Thanks, I really like your work. This sissy is in a rally vulnerable place. Her desperation touches me somehow.
Obviously, I've modified the situation to fit the premise of this blog, but such desperation isn't exactly that uncommon. So many people become obsessed with people who then use that obsession against them. It's sad, but it's far more common than any of us want to admit.
This man, who has become a sissy, is a fool who is never going to win the girl. No one wants to be with a person who is so weak that they will allow themselves to be manipulated. It may be fun for a while, but it never lasts.
That's the point, though, isn't it? Even he knows it. He's never going to "get" the girl, but he's perfectly willing to be her toy. Sure, it's destined for disaster. That's what makes the whole story interesting.