Waistcoat with Chelsea Boots Fall Outfits

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White Crew-neck T-shirt Black Waistcoat Blue Overcoat Khaki Wool Dress Pants Black Leather Chelsea Boots

For a look that's truly gasp-worthy, team a waistcoat with khaki wool dress pants. Chelsea boots will contrast beautifully against the rest of the ensemble. This outfit is a viable option when it comes to putting together a cool outfit for weird transition weather.

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Tan Turtleneck Navy Chambray Long Sleeve Shirt Charcoal Waistcoat Dark Brown Overcoat Black Dress Pants Black Leather Briefcase Dark Brown Leather Chelsea Boots

This is solid proof that a waistcoat and black dress pants are awesome when married together in a refined outfit for a modern dandy. If you wish to easily dial down your getup with one item, introduce chelsea boots to the equation. Seeing as autumn is fast approaching, this look appears a good option for the transitional season.

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White Dress Shirt Black Tie Black Waistcoat Burgundy Shawl Cardigan Charcoal Wool Dress Pants Dark Brown Leather Chelsea Boots

This pairing of a waistcoat and charcoal wool dress pants is a life saver when you need to look like a true expert in modern men's style. Go off the beaten path and change up your outfit by sporting chelsea boots. This look is a wonderful idea when it comes to planning a standout outfit for weird transition weather.

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White Dress Shirt Black and White Polka Dot Tie Black and White Polka Dot Pocket Square White and Black Houndstooth Waistcoat Black and White Houndstooth Blazer Black and White Houndstooth Dress Pants Black Leather Chelsea Boots

Go for incredibly sophisticated style in a waistcoat and black and white houndstooth dress pants. Make your ensemble more fun by rounding off with chelsea boots. When it's one of those gloomy autumn days, what better to brighten things up than a dapper look like this one?

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Grey Shawl Cardigan White and Red Print Crew-neck T-shirt Navy Cotton Waistcoat Navy Chinos Charcoal Suede Chelsea Boots

This is hard proof that a waistcoat and navy chinos look awesome if you pair them together in a classy look for a modern man. Let your outfit coordination savvy truly shine by finishing off this look with a pair of chelsea boots. On not-so-chilly days, you can work this summer-to-fall look and look absolutely awesome.