Money is an object, eh? Who hasn't been there? Hell, I am there.
Anway, here's my ideas. Shoot some pool. It's usually not too expensive, and it can last as long or short as you want it to. If not that, try a karaoke bar. Most of them require almost no money (like 10-20 for you both) and it really loosens things up. It also can last as short or long as you want. Lastly, perhaps bowling? A lot of girls like bowling that I know, oddly enough.
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