Lifestyle Relationships

What Is The Best Question To Ask Someone Before Entering Into A Serious Relationship With That Person?

Relationship Questions

March 26th, 2018   |   Updated on April 25th, 2023

It’s tempting to jump into relationships when we meet someone we believe is wonderful. But if it takes a few months to begin gauging someone’s character, and two to three years to truly know them, we are setting ourselves up for disaster if we commit too soon.

They bring up the questions you don’t think of asking, but should be. So, here are the 30 relationship dating questions you should ask before starting a relationship.

1. What Is The Ideal Number Of Calls A Couple Should Exchange In A Day?

bad relationship


2. Would You Compromise Your Happiness For The Success Of The Relationship?

questions for couples

3. What’s Your Idea Of A Romantic Vacation?

couple questions


4. What’s The Single Most Important Thing For A Relationship To Be Successful?

good relationship questions

5. What Would You Define As Cheating?

questions to ask in a relationship


6. If I Cheated On You, Would You Ever Forgive Me?

relationship questions to ask

7. When Was The First Time You Became Aware Of Me?

relationship questions and answers


8. Do You Remember The First Thing We Said To One Another?
book of questions for couples

9. How Should Finances Be Planned Between A Couple?

serious relationship questions


10. Do You Think Celebrating Valentine’s Day Is Corny?

relationship books

11. What Was Your First Impression About Me?

questions on relationships


12. Can You Avoid Flirting If Someone Attractive Flirts With You When I’m Not Around?

ask relationship questions

13. Do You Think Romantic Gifts Have To Be Memorable Or Do They Have To Be Useful?

marriage questions


14. How Would You Want To Spend A Special Day With Each Other?


15. What Is The Most Special Memory Of Us That You Hold?

books on relationships


16. What Was Your First Impression Of Me? Did You Ever Dislike Me?

17. Do You Have To Know All Of My Friends?

questions for relationships


18. Do You Think Past Relationship Secrets Should Always Be Kept Hidden?

questions to ask in a new relationship

19. Do You Think Confessions Make A Relationship Stronger?

questions for married couples


20. Would You Feel Insecure If I Spent A Lot Of Time At Work?

ask relationship advice

21. How Many Sexual Partners Have You Had In The Past?

22. If You Were Convinced That I Was Making A Bad Decision, What Would You Do About It?

23. Do You Like Babies/how Many Kids Would You Like To Have Someday?

ask a relationship question


24. When Was The Last Time You Disliked Me?

relationship help

25. If Someone Attractive Exchanges Glances With You At Work, Would You Tell Me About It?

relationship questions for couples


26. What’s The Craziest Thing You’d Be Willing To Do For Me?

couples quiz

27. What Kind Of A Parent Do You Think You’d Be?

questionnaire for couples


28. When Do You Think A Person Is Ready For Marriage?

fun questions for couples

29. What’s Your Favorite Memory Of Me?
30. What Do You Like Best About Me?

Let’s find out what other people have to say about a relationship questions on Quora:

Relationship Questions to Ask a Guy

  • What was the first thing that came to your mind when you saw me?
  • What did you think when you first met me?
  • What do you remember about me the first day we met?
  • If you could change one thing about our relationship, what will it be?
  • What is your biggest fear for this relationship?

Relationship Questions to ask your Girlfriend

  • What is the one thing that attracted you to me in the first place?
  • What is your idea of a perfect woman?
  • What was your most serious relationship? How long did it last and why did you end it?
  • Have you ever cheated in your relationship? If yes, why did you cheat? If never, why not?
  • If you were to describe your perfect relationship, what will it look like?

Read More By Dr Julie Bill

What do I need in order to be happy with this relationship?
Is it passion? Support? Amusement? Respect? What do you need to have, and what do you just want? You might not like the answers. Some people seem to need companionship so much that they’ll accept mistreatment rather than leaving and being alone. Read More By Claire J. Vannette

Wait until the coffee is at least halfway done then ask, “How did you make a recent ‘big’ decision?”  How someone makes decisions tells you a lot about what they value, who they relate to (if anyone), and their maturity level. Read more… By Brett Johnson

Purchasing Bride and Groom Wedding Dresses


Start by being really honest about what you deeply want in a relationship. Then find the right person to create the commitment that most honors your unique expression as a human being on this planet. Read More By Kingsley Josep 


How To Build Your Online Attraction

Dr. John Gray wrote a book called: What Your Mother Couldn’t Tell You, and Your Father Didn’t Know. This book will improve any relationship by 100%+. It’s about how men and women communicate differently. Read More By Billy Sullivan 



It’s pretty much where do you want to be in 3 years if things go well? It would take me several dates and a lot more questions to get to the point of asking this one, although from time to time it comes in sooner. Read More… By Devorah Firestone.


Whose your favourite comic? It would be an absolute no go for me if our sense of humour didn’t align in some way. Don’t necessarily have to be a huge Monty Python fan ( it would help) but if it’s Frankie Boyle, Bam Margera or worse ‘I don’t really like comedy.’ Then I’m heading for the hills at speed. Read More… By Deirdre Beecher

source :,,