Let’s assume she remembers who you are, and she was wondering when you were going to call. Now you are going to be direct, confident, decisive, and you are going to say: Jessica, when are you free to meet up for a drink? You are not going to say: I was wondering if you would like to go out sometime. That shows your schedule is wide open, you don’t have anything else going on, please pick a day where I actually get to spend some time with you and have you grace me with your presence, your highness.