If you're looking for an off-duty yet on-trend ensemble, reach for a crew-neck sweater and a black and white long sleeve shirt. Take this outfit down a more sophisticated path with burgundy leather tassel loafers. So if you're on the hunt for an ensemble that's sharp but also entirely spring-friendly, this one fits the bill. This getup proves that dressing well as a middle-aged gentleman is not that daunting a task.