This particular fantasy (one day I'll get to reject the women who rejected me first and they'd never be able to handle it as gracefully as I did) seems somewhat common among young men who have trouble connecting with women.

But the false premise at the center of it is that the man is such a good friend to the woman, and the woman's dating/romantic life hasn't found anyone nearly as understanding or kind or empathetic. And part of that belief is some kind of assumption that life is an RPG where everyone is allotted the same number of points to distribute, and anyone who is maxed on charisma must be less intelligent or empathetic or something.

Realistically, men who are friends with women tend to do better with dating and relationships than men who aren't close to women. The friends of friends angle is a great pipeline for searching for partners, assuming your personality makes your friends comfortable connecting you with their friends.