Try pairing a white and black crew-neck t-shirt with jeans to put together a contemporary and absolutely dapper getup. Bring a classier twist to this look by wearing burgundy leather derby shoes. When it comes to dressing for unpredictable fall weather, nothing beats a knockout combo that can take you from season to season. So if you need outfit ideas on how to dress as you reach your 60s, this combo is definitely worth saving for later.