A crew-neck sweater and light blue ripped jeans are a relaxed casual combo that every modern gentleman should have in his casual collection. Go ahead and complement this ensemble with a pair of loafers for a bit of elegance. Keep this getup ready to go come warmer days, and rest assured, you'll save a ton of time brainstorming for an ensemble on more than one occasion. Men who wonder how to dress well as you pass the big 5-0, you have your answer.