CAH is hilarious twice a year for three years. After that, I'm not sure.
I've only ever played with friends and acquaintances (good people, really) that have equally twisted senses of humor, which is almost all of them. I can't imagine playing with strangers. That would be truly awkward.
Cards Against Humanity is reprehensible. It's a bad game, it's racist and sexist as fuck.
As a white, cis-gendered, heterosexual male who is privileged as shit, I have never not enjoyed myself while playing it because I am a terrible person.