Portia, He will contact you when he's ready. I still urge you not to contact him unless it's absolutely necessary. If you send the funny email, it will look like you are pursuing. He has to miss you and he knows you so well and is very much aware that after a brief period of time, you will contact him. Leave it be for now.
Keep the focus on you and your life. I promise you, he will contact you and act as if nothing has happened. He needs time to digest the last conversation. Patience Grasshopper!
Sit quietly, the answers will reveal themselves when you least expect them to. The past is gone, the present is a gift and you need to focus on today, allow the future to reveal itself when it is ready.