Yes, you do have this! It sounds like the first day went rather well and he noticed how you looked and he complimented you on the outfit, i.e., not once...but twice! That's wonderful!
I'm sorry the assistant is going to be tagging along for dinner, but at least it's just for the one night, i.e., the same as the movie.
Your IC is correct in stating that you are the "home base". Hopefully the "speech" won't come up because his attention is elsewhere for the time being.
Good luck!
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.