This combo of a gilet and khaki plaid dress pants is really a statement-maker. For times when this getup looks all-too-fancy, play it down by slipping into tobacco low top sneakers. And if you're after a kick-ass look that transitions easily into spring, this just might be it. As you pass the big three-oh, you probably want to start dressing more like a mature gentleman. In this case, outfits like this are a fail-safe option.