Flirt with him since your first interaction, then pick Horror and Slasher. Once you get past the 'being killed' point, just keep insulting and taunting him without showing fear.
so, once jeff leaves after injecting your IV thing with whatever you tell the doctor what happened when he left instead of lying and saying you were asleep the whole time. Then he asks if you want to leave with him and you say yes. After that jeff will kill you both in the elevator.