If you're planning for a fashion situation where comfort is prized, pair a navy and white crew-neck t-shirt with navy chinos. Finishing with a pair of loafers is an easy way to infuse a sense of refinement into this outfit. When leaves turn yellow and red and fall sets in, you'll appreciate how great this outfit is for unpredictable fall weather. This combination illustrates how to stay fashionable as you move into your 60s.