110 Deep Questions To Fall In Love With The Right Person

Couple asking questions to fall in love embracing in a park

110 Deep Questions to Fall in Love with no Regrets

Our matchmakers here at The Love Crush Agency have created an all-inclusive list of questions to fall in love with the right person. Book a free consultation with us to receive more insight on love and relationships.

To fall in love with the right person means you’ve done a thorough assessment of your potential mate. Moreover, you’ve observed their behaviors, spent time with them, and have developed strong feelings. But, have you asked all the right questions? Oftentimes, singles fail to ask the necessary questions that will reveal deep truths about their mate. Check out our matchmaker generated list of questions to help determine if you’ve fallen in love with the right person.

Future-Based Questions

  1. What are your general life goals for the immediate future?
  2. What are your overall goals for the distant future?
  3. Do you have a five-year plan you want to achieve?
  4. Where do you see yourself in ten years?
  5. Do you have any financial goals you’d like to reach?
  6. What are your retirement goals?
  7. At what age do you see yourself retiring?
  8. Have you started to prepare for retirement? If so, what have you done?
  9. What are your relationship goals?
  10. Have you considered what would happen if you lost the ability to work? How would your life change?

Family-Related Questions

  1. What does a healthy family structure look like to you?
  2. Did you grow up in a healthy or unhealthy familial environment?
  3. How has your upbringing affected your ability to show up in relationships?
  4. Are you close with your family and how often do you speak to them?
  5. How do you feel about dating someone who isn’t close with his or her family?
  6. Are you a family-oriented person?
  7. How would your family members describe you as a person?
  8. How do you predict your relationship with your family will change when you get married?
  9. Are there any toxic individuals in your family? If so, how do you deal with them?
  10. Has your family adequately supported you over the years?

Questions About Love

  1. What does in mean to be truly in love with a person?
  2. Do you believe being “in love” and loving somebody are two different things?
  3. What sacrifices are you prepared to make for your future spouse?
  4. How many times have you been in love in the past?
  5. Do you believe that couples can fall in and out of love and still be happy together?
  6. Is love capable of changing people for the better?
  7. How did love show up in your life during your adolescent years?
  8. Do you believe a person can make you fall in love or does it just happen?
  9. Is it possible to fall out of love with a person and still care about him or her?
  10. Do you believe you can be in love with multiple people at the same time?

General Relationship Questions

  1. What are your top priorities in a relationship?
  2. What are your relationship deal breakers?
  3. Do you believe a relationship can survive after cheating?
  4. What’s your definition of a healthy and loving relationship?
  5. What is your primary love language of expression? How do you express love to your partner?
  6. What is your top love language of reception? How do you prefer to receive love?
  7. What is your attachment style in relationships?
  8. Do you believe one must fall in love before entering into a serious relationship?
  9. How do you feel about polyamory?
  10. Do you think a relationship can long distance?

Philosophical Questions About Life

  1. Do you believe that people are pre-destined to live a certain life?
  2. Does upbringing determine the type of personality one will have?
  3. Are humans naturally loving or do they learn to be loving?
  4. Do you believe people are responsible for their own success in life or is it determined by society?
  5. What is your overall philosophy for how you live your life?
  6. Are people inherently good or bad?
  7. Why do you think people gravitate quicker to negative news than they do positive news?
  8. Which people are more successful? Those who do life alone or with the help of others?
  9. How can mankind make strides to build a better future for our youth?
  10. Do you believe in living life “one day at a time” or preparing for the future?

Spirituality and Religion Questions

  1. Do you believe in a higher power? If so, what are your beliefs?
  2. Are you a believer of multiple gods? Do you believe there is more than one God?
  3. Do you have a daily or weekly spiritual practice?
  4. How does spirituality affect your day-to-day life?
  5. Do you believe in an afterlife?
  6. Do you believe the way you live your life determines what happens in the next life?
  7. How important is it for your partner to have the same spiritual or religious beliefs as you?
  8. Do you have the same spiritual beliefs as an adult as you did as a child?
  9. Do you think it’s possible for individuals with different religious backgrounds to have a healthy relationship?
  10. How has religion impacted your life over the years?

Politics and Political View Questions

  1. Are politics important to you?
  2. What are your views regarding liberalism vs. conservatism?
  3. Do you believe two individuals can have opposing political beliefs and survive in a relationship?
  4. What role do you believe the government should play in our lives?
  5. Do you believe in social reform?
  6. How do you feel about separatism in society?
  7. What things could the government do differently for the betterment of society?
  8. Do you believe we are moving forwards or backwards as a society?
  9. How can we evolve as humans to get along with others that have different political beliefs?
  10. Can extremists of different political beliefs have a successful relationship?

Questions About Emotion

  1. How important is it to have an emotional connection with your partner?
  2. Is emotional connection or physical connection more important?
  3. Are you typically aware of how your actions affect your mate?
  4. Would you consider yourself to be empathetic when your partner is emotionally distraught?
  5. Do you tend to avoid expressing your emotions out of fear?
  6. How in touch are you with your own emotions?
  7. Are you good at expressing how you’re feeling or is it a struggle?
  8. Do you believe the emotional state of a relationship can determine its success?
  9. Have one or more of your loved ones ignored your emotions in the past?
  10. How important is it for you to validate your partner’s emotions?

Past Love and Relationship Questions

  1. What significant lessons have you learned from past relationships?
  2. Do you have any regrets with the way you’ve showed up in previous relationships?
  3. Have you ever been hurt by a romantic partner in the past?
  4. Are there any relationships in the past to which you are to blame for it ending?
  5. Are you still friends or in contact with any of your ex-lovers?
  6. What behaviors are you hoping to change from past relationships?
  7. Have any of your exes ever attempted to get back with you?
  8. Do you share any mutual friends from your previous relationships?
  9. What’s the best relationship you’ve ever had?
  10. What is the worst relationship you’ve experienced?

Personal Relationship Questions

  1. Do you believe in going to therapy?
  2. What are your self-care practices? If any?
  3. How do you manage stress in your life?
  4. Are you an introvert or extrovert?
  5. What is your Myers-Briggs personality type? (i.e. INFJ, ENFJ)
  6. Would you consider yourself to have a Type B or Type A personality?
  7. Are you able to admit when you are wrong?
  8. How do you handle rejection?
  9. How do you feel about being inconvenienced by your partner in a relationship? (i.e. if they become sick, financially strapped, etc.)
  10. Have you ever suffered from a broken heart?

Questions About Marriage

  1. What roles do you feel husband and wife should fulfill in a marriage?
  2. How do you believe the bills should be divided in the household? (i.e. 50/50)
  3. Do you believe outside family members should have a limit with how much involvement they have in your marriage?
  4. Do you believe in living together before getting married?
  5. Have you ever been engaged? If so, how many times?
  6. How do you feel about being with someone who was previously married?
  7. If there was a formula for a successful marriage, what would it be?
  8. How do you feel about divorce in general?
  9. What things can a couple do to “divorce proof” their marriage?
  10. Do you prefer to wait until marriage to have kids?

For more insight on determining whether the person you are dating is worthy of falling in love with, schedule a free consultation with The Love Crush Agency matchmaking services today!