Watch Smart Casual Chill Weather Outfits For Men

Favorite

Unfavorite

Light Blue Long Sleeve Shirt White Sweatshirt Dark Brown Leather Watch Brown Bomber Jacket Tan Canvas Messenger Bag Dark Brown Chinos Dark Brown Suede Casual Boots

You'll be surprised at how very easy it is for any man to get dressed like this. Just a brown bomber jacket paired with a watch. To introduce some extra classiness to your ensemble, throw in a pair of dark brown suede casual boots.

Favorite

Unfavorite

Red Long Sleeve Shirt Beige Crew-neck Sweater Dark Brown Leather Watch Dark Brown Suede Bomber Jacket Brown Chinos Brown Leather Casual Boots

A dark brown suede bomber jacket looks especially great when paired with a watch. Complement this ensemble with a pair of brown leather casual boots to make the outfit slightly dressier.

Favorite

Unfavorite

Light Blue Long Sleeve Shirt Olive Cardigan Navy Leather Watch Charcoal Wool Blazer Navy Jeans Tan Canvas Briefcase Dark Brown Leather Casual Boots

We're all seeking practicality when it comes to styling, and this casual combination of a charcoal wool blazer and a watch is a good illustration of that. If you want to immediately up this ensemble with a pair of shoes, introduce a pair of dark brown leather casual boots to the equation.

Favorite

Unfavorite

Light Blue Chambray Long Sleeve Shirt Grey Long Sleeve Shirt Brown Bomber Jacket Dark Brown Leather Watch Navy Jeans Dark Brown Suede Casual Boots

A brown bomber jacket and a watch are the kind of a no-brainer casual combo that you so terribly need when you have no extra time to plan a look. Dark brown suede casual boots introduce an elegant aesthetic to the outfit.

Favorite

Unfavorite

Beige Long Sleeve Shirt Beige Crew-neck Sweater Dark Brown Leather Watch Black Barn Jacket Tobacco Chinos Dark Brown Suede Casual Boots

If you love off-duty pairings, then you'll love this pairing of a black barn jacket and a watch. To introduce some extra definition to your look, complement this look with dark brown suede casual boots.