This laid-back combination of a charcoal denim jacket and grey sweatpants is a safe bet when you need to look dapper but have zero time. Add a modern twist to this outfit by rocking grey athletic shoes. So if it's a super hot summertime day and you want to look stylish without putting too much effort, this look will do the job in no time flat. As you can see, even well into your 50s you still have a wide range of styling options.