If I was the third person in a discussion with my self (by the way this does happen)then I'd have to ask my self "why are you doing this again? You know you can't talk to women that are pretty your too d*mn shy and afraid they would just blow you off. For what ever reason, which if you think about it none of them could justify the fact that your still you and their still without. Don't let that guy worry you go ahead and test the waters. He might just surprise you. wanna bet?

It all depends on the out come of or mutual tastes and or wants. I feel it's best to include the other person so to make them feel a part of the date an not just an object of a fantasy. Now later there would be surprises. but again that comes with knowledge.