A Real Conversation – or Falling in Love – in 36 Questions or Less

A conversation and falling in love. Sometimes they start same. Small talk is fine to a point, but there’s one thing that sparks a connection more than any another – mutual vulnerability, powered by self-disclosure. This is where the real magic happens.

A number of studies have shown that to move a conversation from the surface to a little bit more, mutual vulnerability is key. This calls for conversation that’s a little bit bolder and a little bit braver, but they are always the conversations that are exquisite to be a part of.

Nobody is suggesting that hearts and souls be put on the line in the name of intoxicating conversation, but intelligent, interesting conversation, with a little bit more of someone brave enough to go there, is impossible to walk away from. It’s charming, fascinating, energetic and so are the people involved. At least that’s how they will be seen and remembered.

There is an abundance of research that has looked at the way people develop intimacy.

Professor of Psychology Arthur Aron, has done extensive work in the area. According to his research, intimacy is critical to a relationship because it not only grows the relationship, but also the people in it.

When two people begin a relationship, each begins to ‘include the other in the self’. By opening up to another person’s beliefs, feelings, ideology, resources and personality, the unique parts of another is added to the already defined parts of the self, and the self expands.

The process of self-expansion typically happens through time spent together, sharing activities, ideas and interests.

The more two people share in a novel and challenging activity, the greater the feeling of closeness. Conversation – the right conversation – can be as novel and challenging as anything.

The keys to establishing a real connection.

A key feature in the development of close relationships is dropping the defensive guard. As explained by Professor Aron and colleagues,

‘One key pattern associated with the development of a close relationship among peers is sustained, escalating, reciprocal, personal self-disclosure.’

Self-disclosure facilitates a number of important aspects that have been established as important to building intimacy:

It communicates vulnerability. When the defensive shell is dropped, the extraordinary happens. It’s just the way it is.
It extends kindness and warmth – two qualities that have been consistently reported by people as the qualities that attracted them to someone.
It has at its core an assumption that the other person will be accepting. This is an important one. Expecting that people will like you (with humility, not arrogance) will in itself generate warmth and openness. If you don’t actually feel it, fake it. Acting as though you assume you will be accepted and liked will ensure you come across as warm, open, interested and interesting. Don’t go too far though – nobody likes arrogance – but if you’re faking it, there’s no chance of that.

In a fascinating study, Professor Aron attempted to escalate the intimacy between strangers. He paired participants and gave each couple a series of 36 questions to discuss, designed to facilitate self-disclosure. The questions escalated in intensity, based on the finding that one of the keys to establishing a close relationships is self-disclosure that is sustained, escalating and mutual.

Results revealed that participants rated their relationship with their partners of less than an hour to be about as close as the average relationship in their lives and in other people’s lives.

The effects of the 45 minutes self-disclosure activity (involving the questions below) lasted beyond the study, with many participants maintaining some sort of relationship with the person they had been paired up in the study. That there was a carry over that lasted beyond the study indicates the power of self-disclosure.

The self-disclosure questions create the spark and ground to build on. The key elements of a successful relationship – loyalty, commitment, dependability, come with subsequent work and mutual effort to progress the relationship.

36 Questions that Will Spark a A Real Connection

Now to the best part. Here is the list of questions developed by Professor Aron and colleagues to accelerate intimacy between strangers. They’re fascinating, interesting and communicate a curiosity that would feel quite extraordinary to be on the other side of – and difficult to walk away from. And isn’t this where every ‘something wonderful’ starts?

Try them out with someone you’re already a fan of, or somebody you might like to be a fan of you.

They escalate in intensity of self-disclosure but you don’t have to start at the start. Where you begin will depend on the context of your relationship and the conversation you’re having, so start wherever feels right.

Remember it’s not an interview, so don’t keep charging out questions one after the other. You want to come across as interested, interesting and charming – not robotic and intense. Or weird.

They’re just ideas and the disclosure has to be mutual. Start by being interested enough (and perhaps brave enough) to ask the questions, then be open enough, warm enough and engaged enough to share your own response. Above all else, have fun with it.

Just a quick note: In the following question, ‘partner’ means to the person you are talking to.

Ready? Here we go …

Given the choice of anyone in the world, whom would you want as a dinner guest?
Would you like to be famous? In what way?
Before making a telephone call, do you ever rehearse what you are going to say? Why?
What would constitute a ‘perfect’ day for you?
When did you last sing to yourself? To someone else?
If you were able to live to the age of 90 and retain either the mind or body of a 30-year-old for the last 60 years of your life, which would you want?
Do you have a secret hunch about how you will die?
Name three things you and your partner appear to have in common.
For what in your life do you feel most grateful?
If you could change anything about the way you were raised, what would it be?
Take four minutes and tell your partner your life story in as much detail as possible.
If you could wake up tomorrow having gained any one quality or ability, what would it be?
If a crystal ball could tell you the truth about yourself, your life, the future or anything else, what would you want to know?
Is there something that you’ve dreamed of doing for a long time? Why haven’t you done it?
What is the greatest accomplishment of your life?
What do you value most in a friendship?
What is your most treasured memory?
What is your most terrible memory?
If you knew that in one year you would die suddenly, would you change anything about the way you are now living? Why?
What does friendship mean to you?
What roles do love and affection play in your life?
Share something you consider a positive characteristic of your partner. (In the study, partners were asked to take turns with this, sharing a total of five items they considered a positive characteristic of each other.)
How close and warm is your family? Do you feel your childhood was happier than most other people’s?
How do you feel about your relationship with your mother?
Make three true ‘we’ statements each. For instance, ‘We are both in this room feeling …’
Complete this sentence: ‘I wish I had someone with whom I could share … ‘
If you were going to become a close friend with your partner, what would be important for him or her to know.
Tell your partner what you like about them; be very honest this time, saying things that you might not say to someone you’ve just met.
Share with your partner an embarrassing moment in your life.
When did you last cry in front of another person? By yourself?
Tell your partner something that you like about them already.
What, if anything, is too serious to be joked about?
If you were to die this evening with no opportunity to communicate with anyone, what would you most regret not having told someone? Why haven’t you told them yet?
Your house, containing everything you own, catches fire. After saving your loved ones and pets, you have time to safely make a final dash to save any one item. What would it be? Why?
Of all the people in your family, whose death would you find most disturbing? Why?
Share a personal problem and ask your partner’s advice on how he or she might handle it. Also, ask your partner to reflect back to you how you seem to be feeling about the problem you have chosen.

Humans are wired to connect. The need is a primal one. Picking up on this pulse in another person is the way to move to something bigger. Have the conversation with a sense of fun in mind and you’ll come across as warm, open, curious, bold and charming. You won’t be able to help it.

2 Comments

My wife and I have been thinking about enhancing our relationship so that it is more fun. Thanks for your tips about how we should try to be more vulnerable, kind, and warm with each other. Being able to communicate more effectively in every aspect of our relationship could help us treat each other better.

Wonderful and the truth. Being real involves exposing ourselves and reciprocal vulnerability.
I loved the advice of sharing with the thought of being accepted.
Anything less is false and will never
evolve beyond superficial.

Join our newsletter

We would love you to follow us on Social Media to stay up to date with the latest Hey Sigmund news and upcoming events.

Follow Hey Sigmund on Instagram

I love being a parent. I love it with every part of my being and more than I ever thought I could love anything. Honestly though, nothing has brought out my insecurities or vulnerabilities as much. This is so normal. Confusing, and normal.

However many children we have, and whatever age they are, each child and each new stage will bring something new for us to learn. It will always be this way.

Our children will each do life differently, and along the way we will need to adapt and bend ourselves around their path to light their way as best we can. But we won’t do this perfectly, because we can’t always know what mountains they’ll need to climb, or what dragons they’ll need to slay. We won’t always know what they’ll need, and we won’t always be able to give it. We don’t need to. But we’ll want to. Sometimes we’ll ache because of this and we’ll blame ourselves for not being ‘enough’. Sometimes we won’t. This is the vulnerability that comes with parenting.

We love them so much, and that never changes, but the way we feel about parenting might change a thousand times before breakfast. Parenting is tough. It’s worth every second - every second - but it’s tough.

Great parents can feel everything, and sometimes it can turn from moment to moment - loving, furious, resentful, compassionate, gentle, tough, joyful, selfish, confused and wise - all of it. Great parents can feel all of it.

Because parenting is pure joy, but not always. We are strong, nurturing, selfless, loving, but not always. Parents aren’t perfect. Love isn’t perfect. And it was meant to be. We’re raising humans - real ones, with feelings, who don’t need to be perfect, and wont need others to be perfect. Humans who can be kind to others, and to themselves first. But they will learn this from us.