G.Cannon: so I know a character named benny is i'm assuming evil because you can kill him at some point (also something about caesars which I think is a faction). Not a lot of info, but Its a bit annoying, not even getting to this yet. Is this a spoiler, and is it main quest?
Let's sort out few things.
First, refer to the exact game you're talking about, this forum cover all versions.
Second, in Fallout games you can kill anyone. You can kill absolutely important people, but no one is so important that it would kill the game for you, you will just go some other way around, or miss a side quest or two. In F2 for example I once tried to get in the Vault City with false papers, blew it up, and slaughtered the entire city in the result. That was an insane fight but I survived and successfully finished that game, without doing any Vault City quests, of course.