Effortlessly blurring the line between cool and laid-back, this combination of a crew-neck sweater and navy jeans is bound to become your go-to. And if you need to easily polish up your look with a pair of shoes, why not grab a pair of grey derby shoes? Keep the autumn anxiety away in a cool outfit like this one. So if you need style tips on how to dress in your forties, this outfit is an amazing example.