Watch Dressy Fall Outfits For Men In Their 20s

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Clear Sunglasses White Dress Shirt White Pocket Square Black Tie Dark Brown Leather Watch Charcoal Trenchcoat Burgundy Suit Black Leather Tote Bag Black Leather Chelsea Boots

For something more on the relaxed end, consider this combo of a charcoal trenchcoat and a watch. Go off the beaten track and spice up your ensemble by slipping into a pair of black leather chelsea boots. We love that this look is ideal when chillier weather hits. Dressing inspiration like this will help you stay incredibly fashionable as you cruise through your 20s.

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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

Wear an aquamarine plaid overcoat and a watch, if you feel like comfort dressing without looking like you don't care to look stylish. If you need to immediately perk up your ensemble with one single piece, complete this outfit with a pair of brown leather double monks. When it's one of those bleak fall days, sometimes only a cool ensemble like this one can get you out the door in the morning. So if you're hunting for style inspiration for dressing in your 20s, this outfit is definitely worth saving for later.

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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

A beige three piece suit and a watch are indispensable menswear pieces, without which no wardrobe would be complete. To give your overall look a dressier vibe, why not introduce dark brown suede chelsea boots to the mix? If you're already bored of your fall style options, this look just might be the inspo you are searching for. If you're working your way through your late 20s, pay attention to combos like this to add more gravitas to your personal style.

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Brown Turtleneck Tan Check Waistcoat Brown Corduroy Shirt Jacket Dark Brown Leather Watch Brown Suede Chelsea Boots Khaki Check Dress Pants

A brown corduroy shirt jacket and a watch are a great pairing to keep in your current casual fashion mix. Complete this getup with a pair of brown suede chelsea boots to switch things up. This getup is a good pick when it comes to crafting a standout ensemble for weird transition weather. A safe bet ensemble proper for guys in their 20s.

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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

You'll be surprised at how easy it is for any guy to get dressed like this. Just a beige suit and a watch. White canvas low top sneakers are a wonderful pick to complete this getup. This combo is a pretty savvy choice, especially for autumn, when the temperatures are dipping. This pairing demonstrates that as a gent in his twenties, you have a vast array of styling options.