Wool Jacket Dressy Fall Outfits For Men After 50

Favorite

Unfavorite

Clear Sunglasses White Dress Shirt Black Polka Dot Tie Brown Pocket Square Black Waistcoat Dark Brown Wool Blazer Navy Jeans Black Leather Tassel Loafers

Combining a wool jacket with navy jeans is an awesome choice for an effortlessly stylish ensemble. And if you wish to immediately step up your look with footwear, complement this look with black leather tassel loafers. This look is an obvious option when it comes to a neat look that transitions easily into fall. This outfit illustrates that age is no reason for your styling standards to slip.

Favorite

Unfavorite

Clear Sunglasses White Dress Shirt Navy Print Tie Brown Polka Dot Pocket Square Tobacco Waistcoat Brown Wool Blazer Charcoal Dress Pants Brown Leather Oxford Shoes

Opt for a wool jacket and charcoal dress pants for extra classic style. Finishing off with brown leather oxford shoes is the simplest way to infuse a sense of polish into your look. This look is a wonderful choice if you're planning a standout ensemble for in-between weather. Clothing like this is something a gent should definitely treat himself to as he ages.

Favorite

Unfavorite

Clear Sunglasses Light Blue Dress Shirt Black and White Print Tie Navy Print Pocket Square Dark Brown Sweater Vest Brown Houndstooth Wool Blazer Grey Dress Pants Brown Leather Oxford Shoes

A wool jacket and grey dress pants are indispensable players in any modern gentleman's closet. Rev up this whole look with a pair of brown leather oxford shoes. As you can see here, this combination is a really wonderful pick, especially for transeasonal weather, when the temperatures are getting lower. So if you need style tips on how to dress as you step into your 50s, this ensemble is definitely worth saving for later.

Favorite

Unfavorite

Clear Sunglasses White and Navy Check Dress Shirt Dark Brown Cardigan Dark Brown Wool Blazer Dark Green Print Pocket Square Navy Polka Dot Tie Navy Dress Pants Dark Brown Suede Derby Shoes

For a look that's polished and absolutely envy-worthy, try teaming a wool jacket with navy dress pants. We're totally digging how this whole ensemble comes together thanks to a pair of dark brown suede derby shoes. There's nothing like a cool look to cheer up a dull fall afternoon. An ensemble like this can make any gentleman in his fifties look better than everyone else in the room.

Favorite

Unfavorite

Clear Sunglasses Light Blue Dress Shirt Dark Brown Floral Tie Dark Brown Check Wool Waistcoat Brown Wool Blazer Black Leather Belt Dark Brown Check Wool Dress Pants Brown Suede Desert Boots

Teaming a wool jacket with dark brown check wool dress pants is an on-point pick for a dapper and elegant ensemble. Make your outfit more fun by finishing with brown suede desert boots. Seeing as temperatures are dipping, this look is a wonderful idea for in between seasons. When it comes to style tips for middle-aged men, this ensemble looks cool on almost any man.