For a casually cool look, team a grey hoodie with a navy crew-neck t-shirt — these items work perfectly well together. Finishing off with a pair of white athletic shoes is a fail-safe way to inject a dose of stylish effortlessness into your ensemble. Longer daylight hours call for lighter ensembles like this one. Think it's hard for guys in their forties to nail cool casual outfits? This combination should prove you otherwise.