Most young men, like my son and his ilk, are decent young men. When it comes to asking a girl out, they have a fear of rejection. It is perhaps not a natural fear, but it is a predominate one in today's society.
When a teen-age boy contemplates asking a girl out on a date, the worst case scenarios run through his head. These worst case scenarios include her responding to his question of, " Would you like to go to a movie?" with, "Not with you!" and a resulting escalation of her telling all her in-group friends how much of a loser he is. The proper way to combat this for a young man is to be ready for that response and punch back.
There are several good responses to such a princess. One would be, "Nice hair." It leaves the girl in a general state of confusion. "Nice feet" is also a good response if she has larger feet than normal and it negs her. The important thing for a young man to remember is that the young female is infinitely more insecure than he is. He just needs to control the situation and know he can counter any psychological punch.
It is a difficult thing for him to understand. I have been preaching these things to my own son for a couple of years. However, when I have displayed to him how insecure his sisters become with these small negs, he begins to understand. My daughters heard me telling my son how to respond. Five minutes later I said, "Nice hair" to them and he could see the resulting response.
After this, the girls clearly recognized how emotional they became when I mentioned their hair. I was no longer the teacher; they were. When they explained how it upset them, he finally understood. Now the girl's response could be hesitation, "Umm...I don't know." Then an appropriate response is more confidence or humor. "You realize, I'm a sparkly vampire in the sunlight, right?" or "...but Yoda said you were the one." or "I only have space for three more girls, soooo...." The concept of abundance has to precede the ability to lead a woman.
Many game sites address these issues. We, Christian men, need to simplify the truths and impart them to our offspring. The younger they marry and begin their lives; the better.