Boxing
Just like in a boxing match, each round could change the outcome of the fight. Sometimes one opponent might get lucky and land a clean punch that would knock the other boxer completely out, other times they themselves take all the damage. The dating game and putting yourself out there can be similar experiences.
It seemed like this girl was not really interested in him in the beginning, but she let him down easily. Then he made the mistake of coming back after the conversation was over and letting her know she was gorgeous. The only problem was that apparently it was meant for someone else.