This pairing of a navy shirt jacket and brown chinos crosses the divide between classic and off-duty. Our favorite of a multitude of ways to finish off this getup is with a pair of dark brown suede desert boots. When it comes to dressing for transitional weather, nothing beats a knockout combination that transitions easily between seasons. A cool, less conservative outfit for 50-year-old men.
To assemble a casual ensemble with a modernized spin, pair an olive field jacket with white jeans. A pair of black leather casual boots instantly boosts the style factor of any getup. It's is an excellent idea when it comes to a killer ensemble that will take you from summer to fall. When it comes to fashion for middle-aged men, this ensemble looks cool on almost any guy.
You're looking at the solid proof that a navy overcoat and navy vertical striped dress pants are awesome when worn together in a polished ensemble for today's gent. Introduce a pair of black leather derby shoes to your look and ta-da: the ensemble is complete. On not-so-chilly afternoons, rock a version of this summer-to-autumn outfit and look absolutely awesome. Perfect to tell the world that you're old and confident enough to own your fashion choices.
A beige raincoat and navy jeans? This is easily a wearable look that anyone could sport on a day-to-day basis. Not sure how to finish this outfit? Wear dark brown suede casual boots to ramp it up a notch. There's no better way to brighten up a bleak autumn day than a neat getup like this one. Those who wonder how to dress with style as you slip into your 50s, you have your answer.
This refined combo of a navy suit and a light blue vertical striped dress shirt will cement your outfit coordination skills. Complement this outfit with a pair of black leather tassel loafers and the whole outfit will come together. This one is a viable pick if you're crafting a cool summer-to-fall look. This outfit shows that even well into your 50s your sartorial options are still looking good.