For a semi-casual outfit, make a navy blazer and navy jeans your outfit choice — these items fit beautifully together. And if you need to easily up the ante of your look with a pair of shoes, complement this outfit with a pair of brown derby shoes. This outfit is a foolproof option if you're looking for a great, season-appropriate outfit. Ideal if you're on a mission for some seriously inspiring style for 50-something gents.