Best Conversation Starters | Family Time - Fun Cheap or Free (2023)

There are two little words that effectively put an end to all conversations with our kids — “fine” and “good.” (You're nodding your head right now, right!?) Use these 50 best conversation starters to break through those four-letter words and into a meaningful conversation with your kids!

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We know it's a challenge — we've been there too! Even the best intentions to communicate with our family can be futile when competing with the craziness of everyday life. Between school, work, practices, friends, electronics… where does the time even go!?!

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Here in our house, we have a fun tradition we like to do called “Sweet, Sour, and Service.” During this time, we each go around and share something sweet that happened that day, something sour, and how we served someone. We've included all of those topics and more to make it even easier for you. And yes… you can even do this with your little ones!!

So gather together, put away the distractions, and start having meaningful conversations with our best conversation starters today! We'll show you how to ask just the right questions to unlock your child's mind, no matter their age, and really dive deep into their unique and thoughtful brains!


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Taking the time to talk to your children can have more benefits than you may think! Meaningful conversations with kids can deepen their vocabulary, improve social skills, and even help them understand their own emotions better, as well as increase their self-esteem.


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But that's not all — even parents themselves have lower stress levels and better family functionality overall when conversations are made a priority. Sounds like a WIN-WIN to us!! What are you waiting for?

Okay, so maybe you see all the incredible benefits of striking up a conversation with your kids, but now you're just not sure where to start. How do you get past those dreaded four letter words and break into a conversation with depth and meaning?? Don't worry, it can be done… We'll show you how!


There really isn't a wrong time to start family conversations, but there are some easier times than others. You want to start by choosing a time when your kids are most receptive. Unfortunately, the ride home from school after a day full of learning may not be that time… and that's okay! Look for opportunities when they are rested, relaxed, and comfortable.

One of our favorite times to use these best conversation starters is when you are all sitting around the dinner table! Turn off all distractions. Silence and put phones away, forget about homework or to-dos, and just start talking! It may be rocky at first, but just keep going. With these dinner conversation starters, dinner time will become something your family actually enjoys!!


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You'll love how easy these printable conversation starters are to put together! All you need are the free printables, scissors, and a bowl. Cut them out, fold them in half, throw them in the bowl, and pull it out at dinner time! You can either choose one question per meal or let everybody go around the table and pull one out. Do whatever works best for you and your family!


If your kids (or you!) are finding it difficult to keep a conversation going, start with these self-focused conversation starters. Because really… who doesn't enjoy talking about themselves even just a little!? *raises hand slightly* Come on, you know you do!

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  1. What was your favorite thing you ate today?
  2. Who is the nicest person you know and why?
  3. What is something sweet that happened to you today?
  4. What is something sour that happened to you today?
  5. How have you served someone today?
  6. What did you study in math class?
  7. If you could only eat one food forever, what would it be?
  8. What did you learn today that you didn't already know?
  9. What is your favorite holiday of the year and why?
  10. If you could travel anywhere, where would you go?
  11. What do you want to do when you grow up?
  12. Do you prefer to travel by plane, train, car, or boat?
  13. What are you most afraid of?
  14. Who is your very best friend and why?

Try to start with specific questions and let the conversation evolve from there!


These family conversation starters are great for involving everyone at the table! Get a feel for how each member of the family is doing and feeling in their role. Don't take it too seriously, though, this should be fun!

  1. Who is the silliest person at the table?
  2. What is your favorite thing we do as a family?
  3. How could we do better to support each other?
  4. What is your favorite family tradition?
  5. Which relative do you love visiting the most?
  6. How do you feel about being the oldest, youngest, or (enter place in birth order here)?
  7. What is your favorite thing to play with your sister(s)/brother(s)?
  8. If you could be the parent for a day, what would you teach your kids?
  9. Who is the best at playing games?
  10. Who is the most creative, servant-minded, thoughtful? (Try to ask similar questions to compliment all of your children's best qualities. Celebrate each other!)
  11. What is something new we could do together this weekend?

Understanding each other better is crucial for keeping the peace at home! Wouldn't it be incredible if all it took was some intentional family conversation to help your children get along better? Yes, please, sign us up!!


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Now, this one is our favorite! Explore your kids wildest dreams with these imaginative dinner conversation starters. You'd better buckle up, though, this ride can get craaazy!!

  1. What superpower would you choose to have?
  2. How would you use that superpower?
  3. If you could be any animal, what would it be and why?
  4. If you were king or queen for a day, what is the first rule you would impose?
  5. Your pet can talk! What are they saying?
  6. If you could make up your own holiday, what would it be?
  7. If you could live inside a television show, which one would it be?
  8. How would you change the world if you had one chance to do anything?
  9. If you could turn the sky any color you wanted, what would it be?
  10. Would you rather read minds or know the future?
  11. If you could have any animal in the world as a pet, what would you choose?
  12. If you were given $10,000 tomorrow, what would you do with it?
  13. What is your favorite thing to build with Legos?

Depending on the age of your kids, these answers may be suuuuper drawn out but that is GREAT! Let them talk while you just sit back and listen!


These conversation starters are a great way to take the focus off of self and put it on others. It is so easy for kids (and adults, too) to get wrapped up in their own busy life and forget to stop and be thankful. Remembering what we have to be grateful for is a fantastic motivator for helping others, too!

  1. What are you most thankful for today?
  2. How has God blessed you this week?
  3. Tell me of a time when someone else helped you out this week.
  4. How can you serve someone else this week?
  5. What gifts do you have that you are thankful for?
  6. How can you use those gifts to do good?
  7. Why are you thankful for your parents today?
  8. What is a life lesson you have recently learned and how has it helped you?
  9. Why are you grateful for (enter family member here)?
  10. What's your favorite way to help others out?
  11. What are you grateful for at home?
  12. How can you show your friends you're thankful for them?

A great way to take these gratitude conversation questions a step further is to keep a “gratitude jar” handy for each family member to add to each night. Simply write what you're thankful for on a slip of paper and drop it in!

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At the end of each year you can empty out the jar and go through all the things your family was thankful for that year. It's so neat to watch how a kid's gratitude evolves over the years!


If family conversations aren't something that comes naturally to you now, that's okay! Making big changes isn't easy for anyone… especially for kids. Follow these tips and we promise things will get easier!


The BEST thing you can do to make your family time special and engage in conversations is to put everything else away. That includes all electronic devices. No, not just in your pocket, completely away… Like in the other room!! We know it's a sacrifice, but we promise it's one worth making! You and your kids will be better for it.


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Anyone else have a tendency to shut your kids down when the ridiculous-ness starts coming out?? Why do we do that!? Instead of correcting them or hitting them with the cold. hard. truth. let them dream up the impossible and just listen!

Not only will they enjoy making up their crazy explanations, when we listen we help build their confidence and self-worth! If we don't think their thoughts are important, why should they?

In the end, all kids really do want to be heard! Even the most resistant kids will eventually open up and benefit from intentional family conversation times. Young or old, they all have something valuable to bring to the table and it is our job as parents to help foster that confidence!


When the conversation seems to hit a wall, ask more questions. Just make sure they are open-ended or you may end up with a simple yes or no response. If one question leads to a dead-end, that's no problem. Ask a follow up! It's okay to be relentless!

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Kids shouldn't be the only ones with colorful imaginations. Step back into your little kid shoes and let your mind go wild! Follow your children's lead, they'll know what to do!

Now, use these best conversation starters printables or grab a book full of questions and get to talking!

Share some of your favorite ways to talk to your kids in the comments below! We want to hear from you!

Check out these other helpful posts, too!

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Go enjoy those conversations!


How do you start a fun 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?

How do you start a conversation for free? ›

Ask a simple question about the situation rather than the other person. To ease into a conversation, we can ask a question about the situation we're in. That gives us a reason to start talking, and it's not too direct. It helps to ask something that you already have on your mind.

What is a deep convo starter? ›

A deep conversation starter is one that encourages a questioning of life, love, meaning, and more. Deep questions can help to connect you spiritually, intellectually, intuitively, and emotionally with another person.

How not to be boring? ›

How to be Less Boring and Maybe Even Fun
  • Make your goals spicy. Check what you're aiming for this month, this year and in life. ...
  • Drop the cool act. ...
  • Tell stories but know when to stop. ...
  • Hide your phone from yourself. ...
  • Initiate something. ...
  • Take the muzzle off. ...
  • Screw with your routines. ...
  • Do (or try) interesting things.
11 Apr 2018

What are the 21 questions? ›

21 Questions List
  • What's the weirdest dream you've ever had?
  • If you could travel to any year in a time machine, what year would you choose and why?
  • If you could change one thing about yourself, what would it be?
  • What's one of the most fun childhood memories you have?
5 May 2021

What is a fun conversation? ›

Funny Conversation Starters

If you were in a circus, which character would you be? What is the worst advice you have given? What is one thing you should never say at a wedding? What is the worst pickup line you have ever heard? If you could only store one type of food in your pocket, what would you carry?

What to talk about to random people? ›

20 ways to start a conversation with a stranger
  • Gather information. ...
  • Compliment the stranger. ...
  • Bring up a shared topic. ...
  • Introduce yourself. ...
  • Ask open-ended questions. ...
  • Stay up-to-date on current events. ...
  • Offer to help. ...
  • Share an interesting fact.

How do you 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.
18 Jan 2011

How can I talk freely? ›

What you'll learn
  1. Feel confident in conversation.
  2. Never run out of things to say.
  3. Talk to anyone naturally.
  4. Flow smoothly from one topic to the next.
  5. Connect with more people.
  6. Talk about yourself and tell great stories.
  7. Keep updated on current events so you never feel clueless.
  8. Join and enjoy group conversations.

What should I ask for free talk? ›

Small Talk (many random questions)
  • Do you like pets? ...
  • What was the last book you read?
  • Do you like to cook?
  • Have you ever lived in another country?
  • Have you ever met a famous person?
  • What do you do in your free time?
  • What kind of food do you prefer eating when you eat out?
  • What kind of people do you like?

What is a genuine convo? ›

An authentic conversation is a mutual attempt to be honest with each other and share true thoughts and feelings in the conversation.

How do introverts start a deep conversation? ›

Responding to something they've shared is a sign that you are really listening. Ask open-ended questions to encourage further conversation: That sounds great!
Ask questions like:
  1. What was the highlight of your day?
  2. Any vacations coming up?
  3. What is something you're looking forward to doing?
18 Feb 2021

What to talk about with friends? ›

Random Questions to Ask Your Friends About Their Interests
  • What's the best birthday party you've ever had?
  • Where is your favorite place you've ever visited?
  • How do you like to spend your free time?
  • What's one of your favorite bands?
  • What is the cutest animal you've ever seen in person?
  • How would you describe your style?

What to talk about when it's awkward? ›

Here are five questions that people who are good at small talk use to seem more real and less awkward:
  • “Where are you from?” ...
  • “What was your least favorite job?” ...
  • “Are you having a nice time?” ...
  • “What do you do?” ...
  • “Tell me about your family.”
28 Jun 2022

How do you make small talk not awkward? ›

9 Strategies for Making Small Talk Less Awkward
  1. Comment on a topic common to both of you at the moment:
  2. Comment on a topic of general interest.
  3. Ask open questions that can't be answered with a single word.
  4. Ask getting-to-know-you questions.
  5. Be slightly inappropriate.
  6. Follow someone's conversational lead.

What is small talk an icebreaker? ›

The small talk acts as an ice breaker to open up the initial conversation between strangers. This initial conversation is important. It is the first opportunity to grow a mutual connection that may lead to future referrals.

How do I become an interesting person? ›

Learn how to be more interesting by following these tips:
  1. Be curious about the world around you. Ask questions, do research, and try new things.
  2. Be passionate about something. Find a hobby or interest that you're really excited about and pursue it with gusto.
  3. Be engaged in conversations. ...
  4. Be a good storyteller.
1 Sept 2022

How can I be more interesting? ›

Read on for ways to convince other people — and more importantly, yourself — that you're a fascinating human being.
  1. Develop new skills. ...
  2. Be curious. ...
  3. Learn how to tell a good story. ...
  4. Have three good stories ready to share. ...
  5. Listen and show compassion. ...
  6. Ask good questions. ...
  7. Say what you think. ...
  8. Follow your interests.
14 Mar 2017

What causes a boring life? ›

One of the most common reasons why you feel bored is because your life is becoming too much of a routine to the point where you know what to expect in all your days to common. There are too many mundane things in your life that you lack spontaneity and adventure, and this is why your life can be perceived as boring.

How do you talk like a mature person? ›

Communicating like an adult
  1. Keep it concise. ...
  2. Stop undermining yourself. ...
  3. For god's sake, set up your LinkedIn. ...
  4. Have the confidence to ask for favors and informational interviews. ...
  5. Don't be afraid to be pushy. ...
  6. Don't be alarmed if the person you're contacting seems to be much more informal than you are.
21 Oct 2019

How do you carry a conversation with a shy person? ›

Exactly how to talk to a shy person, according to psychologists
  1. Make room for them to speak. ...
  2. Ask open-ended questions. ...
  3. Match their conversational vibe. ...
  4. Mirror their body language. ...
  5. Narrate your experience. ...
  6. Engage a third element—whether it's another person or an activity. ...
  7. Know when to give it a rest.
14 Oct 2021

What is 21 Truth or dare? ›

As a group, players take turns counting one, two, or three numbers in sequence from 1 to 21. The player that has to say “21,” loses the round and has to tell a truth, complete a dare, or answer a situational question. The numbers you say are entirely your choice—there are not any set patterns that you must follow.

What's the most random question? ›

And now...for the most random questions ever!
  • If You Had Three Wishes, What Would You Wish For?
  • What Would You Rather Throw Away: Love Or Money?
  • What's The Most Beautiful Place You've Ever Seen?
  • What Was Your Fondest Memory Of High School?
  • What's Your Favorite TV Show?
  • What's The Strangest Thing In Your Refrigerator?
31 Jul 2020

What questions make a girl blush? ›

11 romantic and flirty first date questions to ask your crush
  • Do you believe in love at first sight? ...
  • What's your perfect day? ...
  • What's your favorite romantic movie? ...
  • What's the quickest way to your heart? ...
  • Do you get butterflies when you fall in love? ...
  • What's your favorite romantic story?
7 Oct 2022

What is a fun question? ›

Funny Questions to Ask Friends
  • What is the most useless invention of all time?
  • What song would you play if you were at a party?
  • What's the weirdest thing you've ever eaten?
  • What's your favourite fruit?
  • Who was the worst teacher you've ever had?
  • Who's the most interesting person you've ever met?
31 Jul 2020

What should I ask someone? ›

Break the ice and get to know people better by selecting several of these get-to-know-you questions.
  • Who is your hero?
  • If you could live anywhere, where would it be?
  • What is your biggest fear?
  • What is your favorite family vacation?
  • What would you change about yourself if you could?
  • What really makes you angry?

How do you get a stranger's attention? ›

Fortunately, there are a few tricks you can use to make strangers like you instantly:
  1. Smile! The importance of smiling can't be understated. ...
  2. Use their name a few times. ...
  3. Break the ice with some levity. ...
  4. Open your body language. ...
  5. Gesticulate. ...
  6. Get them to talk about themselves. ...
  7. Talk to everyone, all the time.

How do you find topics to talk to someone? ›

Prepare fun and interesting topics of conversation and listen to others carefully in order to put yourself (and everyone else) at ease.
Ask questions that are simple but open-ended.
  1. What's your hometown? ...
  2. Where do you work? ...
  3. What did you think about (such-and-such) movie?
  4. What kind of music do you like? ...
  5. Do you read?

How do I talk to my random crush? ›

Get the convo going with a discussion about a common interest, like a television show, movie, book series, or sports team. Then see where things go from there. Let your crush know you're thinking of them, even when you're focused on other things (like cramming for your biology midterm).

How do you talk very clear? ›

How to Speak Clearly
  1. Be relaxed and confident using relaxation exercises. You'll find them in the voice spa course.
  2. Use abdominal breathing for speech.
  3. Speak with pauses instead of filler words.
  4. Be concise.
  5. Use warmth & kindness. ...
  6. Use a varied intonation pattern.
  7. Use a full resonant voice.
21 Jul 2022

How can I talk freely without fear? ›

These steps may help:
  1. Know your topic. ...
  2. Get organized. ...
  3. Practice, and then practice some more. ...
  4. Challenge specific worries. ...
  5. Visualize your success. ...
  6. Do some deep breathing. ...
  7. Focus on your material, not on your audience. ...
  8. Don't fear a moment of silence.

How do you start a conversation in 2022? ›

So, the best way to start a conversation is by asking questions. But people are also tired of the overused “what do you do for a living?” opener. Instead, find out what the person is interested in and ask questions about that.

What are the 5 Steps to a conversation? ›

These include the opening (or greeting and small talk), feedforward (or transition to and preview of the main message of the conversation), business (or the main topic of conversation), feedback (or reflection and summary of the conversation), and closing (or ending of the conversation).

What is small talk example? ›

You can make small talk at a party, before a work meeting or while waiting for your food to microwave in the office. You can ask someone how his morning was while you're together on the elevator, or comment on the weather as you're waiting for the bus.

What can I ask instead of small talk? ›

If You Hate Small Talk, Use These 20 Questions As A Conversation Starter Instead
  • Why are you doing the work that you're doing?
  • Why do you live where you live?
  • Are you living in your dream location?
  • What are you most excited about right now and why?
  • What has been your biggest challenge this week?
17 Sept 2018

What is the best ice breaker to start a conversation? ›

Great Icebreaker Questions
  • What's the best piece of advice you've ever been given?
  • When you die, what do you want to be remembered for?
  • What is your favorite item you've bought this year?
  • What would be the most surprising scientific discovery imaginable?
  • What is your absolute dream job?
17 Sept 2021

What is the best opening for a difficult conversation? ›

"I am trying to see things from your perspective. Help me understand how you think about . . ..” “I am committed to having this conversation until we can come up with a solution that works for both of us. I would like to start by really trying to understand your concerns.”

How do you start a deep conversation? ›

Read on to see the best of what we uncovered.
  1. Have some 'deep' conversation starters on hand. ...
  2. Ask questions about topics the other person is interested in. ...
  3. Find out what makes the other person special. ...
  4. Avoid discussing the weather. ...
  5. Assume the other person has deep thoughts. ...
  6. Don't push people to see your perspective.
16 Apr 2019

How do you start a spicy conversation? ›

Sexy questions to ask your partner:
  1. What's your favorite part of my body?
  2. What part of my body do you want to explore more?
  3. What part of your body do you want me to explore more?
  4. What's the hottest memory you have of us?
  5. If you could relive one of our sexual experiences, which would you choose?

What is a fun quick ice breaker? ›

Two Truths and a Lie

One of the more classic ice breakers in the list, Two Truths and a Lie can be used anywhere from family parties to company events. To play, you simply ask each person to brainstorm three "facts" about themselves -- two of the facts will be true, and one will be a lie.

How do you start a conversation with soft skills? ›

Tips for improving conversational skills
  1. Listen actively to others. Listening shows that we're interested in the other person and what they have to say. ...
  2. Look for nonverbal cues. ...
  3. Have empathy. ...
  4. Pay attention to details. ...
  5. Offer interesting insights. ...
  6. Talk slowly. ...
  7. Use the right words.

What are the 3 types of difficult conversations? ›

According to Douglas Stone in his book Difficult Conversations: How To Discuss What Matters Most, difficult conversations are actually three different conversations in one: A “What Happened?” conversation, A “Feelings” conversation, and. An “Identity” conversation.

How do you start a conversation with a big person? ›

Try these conversation starters to talk to absolutely anybody:
  1. Skip the small talk. ...
  2. Ask for their opinion. ...
  3. Ask for their advice or recommendations. ...
  4. Ask them a question — that's easy to answer. ...
  5. Comment on the environment. ...
  6. Ask for an update. ...
  7. Ask open-ended questions whenever possible. ...
  8. Ask a hypothetical question.
27 Oct 2014

How do you talk when you have nothing to say? ›

  1. When you don't have anything to say, the best choices are usually asking the other person a question, repeating what was said, saying whatever comes to your mind, or being honest that you have nothing to add. ...
  2. Relax: Take a deep breath and remind yourself that you're not going to be judged as harshly as you might think.
30 Jan 2022

What are the deepest questions in life? ›

Questions That Make You Think About Your Life
  • How long is your "now"?
  • Do your dreams have a deeper meaning?
  • What was the moment where you felt most motivated?
  • If you won the lottery, what would your "today" look like in five years?
  • What are you holding onto that's holding you back?
27 Apr 2022

What is 21 questions to ask a guy? ›

21 Questions to Ask a Guy to Get to Know Him
  • What's Your Family Like? ...
  • What's Your Favorite Childhood Memory? ...
  • What's Your Favorite Song? ...
  • Where Do You See Yourself in Five Years? ...
  • Do You Want Children? ...
  • If You Could Have One Superpower, What Would It Be? ...
  • What Do You Enjoy Most About Your Job?
7 Apr 2019

How do you chill in a conversation? ›

4-step Presencing Routine for every conversation
  1. Relax your body. You can't just say (or shout) “Serenity now!” unless you've first relaxed your body. ...
  2. Detach from the thoughts in your head. ...
  3. Center your awareness. ...
  4. Focus on the emotion you want to feel.


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