Generally love that type of humor too but it’s less funny if the person making the joke insults the other person. Because then it makes it seem like the joker does not get that there’s two meanings in the phrase, like how the original commenter noted. It makes the joker seem condescending and oblivious.

Saying these types of jokes with a straight face would be much funnier than if the joker was mean spirited. Leslie Nielsen was a master at this.