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Find out if they're 'the one' with these deep dating questions

When your crush is about to turn into your full-time other half, the yin to your yang, the spaghetti to your meatballs, you might think you know them well – especially if you’ve been friends before.

But, do you know them well enough to win a ‘How well do you know your partner?’ gameshow? Or, you know, well enough to make things official (the more likely scenario)?

If not, it’s time to dig deep and hit them hard with some real talk. We’re talking deep dating questions, and it’s about to get serious. Cue the tense music.

 

Get to know the fam

Family is an important part of everyone’s life, so get to know about your crush’s family to learn more about them. Here are some pretty deep questions to ask on a date about your crush’s family:

  • Where did you grow up with your family?
  • Did you have a good relationship with your parents/siblings?
  • What made you get into trouble the most as a kid?
  • What do you have the most in common with your parents/siblings?
  • What do you enjoy doing with your family the most/the least?

Some inside intel could help win you brownie points / enter the circle of trust when you finally get to meet the loved ones.

Some inside intel could help win you brownie points / enter the circle of trust when you finally get to meet the loved ones.

Some inside intel could help win you brownie points / enter the circle of trust when you finally get to meet the loved ones.

Working 9 ‘til 5

Working 9 ‘til 5 has always been the traditional way to make a living, but what does your crush do? Find out more about how they make it rain with these deep questions to ask your crush:

  • What do you do? (I mean, simple and direct, but effective)
  • What was your dream job as a kid?
  • How long have you been doing it?
  • Have you ever pretended to be sick to do something else? (And, of course, ask what the something else was if they have)

Chilling out

Wondering if your crush is the next Harry Kane or your future-wifey is an Insta Queen? Try out these deep questions to ask a girl or guy:

  • What do you do for fun?
  • If you had a whole weekend to yourself, what would you do?
  • Are you adventurous? (Are they a lover of this bold new scent, for example?)
  • What’s your favourite and least favourite movie/band/book?
  • What’s something new you’d like to try?
  • Of all your hobbies, which one would you choose to make a career of?

Hopes and dreams

Whilst you’re looking to the future of your relationship, why not check out what your crush has planned for themselves? Use these deep questions to ask a girl or boy to figure out if you could be the next big thing in their future:

  • What did you want to be when you were younger?
  • What do you want to be when you’re older?
  • How are you working towards your goals?
  • Where do you want to live?
  • Do you want a family?
  • What’s your main ambition in life?

Wildcard round

All cards are on the table in this round, where you can dig deep and uncover some real truths about your partner. By the end, you should know more about whether you like them enough to put a ring on it (of the hoop-shaped crisp variety or otherwise):

  • What’s the scariest thing you’ve ever done?
  • What was the last thing that made you cry?
  • What’s something you think you should do at least once in your life?
  • What’s more important to you – money or fame?

Once you’ve been through all of these deep dating questions, you should know a lot more about the lucky person that you’re with. Maybe don’t ask them all at once though – that could be pretty intense! Throw out a couple of these deep questions to ask on a date over a few weeks to figure out if you’re super-compatible with your crush. If you’re looking for some more inspo, walk this way.