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Wakestaking involves maneuvering a wakeboard over a skateboarding course. It appears that competitors are yanked along a tow line and must safely but acrobatically pass the obstacles. Here are highlights from a recent competition in Cologne, Germany. -via @Christopher Jobson

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"Wakestaking involves maneuvering a wakeboard over a skateboarding course." That looks like a pool to me. It's hard to skateboard in water.
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Aww is it sad that I liked the music? Granted, I wasn't focusing on listening to it.

Wakeskating is actually done using a wakeskate (it's like a wakeboard without bindings and the surface has more grip), it doesn't matter where. The video has highlights from both the wakeboarding and wakeskating parts of the competition.
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Wakeskating does not involve a wakeboard whatsoever.

This video is just plain ol' wakeboarding using a wynch.

Wakeskating involves using a board with a top surface similar to a skateboard. You wear shoes, and you are not strapped to the board.

This is an example of wakeskating:
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