If you appreciate relaxed dressing, consider teaming a blue crew-neck t-shirt with navy ripped skinny jeans. Rounding off with casual boots is the simplest way to give a sense of sophistication to this look. In the colder months, when comfort is prized, it can be easy to settle for a less-than-stylish outfit. But this outfit is a bright example that you can actually stay toasty and remain equally stylish during the colder months. This ensemble shows how to look good as you pass the big 3-0.