Phil, one of the characters in the show, is a real estate agent and is helping his brother-in-law break into his own home after leaving his house keys with his partner at the airport. Phil faces the camera and says:
The average burglar breaks in and leaves all these clues behind. Not me. I'm completely clueless.
Obviously, most of us turn to the interpretation of clue to mean 'idea' so that clueless means 'lost' or 'confused.' However, Phil's play on words turns clueless into a new meaning of 'without physical clues (or without leaving physical clues behind)'.
That one line is enough to make me love that episode. Later on in the episode, Jay (Phil's father-in-law) is telling his grandson to sit down. His grandson falls into a chair and lands on Jay's Kindle, which prompted this reaction from Jay:
Ooh, ooh, my Ludlums!
Prior to this incident, we learned that Jay had loaded 8 books by Ludlum onto his "reading device", and he was looking forward to spending some quality time reading those books on his vacation. So when his grandson broke his Kindle, he voiced his concern over losing the ability to read the books by Ludlum; instead of using a longer phrase to describe that, though, he substitutes the author's name for the books (i.e., he uses metonymy).
What are some of your favorite instances of word play in a movie, TV show, or book?