I don't know that he is playing game but is surely doing a temp check.
What does that mean to you?
Simple:
A man will test the waters often to see if he still has the fish on the line. He checked by sending you the text and planning the dinner. Both times you confirmed that the fish was still on the line.
You want to see desperate?
Let go of the line, this is not a game it is GAL without the expectation of getting a reaction. You have been very good at this but jumped at the first sign of interest. Don't!