Event: UFC 3 9/9/1994
Winning Move : Armbar
Other than Sakuraba, Kimo was the toughest opponent of Gracie's career. Kimo was big, fast and mean. Had his head been shaved before the match he may have done the unthinkable and beat Gracie. But it wasn't. Gracie absorbed a lot of punishment waiting for the right moment to strike, but when it came he ended it quickly. Sweat the technique.
Gracie was so battered from the fight he claimed he went blind. He was forced to withdraw from UFC 3, which he was favored to repeat as champion.