Black Watch Dressy Outfits For Men In Their 20s

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Dark Brown Sunglasses Blue Chambray Dress Shirt Navy and White Print Pocket Square Black Watch Dark Green Bracelet Brown Leather Belt Grey Suit Brown Leather Tassel Loafers

Dress in a grey suit and a black watch to assemble an interesting and modern-looking casual ensemble. Finishing off with brown leather tassel loafers is a fail-safe way to inject a sense of polish into your look. As you're going through your late 20s, you want to start dressing with more class. That's when combinations like this come in handy.

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Clear Sunglasses White and Blue Print Dress Shirt Black Watch Dark Brown Suit Navy Canvas Derby Shoes

This look with a dark brown suit and a black watch isn't super hard to pull off and is easy to change throughout the day. Feeling inventive? Jazz things up by finishing off with a pair of navy canvas derby shoes. A great getup to make you a well-dressed guy over 20, rather than just a guy over 20.

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Dark Green Sunglasses White Dress Shirt White Pocket Square Navy Floral Tie Charcoal Blazer Red Bracelet Black Watch Dark Purple Dress Pants Black Leather Tassel Loafers

For a cool and relaxed outfit, choose a charcoal blazer and a black watch — these two pieces work really good together. A trendy pair of black leather tassel loafers is an easy way to upgrade this ensemble. So if you're looking for a good-looking and mature getup for a 20-year-old guy, look no further.

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Black Watch White Christmas Crew-neck Sweater White Dress Shirt Black Leather Backpack Black Dress Pants Grey Socks Black Leather Derby Shoes

If you're facing a sartorial situation where comfort is essential, this pairing of a white christmas crew-neck sweater and a black watch is a no-brainer. To bring some extra fanciness to your look, add a pair of black leather derby shoes to the mix. As a 20-something, you're guaranteed to love this combination.

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Grey Vertical Striped Dress Shirt Charcoal Tie Grey Check Pocket Square Black Leather Watch Burgundy Leather Zip Pouch Charcoal Plaid Suit White Trenchcoat Charcoal Socks Burgundy Leather Derby Shoes

For casual street style without the need to sacrifice on comfort, we like this combo of a white trenchcoat and a black watch. Balance out your look with a dressier kind of footwear, such as these burgundy leather derby shoes. As you're getting to your 30s, you want to start dressing more like a mature gentleman. In this case, inspo like this is very useful.