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In general, if you use a lot of streaming media services (Netflix, ABC, etc.) when you're away from a regular WiFi network, you are a good candidate for keeping unlimited. If you don't use video streaming, you likely don't need to worry about limits.
As an example, one person posted on one of the forums I read that watching on MLB.tv game through the MLB app was 300 MB. Others have noted that YouTube videos take up a fair amount of bandwidth as well.
By contrast, I only ever stream audio, and that very occasionally. A glance at my last six months' worth of iPhone usage shows that only once did I pass 100 MB in a month...and it wasn't even a month where I was doing a fair amount of streaming (MLB audio during spring training, where I was listening to a game every day) because most of that usage was at home, on our own network. The month with the most usage, I was staying with my in laws for a week with no wireless access at all.
If you're really not sure, then sign up for unlimited now, and measure your usage over the next month or two.
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