But his most recent dose of shade might have been accidental.
Diddy uploaded a photo of himself from a party celebrating his documentary Can't Stop Won't Stop: A Bad Boy Story, when he tagged @kyliejenner, when in fact it was @kendalljenner in the pic.
When fans pointed out his mistake, he was prompted to apologise.
"I'm human, people. I make mistakes. Sorry."
TBH it's not that awful of a mistake, and we've definitely done it before. It doesn't help that each sister start with a damn 'K'...
Although it seemed shady after his Met Gala #crop, it does seem like he and the family are on good terms.