Red Bag Dressy Chill Weather Outfits For Men After 40

Favorite

Unfavorite

Black Floral Scarf Beige Crew-neck Sweater Charcoal Herringbone Overcoat Red Leather Tote Bag Beige Wool Dress Pants Black Leather Chelsea Boots

Extremely stylish, this combo of a charcoal herringbone overcoat and a red bag offers excellent styling opportunities. A trendy pair of black leather chelsea boots is the most effective way to punch up this ensemble. Outfits like this have a sophisticated air that befit middle-aged gentlemen very well.

Favorite

Unfavorite

White Dress Shirt Dark Green Tie White Pocket Square Dark Brown Overcoat Burgundy Leather Zip Pouch Black Leather Tassel Loafers Beige Suit

If you gravitate towards off-duty style, why not rock a dark brown overcoat with a red bag? Our favorite of a multitude of ways to complement this ensemble is a pair of black leather tassel loafers. So if you're in search of style inspiration for dressing as you reach your 40s, this pairing is ideal.

Favorite

Unfavorite

Multi colored Check Scarf Navy Blazer Navy Trenchcoat Burgundy Canvas Backpack Navy and Green Plaid Dress Pants Grey Socks Burgundy Leather Tassel Loafers White Turtleneck

A navy trenchcoat and a red bag make for the ultimate casual getup for any man. Feeling transgressive today? Switch things up by finishing with burgundy leather tassel loafers. A practical illustration for any gentleman who wonders how to dress after 40.

Favorite

Unfavorite

Brown Sunglasses White Dress Shirt Black Tie Brown Overcoat Burgundy Leather Zip Pouch Dark Brown Dress Pants Brown Leather Dress Boots

Something as simple as wearing a brown overcoat and a red bag can potentially set you apart from the crowd. Serve a little outfit-mixing magic by wearing brown leather dress boots. This combo proves that looking stylish at 40 and beyond is not particularly hard.