Dress Shirt Chill Weather Outfits For Men After 50

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Clear Sunglasses Light Blue Dress Shirt Dark Brown Floral Tie Dark Brown Check Wool Waistcoat Brown Wool Blazer Black Leather Belt Dark Brown Check Wool Dress Pants Brown Suede Desert Boots

You can be sure you'll look smooth and smart in a dress shirt and dark brown check wool dress pants. Rounding off with a pair of brown suede desert boots is a simple way to infuse a mellow feel into this ensemble. This is a combo you, as an over-50 man, can always count on.

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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

For a look that's refined and camera-worthy, consider wearing a dress shirt and brown dress pants. This combo shows that as a middle-aged guy, you still have a wide array of dressing options.

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Charcoal Flat Cap Light Blue Chambray Dress Shirt Red and Navy Horizontal Striped Tie Navy Wool Gilet Brown Corduroy Blazer Brown Leather Belt Olive Canvas Messenger Bag Dark Brown Chinos Black Athletic Shoes

Pairing a dress shirt and dark brown chinos is a guaranteed way to infuse personality into your wardrobe. Complement your look with a pair of black athletic shoes to make the ensemble more fun. As a gent in his fifties, you'll appreciate this look.

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Clear Sunglasses White Dress Shirt Grey Tie Dark Brown Leather Gloves Navy and Green Plaid Scarf Camel Overcoat Navy Dress Pants Brown Suede Oxford Shoes

Combining a dress shirt and navy dress pants is a surefire way to breathe a polished touch into your styling collection. Our favorite of a myriad of ways to finish off this look is with brown suede oxford shoes. This pairing shows that even in your 50s you still have a wide range of sartorial options.

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Grey Sunglasses Light Blue Chambray Dress Shirt Black Vertical Striped Waistcoat Navy Vertical Striped Blazer Red Plaid Overcoat White Chinos Black Socks Brown Suede Tassel Loafers

Reach for a dress shirt and white chinos and you'll ooze rugged elegance and polish. Power up this ensemble with a pair of brown suede tassel loafers. This combination is most probably what you're looking for as an over-50 guy.