Waistcoat with Chelsea Boots Fall Outfits

Favorite

Unfavorite

Black Silk Dress Shirt Black Silk Tie Black Leather Watch Black Dress Pants Black Leather Chelsea Boots Dark Green Waistcoat Dark Green Blazer

When it comes to high-octane sophistication, this combination of a waistcoat and black dress pants never disappoints. Does this look feel all-too-dressy? Let a pair of chelsea boots jazz things up. This one is an appealing choice if you're piecing together an easy-to-transition look.

Favorite

Unfavorite

White Dress Shirt Navy Tie Dark Brown Pocket Square Dark Brown Waistcoat Dark Brown Leather Gloves Navy Check Blazer Navy Skinny Jeans Dark Brown Leather Chelsea Boots

This smart combo of a waistcoat and navy skinny jeans takes on different nuances according to how you style it out. And if you need to effortlessly lift up your outfit with one single piece, why not introduce a pair of chelsea boots to the mix? Loving that this outfit is ideal when cooler weather comes.

Favorite

Unfavorite

White Dress Shirt Grey Tie Black Waistcoat Brown Plaid Blazer Brown Quilted Gilet Dark Brown Leather Belt Dark Brown Crew-neck Sweater Beige Cargo Pants Brown Leather Briefcase Brown Leather Chelsea Boots

This combo of a waistcoat and beige cargo pants is a real life saver when you need to look effortlessly neat in a flash. Complement this outfit with chelsea boots for extra style points. As you can see here, this combo is a really nice choice, especially for in-between weather, when the mercury is dipping.

Favorite

Unfavorite

Dark Brown Sunglasses White Dress Shirt Dark Brown Tie Tan Waistcoat Grey Plaid Blazer Dark Brown Pocket Square Black Chinos Dark Brown Leather Chelsea Boots

A waistcoat and black chinos are strong players in any modern man's closet. Now all you need is a cool pair of chelsea boots to complete this ensemble. So when summer is done and fall is here, you'll find this outfit to be your everything.

Favorite

Unfavorite

Brown Beanie Blue Scarf White Crew-neck T-shirt Black Check Long Sleeve Shirt Mustard Wool Waistcoat Brown Plaid Wool Blazer Black Leather Belt Blue Ripped Jeans Brown Suede Chelsea Boots

A waistcoat and blue ripped jeans matched together are a sartorial dream for those dressers who appreciate classy styles. Finishing off with a pair of chelsea boots is a simple way to breathe a hint of elegance into this look. We love how perfect this ensemble is come fall.