Pairing a khaki military jacket and a grey crew-neck t-shirt will be a good illustration of your skills in menswear styling even on dress-down days. Complete this look with white canvas low top sneakers and you're all done and looking dashing. So if you're after a kick-ass ensemble that transitions easily into spring, this just might be it. This ensemble should inspire anyone who had doubts about wearing casual outfits as an over-50 gent.