It sounds like things are heading in a good direction! I would vote for cooking together at home -- it's a great bonding opportunity, particularly if the meal turns out well. Men like "doing" and working on projects -- if their hands are busy they are more likely to open up and talk -- it's a "guy thing".
If you're working on food prep it will be easier for him to open up than if you're looking at each other across a table in a restaurant -- that would be my vote.
Best regards,
Accuray
Married 18, Together 20, Now Divorced M: 48, W: 50, D: 18, S: 16, D: 12 Bomb Dropped (EA, D): 7/13/11 Start Reconcile: 8/15/11 Bomb Dropped (EA, D): 5/1/2014 (Divorced) In a New Relationship: 3/2015