Black Leather Derby Shoes with Black Chinos Fall Outfits After 40

Favorite

Unfavorite

Clear Sunglasses Olive Dress Shirt Black Tie Brown Patchwork Blazer Black Trenchcoat Black Chinos Black Socks Black Leather Derby Shoes

A black trenchcoat and black chinos will add refined style to your day-to-day arsenal. With shoes, go for something on the dressier end of the spectrum and round off this look with a pair of black leather derby shoes. When leaves turn yellow and red and autumn is in full swing, you'll love this ensemble as your go-to for unpredictable fall weather. If you're wondering what you should wear as a gent in his forties, this outfit is a good source of inspiration.

Favorite

Unfavorite

Black Crew-neck Sweater Black Leather Biker Jacket Charcoal Crew-neck T-shirt Black Chinos Black Leather Derby Shoes White and Navy Gingham Scarf

A black leather biker jacket and black chinos are a pairing that every smart guy should have in his wardrobe. With footwear, go for something on the classier end of the spectrum and complement this look with black leather derby shoes. When it comes to dressing for weird transition weather, nothing beats a neat ensemble that transitions easily between seasons. Gents who wonder how to dress with style as you move into your 40s, you have your answer.

Favorite

Unfavorite

Clear Sunglasses Black Crew-neck T-shirt Black Shirt Jacket Black Canvas Tote Bag Black Chinos Charcoal Socks Black Leather Derby Shoes

This pairing of a black shirt jacket and black chinos is hard proof that a simple outfit doesn't have to be boring. Black leather derby shoes will easily smarten up even your most comfortable clothes. If it's one of those dreary fall afternoons, what better to brighten things up than a seriously stylish outfit like this one? Definitely a good choice when it comes to fashion tips for 40-year-old gentlemen.

Favorite

Unfavorite

Grey Wool Blazer Black Crew-neck Sweater Black Bow-tie Charcoal Dress Shirt Black Chinos Black Socks Black Leather Derby Shoes

Combining a grey wool blazer with black chinos is an on-point pick for a casually smart outfit. For something more on the sophisticated side to finish off this ensemble, complement your look with black leather derby shoes. This combo is a savvy option when it comes to planning a standout ensemble for unpredictable fall weather. With an ensemble like this, any 40-year-old gentleman is guaranteed to put many a younger man to shame.

Favorite

Unfavorite

Grey Flat Cap Dark Green Turtleneck Black Leather Bomber Jacket Black Plaid Chinos Black Leather Derby Shoes Black Socks

This pairing of a black leather bomber jacket and black chinos is effortless, seriously stylish and super easy to copy. And if you wish to effortlessly ramp up your ensemble with one single piece, why not add black leather derby shoes to the equation? When it's one of those bleak autumn days, sometimes only a kick-ass look like this one can spice it up. So if you need outfit ideas on how to dress well into your 40s, this combination is a good example.