You'll be surprised at how easy it is for any guy to get dressed like this. Just a blazer married with a teal crew-neck sweater. Introduce a pair of dark brown suede casual boots to the equation and ta-da: your ensemble is complete. This one is a viable idea when it comes to figuring out a neat ensemble for unpredictable fall weather. Those wondering how to stay fashionable as you move into your 50s, you have your answer.