Tobacco Briefcase Dressy Fall Outfits After 50

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Clear Sunglasses Pink Dress Shirt Blue Polka Dot Pocket Square Orange Horizontal Striped Tie Navy Trenchcoat Beige Plaid Suit Tobacco Leather Briefcase Black Leather Brogues

Opt for a navy trenchcoat and a tobacco briefcase to create an interesting and contemporary ensemble. Get a little creative on the shoe front and dress up your ensemble by finishing with black leather brogues. When it's one of those bleak autumn days, sometimes only a cool getup like this one can brighten things up. This combination is your answer to the question of how to dress appropriately for your age as you pass the big five-oh.

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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

This combo of an olive suit and a tobacco briefcase provides comfort and utility and helps keep it low profile yet trendy. Dark brown leather brogues are guaranteed to breathe a touch of sophistication into this look. When you're having one of those bleak autumn days, sometimes only a kick-ass outfit like this one can get you out the door in the morning. This pairing is a bright example guys over 50 can still very well turn heads.

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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 tobacco briefcase are a nice pairing to have in your off-duty lineup. If you need to instantly lift up this outfit with one single piece, why not complete this ensemble with a pair of dark brown suede chelsea boots? When it comes to dressing for transeasonal weather, nothing beats a kick-ass combo that will keep you toasty and looking your best. Certainly a nice choice when it comes to fashion tips for guys in their fifties.

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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

Putting together a beige overcoat with a tobacco briefcase is an on-point idea for a casual look. If you want to feel a bit fancier now, complement this outfit with a pair of dark brown leather derby shoes. When it comes to dressing for fall, nothing beats a killer combo that will keep you cozy and looking your best. This combination shows you can make a bold statement no matter your age.

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Olive Sunglasses Light Blue Dress Shirt Grey Waistcoat Grey Blazer Black Leather Belt Olive Chinos Brown Leather Briefcase Black Socks Burgundy Leather Oxford Shoes

A grey blazer and a tobacco briefcase have become a go-to casual combo for many fashion-forward gents. Clueless about how to finish this getup? Finish off with burgundy leather oxford shoes to ramp it up. So when summer is fading away and autumn is taking its place, you'll find this outfit to be your everything. This getup is the perfect answer to the question of how to dress appropriately for your age as you move into your 50s.