Sideways draws its characters to be sympathetic but also despicable. It's easy enough to draw entertaining, despicable characters -- as in Seinfeld or Curb Your Enthusiasm -- and all too common to draw allegedly sympathetic but deadly boring characters -- as in the typical sitcom -- but Sideways is entertaining because of the tension between these two modes. Will Paul or Miles warm the heart or induce the cringe? We never know in advance.