If you're looking for a casual and at the same time on-trend look, consider wearing a light blue cardigan and blue jeans. Round off your look with brown leather derby shoes for a stylish hi/low mix. Just because you've reached your 50s, doesn't mean you should give up on your style, and this outfit demonstrates just that.
Dapper yet comfy, this look features a white long sleeve shirt and khaki chinos. Add black leather double monks for an added touch of style. This getup is probably exactly what you're looking for as a man in his fifties.
This elegant combination of a grey houndstooth blazer and black dress pants will allow you to assert your sartorial savvy. This look is completed perfectly with a pair of dark brown leather monks. Classic combinations like this are worth having in your wardrobe no matter what age you are.
If you're hunting for a relaxed casual and at the same time dapper ensemble, try teaming a multi colored gingham blazer with navy jeans. If you feel like stepping it up a bit now, add a pair of dark brown leather oxford shoes to the equation. As you can see here this combination is something you can totally wear as a 50-something guy.
Pair a navy plaid blazer with khaki chinos to assemble an effortlessly sleek and modern-looking outfit. Avoid looking too casual by finishing off with a pair of dark brown leather loafers. Overall, a great insight into fashion for middle-aged men.