Sweetie- you are no match for him. Don't believe him if he tells you that he has no dating history, bullshit. And if that's true, there's something wrong with a mid or late 30s dude who never had a relationship.

Just tell him up front that you deserve a better present, he is probably going to draw a pie for you again with no action.

Do not see a good outcome for this relationship, there are other ambitious guys your age, date someone who is closer to your age.