Sweater Vest with Derby Shoes Smart Casual Chill Weather Outfits After 40

Favorite

Unfavorite

Clear Sunglasses White Crew-neck T-shirt Navy Sweater Vest Navy Wool Shirt Jacket Navy and Green Plaid Chinos Burgundy Leather Derby Shoes

For a look that's worthy of a modern sartorially savvy guy and casually smart, reach for a sweater vest and navy and green plaid chinos. A pair of derby shoes will add a more sophisticated twist to an otherwise mostly casual look. This combination demonstrates that as an over-40 gentleman, you have a vast array of dressing options.

Favorite

Unfavorite

White Crew-neck T-shirt Grey Sweater Vest Charcoal Overcoat Charcoal Wool Chinos Charcoal Socks Black Leather Derby Shoes

So as you can see, looking on-trend doesn't require that much effort. Consider pairing a sweater vest with charcoal wool chinos and you'll look incredibly stylish. And if you need to easily up the ante of this outfit with footwear, why not introduce a pair of derby shoes to the equation? A safe bet for over-40 guys who are looking for age-appropriate clothing.

Favorite

Unfavorite

Light Blue Dress Shirt Navy Polka Dot Tie Brown Blazer Navy Sweater Vest Dark Brown Leather Belt Silver Watch Silver Bracelet Brown Houndstooth Overcoat White Jeans Black Socks Dark Brown Leather Derby Shoes

For an outfit that's city-style-worthy and effortlessly neat, consider wearing a sweater vest and white jeans. Follow a more classic route with shoes by rocking derby shoes. So take notes and you'll be the best dressed guy among your peers.