Wool Waistcoat Outfits After 40

Favorite

Unfavorite

Clear Sunglasses Light Blue Chambray Dress Shirt White Pocket Square Tan Wool Waistcoat Tan Wool Blazer Dark Brown Leather Belt Dark Brown Chinos Black Socks Dark Brown Leather Derby Shoes Navy Wool Turtleneck

Make a bold entrance anywhere you go in a wool waistcoat and dark brown chinos. The whole ensemble comes together when you complement your outfit with dark brown leather derby shoes. If you often wonder how to dress appropriately for your age without giving up on style, this combination is a good illustration.

Favorite

Unfavorite

White Dress Shirt Navy and White Polka Dot Tie Navy Polka Dot Pocket Square Grey Wool Waistcoat Black Leather Belt Brown Wool Suit Dark Brown Suede Desert Boots

A wool waistcoat and a brown wool suit are absolute essentials if you're piecing together a dapper closet that holds to the highest menswear standards. Dark brown suede desert boots will bring a hint of stylish nonchalance to an otherwise mostly dressed-up outfit. And if we're talking dressing ideas for 40-year-old guys, this look looks great on almost any gentleman.

Favorite

Unfavorite

White Dress Shirt White and Navy Pocket Square Navy Wool Waistcoat Navy Wool Blazer Navy Leather Belt Burgundy Beaded Bracelet Grey Wool Dress Pants Navy Suede Chelsea Boots

You'll be amazed at how very easy it is to get dressed like this. Just a wool waistcoat and grey wool dress pants. Add navy suede chelsea boots to the mix to easily ramp up the fashion factor of your getup. This getup shows how to look stylish well into your 40s.

Favorite

Unfavorite

Grey Bandana White Long Sleeve Shirt Dark Green Wool Waistcoat Navy Puffer Coat Navy Jeans Black Suede Desert Boots

You're looking at the hard proof that a wool waistcoat and navy jeans are awesome when worn together in a polished outfit for today's gent. When this ensemble is just too much, play it down with a pair of black suede desert boots. An appealing pick for gents in their forties!

Favorite

Unfavorite

Dark Brown Sunglasses White Dress Shirt Navy and White Print Tie Navy Overcoat Grey Plaid Wool Waistcoat Dark Brown Leather Tote Bag White and Black Print Canvas Tote Bag Black Socks Black Suede Monks Grey Plaid Wool Dress Pants

This refined combo of a wool waistcoat and grey plaid wool dress pants is a must-try getup for any modern gent. If you need to immediately dress down your ensemble with one single item, why not complement this ensemble with black suede monks? This outfit illustrates that looking stylish at 40 plus is not that hard.