Point Of Interest

So I am wondering at what point does a person admit their interest in a person? For the last few months I have been spending endless hours of the phone (the most so far being 7, yes 7 hours) talking to this guy. He gets a solid B- on the report card but the constantly laughter and never ending conversations about the whys of the world. He believes he has me figured out. All my quirks and my mindset but we have only met each other twice. Our last meet and greet was a date at Walmart. I know, I know, a date...at Walmart? Yes. I did not know how to get to the one by his house so we decided to take a trip grocery shopping. It was actually kind of fun walking around the store doing a little shopping and acting silly. People are always saying we look like siblings as well as recommending we actually go out on a real date. We both know that there is an attraction but neither of us want to admit there is interest. Instead we play coy, making fun of one another and making up names for one another that have been cemented into the minds of our friends. At what point do you finally show all you cards and go all in?