You never know if you don’t ask. As you explore your relationship with your handsome boyfriend, consider asking him some of the following questions. Offer up your answer as well so the two of you can get to know each other on a deeper, more intimate level. True love begins with sharing truths.
111 Deep Questions
-Are you chasing your dreams?
-Are you ok with the woman you love making more money than you?
-Do you believe in fate?
-Do you believe in fate? destiny?
-Do you believe in ghosts?
-Do you believe there’s one person you’re ‘meant’ to be with?
-Do you ever want fame? If so, why do you want to be famous?
-Do you have any regrets?
-Do you think I’m the ‘right’ person for you? (If yes) What about me makes me the ‘right’ person?
-Do you think I’ve been vulnerable in our relationship?
-Do you think there’s such thing as the ‘right’ person for you?
-Do you think you will need more closeness or more alone time over the next couple of days?
-Do you think you’ve been vulnerable in our relationship?
-Do you want to have children?
-Have you ever been in love before?
-Have you ever truly hurt someone? Did that person forgive you?
-How can I better support you in your life?
-How do you feel about our sex life lately?
-How do you know you’re doing the right thing with your life?
-How do you think we both have changed since we first started dating?
-How long did you think our relationship would last when we first started dating?
-If I said you could date other people, would you?
-If our relationship ended, what’s the one thing about it you’d miss the most?
-If something happened where I had to move very far away, would you attempt long-distance? Or go our separate ways?
-If we could go anywhere together right now, where would you want to go?
-If you could change one thing about our relationship what would it be?
-If you could only take one vacation in your entire life, where would you go? Who would you take with you?
-If you had one word to describe our love what would it be?
-If you had one word to describe our relationship what would it be?
-If you had to choose one accomplishment that summed up your personhood, which would it be?
-If you had to live in a fictional world from literature, which world would you choose?
-If you had to work on solving one world problem for the rest of your life, what would it be?
-If you were told you would die at the end of this week, how would you spend your final days?
-Is love something that scares you?
-Is there any argument that we had this past week that you feel incomplete about?
-Is there any kind of physical touch that I can engage in more that helps you to feel loved?
-Is there anything I can do for you in this moment to help you feel more comfortable or loved?
-Is there anything I have done in the past week that may have unknowingly hurt you?
-Is true love real or the stuff of fairy tales?
-Should you run for president, which current politician would you choose as a running mate?
-Tell me about your (best friend, parents, siblings). What’s your relationship with them like?
-Was Robin Hood a hero or a villain?
-What about love scares you?
-What about me made you fall in love?
-What about our relationship makes you really happy?
-What about us both is exactly the same since we first started dating?
-What about us do you think works well together? How do we balance each other out?
-What are the main stressors currently in your life, and is there any way I can alleviate that stress for you, if only a small amount?
-What are you most afraid of?
-What are your dealbreakers?
-What did you think when you first met me?
-What do I mean to you?
-What do you like about us as a couple?
-What do you remember most about the night/day we first met?
-What do you think I’d say is your most attractive quality?
-What do you think has been the hands-down funniest moment since we started dating?
-What do you think is your biggest strength in this relationship?
-What do you think was your most vulnerable moment in our relationship?
-What do you want out of being together?
-What do you want to change about us as a couple?
-What does being together mean to you?
-What does love mean to you?
-What does love mean to you?
-What does this relationship mean to you?
-What is a talent you want your child to have?
-What is something I can help you with?
-What is something you want to know about me?
-What is the most powerful act a human can commit?
-What is your biggest fear?
-What role does faith and/or religion play in your life?
-What was one of the best moments of your life?
-What you can learn: Whether or not he believes in the power of love.
-What’s a trait of yours you hope your child never inherits?
-What’s something you’ll always regret?
-What’s the thing you miss most about childhood?
-What’s your most embarrassing memory?
-What’s your perfect Sunday morning look like?
-What’s your preferred social media site?
-What, to you, is the most important thing in life?
-What’s one difference between us that you absolutely love?
-What’s one quality about me that I see as a flaw that you absolutely love?
-What’s one secret you’ve wanted to tell me, but haven’t?
-What’s one similarity between us that you absolutely love?
-What’s one thing I do that makes you feel good, that you wish I did more?
-What’s one thing about your life you would never change for someone else, including me?
-What’s one thing you feel our relationship is lacking?
-What’s one thing you hope happens in the future of our relationship?
-What’s one thing you think makes our relationship unique from everyone else’s?
-What’s one thing you want to do together that we’ve never done before?
-What’s one thing you’re scared to ask me, but really want to know the answer to?
-What’s something that you want to change about yourself?
-What’s something you’re afraid to tell me?
-What’s your biggest fear for this relationship?
-What’s your biggest weakness in this relationship?
-What’s your favorite memory of us?
-What’s your favorite non-physical quality about me?
-What’s your favorite physical quality about me?
-What’s your favorite way to receive affection?
-What’s your favorite way to show affection?
-When do you feel appreciated the most?
-When do you find speaking difficult and how can I best support you through those moments?
-When was a time you were deeply hurt?
-When was the last time you really failed at something? How did you pick yourself up afterward?
-When was the time you cried? Why did you cry?
-When you come home from work, what can I do or say that will make you feel the most loved?
-Where is your favorite place to be with me?
-Where would you most like to honeymoon?
-Which “Harry Potter” book is your favorite? Why?
-Who do you think is the most affectionate in our relationship?
-Who’s the most important person in your life?
-Would you change anything about your life, if you could?
