Deeper conversations with your teen: The questions you need to ask (2024)

It seems crazy to have to admit this. It’s such a ridiculous thing to face up to, but here’s the truth of it: I don’t know how to talk to my son. You’d think, after parenting him for the past 16 years, I’d have a few ideas. But engaging Ethan in conversation just seems to get harder, not easier.

Recently, in desperation, I sat down to make a list of killer "conversation starter" questions to ask my son. And yes, it felt just as weird as it sounds. Coming up with fun ice breakers for a youth group is one thing, but who does that to spark conversations with their own child? Worse still, it turned out to be a short list. When the only new idea for a conversation starter I could come up with was shouting "Fire! Fire!" outside my son’s room, I knew I was in trouble. It was time to get professional help.

My first vote is always for inexpensivehelp, so instead of consulting parenting experts, I turned to their books. All were helpful, but two* quickly convinced me I had everything backwards: I was starting with the wrong questions. The questions that promise to unlock deeper conversations with my son are not infallible discussion starters I can lob at him; the most important questions are ones I need to ask myself.

Pondering these questions, and the wisdom behind them, has profoundly changed the way I relate to my teen. If you’ve been interested enough to read this far, I’m sure you’ll find them helpful too.

Question 1: Do you understand the difference between parenting children and parenting teens?

As kids hit adolescence and begin morphing into strange new forms of their earlier selves, their parents’ communication style needs to morph too. In childhood, we control much of our children’s lives, and our habitual conversation style is focused on issuing commands – commands that are often important for our child’s education and safety. By the teen years, however, that’s a dangerous mode to get stuck in.

Directives to get-out-of-bed-or-you’ll-miss-the-bus-and-take-out-the-garbage-before-you-leave will still be necessary, but if that’s allparents communicate, their teen is likely to drift far from them emotionally. Now, more than ever, it’s important to break away from nagging "do as I say" monologues. At this stage of their life, emerging adults don’t want to feel controlled; instead, they need to feel valued.

If you genuinely desire a close relationship with your teen, it may be time to learn a new parenting style – one perhaps best described as the patient pursuit of your teen’s heart. It’s a long-term process of creating the right "relationship environment" for conversation, then waiting for your son or daughter to reveal what’s reallyon their mind.

Despite appearances, your teen isn’t indifferent to your involvement. Far from it. A son who slinks through the front door and into his room without so much as a "Hello" really is desperate to be noticed; a daughter who simmers through family meals in sullen silence is desperate to share what’s on her heart. But no teen will share with a parent who doesn’t seem to care. First, you’ll need to convince your child of three things:

  • that they are supremely important to you,
  • that you are interested in their opinions and aspirations,
  • and that you see – and love – the amazing adult they’re becoming (even as they make mistakes along the way).

Action steps: Start laying the groundwork for closer communication by seizing opportunities to affirm your teen. Let them know you see the things they do right, not just the things they do wrong. Be specific in praise and try to praise effort and character traits rather than focusing solely on accomplishments. Make it a habit to ask for your teen’s opinion, and alwaystreat their opinions with respect. Let them know you are praying for them, for specific situations.

Question 2: Do you understand that communicating begins with listening?

After years of telling children how to think and behave – i.e., parenting in "control mode" – learning new communication skills isn’t easy. But certain skills are essential if you hope to have your teen trust you with their deepest thoughts and fears. First and foremost, learn to:

  • stop all the "teacher talk." Focus first on listening, so you can truly understandyour teen’s perspective, and . . .
  • resist the urge to override your teen’s opinion, or worse, belittle their point of view – nothing will shut them down faster.

Good listening isn’t passive. Done well, the very act of listening speaks to a teen and tells them they are valued. So keep in mind the wisdom of James 1:19 and be "quick to listen." When your child initiates a conversation, stop whatever you are doing and give them your full attention. Pause the TV. Turn your back to your computer screen. If you really can’t engage in the conversation right then and there, arrange to revisit the discussion later, at a specific time and place. And here’s something to practice until you’re perfect: listening without interrupting! Try to stay focused on how your teen is feeling and what they are trying to say – not what you want to say next.

When you do speak, you’re in danger of squelching the conversation if you give youropinion right away. Remember, your role now is not to control, but to help your son or daughter explore their options before making their own decision. No matter how goofy or alarming your teen’s ideas may sound, it’s important to stay calm. Your best approach is to ask questions that will help your son or daughter further examine their thoughts and reasoning.

Is there a place for sharing your views? Absolutely. But first, show you respect your child’s independence by asking permission to share your perspective. Simply ask something like, "Would you like to hear what I think?" Or, "I had to make a similar decision once. Can I tell you about it?" It’s possible your son or daughter may not open to hearing you out then and there. If that’s the case, you’ll need to respect that.

Action steps: Let your teen know you want to be approachable. Build a habit of saying something like, "Tonight I need to _____ but if you want to come by and chat, I can make time for that." Pay attention to times in the day when your teen seems more talkative than usual, and make sure you just "happen" to be around then too. Keep your personal "sleep account" full so you can afford an unexpected, but important, late-night chat. Go out for fast food with your teen, one-on-one, once a week. It might feel weird at first, but within four weeks, you’ll both realize what you’ve been missing out on.

Question 3: Do you understand the importance of patience and self-control?

As you seek more intimate conversations with your teen, try to keep a long-term perspective. If a teen has been feeling neglected or misunderstood, it will take time to win their trust and confidence – and each interaction you have in the interim will matter. In his book Have a New Teenager by Friday, Dr. Kevin Leman astutely reminds parents, "Whenever you talk with your teenager, you’re either opening the door for future communication or you’re shutting him down."

Time is a powerful ally – for both of you – so practice the discipline of putting a conversation on hold. If a discussion is getting heated, call a time out. It’s much better to walk away saying, "Let’s talk about this later when we are both a little calmer," than risk blowing the relationship equity you’ve worked so hard to build.

Practicing patience relieves the pressure within a conversation in other ways too. If your opinion is unwelcome, why force the issue? Revisit the topic later when your teen seems in a more receptive mood. Teens experience a rapidly changing kaleidoscope of emotions, so your opportunity is likely to come around soon!

Action steps: Speed up the process of growing closer to your teen by exploring your similarities and differences. Consider their personality profile. How is it different from yours? What excites and irritates them? What is your teen’s love language? What interests do you share? What topics are you willing to learn more about, to build more common ground?

* For more help with drawing closer to your teen, you'll get great value for money fromThe Five Love Languages of TeenagersandHave a New Teenager by Friday.

© 2012 Focus on the Family (Canada) Association. All rights reserved.

If you liked this article and would like to go deeper, we have some helpful resources below.

Deeper conversations with your teen: The questions you need to ask (2024)

FAQs

What starts a deep conversation? ›

Who do you think knows you the best out of anyone you've met so far? How would you describe the ugliest thing in the whole world? What is something you've done as an adult that you'd be proud of if you were younger? How would you describe the most beautiful thing in the whole world?

What is a deep meaningful question? ›

Deep Questions to Ask Friends

If you could magically change one thing in your life, what would it be? What do you think of mindfulness? Do you think we'd be better off without social media? What do you think it means to be healthy? What do you love the most in life?

How do you dig deeper in a conversation? ›

What to do
  1. Recognise small talk as a necessary first step. To improve your conversations, don't dismiss small talk altogether. ...
  2. Ask better questions. ...
  3. Listen to the answers. ...
  4. Be willing to share something about yourself. ...
  5. Come ready to learn. ...
  6. Be prepared to give and take.
Apr 28, 2021

How do u spice up a conversation? ›

Here are the best 5 ways I know to do this:
  1. Find what to say in your favorite topics. We all have things we are passionate about: activities, hobbies, projects, goals, ideas or jobs. ...
  2. Ask open ended questions. ...
  3. Blurt. ...
  4. Let the other person end the silence. ...
  5. Practice, practice, practice.
Jan 18, 2011

How do you start a juicy conversation? ›

Draw quieter folks into the conversation with non-threatening questions such as “what haven't we thought about yet?” Changing who contributes will change the tenor of the conversation. Start asking really juicy questions. Use provocative questions that stop people in their tracks and cause them to reflect.

How do you start a unique conversation? ›

Conversation Starters for Any Situation
  1. Tell me about you. ...
  2. Working on anything exciting lately? ...
  3. What's your story? ...
  4. What personal passion project are you working on right now? ...
  5. How do you know the host? ...
  6. What was the highlight of your day today? ...
  7. What was the highlight of your week?

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Juicier Questions
  • How many people have you kissed?
  • Do you ever think about me?
  • What have you done sexually with someone else?
  • What attracts you to people?
  • What are your thoughts on sex?
  • Are you a virgin?
  • Do you think you're a good kisser?
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Jul 28, 2022

What are some powerful questions? ›

99 Powerful Questions to Ask to Turbocharge Your Life
  • What do I want?
  • What am I grateful for?
  • What's missing in my life?
  • Do I see the whole world anew each day?
  • Do I take the time to really listen to what others say?
  • Do I have fun?
  • How can I bring more joy into my life?
  • What do I want more of in my life?

What are extremely personal questions? ›

92 Very Insightful Personal Questions to Ask
  • Why are you passionate about what you do?
  • Where do you see yourself in 5 years' time?
  • What do you think makes a good leader?
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  • What is the most surprising fact you've learnt about yourself?
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Aug 1, 2020

What are the best open ended questions? ›

The ability to ask good open-ended questions isn't just important for building small talk with new people, but also forging stronger connections with those you're already close with.
...
  • How was your weekend? What did you do?
  • How was your day? What was the best part?
  • How have you been? What's been going well for you?
May 25, 2017

How can I sound more intelligent in a conversation? ›

How to Sound Smart
  1. Use simple terminology. Stop thinking the use of big words will make you appear smart. ...
  2. Don't over-articulate. Connect the words within phrases together.
  3. Relax & Breathe. Being relaxed always improves your performance; exhale your voice right out of your lungs. ...
  4. Use a varied intonation pattern.
Jun 29, 2020

What is the best topic for chatting? ›

General Conversation Starters
  • What's the most interesting thing you've read lately?
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  • If you were in charge of the playlist, which song would you play next?
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How do you stop a conversation getting boring? ›

7 Ways to Make Small Talk Way More Interesting
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  3. Leverage your environment (or your wardrobe). ...
  4. Play the student. ...
  5. Gamify for your own amusem*nt. ...
  6. Be more interesting. ...
  7. Give up on lost causes.

How do you keep a boring conversation going? ›

How to Keep a Conversation Going
  1. Make sure you look interested. ...
  2. Don't discount small talk. ...
  3. Listen actively. ...
  4. Ask open-ended questions. ...
  5. Stay calm, and practice.
Jun 17, 2020

How do you start a mature conversation? ›

How to start a conversation
  1. Ask for information. A good way to start a conversation is to ask for information from the person you want to talk to. ...
  2. Pay a compliment. ...
  3. Comment on something pleasant. ...
  4. Introduce yourself. ...
  5. Offer help. ...
  6. Ask for help. ...
  7. Mention a shared experience. ...
  8. Ask an opinion.
Dec 12, 2019

What are the most profound questions? ›

13 of the most profound questions about the cosmos and ourselves
  • Why is there something rather than nothing? ...
  • Why do we exist? ...
  • Why does evolution happen? ...
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  • Why are we conscious? ...
  • Why do we grieve?
Nov 18, 2021

What are the most powerful questions? ›

Powerful Questions That Will Change Your Life Forever
  • What's the one thing you really want to do but have never done? ...
  • What are your fundamental life values? ...
  • What would you do if money wasn't an object? ...
  • If we learn from our mistakes, why are we always so afraid to admit them? ...
  • How are you influencing the world?

What are 3 topics you should discuss in a relationship? ›

The Eight Conversations That Matter Most in Relationships
  • Trust and Commitment. Trust is cherishing each other and showing your partner that you can be counted on. ...
  • Conflict. ...
  • Sex and Intimacy. ...
  • Work and Money. ...
  • Family. ...
  • Fun and Adventure. ...
  • Growth and Spirituality. ...
  • Dreams.

What are the top 5 powerful questions? ›

Powerful questions are eye-opening, supportive, and even provocative.
...
The Top 5 Most Powerful Leadership Questions
  • What life experience has most shaped who you are? ...
  • What makes it all worthwhile to you? ...
  • Where do you have the most impact? ...
  • What stands between you and where you want to go? ...
  • How are you?
Feb 1, 2021

What are the seven big questions? ›

The 7 Big Questions invites you to explore some of the most common questions about faith.
  • Does life have a purpose?
  • Is there a God?
  • Why does God allow pain and suffering?
  • Is Christianity too narrow?
  • Is Jesus God?
  • Is the Bible reliable?
  • Can I know God personally?

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