Black Pocket Square Fall Outfits In Their 20s

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Grey Dress Shirt Black V-neck Sweater Black Pocket Square Dark Brown Leather Belt Tan Plaid Blazer Olive Dress Pants Black Leather Casual Boots

This combo of a tan plaid blazer and a black pocket square will be solid proof of your skills in menswear styling even on dress-down days. Hesitant about how to round off this look? Finish with black leather casual boots to bump up the classy factor. There's no nicer way to spice up a bleak autumn afternoon than a killer outfit like this one. A perfect combination to demonstrate the world your maturity even as a 20-something gent.

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Navy Print Turtleneck Black Print Pocket Square Brown Plaid Wool Blazer Brown Leather Belt Navy Jeans Brown Leather Holdall Dark Brown Leather Chelsea Boots

Team a brown plaid wool blazer with a black pocket square for a fashionable and edgy look. Dark brown leather chelsea boots will bring an added touch of class to an otherwise all-too-common look. Needless to say, an outfit like this will keep you warm and stylish, rain or shine. Semi-formal getups for stylish 20-somethings aren't actually that hard.

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White and Black Check Dress Shirt Navy and White Horizontal Striped Tie Black Print Pocket Square Dark Green Waistcoat Brown Beaded Bracelet Tobacco Leather Watch Beige Blazer Navy Chinos Dark Brown Leather Monks

Go for casual urban style in a beige blazer and a black pocket square. Go the extra mile and jazz up your look by slipping into a pair of dark brown leather monks. It's is a nice option when it comes to a killer outfit that will take you from summer to fall. So take notes and be the best dressed man in town.

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White Dress Shirt Black Print Pocket Square Charcoal Crew-neck Sweater Burgundy Plaid Blazer Brown Leather Watch Navy Chinos Grey Socks Dark Brown Leather Brogues

A burgundy plaid blazer and a black pocket square are a savvy pairing worth integrating into your off-duty rotation. Dark brown leather brogues are guaranteed to breathe a bit of elegance into this outfit. As you can see here, this ensemble is a really savvy option, especially for transitional weather, when the temperatures are starting to drop. This one is a nice yet age-appropriate ensemble for young gentlemen.

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Dark Brown Sunglasses White Dress Shirt Black Print Pocket Square Tan Sweater Vest Brown Leather Watch Dark Green Suit Tobacco Leather Double Monks

Try teaming a dark green suit with a black pocket square to showcase you've got serious sartorial prowess. To bring out a refined side of you, introduce tobacco leather double monks to the mix. This getup is a viable option if you're picking out a standout outfit for in-between weather. If you're often not sure how to dress as a 20-year-old gent, this ensemble is a vivid example.