Thanks for coming everyone! I had a fun time, and I hope you got something out of my rather disorganized ramble, perhaps just a sense of how you can play with things.
I want to repeat some of the information in case you missed it.
Pry is at http://pryrepl.com, on github at https://github.com/pry/pry.
Conrad Irwin's talk on Pry is probably essential, I did it absolutely no justice at all: https://www.youtube.com/watch?v=D9j_Mf91M0I