I love killing this guy. Doesn't matter how I do it, I just love doing it. Not because he domed me or because he's a [censored]. I actually like him. I just like doing it because there's so many fun ways to do it. But....
My favorite way of doing it makes me feel somewhat stupid from a roleplay perspective, which is to have him escape, kill the goons he sends to finish you off, then chase him down and sniping through Caesar's boys. I kill the new guy Caesar sends after killing the guys at Nipton, so I don't just walk in to speak to Caesar usually. A shame since he's so fun to listen to.
Anyway, its been a while since I've played and I just started up again, so is there a way that I'm missing that could justify an intelligent person letting Benny trick them? It seems too obvious that he wouldn't go up after you confront him, and if you catch him in his room, an let him walk, it makes me feel even more stupid...Just the price you have to pay for a fun chase?
The only way I could spin it is my character is what you'd call an evil man
and let him go on purpose so he knows I'm coming. Which honestly I think I can live with.