I'm a millennial but this reminds me of when I first got into the work force and was stuck in an office full of boomers with me being the youngest. I remember the boss would take turns taking shots at different people during meetings, making insensitive racial jokes about people. I eventually got tired of doing the uncomfortable fake laugh so I just sat there stone faced during his jokes. He halted the entire meeting to a stop to ask me why I wasn't laughing. This is the extent to which office culture must be obeyed and how insecure they get when you don't go along with it. It's so pathetic.