White and Navy Vertical Striped Dress Shirt Smart Casual Chill Weather Outfits For Men After 50

Favorite

Unfavorite

Clear Sunglasses White and Navy Vertical Striped Dress Shirt White Pocket Square Brown Tie Grey Blazer Black Leather Gloves Brown Check Scarf Tan Trenchcoat Olive Cargo Pants Grey Suede Desert Boots

To achieve a laid-back look with a modern take, try teaming a white and navy vertical striped dress shirt with olive cargo pants. On the footwear front, this outfit pairs wonderfully with grey suede desert boots. Now that's how you do semi-casual as a man in his 50s.

Favorite

Unfavorite

Clear Sunglasses Beige Crew-neck Sweater Olive Quilted Gilet Charcoal Herringbone Wool Blazer Brown Dress Pants White and Blue Vertical Striped Dress Shirt

Hard proof that a white and navy vertical striped dress shirt and brown dress pants look amazing when combined together in a polished ensemble for a modern man. So if you need outfit ideas on what to wear as you step into your 50s, this combo is a perfect example.

Favorite

Unfavorite

White and Blue Vertical Striped Dress Shirt Olive Tie Olive Print Sweater Vest Dark Brown Wool Blazer Black Leather Watch Khaki Corduroy Dress Pants Brown Suede Desert Boots

A white and navy vertical striped dress shirt and khaki corduroy dress pants are a seriously stylish getup to try. Complete your ensemble with brown suede desert boots to instantly dial up the street cred of your look. This is a perfect example of how to dress with style and look age-appropriate.

Favorite

Unfavorite

White Vertical Striped Dress Shirt Olive Print Scarf Brown Herringbone Wool Blazer Olive Quilted Barn Jacket

Consider wearing a white and navy vertical striped dress shirt and an olive quilted barn jacket for relaxed elegance with a manly take. This is an outfit you, as a middle-aged man, can always count on.