Yeah, I'm clueless, what do I need to do here?
Most Helpful Girl
Try discussing your interests and hers (or his). Perhaps you could start with music? That seems like a good topic to me, especially since I love to talk about music. You could discuss films, literature, history, art, hobbies, or food (if you're at a restaurant or café). If you met this person at school, you could talk about what classes you guys are taking and what your aspirations are, school- and career-wise.
Don't ask questions that are too personal or awkward. (If, before you ask a question, you feel even the slightest bit of uneasiness or awkwardness, refrain from asking it.) Also, try to refrain from discussing politics or religion. Neither of them are very conducive to pleasant conversation. Ha ha.