This sharp look is really pared down: a grey shirt jacket and jeans. Our favorite of an infinite number of ways to round off this ensemble is with a pair of black derby shoes. Certainly a popular option when it comes to dressing ideas for middle-aged gents.
When the setting permits a casual getup, you can go for a dark green varsity jacket and jeans. Go the extra mile and jazz up your ensemble by rocking black derby shoes. The ability to wear outfits like this is one of the perks of reaching middle age.
Pair a black denim shirt jacket with jeans to pull together an everyday ensemble that's full of style and personality. Complement your outfit with black derby shoes for an added dose of style. So if you're after outfit inspiration for dressing as you head into your 50s, this pairing is definitely worth saving for later.
Marry a navy sweatshirt with jeans for relaxed dressing with a twist. Black derby shoes are an easy way to bring an extra touch of style to this outfit. This combination is perfect for gents in their fifties.
This pairing of an olive military jacket and jeans is very versatile and up for whatever's on your to-do list today. You could take a classier route when it comes to footwear by finishing off with black derby shoes. Rest assured this getup is something you can totally wear as an over-50 gentleman.
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