That man is a total fucking comic genius.
He knew that they wouldn't play well but he deliberately included them anyway because he knows what he wants to say.
And then he puts in a bunch of "safer" jokes so that he doesn't lose the audience.
(Watch David Letterman's interview with him on My Next Guest Needs No Introduction if you haven't already.)
I thought that Boom Box scene was just silly and the movie was stupid.
I'm in love with the John Cusack in Grosse Pointe Blank.