A blazer and a white and blue long sleeve shirt are definitely worth adding to your list of veritable menswear must-haves. Hesitant about how to complete your ensemble? Finish off with a pair of black leather double monks to dial it up a notch. As you can see here, this combo is a really savvy option, especially for transitional weather, when the temperature is getting lower. So if you need outfit ideas on how to dress in your 50s, this combination is a perfect example.