Briefcase Dressy Fall Outfits In Their 20s

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White and Navy Vertical Striped Dress Shirt Grey Crew-neck Sweater Navy Suit Black Canvas Briefcase Navy Socks Navy Suede Brogues

This pairing of a navy suit and a briefcase is impeccably stylish and yet it's laid-back and ready for anything. Get a little creative on the shoe front and lift up this outfit by wearing navy suede brogues. This one is a viable idea when it comes to putting together a kick-ass look for awkward fall weather. Certainly a great option if we're talking fashion for 20-somethings.

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Light Blue Chambray Dress Shirt Olive Horizontal Striped Tie Tan Check Waistcoat Black Leather Watch Tan Shawl Cardigan Blue Dress Pants Blue Canvas Briefcase Navy Socks Tobacco Leather Double Monks

A tan shawl cardigan and a briefcase paired together are a wonderful match. If you wish to instantly lift up this ensemble with a pair of shoes, complete your getup with tobacco leather double monks. There's no nicer way to brighten up a bleak fall afternoon than a dapper ensemble like this one. If you're working your way through your late 20s, pay attention to outfits like this to add more gravitas to your personal style.

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Blue Chambray Dress Shirt Blue Knit Tie Silver Watch Aquamarine Plaid Overcoat Tan Check Suit Dark Brown Leather Briefcase Navy Socks Brown Leather Double Monks

This combination of an aquamarine plaid overcoat and a briefcase is hard proof that a pared down casual getup can still be seriously dapper. Complete your ensemble with a pair of brown leather double monks to completely change up the ensemble. It's is an obvious pick if you're on the lookout for a cool look that transitions easily into fall. The ability to pull off looks like this is one of the perks of moving through your late 20s.

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Brown Turtleneck Black Leather Watch Navy Beaded Bracelet Beige Three Piece Suit Dark Brown Leather Briefcase Dark Brown Suede Chelsea Boots

To assemble a casual ensemble with a modernized spin, dress in a beige three piece suit and a briefcase. Kick up the appeal of this ensemble with dark brown suede chelsea boots. It's is a nice pick if you're in search of an easy-to-transition ensemble. So as you can see, as a gent in his twenties, you have a vast array of dressing options.

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White Dress Shirt White and Red and Navy Horizontal Striped Tie Dark Brown Beaded Bracelet Tan Check Waistcoat Gold Watch Beige Suit Brown Socks Black Leather Briefcase White Canvas Low Top Sneakers

This casual combo of a beige suit and a briefcase comes in useful when you need to look good but have zero time. Let your styling prowess truly shine by finishing off your look with a pair of white canvas low top sneakers. This one is an exciting choice when it comes to a cool summer-to-fall look. Getups like this go a long way towards developing your style as a gentleman in his 20s.