For an outfit that's street-style-worthy and effortlessly sleek, wear a blazer and khaki chinos. Navy slip-on sneakers will give a fun feel to this ensemble. This combination should erase any doubts you had about wearing casual clothes as a mature guy.
This combo of a blazer and olive chinos is a fail-safe option when you need to look casually classic in a flash. To inject a more laid-back vibe into your look, add a pair of navy slip-on sneakers to this look. This ensemble is your answer to the question of what to wear as you head into your 50s.