Gah, I hate the reverse mini-game of this, because the CPUs/other players are always closer to the Thwomps. >:/
The only way for me to really win is to jump on the closest head and try running into the Thwomp mid-fall. Still hard as heck to win (well, lose) in.
The game normally is flawed. Although it is a good concept, if you try to dupe the other player out, you end up getting hit by a Thwomp. |:
Because of that, it is very likely that at least two players will win at this game, especially against Master CPUs (where the only times they die is because they were blockaded by the other players).
Although, that makes the game fun, because you actually have to try to defeat your opponents by using various risky strategies. :U