Was there really any doubt?
The despair in Cleveland is so horrible, some of their most infamous moments begin with the nomenclature, "The [insert infamous moment]." It is so terrible, their fans take pride in naming their stadiums as "factories of sadness." It is so nightmarish, Cleveland fans expect the worst yet still suffer mightily when such tragedy happens.
Where to begin?
For starters, the Indians from 1955-1994 were perennially in the American League basement. Then in the late-1990s, Indian fans were treated to two league pennants, yet lost both World Series in heartbreaking ways, to the Braves (giving Atlanta their only pro title) and Marlins (failing to hold onto a 9th inning lead in Game 7).
The Browns, meanwhile, remain the last championship team from Cleveland (1964) and in important games since, they've been sliced with the guillotine many times. Let's see: "Red Right 88," "The Drive," "The Fumble," "The Move," "Bottlegate." Worse-yet, because of the most bitter sports franchise relocation in modern sports history, the original incarnation of the Browns, the Baltimore Ravens, have won two Super Bowls and have been an NFL force within the last 15 years, whereas the current Browns incarnation have been terribly mediocre.
The Cavaliers have given Cleveland fans the most recent heartbreak. From those excellent teams of the late-1980s/early-1990s (Nance, Price, Daugherty and Ehlo) to the LeBron-lead teams of the late-2000s, the Cavaliers could only muster one NBA Finals appearance (2007), and many pundits consider it among the worst teams to play in the NBA's championship series. And then there's "The Decision," forever altering how basketball teams are formed, how LeBron is perceived by the public and how much expectations should Cleveland fans give any of their teams.
Congratulations Cleveland fans. Your city has the undisputed title of being America's saddest, most tortured sports city. And it's tragic, but your day in the championship sun will come. Hang in there.