20 Questions Conversation Starter Game Ideas

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So often we have a desire to get to know someone better, whether it is a friend, a girlfriend/ boyfriend, a spouse, or a child, playing 20 questions can help strengthen your relationship!

What is the 20 Questions Game?

20 questions has been around forever, but still, after all these years, it is still one of the best ways to get to know one another.

To play you will start by asking someone a question. This can really be any type of question. Then the other person has to answer it. This goes on until each person has answered 20 questions from the other person. This not only strengthens your bond but helps you get to know one another even more.

When coming up with the questions, you can ask anything, but just beware that the other person might ask you the same question. Be vulnerable and honest, because it can really be a magical experience as you play.

How to Play 20 Questions?

How to Play 20 Questions?

There are many different ways to play this game! I like to play the old-fashioned way! Two players take turns asking each other 20 questions. The other person listens to the answers to get to know the other person better. There is never a right or wrong answer in this game, just raw honest answers.

Of course, you can use these questions at a party too to get to know a whole group of people as well!

If you need more help getting the conversation started try these fun icebreaker games!

20 Questions Ideas

To help get the conversations going, we are sharing some of the best conversation starter questions to use while playing 20 questions!

#1. 20 Question Ideas at a Party

20 Question Ideas at a Party

Q1. Where did you grow up?
This is one of those questions that always get someone talking about something that happened back home!

Q2. What do you do for work?
Who knows you might just find an instant connection!

Q3. What is the best movie you have seen lately?
If you love movies, this is a great way to get the two of you talking about movies for hours!

Q4. What superpower would you want to have?
Everyone can dream, right?

Q5. Did you hear about… (insert news story)
Current events are a great way to get someone talking. This can be real news or maybe even celebrity gossip if that is your thing!

Q6. What is your favorite animal?
Perhaps they have a pet frog that they love!

Q7. What are you most grateful for?
Gratitude is a great way to bond with one another.

Q8. When is your birthday?
Perhaps you might just be birthday twins!

Q9. Do you speak another language?
Parlez vous Français?

Q10. Do you come from a big family?
Get them talking about their roots and they can go on for hours!

Q11. What do you love most about your best friend?
Asking about their best friend can tell you about what they value.

Q12. What is your favorite season?
Perhaps it is summer for boating or winter for skiing.

Q13. What is your favorite TV show?
Are they a reality TV watcher too?

Q14. Early riser or night owl?
Find out why they are the way they are!

Q15. What would you do if you had a whole day to do whatever you want?
Would they watch TV, volunteer, maybe workout?

Q16. What is your ultimate fear?
Maybe it is jumping out of a plane.

Q17. What is your favorite book?
Do you like non-fiction?

Q18. What is your favorite place to eat?
Are you a Chick-Fil-A fan or a Mcdonald’s lover?

Q19. Where do you see yourself in 10 years?
This can help know their dreams!

Q20. Where is your favorite place to go?
Maybe they like the mountains or the ocean.

#2. Questions to Ask a Guy

Questions to Ask a Guy

These are some of the best questions to ask a guy when playing 20 questions together!

Q1. What does your dream girl look like?
Do they like brown hair and brown eyes? Maybe with a few curves!

Q2. Where do you see yourself in 20 years?
This says a lot about how ambitious they are in life! Be sure to ask this question so you can figure out how goal-oriented they are!

Q3. How many kids do you want to have?
Do you want a lot of kids and they don’t want any? This would make you not a match made in heaven.

Q4. What kind of dad do you want to be?
How do they see themselves as a dad? This question is valuable.

Q5. What kind of husband do you envision yourself being?
Will there be endless foot rubs and backrubs or endless baskets of laundry for you?

Q6. How often should your girlfriend shave?
How hairy can we let those legs get, am I right?

Q7. What is the strangest dream you have ever had?
Maybe a little dream analysis is in order once we get the answer to this question.

Q8. If you could go anywhere in the world, where would you go?
Maybe they will want to take you with them!

Q9. What movie could you watch again and again?
Please don’t say Dumb and Dumber… Please don’t say Dumb and Dumber…

Q10. Who do you crush on?
Hopefully they say you! Or a celebrity that would be okay too!

Q11. Have you ever cheated on a girl?
Not a question we love to ask, but one that is needed to know.

Q12. What would you do if you got cheated on?
This is an interesting one to see how compassionate they are.

Q13. What’s more important? Looks or personality?
Personalities really do last forever.

Q14. Where would we road trip to if we left right now?
Always a fun one to dream of doing something with one another.

Q15. Biggest regret so far?
I love this one. It really makes them think a little deeper.

Q16. What’s the best thing about yourself?
What do they love about themselves? I love seeing what people’s best traits are in their own eyes!

Q17. What’s your biggest pet peeve?
Is it tapping fingers, picking noses, or maybe those hairy legs!

Q18. How often are you on social media?
Do you want a guy that is always on his phone?

Q19. What is one question you never want to be asked?
Well, it’s a game about honesty, so of course, the follow-up will be the question they never want to be asked!

Q20. What is your favorite thing to wear to bed?
If you love to dream, this helps you to know just how he falls asleep every night!

#3. Questions to Ask a Girl

Questions to Ask a Girl

If you are playing 20 questions with a girl you might be a little stumped with the best questions! Have these questions act as a guide to help you get started!

Q1. If you were an ice cream flavor what would you be?
You gotta start with an easy one! It is always interesting to know how they answer this one and why!

Q2. How do you feel about social media?
Social media can be really addicting. If they are always on it you have to decide if that is for you!

Q3. Who are you the closest to in your family?
Another great one to gauge their relationship with their family. You want someone who loves and values their family throughout their life.

Q4. How many guys have you kissed?
Do you want someone with experience or someone who is saving themselves for the right person?

Q5. Have you ever cheated or been cheated on?
Maybe a good follow-up is how they reacted to the news?

Q6. What is the perfect date?
Girls love to dream about dates! Ask for the perfect date and then in the future recreate it! The ticket to her heart right there!

Q7. What do you look for in someone you are dating?
Girls think a lot about who they date. Find out what they look for in a guy. The answer might surprise you.

Q8. How many kids do you want to have?
Does she want kids or maybe she wants cats? Find out what she is thinking to see if it aligns with you.

Q9. Would you want a career or always stay home with the kids?
If you are one that wants their wife to work and she wants to stay home, this might not be the best fit.

Q10. Do you fall in love quickly?
Most girls, if they haven’t been hurt in the past, fall quickly. Find out where she stands with this and how she got to that point.

Q11. What if I kissed you?
All girls want you to kiss them if they like you!

Q12. What do you do after a breakup?
Do they have a dance party? Go shopping or maybe eat a gallon of ice cream.

Q13. If we had a fight would you apologize first?
Find out her level of stubbornness with this question. Her first response might be he would never fight, which we all know that we all fight at some point.

Q14. Where do you see yourself in 5 years?
Is she ambitious and a goal setter?

Q15. What scares you about the future?
Find out what she worries about when it comes to the future. See how you can help her through this.

Q16. If you had to choose a character from a movie that best describes you, who would it be?
It’s always fun to see who they relate to!

Q17. Do you always have to wear makeup?
Do you want a girl that always needs to be done up or can leave after she brushes her teeth in the morning?

Q18. How long does it take you to get ready?
Will you be waiting for hours to head out the door?

Q19. What is your biggest insecurity about yourself?
Be sensitive to this. She will probably tell you, so then help her by reassuring her that she is beautiful!

Q20. What do you love most about yourself?
Another good one to see what she loves most about herself!

There you have it! Use these 20 questions ideas for any situation you find yourself in to keep the conversation going! Have some other ideas? Share them in the comments!

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