Goat Simulator has some odd achievements, like Rymdskepp i Rymden, requiring you to get abducted by a UFO and delivered to outer space. As strange as that is, this one might take the cake. The Mile High Club achievement requires you first climb the crane, then jump off and land on the hang glider that can be seen flying around the map. Once on top, you have to lick it.
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Check out the video below for a full tutorial on how this can be done, including a few helpful hints if you’re stuck.