Don't worry about it, that's what I'm here for! Since he is a masochist, you'll have to show sadistic behaviour(you'll get extra points if you have the sadist trait). At the end of the quest if you've earned enough points with him, he then should join you automatically.
thank you! i tried doing that by choking the lamia and letting him take care of the lamia choking him, and i picked up the rope but nothing happened, is there any other decisions to be made that can increase your points?