Scroll through jerryoftheday for a while, you'll find a video of a dude sending a natural roller like 100 feet down into a powder pit. I think he sends a cliff section then flys down and hits the roller while he's cruising.
The girl that got a face full of longboard gets my choice for the most painful. To get a closeup with the GoPro is Priceless. [video=youtube;DFecqUpNfrI]https://www.youtube.com/watch?t=115&v=DFecqUpNfrI[/video]