Good Questions to Ask

15+ Engaging Questions to Ask on a First Date: Find Out If They’re The One

questions to ask on a first date

First dates are like a box of chocolates – you never know what you’re going to get. Will it be the sweet, perfect match or the odd, raisin-filled surprise that makes you wonder who in their right mind puts raisins in chocolate? But fear not, fellow love-seekers, for I am here to arm you with 15+ questions to ask on a first date. Let’s dive into the art of conversation, one awkward chuckle at a time.

Breaking the Ice – Questions to Ask on a First Date

Picture this: you’ve just sat down at a cosy table. The candles are flickering, casting a warm glow that competes with the nervous fireflies in your stomach. It’s time to break the ice without sounding like you’re conducting a job interview. Here’s how:

  • “So, how did you get into [insert hobby/interest here]?” This shows you’ve paid attention to their profile or previous conversations. Plus, it’s a great way to learn about their passions.
  • “What’s the most spontaneous thing you’ve ever done?” This could lead to some fun stories. And if their idea of spontaneity is choosing a different Starbucks order, well, that’s information worth knowing.
  • “If you could have dinner with any three people (dead or alive), who would they be and why?” This reveals not only a bit about their interests but also their sense of humour. If they say “my future spouse” and wink at you, either run or brace yourself for a flirty evening.

The Light and Fun – Questions to Ask on a First Date

Now that the ice is more cracked than my phone screen, let’s keep things light and breezy, like a perfect spring day or a reality show about beach house renovations.

  • “What’s the worst movie you’ve ever seen but secretly loved?” Everyone has a guilty pleasure. If they say “The Emoji Movie,” try not to judge.
  • “If you could be any animal, what would you be and why?” This question is a classic. If they choose a sloth and you’re more of a cheetah, well, that could say something about future pace compatibility.
  • “What’s the most embarrassing thing that’s ever happened to you?” Sharing embarrassing stories can be a bonding experience as long as they don’t involve past dates. That’s a red flag served with a side of awkwardness.
Questions to Ask on a First Date
Image: Vecteezy

Deep Dives – Questions to Ask on a First Date

Alright, it’s time to switch gears and get a tad more serious – think of this as the moment in a rom-com when the laughter dims and the heartfelt background music starts playing.

  • “What’s something you’re really proud of but never get an excuse to talk about?” This question gives them a chance to shine and you a chance to see what they truly value.
  • “If you could change one thing about the world, what would it be?” A bit deep, but it can reveal a lot about their worldview. If their answer is “more vending machines,” well, at least you know they’re practical.
  • “What does your ideal life look like ten years from now?” This is a subtle way to gauge their aspirations and dreams. If they mention a house full of cats or a nomadic lifestyle, take notes.
Questions to Ask on a First Date
Image: Freepik

The Quirky and Unusual – Questions to Ask on a First Date

As we near the end of our guide, let’s embrace the quirky. After all, normal is just a setting on a dryer.

  • “If you were a pizza topping, what would you be and why?” This is a fun way to see how they view themselves. If they say pineapple, prepare for a debate.
  • “What’s the most unusual skill or talent you have?” Maybe they can juggle while reciting Shakespeare, or perhaps they’re an expert in folding fitted sheets (a rare skill indeed).
  • “If you could live in any TV show, which one would it be?” This reveals a lot about their taste and whether they prefer drama, comedy, or living in a cartoon.

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Questions to Ask on a First Date
Questions to Ask on a First Date. Image: Freepik

Wrapping It Up – Questions to Ask on a First Date

As the evening winds down, and you’ve both shared a laugh or two, it’s time to decide: Is this a “see you never” or a “when can I see you again?” scenario? Here’s how to wrap it up:

  • “I had a great time tonight. Do you enjoy these kinds of conversations?” This is a non-awkward way to gauge their interest.
  • “What’s your idea of a perfect second date?” If they mention something you both talked about enjoying, that’s a great sign!
  • “Would you rather end the date with a handshake, a hug, or a plan to meet again?” This is cheeky and direct, but hey, it’s better than lingering awkwardly or the dreaded pat-on-the-back goodbye.

FAQs

What if the conversation starts to lag?

Ah, the dreaded awkward silence. It’s like a tumbleweed rolling through your romantic desert. Fear not! This is a great time to pull out a fun, light-hearted question, like asking about their favourite superhero or which ice cream flavour they’d be. Keep it breezy, and watch as the conversation picks back up!

How do I know if my date is enjoying the conversation?

Keep an eye out for those telltale signs: are they leaning in, making eye contact, and laughing at your jokes (even the bad ones)? Great! If they’re glancing at their watch or giving one-word answers, it might be time to switch gears or, dare I say, call it a night.

Is it okay to talk about past relationships on a first date?

Tread lightly here. While it’s okay to mention past experiences briefly, it’s usually best to steer clear of deep dives into ex-territory. Focus on the here and now. You’re on a date, not in a therapy session!

What if my date asks me something too personal?

It’s totally fine to set boundaries. A simple “I’m not quite comfortable discussing that yet, but maybe down the line!” can do wonders. Remember, it’s about mutual respect and comfort.

How can I make my date feel more at ease?

Be yourself and show genuine interest in what they have to say. Smile, nod, and throw in a few empathetic “oohs” and “ahs.” It’s like adding cheese to a pizza – it just makes everything better.

Are there any tools or apps that can help me come up with more questions?

Absolutely! For instance, AhaSlides is a great tool that offers word cloud features. You could subtly suggest using it to create a fun, interactive word cloud of things you both like. It’s a tech-savvy and engaging way to discover common interests without sounding like you’re reading from a script.

Should I plan for the conversation or just go with the flow?

A bit of both. It’s great to have some questions up your sleeve, but don’t be afraid to stray off-script if the conversation takes an interesting turn. Think of it like jazz – it’s all about the improvisation!

How do I gracefully end the conversation if I’m not interested?

Honesty, as they say, is the best policy. A polite “I had a nice time, but I’m not sure we’re a match” is straightforward and respectful. No ghosting is required!

Conclusion

First dates might be unpredictable, but armed with these questions, you’re ready to dive into the delightful chaos of getting to know someone new. Remember, the goal is to have fun and be yourself. After all, if they don’t appreciate your killer joke about the raisin chocolate, are they really the one for you? Happy dating!

Remember, every great conversation starts with a question. So, still questioning and staying curious!

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