This laid-back combo of a long sleeve t-shirt and beige chinos is a surefire option when you need to look dapper in a flash. And if you want to immediately rev up your outfit with shoes, complement your look with black leather derby shoes. And if you're searching for a knockout winter-to-spring ensemble, this one fits the bill. So if you need outfit ideas on how to dress in your fifties, this outfit is a good example.