Leather Casual Boots Smart Casual Fall Outfits For Men After 50

Favorite

Unfavorite

Beige Plaid Short Sleeve Shirt Brown Wool Blazer Dark Brown Leather Belt Dark Brown Corduroy Chinos Dark Brown Leather Casual Boots

Pair a brown wool blazer with dark brown corduroy chinos for a neat refined ensemble. We love how this whole ensemble comes together thanks to a pair of leather casual boots. Rest assured, this getup will keep you comfy as well as looking stylish in this weird transition weather. And if we're talking dressing ideas for over-50 gents, this look is ideal.

Favorite

Unfavorite

Red and Black Check Short Sleeve Shirt Brown Wool Blazer Brown Leather Belt Black Chinos Dark Brown Leather Casual Boots

This classic and casual combo of a brown wool blazer and black chinos can be taken in different directions according to how you style it out. Complement your look with leather casual boots for maximum fashion effect. So as you can see, it's super easy to look amazing and stay toasty when cooler weather arrives, all thanks to getups like this one. A perfect example of how to stay fashionable in your fifties.

Favorite

Unfavorite

Brown Sunglasses White Dress Shirt Dark Brown Tie Tan Waistcoat Tan Blazer Dark Brown Leather Belt Dark Brown Suede Trenchcoat Light Blue Embroidered Jeans Dark Brown Leather Casual Boots

This combo of a dark brown suede trenchcoat and light blue embroidered jeans couldn't possibly come across as anything other than devastatingly sharp and effortlessly classic. As for shoes, complete this outfit with a pair of leather casual boots. When leaves are falling down and temps are starting to drop, you'll appreciate how great this ensemble is for in-between weather. When it comes to fashion for older guys, this ensemble suits almost any gentleman.

Favorite

Unfavorite

Clear Sunglasses White Dress Shirt Violet Print Tie Brown Knit Wool Scarf Olive Wool Field Jacket Navy Suit Dark Brown Leather Casual Boots

To look good and sharp, pair an olive wool field jacket with a navy suit. Go off the beaten track and change up your ensemble by finishing off with leather casual boots. As you can see here, this look is a really savvy idea, especially for in-between weather, when the temps are starting to drop. This combo looks great on middle-aged guys.

Favorite

Unfavorite

Clear Sunglasses Grey Long Sleeve Shirt Olive Camouflage Shirt Jacket Black Jeans Black Socks Brown Leather Casual Boots

For an outfit that offers comfort and fashion, pair an olive camouflage shirt jacket with black jeans. If you want to easily polish up this outfit with a pair of shoes, why not introduce a pair of leather casual boots to the equation? Can you see how super easy it is to look on-trend and stay comfy when chillier weather arrives, thanks to this look? If you often wonder how to dress age-appropriately, this getup is a vivid example.