One of the best ways for a man to style out such a practical piece as an olive plaid blazer is to team it with grey chinos. Complement this look with dark brown leather tassel loafers to avoid looking too casual. This look is probably what you're looking for as a gent in his 50s.
A red and black gingham long sleeve shirt and charcoal chinos are the perfect way to infuse effortless cool into your off-duty collection. Add black suede slip-on sneakers to your getup et voila, the ensemble is complete. This ensemble demonstrates how to look good as you get into your 50s.
A black long sleeve shirt and white and black vertical striped chinos have become a must-have combination for many sartorially savvy gentlemen. Go ahead and introduce black leather loafers to this ensemble for an extra touch of sophistication. A good getup to make you a sharp gentleman over 50, rather than just a gentleman over 50.
This is irrefutable proof that a grey houndstooth overcoat and black chinos look amazing when paired together. To introduce a little flair to this outfit, complement this outfit with black suede monks. As a 50-year-old gentleman, you'll appreciate this combo.
This laid-back combo of a mint cardigan and beige chinos can only be described as ridiculously sharp. Add a pair of dark brown suede espadrilles to the equation and the whole outfit will come together. So if you're looking for outfit inspiration for dressing after 50, this pairing is a good example.