Grey Waistcoat Dressy Chill Weather Outfits After 40

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Dark Brown Wool Hat White Dress Shirt Brown Tie Olive Pocket Square Grey Waistcoat Grey Blazer Grey Overcoat Black Dress Pants Brown Leather Oxford Shoes

A grey waistcoat looks especially sophisticated when worn with black dress pants. When it comes to footwear, go for something on the laid-back end of the spectrum and finish off your look with brown leather oxford shoes. This combo illustrates that as a gentleman over 40, you have a vast array of styling options.

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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

This combo of a grey waistcoat and a brown wool suit will add masculine essence to your outfit. Want to tone it down with shoes? Complement this look with dark brown suede desert boots for the day. This combination shows how to stay stylish as you head into your 40s.

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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

You're looking at the irrefutable proof that a grey waistcoat and grey plaid wool dress pants look awesome when matched together in a sophisticated look for today's guy. Puzzled as to how to finish? Complement this look with black suede monks to mix things up. So if you need outfit ideas on how to dress well into your 40s, this getup is ideal.

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Beige Beanie White Wool Turtleneck Grey Quilted Waistcoat Tan Wool Double Breasted Blazer Dark Brown Dress Pants Dark Brown Socks Brown Suede Tassel Loafers

A grey waistcoat and dark brown dress pants are robust players in any guy's sartorial arsenal. Feeling transgressive today? Mix things up with a pair of brown suede tassel loafers. This combination is a stark illustration over-40 gents can very well slay in the fashion department.

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Black Sunglasses White Dress Shirt Beige Crew-neck Sweater Dark Brown Polka Dot Tie Navy and White Print Pocket Square Grey Wool Waistcoat Black Leather Watch Navy Blazer Dark Brown Leather Briefcase Grey Vertical Striped Wool Dress Pants Navy Socks Dark Brown Suede Oxford Shoes

This combo of a grey waistcoat and grey vertical striped wool dress pants can only be described as ridiculously stylish and sophisticated. Why not take a more relaxed approach with footwear and add a pair of dark brown suede oxford shoes to the mix? A no-brainer getup appropriate for guys in their forties.