Casual Boots with Chinos Smart Casual Chill Weather Outfits After 50

Favorite

Unfavorite

Green Beanie Orange Shirt Jacket Tan Harrington Jacket Black Chinos Brown Leather Casual Boots

This combination of an orange shirt jacket and chinos embodies masculine sophistication and class. On the footwear front, this look is rounded off wonderfully with casual boots. This getup proves that staying fashionable as an over-50 gent is not that hard.

Favorite

Unfavorite

Blue Denim Jacket Black Leather Belt Brown Chinos Dark Brown Leather Casual Boots White Long Sleeve Shirt Brown Plaid Overcoat

Combining a brown plaid overcoat and chinos will allow you to parade your expertise in men's fashion. Casual boots are a smart choice to complement your look. This outfit shows that cracking the fashion code as a guy in his 50s is easier than one might think.

Favorite

Unfavorite

Dark Brown Wool Hat White Dress Shirt Dark Brown Horizontal Striped Tie Dark Brown Overcoat Black Leather Gloves Grey Chinos Dark Brown Leather Casual Boots

This pairing of a dark brown overcoat and chinos is a winning option when you need to look effortlessly neat in a flash. As for footwear, complement this look with casual boots. This getup is something over-50 gentlemen can wear with confidence.

Favorite

Unfavorite

Black Turtleneck Navy Denim Jacket Grey Trenchcoat Black Chinos Tobacco Suede Casual Boots

Opt for a grey trenchcoat and chinos to pull together an interesting and put together outfit. Complement your ensemble with a pair of casual boots and you're all set looking amazing. This outfit is most probably exactly what you're looking for as a 50-year-old man.

Favorite

Unfavorite

Black Turtleneck Black Wool Shirt Jacket Tan Trenchcoat Black Chinos Black Leather Casual Boots

For an outfit that's city-style-worthy and casually classic, consider wearing a tan trenchcoat and chinos. Casual boots are a wonderful choice to finish this look. Wondering what you should wear as you become older? This ensemble is the perfect answer.