One of My favorites
Toto - 99. Does it refer to a room number? his crush used to live at that room, that is my best shot, others think is a %, 1% "I never thought it could Happen", a really funny one is the one who used to think that was about Agent 99 on the Get Smart TV show.
I liked this one very much
In an old interview, I read when the song was first out said that it was about the future when robots were our co-workers. 99 is a robot's number and it is a female and the singer is in love with her. This fits perfectly with redskinsnut's comments. Of course, this could be far from the truth, but it kind of makes sense in a far out way. But I think that the future and robots may have been just the inspiration. I think the song has many meanings. I'm a songwriter and I do that a lot in my songs. I will be inspired by a subject, but the song ends up having more than one meaning.
Personally, I have always taken it to mean that this guy has been through so many lovers and that he is currently on his 99th lover, but, although she is the 99th, he thinks that she is the greatest and final lover. It's like he has never loved anyone before but her. The singer may be fooling himself as he always does when he is a lover. Each new lover is THE love of his life. Don't we all know someone like that?
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