Blue,
What did I tell you before dude? You gotta be confident! You've got a wicked job, college grad, good taste, all that stuff. That makes you a catch. Now you just have to realize that, and once you do women will notice as well.
When you are calm and relaxed, women will feel calm and relaxed around you, which is the #1 thing you want to shoot for. If you feel skittish and worried about what she thinks of you, she will pick up on it and get weirded out. If you are confident in what you are doing however, she will just go along with it. You set the frame, make the reality.
But with that pep-talk out of the way, when it comes to chatting, always remember that women are inherent narcissists: they LOVE talking about themselves. So use that to your advantage. Don't play 21 questions, but generally let her dictate the conversation.
Really though man, get your confidence up. Realize that you are King, that she is in your life because you want her to be. YOU are giving HER the chance to be in your life, and to spend time with you. Not the other way around. YOU call the shots. Be confident, be polite, but always control the frame. And most importantly, enjoy it. You're out with a hottie. Be proud.