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My take on this is as follows. The best roleplay situations are typically a combination of the two, planning ahead, and then winging it.
A small group of players can very easily take a situation, plot it out and run it into action in the mainstream of the playerbase. When the rest of the players get their hands on it, they're naturally going to change it's outcome with their own input.
Lets take a simple scenario. John and Mary are engaged. Mary is only marrying John for his money, and is secretly having an affair with Tom. That's all fine and good... but Tom, being a typical guys, goes and tells his freinds. His friends blabber the rumor around town, until someone decides to send it back to John. Now, in the original roleplay, John shouldn't ever find out, but because of the outside influence, he does, and the roleplay becomes more interesting for more people.
Planned RP can only be so entertaining for so many people, but when you take that loose plan and free it into the mainstream, it often times, will mutate into something drastically different from the original plan, and a thousand times more interesting.
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