Egads! I hope my company doesn't implement something like this! Although, there are times when this would be a nice feature to reak upon Microsoft programmers... in the end though, as a programmer myself, I feel their pain almost as much as my own.
I think the funniest thing about it for me is that I remember those "infomercials" from when I was a kid. The guys voice and everything is exactly the same as I remember as a kid. It wasn't till the THC part that I started to wonder if it was real or not.
If by "you" you mean being my current self (as opposed to being the woman -- and I'm a man), I would have listened to the man (mostly because it would help pass time and I would have regarded it as something unusual to happen on a train) but wouldn't have taken him seriously. I would have felt bad for the woman, however.
If I were the woman -- no idea. Doubtlessly she's very lonely. But I've never been one to cling to a seemingly sudden burst of "hope" so strongly without really thinking about it.