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It comes from the name of the ex [Formula One] driver [Mark Webber]. He was "flying" with the car many times. He did wheelies, and sometimes he really took off with the car after a crash... and before an other crash, like in Valencia, in 2010. In his pre-F1 years, he was driving at the Le Mans 24H and [guess what]? He was flying with the car. That was a horrifying crash, but he survived without damage, he simply walked away. So when someone "flies" with his car, he is simply webbering.
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