Tan Leather Briefcase Dressy Fall Outfits

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Brown Wool Hat White and Blue Check Dress Shirt Dark Green Pocket Square Teal Tie Brown Houndstooth Blazer Tan Leather Briefcase Khaki Dress Pants Red Socks Brown Suede Monks Light Blue Sweater Vest

If you’re a jeans-and-a-tee kind of guy, you'll like the basic combo of a brown houndstooth blazer and a tan leather briefcase. For something more on the sophisticated end to complete this look, complete your look with brown suede monks. This combo is an excellent choice when it comes to a neat summer-to-fall look.

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White Dress Shirt Dark Green Print Pocket Square Charcoal Waistcoat Dark Green Blazer Dark Brown Woven Leather Belt Tan Leather Briefcase Charcoal Chinos Brown Leather Tassel Loafers Dark Green Socks

This urban pairing of a dark green blazer and a tan leather briefcase is very easy to put together in no time, helping you look amazing and prepared for anything without spending too much time combing through your wardrobe. If you feel like stepping it up, add a pair of brown leather tassel loafers to the mix. This one is a viable pick if you're crafting a knockout outfit for summer-to-fall weather.

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White Dress Shirt Burgundy Beanie Dark Green Print Tie Navy Cardigan Burgundy Blazer Dark Brown Leather Belt Grey Wool Dress Pants Tan Leather Briefcase Light Blue Socks Brown Leather Loafers

This combo of a burgundy blazer and a tan leather briefcase is the perfect foundation for a countless number of combinations. A good pair of brown leather loafers is the simplest way to add a confident kick to the look. It's a viable choice if you're piecing together a killer look for transeasonal weather.

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Blue Wool Hat Blue Bow-tie White Dress Shirt Orange Pocket Square Blue Waistcoat Navy Velvet Blazer Navy Watch Brown Leather Belt Grey Plaid Wool Dress Pants Tan Suede Gloves Tan Leather Briefcase Tobacco Leather Dress Boots

A navy velvet blazer and a tan leather briefcase are an easy way to introduce effortless cool into your day-to-day casual repertoire. Finishing off with tobacco leather dress boots is a surefire way to add a bit of fanciness to your outfit. This combination is everything for when leaves turn yellow and red and fall is in the air.

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White Dress Shirt Charcoal Tie Charcoal Suit Black Leather Belt Charcoal Overcoat Tan Leather Briefcase Black Socks Black Suede Oxford Shoes

If the setting permits an off-duty look, try pairing a charcoal overcoat with a tan leather briefcase. If you feel like dressing up, add a pair of black suede oxford shoes to your look. When leaves change color and fall settles in, you'll appreciate how ideal this outfit is for awkward transition weather.