Runner Up, "World's Worst Day"

This doesn't beat last years champion, but it comes close in sheer surreality.

Picture this:

It's your first wedding anniversary. You're happily driving along, having traveled hundreds of miles to celebrate; and you're cruising at the base of a two hundred foot high cliff when a cow crashes onto the hood of your minivan.

Whoever says "X will happen when cows fly" has a little longer to wait yet.