Hate Reads (What to read so you can counter quote bigots)

A life time ago I lost a friend to Objectivist philosophy. Not wanting to lose said friend, I read The Fountainhead and Atlas Shrugged to try and figure out why he was acting like an asshole all of a sudden.

I took a couple points of psychic damage in the process, but at least I can stand my own when offering counter arguments against their edgy philosophies.

What are some other works that it would be handy to be knowledgeable of the next time a philosophical edge lord tries to quote me into a corner?

I'm looking to be more well informed in conversation.