Again, haven't read the book ...

but I don't think it's addressing the scary "approach and ask" stage of a relationship that's so difficult for shy folks. I think it's addressing situations where a couple has already had at least one date. The initial shyness is no longer a factor, but one of them starts behaving as if they could take or leave the other person. Like, "We both had a really good time on our date, and he said he'd call, and I said I'd look forward to that, but it's been a week and I haven't heard from him. Maybe he just lost my phone number." Or "My girlfriend has been too busy to see me for four weeks. I thought maybe I'd get to see her today, but she said she really needs to wash her hair." Asking, like you suggested, is a great idea, but there's such a thing as stringing a person along too. Even a busy person ought to find a few minutes each day to pick up the phone and call the object of their affection. Sometimes actions speak louder than words, you know?