21. Go to an archery range
Unleash your inner Katniss. Archery takes some serious concentration and focus, which you'll need to be extra witty at dinner after. Also, is this person going to be any use in a apocalyptic dystopia? Best to find out now.
Break out of the polite nibbling of a fine dining dinner and get some food. The one who gives in first buys the dessert. Assuming you still have room for dessert.
23. Go to a wine tasting at a vineyard, throw out some lingo
Smell the wine and talk at length about its bouquet. No one will suspect that you are both clueless (or are you?), and you can see just how far you can push the faux wine expertise before the other cracks up.
24. Some light falconry
Some say traveling reveals the true nature of a partner, but sharp-beaked wild animals can also do the trick. Remember, if you love something, set it free; if it comes back to you, it's yours forever, or... it's done killing all the small animals in the immediate vicinity.
25. Dress up, invent fantastic back stories, and hang out at the most exclusive bar you can find
Not only will you gain an insight into your date's true aspirations, but you might also get yourselves invited to an awesome after party.