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Breaking The Ice: Questions To Ask On A First Date

Updated on October 6, 2011

Most of my first dates were riddled with awkward silences and short conversations. Even though I knew the guys I was going out with, dating seemed to take things to a level we had never played on together. We would struggle with what to say to one another, sometimes bringing up mindless gossip about our circle of friends just so we could fill the gaps. As I became one of those people who liked to be prepared for any situation I went into, I started coming up with conversational topics before the date so things wouldn't get stale. They didn't always work out, especially when I brought up something he knew nothing about. So my dates would end just as awkwardly as they began because we couldn't find any common ground to connect on. Finally I started coming up with fun and interesting questions to ask my dates. Nothing that was yes or no, I wanted something that would spur a conversation. Either he or I would need to elaborate, so the number of awkward silences would diminish. They weren't always fool-proof, but they helped.

If you could invite three people to dinner, dead or alive, who would they be and why?

I like this question because you can find out if they have any historical heroes or religious person preferences. I've heard everyone from Jesus to Bill Clinton. Whenever I told someone I wanted to invite Anne Boleyn I'd have to explain who she was because not all people know her sordid history. I like the creativity of some of the answers I've heard though. One guy told me he wanted to dine with Morgan Freeman, but only if he narrated the entire dinner.

What would you do if you walked into your house and found a stranger sleeping on your couch?

Most people say they'd call the police or kick the stranger out. Me, I would run from my house screaming. I used to be incredibly paranoid that whenever I heard a sound at night it was someone breaking into our house. Sometimes I would come home in the afternoon and everything would be so quiet that I'd walk around the house with a knife saying, "If anyone is in here, I have a weapon and I know kung fu." I'd probably have a heart attack if someone actually came out of the bathroom with their hands up surrendering.

How long do you think you'd last in a zombie attack?

I don't believe in zombies, but my husband and I talked about this the first time he met my friends. He felt he was an expert and traded tactics with one of my best guy friends. My friend immediately told me that he was a keeper. You don't have to be a pro at killing the undead to speculate on how long you'd last if they attacked. I'd probably be bitten and shot within the first twenty four hours. I have no shame in this.

What is your favorite body part?

I've learned from this question that most people don't have one or if they do, it's often an inappropriate part. Mine is the femur, but whenever I tried to tell someone that they would get confused. Apparently femurs are not well-known by the general populace, even though we all need them to walk.

What brand of toothpaste do you use?

This is a good question for one reason: if they can't tell you, you know then that you should never go out with them again. Date people with good hygiene. You'll thank me later for this tip, especially when it comes to kissing and getting up close and personal with his or her mouth.

What tv show do you wish wasn't cancelled?

I like this question because it means you can connect on old shows you both used to watch. Miss Boy Meets World? Don't worry, we all do. Can't believe they cancelled Kenan And Kel? Reminisce about how popular orange soda was back in the day. Everyone has a show they wish wasn't cancelled, some of us more childish than others. After all, Nickelodeon was my favorite station as a child. There's an endless number of kids shows on there that I loved when I was younger. Just because I've aged a decade doesn't mean they should have been taken off air.

Other Easy Going Questions

  • Who was your childhood hero?
  • If you were a movie star, what type of movies would you want to star in?
  • If you had to lose one of your five senses, which would you give up and why?
  • Who was your first tv character crush?
  • When would you go back to if you had a time machine?
  • How old would you be if you didn't know how old you were?
  • If happiness was the currency of the realm, what job would make you rich?


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    • mattdigiulio profile image


      6 years ago

      Great Hub. Voting up

    • Matt in Jax profile image

      Matt in Jax 

      6 years ago from Jacksonville, FL

      Great suggestions for those beginning to date. And yes, the zombie question will always win over your dude friends. It's something we talk about more than chicks know. Haha.

    • JEDIJESSICUH profile imageAUTHOR


      6 years ago from Kansas

      JT Walters - I guess I'm showcasing how young I am, haha. I like random topics, things you wouldn't normally expect.

      NaturalSolutions - Thank you. :)

    • profile image


      6 years ago

      Those question are really helpful it is important to have a mind games to make the date more exciting and daring. Very nice blog, I wish can do

    • JT Walters profile image

      JT Walters 

      6 years ago from Florida

      Hi Jedijessicuh,

      I think these are all wonderful topics to speak about on dates as they are easy topics. I just have never discussed such things on a date.

      Great Hub!!


    • JEDIJESSICUH profile imageAUTHOR


      6 years ago from Kansas

      J.S. Matthew - Why thank you. :)

      Kathleen - It's not like that for everyone. When you're in your teens, asking a personal question can be too, well, personal. It's not until you hit your twenties and older that stimulating conversation becomes easier.

    • Kathleen Cochran profile image

      Kathleen Cochran 

      6 years ago from Atlanta, Georgia

      I've always been able to keep a conversation going with anybody - the nurse at the doctor's office, the person waiting in line with me, whomever! That's probably why I became a reporter.

      Simple advice: ask the person a personal question, listen the the answer, ask a follow up question. Most people want to tell their story - if somebody is listening.

      Good luck!

    • J.S.Matthew profile image

      JS Matthew 

      6 years ago from Massachusetts, USA

      This is a great guide for people who want stimulating conversation on a first date! Nice job. Voting up and sharing!



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