Nothing dates a look like a trendy garment that's outlived its hype. To keep a look fresh, embrace classic styles like oxford shirts or straight leg jeans and coordinate them with a few trendy items, just as JT likes to do. That way, you can easily change out the latest and greatest before it becomes yesterday's cliché. You'll always have a reliable core wardrobe to work with, too. It's the safest and most practical way to look fashionably up-to-the-minute. If you're careful about your choices, you can also save money.