To get something really tough done, or to accomplish something that most people would deem impossible.
Joe: I don't think I have the guts to tell my dad I'm switchin majors. He's going to be furious.
Bob: Well, sooner or later you're going to have to rape the dragon. Might as well be now.
TRIPLE ENTENDRE:
Hey Joe. I fucked your mom last night. Yeah that's right, I totally raped that dragon.
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