21 Questions to Ask the Person You Plan to Spend the Rest of Your Life With

Have you ever played the 21 questions game? It’s a game to help break the ice and discover fun things about whoever you’re playing it. Recently, prospective partners adopt this to help know more about each other. You can play it at the beginning of your relationship or when you have defined things. Whichever, take a look at the 21 ice-breaking questions to ask who you want to spend forever with. 

1. When you don’t see your family for a long time, what do you do when you see them again?

It is a good question to assess the relationship with the family, as well as the type of family he has. Do they hug? Or are they the type to shake hands? Do they scream and laugh when they meet or are they more on the quiet side? In any case, this question can help you prepare to meet them or understand why he always gives you a big hug when he sees you, which you just love.

2. Who has had the greatest influence on your life?

This is a deeper question, and it will force you to think also of the people who helped to shape them into who they have become. This can help the two of you decide how you want to influence not just each other, but perhaps your children in the future.

3. What are you most afraid of?

This profound question gives you a better understanding of some of your fears and insecurities. Besides, it’s nice to be able to tell him, and tell yourself, now you have someone to deal with those fears with.

4. Do you love what you do?

This helps you to know how much your partner loves what they do or they would love to pursue something more fulfilling. With this information, you both can work on something better or help each other scout for jobs. 

5. Could you survive a day without your cell phone? Many days? One year?

These days, most people cannot stay without their phones. This question will help you know where you stand with him. Can he spend quality time with you without their phone? Can she drop her phone to help you with chores? Will you both be able to discuss your future and your relationship?

6. If you could travel back in time, would you like to visit the past or go into the future?

This question is as much fun as it is introspective, and can lead to some very fascinating answers. Maybe he loves the good old days or maybe he likes what the future holds for him. 

7. What do you like most to eat?

This is an opportunity to discover their favorite food, if you haven’t already, and can help you know if it’s something you can eat with them.

8. What was your first favorite song and what is your current favorite song?

Some people are great music fans. This question will help you to know what they like and the type of music you may want to play at your wedding or special days.

9. What is most important to you: Making a lot of money or loving what you do?

Many people can go the extra mile to get money. You should be able to know if he derives joy from what he does or he will ditch it once there is a higher, yet illegal means to get money. 

10. What is your favorite place in the world?

This helps you find out if he loves to travel or not. You can also plan where to have your honeymoon or go on vacation. 

11. What would be the last straw for you in a relationship?

Everyone has things that they consider inadmissible, and it’s good to know what theirs is. This can be a time to discuss why, as if it were something learned from a past relationship or something he has always disliked. 

12. If you could give some advice to your younger self, what would it be?

We all get to a stage where we wished we did something different when we were younger. We believe it would have helped shape our lives better. Asking them will help you discover if it’s something you can still do in the future or you can devise better means of shaping your future. 

13. What do you like most about yourself?

This helps you know the unique things they find interesting about themselves. It will also help you ascertain their level of self-love. If they don’t love themselves enough, I doubt they can love you better. 

14. Have you had any experience that has helped you to know that God is real?

Talking about experiences with God is a great way to get to know the other person’s relationship with Him. It helps you to know if they hold God in high esteem and the role He has to play in your relationship.  

15. What is the craziest thing you’ve ever done?

This question can be very funny. It can trigger your partner to share a funny experience they’ve had. It may also be an awkward or embarrassing experience. You can also share yours and enjoy the moment. 

16. When you are having a bad day, what makes you happy?

At some point, we all have a terrible day. It is unavoidable. With this question, you can learn ways to help them be happy or lift their spirit when they are down. It may be good music, movies, or their favorite meal. 

17. If your house was on fire and you could only save one thing, what would it be?

As much as we hope for bad things not to come our way, we need to be realistic. You will be able to find out what is very important to them and they’ll also know what is important to you. 

18. If you could choose a time in your life to relive, what would it be?

Everyone has special moments that they would like to last forever. Discover his while he discovers yours, and who knows, maybe you two will have a new special moment that involves each other.

19. What bothers you most about certain people?

Everyone gets annoyed with certain attitudes displayed by people and there’s no harm in admitting it. Maybe he has a significantly high level of patience, which is great, but there is still something that bothers him. You need to find out. 

20. If you could catch any type of animal or creature to breed, what would it be?

This question is for fun and also to find out what their favorite creature is. A dog, cat, lion, bear, or a bird. 

21. What is the biggest lie you have ever told, and do you regret it?

It is always good to end with a slightly more serious tone, because the weight of this question may require more time to answer. Or maybe not, but you won’t know until you ask. Lies are most times inevitable. Don’t judge them for it, instead find why they couldn’t help but lie. 

It is very important to properly get to know each other before you say ‘I do.’ One of the best ways you can achieve it is to make it a game yet serious, beneficial, and fun.


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