Reach for a denim jacket and beige chinos if you want to look casually cool without much effort. For something more on the casually edgy side to finish off this look, complete this outfit with a pair of white leather high top sneakers. When it comes to dressing for fall, nothing beats a killer combination that can take you from season to season. Think it's hard for 40-something men to master modern casual outfits? This pairing will prove you wrong.