Black Waistcoat Dressy Fall Outfits

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Grey Sunglasses Light Blue Bandana Light Blue Chambray Dress Shirt Black Vertical Striped Waistcoat Black Vertical Striped Blazer Red Plaid Overcoat White Dress Pants Black Socks Brown Suede Tassel Loafers

Wear a black waistcoat and white dress pants and you will definitely make heads turn. Complete your look with a pair of brown suede tassel loafers to keep the ensemble fresh. You can bet this combo is great when colder weather hits.

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Charcoal Wool Hat Clear Sunglasses White and Navy Vertical Striped Dress Shirt Light Blue Tie Navy Pocket Square Black Vertical Striped Waistcoat Navy Gingham Wool Suit Navy Socks Dark Brown Suede Oxford Shoes

Marrying a black waistcoat and a navy gingham wool suit is a surefire way to infuse your styling repertoire with some masculine elegance. Finishing off with a pair of dark brown suede oxford shoes is a surefire way to add a more laid-back feel to this getup. This getup is a pretty good option, especially for fall, when the temperature is dipping.

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Dark Brown Wool Hat Clear Sunglasses Yellow Vertical Striped Dress Shirt Navy Horizontal Striped Tie Dark Green Pocket Square Black Vertical Striped Waistcoat Dark Brown Suit Black Socks Brown Leather Desert Boots

Consider pairing a black waistcoat with a dark brown suit if you're going for a neat, stylish ensemble. Take a more casual approach with shoes and introduce brown leather desert boots to the equation. When leaves turn yellow and red and autumn starts to take over, you'll appreciate how great this outfit is for awkward fall weather.

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Black Straw Hat Clear Sunglasses White Dress Shirt Black Tie Black Wool Waistcoat Tan Suit Beige Suede Desert Boots

This pairing of a black waistcoat and a tan suit is a goofproof option when you need to look like a modern gent. Want to break out of the mold? Then why not complete your look with a pair of beige suede desert boots? When temps are dropping and autumn is in full swing, you'll love this combination as your favorite for awkward transition weather.

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White Dress Shirt Black Tie Burgundy Pocket Square Black Sunglasses Black Leather Watch Black Wool Waistcoat Black Leather Belt Charcoal Wool Blazer Grey Chinos Black Socks Black Leather Chelsea Boots

A black waistcoat and grey chinos are absolute mainstays if you're putting together a classic wardrobe that matches up to the highest sartorial standards. Add a pair of black leather chelsea boots to the mix for extra style points. There's no nicer way to brighten up a dull autumn afternoon than a neat getup like this one.