Dark Brown Shoes with Jacket Winter Outfits For Men After 50

Favorite

Unfavorite

Clear Sunglasses Tan Print Crew-neck T-shirt Black Shearling Jacket Silver Bracelet Olive Cargo Pants Dark Brown Leather Desert Boots

You're looking at the solid proof that a jacket and olive cargo pants are awesome when teamed together in a casual look. A pair of dark brown leather desert boots effortlessly dials up the classy factor of your outfit. While dressing for wintertime can be a bit challenging, it's getups like this that make you feel excited. This combination demonstrates that even well into your 50s you still have a wide range of outfit options.

Favorite

Unfavorite

Clear Sunglasses Light Blue Dress Shirt Navy Polka Dot Tie Navy Wool Waistcoat Navy and Green Plaid Blazer Navy Overcoat Navy Jeans Dark Brown Suede Oxford Shoes Yellow Leather Gloves Navy Polka Dot Pocket Square

A jacket and navy jeans are a cool combo worth having in your daily styling rotation. If you want to effortlessly up your outfit with one piece, why not introduce dark brown suede oxford shoes to this ensemble? We know it's always challenging to stay on-trend in the dead of winter, but this look is hard proof that it can be done. When it comes to fashion for middle-aged gents, this look is ideal.

Favorite

Unfavorite

Black Sunglasses Olive Polo Brown Check Blazer Green Parka Khaki Dress Pants Dark Brown Suede Desert Boots

Dress in a jacket and a brown check blazer for both seriously stylish and easy-to-achieve ensemble. As for footwear, complement your getup with dark brown suede desert boots. In the colder months, when comfort is critical, it can be easy to settle for a less-than-stylish look. However, this look is hard proof that you can actually stay comfortable and remain stylish at the same time in the colder months. So if you're scouting for a nice but also age-appropriate ensemble, this is it.

Favorite

Unfavorite

Beige Scarf Navy Plaid Blazer Grey Duffle Coat White Jeans Brown Turtleneck Dark Brown Suede Desert Boots Black Sunglasses

Effortlessly blurring the line between dapper and casual, this pairing of a jacket and white jeans is likely to become your favorite. Consider dark brown suede desert boots as the glue that will bring your outfit together. While it can be tricky to stay fashionable in extreme weather, it's outfits like this that prove it's totally possible. When it comes to fashion tips for guys in their fifties, this combination is perfect.

Favorite

Unfavorite

Olive Wool Hat Dark Brown Turtleneck Dark Green Check Wool Blazer Dark Brown Print Pocket Square Brown Overcoat Charcoal Wool Dress Pants Dark Brown Leather Desert Boots Olive Canvas Duffle Bag

You'll be amazed at how easy it is to put together this elegant ensemble. Just a jacket combined with charcoal wool dress pants. Finishing with dark brown leather desert boots is a guaranteed way to infuse a more laid-back feel into this getup. You might be thinking that just because winter is colder you have to sacrifice on style, but it's just not true, and this look is a striking illustration. The ability to pull off looks like this is one of the dividends of being middle-aged.