Levi's dominates the market for a reason. Simply put, the company knows how to produce a well-made pair of jeans. Roomier than every other pant on the list, Levis look their best when they're a little worn and come in a ton of styles, fits, washes and colors, and it's always best to go to the store and try on everything that tickles your fancy. For our money, nothing beats the classic: 501 Originals in Black, Dark Stonewash, or Graphite. [From $45; us.levi.com]