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Here's what you should and should not do in order to get to date number two. Ask about hobbies and passions rather than taboo subjects like religion, politics, or money. It sounds contradictory to our last point, but don't try to be funny on the date. Many men feel it's traditional to pay for dinner, but if you're a progressive kinda gal, let him know you'd like to pay for date number two. If you really like him, you will probably do these things without thinking anyway.14. If you're interested in a second date, don't be shy. Say, "I had a really nice time and I'd like to see you again." Be fearless; like ripping off a Band-Aid, it's best to get it over with quickly. But if you feel that spark, it's likely that he does too.