Briefcase Chill Weather Outfits After 50

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Clear Sunglasses Light Blue Dress Shirt Grey Print Tie Dark Green Overcoat Navy Dress Pants Grey Canvas Briefcase Burgundy Socks Dark Brown Suede Tassel Loafers

This relaxed combo of a dark green overcoat and a briefcase is very easy to throw together without a second thought, helping you look seriously stylish and ready for anything without spending too much time digging through your closet. Up your whole getup by wearing a pair of dark brown suede tassel loafers. If you worry about dressing your age, this combo comes to rescue.

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Charcoal Baseball Cap Clear Sunglasses Red Paisley Bandana White Crew-neck T-shirt Olive Long Sleeve Shirt Camel Plaid Overcoat Blue Jeans Olive Canvas Briefcase Grey Canvas Low Top Sneakers

A camel plaid overcoat and a briefcase are a good outfit formula to keep in your menswear arsenal. Put a more refined spin on your outfit by rocking grey canvas low top sneakers. Think you can't pull off modern off-duty style as you step into your 50s? This pairing is hard proof of otherwise.

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Clear Sunglasses White Short Sleeve Shirt Navy Puffer Jacket Navy Leather Briefcase Grey Chinos Navy Leather Chelsea Boots

Who said you can't make a stylish statement with an urban ensemble? You can do that efforlessly in a navy puffer jacket and a briefcase. To give your overall ensemble a more sophisticated vibe, make navy leather chelsea boots your footwear choice. If you're often worried about dressing appropriately for your age, this pairing is a safe option.

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White Dress Shirt Black and White Horizontal Striped Tie White Pocket Square Black Overcoat Black Double Breasted Blazer Dark Brown Leather Briefcase Blue Wool Dress Pants Dark Brown Suede Chelsea Boots

For a casual look, pair a black overcoat with a briefcase — these two pieces work perfectly well together. Dial up the fashion factor of your getup by rocking dark brown suede chelsea boots. Wondering what to wear as you move into your 50s? This outfit is the perfect answer.

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Clear Sunglasses White Dress Shirt White Pocket Square Grey Waistcoat Grey Check Blazer Beige Overcoat Beige Chinos Dark Brown Horizontal Striped Socks Dark Brown Leather Derby Shoes Dark Brown Leather Briefcase

This combination of a beige overcoat and a briefcase is super easy to replicate and so comfortable to rock as well! Dial down the casualness of this ensemble by sporting dark brown leather derby shoes. This pairing illustrates how to stay fashionable as you step into your 50s.