Dark Brown Derby Shoes Smart Casual Fall Outfits After 40

Favorite

Unfavorite

Dark Brown Wool Turtleneck Dark Brown Leather Harrington Jacket Brown Leather Zip Pouch Olive Cargo Pants Dark Brown Chunky Leather Derby Shoes

You'll be amazed at how easy it is for any guy to put together this casual ensemble. Just a dark brown leather harrington jacket teamed with olive cargo pants. A pair of dark brown derby shoes instantly amps up the fashion factor of any ensemble. When you have one of those dreary autumn days, sometimes only a knockout outfit like this one can get you to face the outside world. Just because you're in your 40s, doesn't mean you shouldn't look stylish, and this outfit illustrates exactly that.

Favorite

Unfavorite

Dark Green Sunglasses Navy Crew-neck Sweater Dark Brown Houndstooth Overcoat Navy Jeans Navy Argyle Socks Dark Brown Leather Derby Shoes

For a look that's absolutely envy-worthy, consider wearing a dark brown houndstooth overcoat and navy jeans. Balance your outfit with a more polished kind of footwear, such as this pair of dark brown derby shoes. Seeing as autumn is fast approaching, this outfit seems a viable pick for in between seasons. If you're wondering how you should dress as a 40-year-old man, this outfit gives a fair idea.

Favorite

Unfavorite

Navy Print Baseball Cap Clear Sunglasses Blue Chambray Short Sleeve Shirt Navy Denim Shirt Jacket Navy Canvas Tote Bag Navy Jeans Black Socks Dark Brown Chunky Leather Derby Shoes

This casual combination of a navy denim shirt jacket and navy jeans is a life saver when you need to look cool and relaxed but have no extra time. Bump up the dressiness of your ensemble a bit by finishing off with a pair of dark brown derby shoes. We love how this outfit gets you excited for chillier weather in next to no time. This look is perfect for over-40 gentlemen.

Favorite

Unfavorite

Clear Sunglasses Light Blue Chambray Dress Shirt White Pocket Square Tan Wool Waistcoat Tan Wool Blazer Dark Brown Leather Belt Dark Brown Chinos Black Socks Dark Brown Leather Derby Shoes Navy Wool Turtleneck

This combo of a tan wool blazer and dark brown chinos is a tested option when you need to look casually classic in a flash. Change up your look with a more polished kind of shoes, such as these dark brown derby shoes. So when summer is over and fall is setting in, this ensemble has a good chance of becoming your first-choice. If you're wondering how you should dress as a gent in his 40s, this pairing gives a proper idea.

Favorite

Unfavorite

Navy Short Sleeve Shirt Navy Pocket Square Charcoal Wool Double Breasted Blazer Dark Brown Beaded Bracelet Charcoal Jeans Dark Brown Leather Derby Shoes

If the situation calls for a sophisticated yet neat ensemble, try pairing a charcoal wool double breasted blazer with charcoal jeans. For a more sophisticated feel, add dark brown derby shoes to this look. Seeing as it is getting chillier with each day, this outfit appears a viable option for in between seasons. An ensemble like this can make any over-40 man look better than everyone else in the room.