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Fallout: New Vegas Hints
Follow Orris to the south gate and watch for any suspicious behavior.
1 of 7: Orris will start running for the blue metal door that leads to the second section of Freeside as soon as the conversation is over.
2 of 7: Follow him through the door and down a side street, hanging back so he can do all the thug-shooting for you.
3 of 7: The first thug he shoots will really be dead, so loot him and continue on to where Orris apparently kills four more thugs. (Note that the first thug is random, and may not be there.)
4 of 7: It's all a scam, though. The four thugs are Orris' cronies, and are only pretending to be dead. You'll need to prove that in some way in order to have something to report to the King.
7 of 7: Follow Orris down to a spot near the Strip's north gate, where he and his thugs will attack you. After you kill them, you'll get the "Return to the King and report that Orris is dead" objective.