Leather Briefcase Dressy Outfits After 50

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Clear Sunglasses White Dress Shirt Violet Tie Orange Print Pocket Square Orange Cardigan Olive Suit Silver Watch Brown Leather Briefcase Dark Brown Leather Brogues

You'll be surprised at how easy it is for any gentleman to get dressed like this. Just an olive suit and a leather briefcase. Dark brown leather brogues are an easy way to inject an added dose of style into this look. Good-looking and age-appropriate, an outfit like this will help outdo any of your younger pals.

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Clear Sunglasses Light Blue Dress Shirt Purple Tie Beige Print Pocket Square Purple Double Breasted Blazer White Dress Pants Dark Brown Leather Briefcase Dark Brown Leather Loafers

This combination of a purple double breasted blazer and a leather briefcase is super easy to create and so comfortable to rock a version of as well! Our favorite of a countless number of ways to finish this ensemble is a pair of dark brown leather loafers. This pairing demonstrates that as a 50-year-old, you still have a vast array of sartorial options.

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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

A black overcoat and a leather briefcase are a great outfit to add to your day-to-day styling collection. And if you wish to immediately level up your outfit with one piece, add a pair of dark brown suede chelsea boots to the mix. When it comes to dressing in your 50s, this combination looks good on almost any guy.

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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

A beige overcoat and a leather briefcase are an easy way to introduce subtle dapperness into your casual styling collection. A pair of dark brown leather derby shoes immediately smartens up any look. Interested in fashion for middle-aged gents? This ensemble is definitely worth saving to your favorites.

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Clear Sunglasses Light Blue Dress Shirt Dark Green Tie White Pocket Square Navy Blazer Dark Brown Beaded Bracelet Charcoal Dress Pants Brown Leather Briefcase Dark Brown Leather Tassel Loafers

A navy blazer and a leather briefcase are a great combination to wear at the weekend. You can get a little creative in the footwear department and complement your getup with a pair of dark brown leather tassel loafers. If you're wondering what you should wear as an older guy, this combination gives a proper idea.