If you don't like being too serious with your outfits, pair a bomber jacket with a crew-neck sweater. A pair of dark brown suede desert boots is a nice option to finish off this ensemble. This combination is the perfect answer to the question of what to wear as you move into your 50s.
This laid-back combination of a bomber jacket and a crew-neck sweater is super easy to throw together in next to no time, helping you look amazing and prepared for anything without spending a ton of time combing through your wardrobe. If you want to break out of the mold a little, complete your ensemble with a pair of black leather low top sneakers. An outfit like this will make any mature gentleman look better than everyone else in the room.