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How should my workout clothes fit?

How your workout clothes should fit depends on what you plan to do. In general, you'll want clothing that is loose-fitting and comfortable but doesn't hinder your movement. For example, if you're running or biking, you won't want pants with loose or long legs because they can get caught up and make you fall. For exercises that require more flexibility, like yoga or Pilates, you'll want something that stretches easily.

Beyond comfort, what should I look for when buying workout clothes?

When shopping for workout clothes, look for items made from fabrics that wick away sweat rather than absorb it. You'll also want to look for durable, high-quality items from brand names you trust. Your workout clothing may see more friction than your regular clothing, and you may even wash it more often, so it needs to be built to last.

How can I keep from getting too hot or too cold when working out during the winter?

The best way to dress for an outdoor winter workout is to wear layers. For example, you can start out with a hoodie over your T-shirt, but as you start to warm up, you can remove it and continue to be comfortable. Also, consider bringing a lightweight cap and gloves along on your workout to keep heat from escaping your body via your hands and head.