Dark Brown Leather Double Monks Dressy Fall Outfits After 50

Favorite

Unfavorite

Black Turtleneck Charcoal Scarf Black Leather Zip Pouch Dark Brown Overcoat Black Socks Dark Brown Leather Double Monks Dark Brown Dress Pants

Try pairing a dark brown overcoat with dark brown dress pants and you're bound to make a bold statement. A pair of dark brown leather double monks instantly steps up the appeal of this outfit. This combo is ideal for awkward transition weather. This pairing proves that getting into your 50s is no reason for your styling standards to slip.

Favorite

Unfavorite

Clear Sunglasses Dark Green Turtleneck Blue Chambray Dress Shirt Black Leather Watch White and Navy Gingham Blazer Khaki Wool Dress Pants Black Socks Dark Brown Leather Double Monks

For an outfit that's nothing less than wow-worthy, team a white and navy gingham blazer with khaki wool dress pants. Complete your look with a pair of dark brown leather double monks and the whole look will come together brilliantly. As you can see, it's very easy to look seriously stylish and stay comfy come chillier days, all thanks to getups like this one. Interested in dressing tips for 50-something gents? This pairing is pretty inspiring.

Favorite

Unfavorite

Clear Sunglasses Light Blue Chambray Dress Shirt Dark Brown Pocket Square Navy Waistcoat Navy Plaid Blazer Black Leather Watch Black Studded Leather Belt White Chinos Dark Brown Leather Double Monks

Teaming a navy plaid blazer and white chinos is a fail-safe way to inject your wardrobe with some relaxed refinement. And if you want to immediately bump up this getup with one single item, introduce a pair of dark brown leather double monks to the equation. Can you see how extremely easy it is to look dapper and stay comfy when colder days are here, thanks to this look? Wondering how to dress in your 50s? This combo is a vivid example.

Favorite

Unfavorite

Gold Sunglasses Light Blue Chambray Dress Shirt Dark Brown Pocket Square Dark Brown Polka Dot Tie Grey Leather Watch Beige Waistcoat Black Leather Belt Beige Vertical Striped Blazer Navy Chinos Dark Brown Leather Double Monks

Such pieces as a beige vertical striped blazer and navy chinos are an easy way to inject some refinement into your day-to-day casual wardrobe. Want to go all out on the shoe front? Add a pair of dark brown leather double monks to the mix. Can you see how super easy it is to look seriously stylish and stay warm when chillier weather hits, thanks to this ensemble? As you can see, even in your 50s your outfit options are still looking great.

Favorite

Unfavorite

Black Sunglasses Light Blue Gingham Dress Shirt Navy and White Polka Dot Pocket Square Navy Waistcoat Navy Double Breasted Blazer Black Beaded Bracelet Khaki Dress Pants Dark Brown Leather Double Monks

Go all out in a navy double breasted blazer and khaki dress pants. Bump up the fashion factor of this outfit with a pair of dark brown leather double monks. A neat summer-to-fall ensemble like this one makes it super easy to embrace the new season. Searching for fashion for older men? This outfit is great inspo.