The Florida accident landing Pastrana in the hospital was not the first time the stuntman found himself in parachute trouble. In 2007, Pastrana took his fearlessness to new heights, jumping from a plane. Under normal conditions, skydiving is a relatively commonplace pursuit. Never one to play it safe, Pastrana took things one step further, jumping from a plane without a parachute, while drinking a Red Bull, as Speed Society reports.

How does someone jump from a plane while not wearing a parachute and live to tell the tale? Pastrana jumped as part of a team who were all wearing chutes, and the plan was that in midair his friends would grab Pastrana, deploy their parachute, and guide him safely to the ground. The stunt required carefully orchestrated timing, but it was successful. Turns out, it was also illegal, as Pastrana explained to The Guardian. "I got in a lot of trouble," he remembered. "Oddly, jumping out of a plane without a parachute is not the scary bit; the clinging onto your parachute-wearing friend and hoping you don't fall is," he said.

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