For a relaxed casual outfit, consider wearing a crew-neck sweater and light blue ripped jeans — these items work pretty good together. Low top sneakers will easily dress up even the most basic of outfits. In winter, when comfort is imperative, it can be easy to settle for a less-than-stylish outfit in the name of practicality. This outfit, however, is a bright example that you can actually stay warm and remain equally stylish in winter. This combo shows that as a teen, you have a vast array of dressing options.