(1)Master Chief vs (4)Donkey Kong 2005

Master Chief vs Donkey Kong (2005 Characters)

Of all Master Chief’s many guffaws over the years, this has got to be the silliest. In 2005 there was a string of matches that many stats folks were dubbing “the Gauntlet,” given that they were all semi-debatable and potentially huge upsets. Well, all five of them sucked and were boring and predictable. Whoops.

Then we get this. Nobody had any doubt that the Chief could make it out of Round Two here, and once again we got burned for putting our faith in him! Friggin’ Donkey Kong managed to pull out to a decent lead repeatedly in this match before he choked it away and let Chief come back and win. It doesn’t get much more hilariously embarrassing than this.