One of my favorite resources for teaching Pragmatics in my Introduction to Linguistics class is Dinosaur Comics. In fact, these comics specifically mention Paul Grice (“one of my linguistic heros”) several times, but more often than not, T-Rex violates the Gricean Maxims or the Cooperative Principle.
Two indispensable Pragmatics-related Dinosaur Comics are below. Feel free to adopt this strategy in your own explorations of Pragmatics — my students, save a couple, have always enjoyed this take on the subject. Plus, they’re kind of silly.