7 Intriguing, Convo-Spurring Questions To Ask On A First Date

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First date conversations can be rough. Here are some softballs.

I'm not sure that there is any actual data to support this, but first dates are the most stressful moment in a person's life. It doesn't matter if you like the person or not, it is crucial that they like you.

Starting a first date conversation is nerve wracking, to say the least, and you'll probably find yourself searching your brain for some of the best conversation starters.


RELATED: 21 Things The Most Attractive Women Do On The First Date (According To Men)


Unless you're one of those types with an unhealthy level of self-esteem, self-awareness and self-love, you have probably felt a crushing amount of anxiety at the prospect that someone wouldn't immediately think you're the cat's pajamas. (Hooking up and then going on a first date seems like decent way to assuage a little discomfort, though.)

The good news is that you've already made enough of a first impression that this person agreed to a date with you (unless it's one of those blind dates and that's an absolute crapshoot, even with the best of preparation). Some people say that certain topics are off-limits for a first date conversation, and there is some merit in that assertion. Which leaves you with doing stuff and small talk as the only the only way to interact.


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You may think small talk is just a bunch of petty chit-chat, but it need not be an exercise in abject banality. You can learn a decent deal about someone with largely innocuous questions and decide if you're up for sharing more important stuff. Plus, this could give some hints at future gift ideas.

Don't be a jerk about it, and slide the best conversation starters in there casual-like. And like any good investigatory journalist, remember to infer "why?"

1. "If you were to be trapped in an elevator, who would you like to be with? Present company excluded, of course."

2. "Do you have siblings? If so, how many and what order were you born?"

3. "Have you ever been to [insert your favorite travel destination that's not synonymous with prostitution or drugs]?"

4. "What's your favorite word?"

5. "What skill [or super power, if you're frisky] that you do not possess would you most like to have?"

6. "What's your favorite thing about yourself, non-physically?" (Specify non-physical, because if I had a nickel for every time I heard "butt," I would have more money than I do now.)

7. "Would you like another drink?"

In virtually no circumstance should you ask if you sat in some gum and then expose yourself. Keep things casual, light and fun, and you'll probably score a second date after this one.


RELATED: 3 Questions To Ask On A First Date (To Figure Out How Compatible You Truly Are)


Tom Miller is a writer and performer based in New York. He's been a mechanical engineer and a banker. He's been the general manager and coordinating video producer at YourTango for 12 years. He's probably listening to Bryan Adams' "(Everything I Do) I Do It For You" as we speak.

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