Henley Shirt with Chelsea Boots Smart Casual Outfits For Men

Favorite

Unfavorite

Charcoal Henley Shirt Black Print Polo Neck Sweater Black Jeans Brown Suede Chelsea Boots

Consider teaming a henley shirt with black jeans for a simple outfit that's also well put together. Polish up this ensemble with the help of a pair of chelsea boots.

Favorite

Unfavorite

White Henley Shirt Tan Shirt Jacket Navy Jeans Dark Brown Leather Chelsea Boots

This pairing of a henley shirt and navy jeans is put together and yet it's casual and apt for anything. Add chelsea boots to the equation for an extra dose of style.

Favorite

Unfavorite

White Henley Shirt Navy Denim Jacket Dark Brown Leather Belt Navy Vertical Striped Jeans Brown Leather Chelsea Boots

A henley shirt looks so nice when teamed with navy vertical striped jeans in a casual getup. Finish off your look with a pair of chelsea boots for an on-trend on and off-duty mix.

Favorite

Unfavorite

Grey Henley Shirt Brown Cotton Blazer Black Leather Belt Navy Jeans Black Leather Chelsea Boots

A henley shirt and navy jeans make for the ultimate relaxed casual outfit for any modern gentleman. Go ahead and introduce a pair of chelsea boots to the mix for a dash of elegance.

Favorite

Unfavorite

Grey Henley Shirt Black Leather Harrington Jacket Black Leather Belt Silver Bracelet Navy Jeans Black Leather Chelsea Boots

Reach for a henley shirt and navy jeans for neat menswear style. A pair of chelsea boots easily kicks up the classy factor of this outfit.