Dress Boots Smart Casual Chill Weather Outfits For Men After 50

Favorite

Unfavorite

Clear Sunglasses Tan Wool Turtleneck Black Blazer Grey Gingham Overcoat White Jeans Brown Leather Dress Boots

A grey gingham overcoat and white jeans are the perfect base for a variety of effortlessly sleek getups. For something more on the classy side to complement this look, add a pair of dress boots to this look. As a 50-year-old guy, you're guaranteed to love this outfit.

Favorite

Unfavorite

Black Beanie Clear Sunglasses White Long Sleeve Shirt Burgundy Crew-neck Sweater Black Overcoat Dark Green Chinos Tan Canvas Briefcase Black Leather Dress Boots

As you can see here, it doesn't take that much effort for a man to look effortlessly classic. Dress in a black overcoat and dark green chinos and be sure you'll look awesome. A pair of dress boots effortlessly polishes up any outfit. This pairing is a striking example mature men can still very well kill in the fashion department.

Favorite

Unfavorite

Brown Check Scarf Black Turtleneck Olive Plaid Blazer Olive Camouflage Military Jacket White Chinos Brown Leather Dress Boots Black Leather Gloves

When comfort is top priority, make an olive camouflage military jacket and white chinos your outfit choice. Feeling experimental? Jazz things up by rounding off with a pair of dress boots. Stylish and age-appropriate, a look like this will help outdo any of your younger fellows.

Favorite

Unfavorite

Beige Wool Hat Olive Quilted Barn Jacket Dark Green Cardigan Olive Wool Tie White Dress Shirt Orange Leather Gloves Navy Jeans Dark Brown Leather Dress Boots

This is definitive proof that an olive quilted barn jacket and navy jeans are amazing when worn together in a casual getup. Want to play it up in the shoe department? Add dress boots to the mix. Interested in dressing ideas for mature men? This outfit goes straight to your inspiration folder.