As you can see, it doesn't require that much effort for a man to look dapper. Just make a white crew-neck t-shirt and navy check dress pants your outfit choice and be sure you'll look incredibly stylish. Complement your look with a pair of dark brown leather tassel loafers to easily dial up the fashion factor of any outfit. When leaves are falling down and temps are dropping, you'll appreciate how great this ensemble is for summer-to-fall weather. Outfits like this help welcome this next milestone that is your 50s with class and confidence.