Grey Jacket Smart Casual Outfits For Men After 50

Favorite

Unfavorite

Clear Sunglasses Black Turtleneck Navy Floral Scarf Navy Shirt Jacket Charcoal Parka Grey Chinos Black Socks Dark Brown Leather Derby Shoes

This combination of a grey jacket and a navy shirt jacket is on the off-duty side but is also seriously stylish and seriously sharp. Our favorite of an endless number of ways to finish this ensemble is with dark brown leather derby shoes. This combo is a striking example middle-aged gentlemen can still very well draw compliments.

Favorite

Unfavorite

Clear Sunglasses White Crew-neck T-shirt Dark Green Crew-neck Sweater Black Leather Watch Charcoal Plaid Wool Blazer Navy Jeans Dark Brown Leather Brogues

For relaxed dressing with a twist, you can easily wear a grey jacket and navy jeans. Complete this getup with dark brown leather brogues for a masculine aesthetic. This getup demonstrates how to look stylish as you step into your 50s.

Favorite

Unfavorite

Clear Sunglasses Black Knit Wool Turtleneck Charcoal Military Jacket Black Leather Messenger Bag Charcoal Jeans Black Leather Chelsea Boots

Try teaming a grey jacket with charcoal jeans for both on-trend and easy-to-create look. You know how to inject an element of polish into this outfit: black leather chelsea boots. Wondering how you should dress as you head into your 50s? This getup is a good illustration.

Favorite

Unfavorite

Clear Sunglasses White Long Sleeve Shirt Mustard Waistcoat Charcoal Plaid Blazer Grey Leather Watch Gold Bracelet Dark Brown Studded Leather Belt Beige Chinos Dark Brown Leather Double Monks White Print Pocket Square

A semi-casual combination of a grey jacket and beige chinos can maintain its relevance in many different settings. Here's how to smarten up this getup: dark brown leather double monks. This combination illustrates that even in your 50s you still have a vast array of dressing options.

Favorite

Unfavorite

Beige Beanie Pink Sunglasses Tan Cable Sweater Charcoal Blazer Silver Watch Brown Chinos Dark Brown Suede Double Monks

This combination of a grey jacket and brown chinos is irrefutable proof that a simple getup doesn't have to be boring. Add dark brown suede double monks to instantly amp up the fashion factor of this getup. So if you're on the hunt for style ideas on what to wear as you get older, this getup is definitely worth saving for later.