Black Waistcoat Smart Casual Fall Outfits In Their 20s

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Navy Flat Cap White Dress Shirt Dark Brown Tie Dark Brown Paisley Pocket Square Black Waistcoat Black Embellished Leather Belt Dark Brown Beaded Bracelet Navy Skinny Jeans Dark Brown Leather Briefcase Black and White Print Socks Dark Brown Leather Double Monks Dark Green Plaid Wool Blazer

This combination of a black waistcoat and navy skinny jeans looks awesome, but it's also very easy to wear. Balance out this outfit with a more elegant kind of shoes, like these dark brown leather double monks. Nothing like a kick-ass ensemble to cheer up a dull autumn day. You can take inspiration from outfits like this if you're making your way through your mid-20s and you want to take a more mature approach to your style.

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Navy Baseball Cap White Crew-neck T-shirt Black Waistcoat Navy Horizontal Striped Canvas Watch Dark Green Sunglasses Navy Shirt Jacket Grey Sweatpants Black Socks Black Leather Derby Shoes

A black waistcoat and grey sweatpants are fitting for both dressy settings and day-to-day wear. If you want to feel a bit more sophisticated now, add black leather derby shoes to the equation. On not-so-bone-chilling days, you can rock a version of this easy-to-transition look and look absolutely awesome. As you're getting to your 30s, you want to start dressing like an adult. In this case, inspo like this comes in very useful.

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Burgundy Turtleneck Black Waistcoat Camel Overcoat Tobacco Leather Watch Black Skinny Jeans Dark Brown Leather Chelsea Boots

When the situation calls for an effortlessly classic outfit, reach for a black waistcoat and black skinny jeans. To introduce a little fanciness to your look, complement your outfit with a pair of dark brown leather chelsea boots. As you can see here, it's extremely easy to look awesome and stay snug when colder weather hits, thanks to this look. Gents who wonder how to wear smart casual dressing as you make it through your 20s, this outfit should answer your question.

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Dark Brown Sunglasses White and Navy Vertical Striped Long Sleeve Shirt Beige Watch Black Wool Waistcoat Black Leather Belt Camel Overcoat Grey Chinos White and Black Leather Low Top Sneakers

You'll be amazed at how easy it is to get dressed like this. Just a black waistcoat and grey chinos. Add a more relaxed twist to your getup by rounding off with white and black leather low top sneakers. So when summer is done and fall is taking over, you may find this getup your favorite. This getup is a big inspiration to anyone who was skeptical about dressier ensembles in his 20s.