If you don't take your personal style lightly, go for classic style in an olive crew-neck sweater and a dress shirt. Clueless about how to finish? Introduce red leather boat shoes to this outfit to change things up a bit. Springtime is a beautiful time of year and it calls for standout ensembles just like this one. So if you need style tips on how to dress as you head into your 40s, this pairing is a great example.