What baffles me is if you were really that confused or curious, you could have at any point googled "Hitler maid pineapple," and immediately gotten an answer.
Furthermore, where did you find this picture such that it was devoid of any and all context of the joke, not even in comments? And why did you save it?

It's from an old movie called Little Nicky. Here is the scene: https://piped.video/watch?v=N7itFdNE2Qw&t=108
edit: Spelling of Nikki
save