This is how I see it. I think that at this point, Michael was ready to settle down and think about starting a family. Michael was shy to ask anyone out, so they (his people) played match-maker. Doesn't seem too surprising to me. Obviously, Michael was in on it. She went to his shows, watching movies with him, and she stated that he knew everything about her and they had dinner together. He showed an interest. It's not like they were forcing him into this and had a gun to his head. LOL! He was in on it too.
It's just worded weird how she said it and I think some people are taking it wrong. They played match maker (because it seems like she loved children, was independently wealthy, etc.), so she was a good fit. He must have thought so too.
It's too bad she didn't give their attempted union a chance to grow.
![Frown :( :(](data:image/gif;base64,R0lGODlhAQABAIAAAAAAAP///yH5BAEAAAAALAAAAAABAAEAAAIBRAA7)
I have no idea what was going on in her life at that moment... maybe she had another boyfriend, etc. Or maybe she just didn't understand why he didn't make the first moves. But, in a way, after hearing him say on those recordings that he was too shy to ask anyone out... it would be easier to have someone set it up initially. You know... kind of like a blind date kind of thing. His plan was probably then to hope it would grow from there as they got to know one another. Unfortunately, she turned him down. Big mistake on her part, I think.