Originally Posted by Shikamaru
It doesn't mirror it. For one, he picks the worst time possible to get Tony's attention. Instead of choosing to approach the biggest playboy in the world on a more normal day, he decides to approach him on the biggest night of the second millennium right before he is about to get laid. He literally gave himself the biggest handicap possible then he got all sad, mad, and surprised that he didn't get what he hoped to get.
that's why he's the villain.