Do you remember the first time you accidentally drew a phallus on your whiteboard in front of a group of teenagers? I do. We were annotating the poem In a Station of the Metro by Ezra Pound. It was the first class of the day at my private, Christian school in the spring of my sixth year of teaching. Students had copies of the poem accessible on their iPads. My iPad was mirrored to my projector screen, which displayed my rapid annotations, as we analyzed the two lines of verse. At this point in my career, I would by no means consider myself a seasoned teacher. My skin had thickened, however, and while first-year-me might have attempted a Keep Calm and Carry On moment, sixth-year-me was able to have a moment of laughing at my own gaffe with my students. After a few minutes, we were all able to pull ourselves together and continue with the annotation.