Dark Purple Leather Casual Boots

Pairing a dress shirt and dark brown dress pants will create a sharp, masculine silhouette. For something more on the daring side to round off your look, introduce dark purple leather casual boots to this look. This getup illustrates that even after fifty you still have a wide range of dressing options.

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Clear Sunglasses Beige Crew-neck Sweater Olive Quilted Gilet Charcoal Herringbone Wool Blazer Brown Dress Pants White and Blue Vertical Striped Dress Shirt

This combination of a dress shirt and dark brown dress pants spells sophistication and modern style. So if you need style inspiration for dressing as you move into your 50s, this combo is a great example.