Shirt Dressy Outfits For Men After 50

Favorite

Unfavorite

Clear Sunglasses White Dress Shirt Burgundy Pocket Square Navy Print Tie Charcoal Wool Blazer Black Dress Pants Violet Socks Black Leather Tassel Loafers

A shirt and black dress pants are worth adding to your list of essential menswear pieces. Why not introduce a pair of black leather tassel loafers to your ensemble for an added touch of refinement? An outfit like this will help any over-50 man outshine his younger pals.

Favorite

Unfavorite

Grey Baseball Cap Clear Sunglasses White Dress Shirt White Pocket Square Red Horizontal Striped Tie Navy Double Breasted Blazer Khaki Chinos Violet Socks Dark Brown Leather Loafers

Elevate your sprezzatura game to new heights in a shirt and khaki chinos. A trendy pair of dark brown leather loafers is an easy way to breathe a sense of elegance into your outfit. If you often fret about dressing appropriately for your age, this getup is a fail-safe option.

Favorite

Unfavorite

Clear Sunglasses White and Navy Vertical Striped Dress Shirt Tobacco Print Tie Navy Print Pocket Square Navy Vertical Striped Double Breasted Blazer Olive Dress Pants Dark Brown Socks Black Leather Tassel Loafers

Pairing a shirt and olive dress pants will create a classic, rugged silhouette. Black leather tassel loafers are guaranteed to bring a dose of sophistication to your look. And if we're talking fashion tips for gentlemen in their 50s, this outfit is a good look on almost any guy.

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

We're loving the way this pairing of a shirt and navy dress pants immediately makes men look dapper and classy. A pair of dark brown suede derby shoes easily dresses up any look. Interested in outfit ideas for 50-something men? This getup definitely goes to your favorites.

Favorite

Unfavorite

Clear Sunglasses White Dress Shirt Tan Print Pocket Square Navy Tie Violet Double Breasted Blazer Khaki Dress Pants Dark Brown Socks Dark Brown Leather Loafers

Marrying a shirt and khaki dress pants is a surefire way to inject your day-to-day arsenal with some masculine elegance. For a sleeker aesthetic, why not complete this ensemble with a pair of dark brown leather loafers? So if you need fashion inspiration for dressing as you get into your 50s, this pairing is a good example.