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They will put both you and your date into a vulnerable position, and force you to go to an internal place and ask why? Instead of saying things to be more attractive, or perhaps fool yourself self into liking her more, it allows both of you to be authentic and real. If you could pick one, would you rather have infinite money or love? If you could undue anything from the past, what is it? For your convenience, I have segregated these dating questions into four sections: Romantic, Funny, Deep, and Random. Keep the moment light, and explore her layer by layer (not literally, lord bless your mind! Following are what you could pick from: Deep Questions What could qualify as a deep question?
Suddenly all your deep fears and insecurities are exposed; and as much as you would like them to go away, they don’t. Today, keep that pen and paper aside, and stop making notes, guy!