In 1924, a railroad tunnel was built named the Piney Fork Tunnel to service the coal mines of western Pennsylvania. By 1962 it had been abandoned, which is when it became known as the Green Man Tunnel.
The dare was for teenagers to drive into the tunnel with their headlights turned off, and call out to the Green Man who would appear out of the darkness. He was horribly disfigured due to an electrical accident, which also caused his skin to glow green. If he touched the car it would stall out.
This is but one of the legends of the Green Man, who it turns out was a real person.
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