Dating Advice

24 great first date conversation starters

One thing that is sure to dent a woman’s first impression of you is a bad conversation. You need smooth ice breakers, light-hearted questions that provoke thought and laughter, as well as questions that dig deeper and go beyond. To save you from awkward silences, we’ve put together 24 first date conversation starters that’s sure to help. Not to mention, they’re backed by professionals who really know what they’re talking about.

1. If you could get on a plane today, where would you want to go and why?
Who doesn’t love to traveling? Nobody, that’s who! If she hates to fly, road trips, or has no desire to leave her hometown ever, that’s a good indicator of her ambitions and desires. Otherwise, this question will light her up and you’ll learn what’s most important to her. It actually provides a good back-and-forth conversation between the two of you.

2. What’s the one thing I would never guess about you?
“This is an awesome ice-breaker because it’s a flirtatious and mischievous ,” Also It’s a sign you’d like to know her more, while you’re still giving her the room to reveal more of what she wants to share with you or not.

3. What are you passionate about the most?
This question lets you get a sense of what she feels strongly about and whether she’s heartfelt and spirited. It’s also the perfect way to tell whether her level of passion is compatible with yours.

4. What is your dream job?
“This is a good way to ask because a dream job suggests passion. Also, her response will be very revealing if she’s about money or just enjoys it. Each of these explanations reveals something about her character and ethic.

5. What really makes make you laugh out loud?
If things get awkward, divert to a more carefree topic. Everybody loves to laughter, and talking about the things that make you fall into a fit like dad jokes, cheesy pickup lines or a particular youtube video gets the conversation going… and both of you laughing. Lots of laughter on a first date is a really good sign.

6. If you din’t have to work another day in your life and you had lots of money, what would you do during the day?
This can bring a light, playful feeling into the midst of your questions. It is also very fascinating to hear her answer.

7. What has been your most significant year of your life so far?
you will want your conversation to become a bit more reflective, meaningful and thoughtful, this is a good fall back. Not only do you get to hear about her life story, but the bits that most meaningful and important to her.

8. What is one thing you did as a child that you still miss today?
She’ll get a little reminiscent with this question. It’s quite playful. Who knows, you might have gone to the same camp or vacation spot each summer. It is fun to see what you might have had in common as kids.

9. Who do you talk to the most everyday?
You’ll learn about people closest to her in life. You’ll see if she has a tight bond with her siblings or parents. You can also see if she’s hung up on an ex. Fact! The five people we’re around the most, shape us the most; her relationship to any one of her closest friends and family members tell you a lot about her

10. How did you spend the day?
Waiting to be seated at your table or for your waiter to arrive? Break the ice with a simple, straight-forward question like this. “You get a glimpse into her day, her job responsibilities, how she deals with stress, her energy levels and how she spends her time. Those small details and what she chooses to focus on, whether good or bad, will clue you in on her personality big time.

11. What are 3 things you want to accomplish before you die?
You’ll get huge insight on her goals and priorities in life. You can tell whether she’s philanthropic, an outdoor buff with a killer bucket list, and everything in between.

12. What did you get up to last weekend?
If you’re going to be compatible with a woman, you’ll need to have common habits and hobbies. Ask how she spends her free time! From this, you’ll get a sense of whether she enjoys relaxing or letting loose when she’s away from work.

13. Who is the most influential person in your life?
Instead of asking how close she is with her family, ask: ‘Who is the most influential person in your life? This will tell you more about her family dynamics and close relationships she has with friends.

14. What is your favorite animal?
Questions like this can stir up memories from one’s childhood. It will also let you know if she’s a pet lover or not. It may seem silly, but if she hates dogs and your Bulldog is part of the family, or she’s got two cats and you’re allergic, things might not really work out.

15. What is your all-time favorite movie?
This answer will reveal whether she has a dark, goofy, nerdy, romantic, sappy, or quirky side.

16. How do you usually spend your mornings?
It might seem super particular, but her morning routine is highly revealing. Does she wake up, get ready, and rush to work with just minutes to spare? Does she wake up, lounge around, read a newspaper, then get ready for work? Or does she meditate, go for a five kilometer run, shower, and make a gourmet breakfast before heading out the door? These scenarios are snapshots of three incredibly different people and personality types.

17. How do you usually spend your nights?
Just like the previous question, this one clues you in on how she spends her time and whether you’ll enjoy the same activities. You may love going out to clubs and bars for karaoke on a Friday night while she would rather binge-watch a series. You’ll see early on whether you’ll clash.

18. What is you all time favorite song/band/artist?
Asking her favorite song, band, or artist of course tells you about her taste in music. But you can branch off and find out what her first concert was, who she’s dying to go see, and if the cards work in your favor, these bits of information can turn into a phenomenal future date or surprise.

19. What are you the most afraid of?
See what childhood fear she still has: Maybe she’s terrified of spiders, darkness, and basements. And ask what she’s most afraid of in life: Is she afraid of failing at her job, mending a particular relationship? You’ll see a vulnerable side of her without pushing too much.

20. What did you want to be growing up as a child?
Both of you get the floor to speak about your childhood. You’ll have endless stories… chock-full of embarrassing confessions and lofty dreams.

21. What is the worst pickup line you’ve ever dished out/heard?
There’s nothing wrong with getting a little flirtacious on a first date. Ask her for some of the worst pickup lines she’s heard. You’ll get some laughs and can try some cheesy ones out on her.

22. Growing up did you have any nicknames ?
You’ll get her laughing with this one. Sure, it might be a little embarrassing, but the stories behind the nickname will make for great, light-hearted conversation.

23. What is the most embarrassing thing that has ever happened to you
She will be more inclined to share if you tell a funny story at your own expense first. It’ll show her you have a sense of humor and can laugh at yourself.

24. Do you have hidden talents?
Maybe she was a champion cup stacker in her youth or she’s a classically trained pianist. When you ask the right questions,it can unveil a goldmine of information.

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