Most Helpful Girl
mabye ask her about herself. what she likes to do for fun. music is always fun to talk about. maybe as her about what she wants to do after she's done with HS. talk about what you like to do in ur free time. what your favorite foods are.
Most Helpful Guy
Favorite position and the the strangest place are great topics.
Oh wait, you are talking about little boys talking to little girls.
It takes practice to learn how to keep conversations going, a LOT of practice. Asking open ended questions is a great way to do it, "What do you think about ____?".
The other thing is that she has the same problem. Use that as a topic. Say, "I don't really know how to keep a conversation going, I never thought it would be so hard. Do you feel the same way?" "Let's work together on how to do that, what do you think?" "Let's pick a topic at random and talk about it."
What this does is it confirms her feelings and it puts the two of you working together as a team.
Ask a lot of "Why do you think that?" questions. Let her finish her thought before you respond, and listen to what she is saying.