Most Tortured Sports Fans
Chicago Cubs
This one is pretty easy. Everyone knows how miserable the Cubs have been since winning their last World Series title in 1908. That's 107 years for those of you who can't count. As a sports fan of teams that aren't historically very good, the Cubs are the definition of frightening. One of the only things getting me through life as a fan of the teams that I like is the thought process that "my team HAS to win at some point in my life...right?" Not if you are a Cubs fan and frankly that scares the crap out of me. Can we just give the Cubbies a title already? I mean. I'm not the kind of person who feels sorry for people, but I'm giving Cubs fans some real sympathy here. It's just not fair.