| Well, here's what I do, in such situations.
The basic strategy to use is that you have to continuously keep the interest level on her end. Show her different sides of you, if you're cocky for a while, become vulnerable on some night, if you're uptight on some days, be a dork on the others... Basically, she will be amazed at the depth you project and you will become a challenge to her. She will want to figure you out and try to know everything about you. Share stories with her, get her to share her stories, talk about all kinds of things, yes, even the stupid ones. One night I just spent talking to this girl about how romantic comedies are giving women and men wrong ideas. That debate went on for 4 hours.
My point is, there is no shortage of things to discuss. Find them. Ask open ended questions, give her vague replies sometimes, on some days be quiet, brash on the others.
Variation is the key to interest.
All the best.
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