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205 Controversial Relationship Questions To Ask Your (Potential) Partner

205 Controversial Relationship Questions To Ask Your (Potential) Partner

So, you’ve just started dating (or you’ve been together for a while now), and you’re still in the process of connecting with one another. You’ve already asked them plenty of questions to get to know them better.

But I bet you forgot to do one thing! You forgot to ask them some controversial relationship questions that have the power to reveal your (potential) partner’s true personality.

If you want to know how they’ll be in a relationship or whether your relationship will last, then asking these questions is a must!

Their answers to these controversial relationship questions will help you learn their point of view. As a result, this will help you understand whether you’re fully compatible. I hope you’re ready! ?

Best Controversial Relationship Questions

smiling man and woman are walking and talking

In the following list of controversial relationship questions, you will find some deeply personal questions that simply need to be asked. These questions are bold, direct, and to the point, as they should be.

1. “Have you ever set up a fake social media account to follow someone you want to know more about?”

2. “Would you be interested in purchasing a device that calculates the degree to which two people are in love?”

3. “If your best friend was cheating on their partner, would you tell him/her?”

4. “What was the most embarrassing thing you did on a date night?”

5. “If I wanted an open relationship, would you break up with me?”

6. “If we weren’t together anymore, would you envy who I was dating?”

7. “Do you think it’s a problem when there is a large age gap in a relationship?”

8. “Do you not truly know your partner until you move in together?”

9. “Is it possible to fall in and out of love with someone?”

10. “If I told you I was traveling to a party hotspot alone, would you have any concerns?”

11. “Did you ever consider keeping me a secret from your friends and family?”

12. “How would you feel about me having a close friendship with someone of the opposite gender and hanging out one on one?”

13. “What would you change about the way you look?”

14. “How should you approach expenditure if one person in the relationship earns significantly more than the other?”4

15. “Do you have a backup if this relationship doesn’t work out?”

16. “Should a man be the one to propose in heterosexual relationships, or is it ok if the woman takes the initiative instead?”

17. “Are personality or good looks more important when it comes to your partner?”

18. “What’s something/somebody you would sacrifice your life for?”

19. “Were you serious and fully committed in your last relationship?”

20. “Am I the top priority in your life?”

a man and a woman are standing and talking

21. “Would you end the relationship if my ex came up in conversation all the time?”

22. “Is sibling rivalry a positive thing?”

23. “How do you feel about having an open marriage?”

24. “What do you think of my best friend? If you don’t think highly of them, tell me why.”

25. “What relationship advice would you give yourself if you were to meet in the past?”

26. “Does your significant other have the right to access your social media passwords in a committed relationship?”

27. “Would you prefer to have a week without money or have a week not showing any intimacy?

28. “Have you ever slept with a stranger?”

29. “If I were to cheat on you once, would you forgive me?”

30. Would you be ok with me going on a girls/boy’s holiday?

31. “When we first met, what attracted you to me? Do you still have that same feeling of attraction now?”

32. “Could you be in a relationship with someone who had diametrically opposed political views to yours?”

33. “What would be a deal-breaker for our relationship, something you couldn’t forgive?”

34. “Would you think twice about the relationship if your current partner always made fun of you at social gatherings?”

35. “How would you feel if your partner had to work away for 3 weeks per month?”

36. “Do you think couples need similar interests to be compatible?”

37. “If I told you that I didn’t want kids, would you end the relationship?”

38. “How would you feel if you found out that your partner’s colleague had a crush on them? Would you still be ok with them working there?”

39. “How would you feel if I told you that I’d had multiple one-night stands after nights out drinking?”

40. “How would you react if I told you I wanted a break from the relationship for a month without any reason?”

a man and a woman are sitting outdoors and talking

Related: 18 Revealing Questions To Ask A Romance Scammer

41. “Would you give sperm or eggs to friends who could not conceive on their own if they asked you to?”

42. “If we got married and then divorced, would you be reasonable when it came to sorting the divorce settlement?”

43. “Would you end the relationship if your friends told you they didn’t like me?”

44. “In the past, have you ever dated two women at once?”

45. “Am I giving you what you need from a lover?”

46. “How many guys/girls have you dated in the past?”

47. “Are you always completely honest with me in our relationship?”

48. “How would you break up with someone? If the relationship ended, could you go on without apologizing to the other person?”

49. “How would you react if your partner forgot your birthday?”

RELATED: 340 Revealing “How Well Do You Know Me” Questions

Controversial Questions To Ask Your Partner

a smiling woman with blond hair is talking to a man

Did you think that we were done with controversial relationship questions? Nope. Here are some more deep relationship questions you need to ask your partner ASAP:

1. “Do you think we spend enough time together? Would you like to spend more time together if we could?”

2. “What are your views on an extra-marital affair?”

3. “Would you be happy in a relationship where the other person earns more than you and has a more powerful job?”

4.“Should women change their last names when they get married?”

5. “Do men and women have different roles when it comes to parenting? Should strictness be varied between the two?”

6. “If a family member needed a kidney, and you were the only match, would you give one up?”

7. “What was your first impression of me?”

8. “Do you think it’s acceptable if your partner still keeps in contact with some of their exes?”

9. “What are the challenges when someone moves to a new country to be with their partner in a relationship?”

10. “Do you think of me when you masturbate?”

11. “If you were to find out that I had been messaging someone else and the message had a flirty vibe, how would you react?”

12. “Do you think past relationship secrets should always be kept hidden?”

13. “Would you care for me if I got super sick or badly disabled?”

14. “What would you think of me if you learned I cheated in a previous relationship?”

15. “How would you feel If I had zero drive or ambition to work or do anything around the house? Would you still stay in the relationship?”

16. “If your partner didn’t like your parents, would that influence your feelings towards them or not?”

17. “Would it be ok if I schedule some alone time (me time) during the week?”

18. “Why have we not been as intimate recently?”

19. “Do you love your friends more than you love me?”

20. “Describe your biggest regret in a previous or current relationship.”

a smiling woman is sitting across from a man and they are talking

21. “When was the first time you said ‘I love you’ to someone in your life other than family?”

22. “Do you think having a holiday fling is terrible?”

23. “If you had the choice to start your life again, would you still want to be in a relationship with me?”

24. “If I was severely injured after an accident and could not care for myself, would you stay and look after me?”

25. “Do you think that you can do better than me?”

26. “If your partner fell down a rabbit hole related to a conspiracy theory, how would you react?”

27. “What would you do if you found out that I’d watched the season finale of a Netflix series we’d been watching together alone?”

28. “Do you ever try and look up your ex on social media?”

29. “Have you ever had feelings for someone of the same gender?”

30. “Would you break up with me if I got a great job in another city?”

31. “If I were to turn vegan and start eating a plant-based diet, would you join me?”

32. “What would you say if I told you I had a crush on your best friend at the same time I was dating you?”

33. “What kind of parent do you think you’d be?”

34. “When you met my parents for the first time, what annoyed you the most?”

35. “Do you remember the last time your lover was in your dreams?”

36. “What do you think about when we make love?”

37. “If I had to answer any question you asked me truthfully, what would your top 5 questions be?”

38. “How should you comfort an infant crying because they want more toys?”

39. “Are you still in love with your ex?”

40. “How would you feel if we put off moving in together for the time being?”

a man is standing next to a woman and they are talking

41. “Would you mind if your partner was naturally a flirty person but meant nothing by it?”

42. “If you found out that I was seeing someone else, what would you do?”

43. “What things about my personality bother you the most?”

44. “What scares you the most in a relationship? Has what you are afraid of changed since you were a child?”

45. “Would you ever choose money and the perfect job over me?”

RELATED: 125 Trap Questions To Ask Your Boyfriend That Hit Hard

What Are Some Good Debate Questions About Relationships?

a smiling woman with brown hair is sitting next to a man and they are talking

If you‘re running out of relationship topics and tough relationship questions, these debate questions about relationships are here to the rescue! I suggest that you also check out this 21 questions game.

1. “What do you think about online dating?”

2. “Is monogamy a natural human trait or a socially enforced requirement?”

3. “Do you believe in soulmates?”

4. “Does money make a relationship more complicated?”

5. “Is it okay to date someone to just pass the time?”

6. “Feminism – does it favor a relationship or not?”

7. “What is a red flag in a relationship for you?”

8. “What’s your opinion on people who fall in love with more than one person at once?”

9. “Can love be faked?”

10. “Is it possible to have similar interests and hobbies with someone yet be incompatible?”

11. “Can failure to meet your partner’s sexual desires affect a relationship?”

12. “Are personal boundaries important in keeping a relationship alive?”

13. “Between a man and a woman, who should play a major role in maintaining a lively relationship?”

14. “Should the man or woman get custody of the children in the event of a divorce? Or should they share custody?”

15. “Househusband: a good or negative thing?”

16. “At what point should one meet their partner’s parents?”

17. “Is it possible to reignite the lost love you had for your partner? How would you do it?”

18. “How can love create miracles in daily life?”

19. “How do you tell if one is committed or not?”

20. “Surviving heartbreak: males vs. females.”

a man and a woman are sitting in a cafe and talking

21. “Do you believe couples should do everything together or is some level of independence necessary in a relationship?”

22. “What do you believe is more critical, logic or emotions? Why?”

23. “What makes you excited when in love? What was the last exciting experience you had?”

24. “What are the challenges of establishing strong relationships in the world of technology?”

25. “What do you think about same-sex marriages?”

26. “Is it OK to have sex before marriage?”

27. “Would you share all your secrets with your boyfriend or girlfriend?”

28. “Is dating in the 2000s more challenging than dating in the 1980s and 1990s?”

29. “Should dating tips change as one gets older?”4

30. “At what point in a relationship should couples discuss their finances?”

31. “After dating, for how long should you consider lending money to your partner? What precautions would you take?”

32. “For how long should a couple date before considering settling down?”

33. “Are dating apps making love less meaningful?”

34. “Would a controversial issue – social or political – affect the person you choose to date?”

35. “What’s your view on polyamory? Do you think having more than one partner is ok or not?”

36. “If your love for your partner doesn’t grow with time, should you continue with the relationship?”

37. “Is it a problem if there is a language barrier between your family and your partner?”

38. “In-laws vs. married couples?”

39. “Do you think long-distance relationships can work long-term?”

40. “Is being faithful hard?”

a smiling woman with glasses is talking to a man

41. “Do you think it’s normal for people to take breaks from their relationships?”

42. “What’s your opinion on experimenting in a relationship?”

43. “How does modern television shape our perception of love?”

44. “Mother-daughter vs. father-son affection and love comparison.”

45. “Do opposite character couples live in peace compared to people who follow the same vision?”

46. “Should you set rules in a relationship or not?”

47. “What comes first, love or attraction?”

48. “Is it possible to meet a genuine partner on dating apps? How do you identify one?”

49. “Does physical attraction play a key role in maintaining a strong bond in a friendship?”

50. “Between a man and a woman, who is able to deal with a breakup better?”

51. “Is it possible to have a mismatch of intimacy needs in a relationship?”

52. “Pros and cons of office romances?”

53. “Have you ever had a horrible nightmare about the person you are dating? What was it about?”

54. “Should love always be a sacrifice?”

55. “Love marriage vs. arranged marriage.”

56. “Should couples discuss their previous relationship with their exes?”

57. “Are relationships in recent times becoming more casual and less committed? Why?”

58. “Can being in too many previous relationships affect one’s dating skills?”

59. “Is it possible to live with someone you don’t love?”

60. “Is it possible to fool someone into thinking you love them?”

a woman with long black hair is sitting next to a man and they are talking

61. “Emancipation of women: Is it a good thing?”

RELATED: 100 Deep Questions To Ask Your Date If You Really Want To Get To Know Them

Fun Debate Topics For Couples

a man and a woman are sitting at the table and talking

What‘s more fun than first date questions? Fun relationship debate topics! With these topics, you’ll never run out of meaningful and productive conversations.

1. “Ladies, would you rather date a broke young man who’s excellent in bed or a rich old man who’s awful in bed?”

2. “Gentlemen, would you rather be married to a gorgeous lady with fewer curves or a less gorgeous woman with amazing curves?”

3. “Would you rather share good moments with someone you don’t love or have bad moments with someone you love?”

4. “In a marriage, do women have a lot more to lose in a divorce than men?”

5. “Is physical fitness important in a relationship?”

6. “In case of a war, would you wait for your partner to just get married?”

7. “Is it true that love makes the world go round?”

8. “Is it true that when you’re in love, you can’t fall asleep because reality is finally better than your dreams?”

9. “Should heartbreak lead to revengeful acts?”

10. “What would you change about the modern-day ways of dating?”

11. “What is worse, being caught liking your ex’s photos on Instagram or abusing your partner’s ex?”4

12. “Is money important while dating?”

13. “Is age important when dating?”

14. “Is virginity valuable in modern-day relationships?”

15. “How would the world look without love?”

16. “Can one date two partners at the same time and be able to love them equally?”

17. “Is love really blind?”

18. “Is it possible to hide love when you are in love?”

19. “What would you prefer from a relationship, respect or love?”

20. “Is it possible that love can stop all the wars and conflicts in the world?”

a smiling woman with long blonde hair is talking to a man while drinking coffee

21. “Is love enough to keep your partner from cheating?”

22. “Is it true a wife’s affection for her husband changes after children are born?”

23. “What is worse in a marriage, to be always criticized or to be ignored?”

24. “Are there any advantages to being a side chick?”

25. “What would you prefer: a gassy stomach on a first date or a running stomach on your wedding night?”

26. “Would you consider getting another partner if the one you have currently had a terminal illness?”

27. “Do people appreciate married women in leadership much more than single ladies in the same position?”

28. “Is it possible to have a simple and unattached relationship with your ex?”

29. “Do kids play a role in creating a stronger marriage?”4

30. “Do younger women make better marital partners than older women?”

31. “Would you mind watching adult-only movies with your partner?”

32. “Does loving someone mean always giving them what they want?”

33. “Does true love wait?”

34. “Is it possible to love an enemy?”

35. “Is it true men offer less commitment in a marriage than women?”

36. “What wouldn’t you mind sharing with your partner, underwear or a toothbrush?”

37. “Do men have less attachment to their ex than women?”

38. “Is a relation based on a one-night stand likely to survive?”

39. “Is it okay for a girl to make the first move or go in for the first kiss?”

40. “Would you rather date a smart or sexy partner?”

a man and a woman are sitting on a bench in a cafe and talking

41. “Is it possibly true that the majority of the people would change their dating partners if given the chance?”

42. “Is it possible to love others without first loving oneself?”

43. “Is the first breakup the most painful?”

44. “Can you love someone and be violent toward them?”

45. “Is love truly a fairy tale?”

46. “Is rebound love justified?”

47. “Do single men tend to gossip more than married women?”

48. “Do married women have less impact in a leadership position than in their homes?”

49. “Would you prefer you cheat on your partner or your partner cheat on you?”

50. “Is it likely for a parent to love all her children in the same way?”

RELATED: 21 Questions For A New Relationship: The Must-Knows

Wrapping It Up

As I was collecting these controversial relationship questions, I realized that they are great conversation starters and pillow talk questions as well. Even though they’re controversial topics, that shouldn’t be an issue.

Every healthy relationship should be built on trust, honesty, and compatibility. If you want to get close to someone, Psych Central says that you just need to ask them (the right) questions.

That being said, these questions will not only help you connect on a higher level but also be a source of great fun!

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