A grey turtleneck and black chinos are must-have menswear essentials if you're crafting an off-duty wardrobe that matches up to the highest sartorial standards. A trendy pair of derby shoes is an effective way to bring an extra dose of style to this ensemble. Keep the autumn anxiety away in a sharp outfit like this one. As a guy working your way through your teen years, this is how you dress to look a little more serious.