Sure, he’d be okay with having casual sex with her and hanging out until something better comes along.
If a man isn’t a good fit for you, The Rules will “work” by revealing early on that you are incompatible.
Let’s go through these scenarios, one by one, and note the difference between a true Shy Guy and one whose feelings are simply lukewarm: As Rules women know, we don’t “do the rules” on men.
We do The Rules on ourselves, stripping away negative behaviors and replacing them with healthy behaviors that naturally allow attraction to build.
If each woman in situations 1 - 7 were to get the ball rolling herself, or help the man date her and make excuses for his behavior, she would simply be prolonging the agony of being in a go-nowhere entanglement.
That's not "dating a shy man," that's accepting crumbs from a guy who is just killing time.