When you first start dating someone new, every convo feels exciting and special. Hours feel like minutes, and minutes feel like seconds when you’re spending time with someone you’re really into (“Alexa, play ‘Crush’ by Yuna.”). But several months (or heck, several dinners) in, once you've gotten to know your partner on a truly intimate level, you might feel like you've run out of questions to ask them.

You're not doomed...but you do want to proactively turn that boring conversation upside down. Because no matter how long you’ve been with your partner, keeping those deep, riveting talks alive and well is incredibly important for a happy relationship.

Take it from Terri Orbuch, PhD, a relationship therapist and author of 5 Simple Steps to Take Your Marriage From Good to Great, who has been following a set of over 370 couples for more than 30 years.

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“One trait of the happy couples [I’ve studied] is that they are intimately familiar with each other's inner lives and social worlds,” she says. Talking is, of course, the number one way to do that.

Meet the Experts:
Terri Orbuch, PhD, is a relationship therapist and author of 5 Simple Steps to Take Your Marriage From Good to Great.

Tara Suwinyattichaiporn, PhD, is a professor of sexual and interpersonal communications at California State University, Fullerton.

Dana McNeil, PhD, is a relationship therapist based in San Diego, California.

Chloe Carmichael, PhD, is a clinical psychologist based in New York City and author of Nervous Energy: Harness the Power of Your Anxiety.

Gin Love Thompson, PhD, is a relationship expert, nationally-recognized psychotherapist, and author of Sunrises at Midnight.

Brandy Engler, PsyD, is a relationship therapist and founder of Silver Lake Psychology in Los Angeles, California.

But where do you start? Not with rehashing your morning run, venting over your to-do list, or bringing up concerns about your kids, says Orbuch. Instead, go for "the type of questions you used to ask when you first met each other"—think: less office politics and weekend plans, and more hopes and dreams.

These types of inquiries not only spark meaningful chats (that, btw, can recreate that first date, falling-in-love feeling), but you'll also discover different sides of your S.O. and deepen your connection, no matter how long you've been together.

So next time you're with your partner, swap out the old "How was your day?" with one of these expert-backed questions to ask your partner:

31 Best Overall Questions To Ask Your Partner

Whether you’ve been dating for over a decade or less than a year, these are the best questions to ask your S.O. to strengthen your bond, according to relationship experts.

1. How would you describe a happy relationship?

    Tara Suwinyattichaiporn, PhD, a professor of sexual and interpersonal communications at California State University, Fullerton, suggests this question as a way to weed out any unrealistic relationship ideals, or incompatible views right from the jump. If the person answers with “I don’t know,” your antennas should definitely perk up. That signifies a lack of self-reflection. And do you really want to be with someone who isn’t sure how they even want to show up in a relationship?

    Simply put, a healthy relationship is a happy relationship. Watch this video to learn more:

    2. Why do you think people cheat?

    Facts are facts, says Suwinyattichaiporn. And the studies show that one in five men, and one in 10 women have been unfaithful to their partner. So why does your boo think that is? It could be a very telling answer. If someone thinks everyone who cheats is a terrible person, they may be a bit too quick to judge.

    3. What are the things I do that really turn you on?

      Most breakups and divorces are caused by dissatisfaction with the sexual relationship, said Suwinyattichaiporn. Since this is clearly a big obstacle, may I suggest knocking this question out early on? If you know your partner gets super turned on when you treat them to dinner or buy them flowers, that’s a great thing to know going forward. If it’s more specific requests in the bedroom, also good intel!

      4. Why do you think you’re great?

        The answer to this question can be very telling, says Suwinyattichaiporn. If your partner can’t think of anything it may mean they need to do a little more inner work before diving into a relationship. If they can’t think of a single thing that’s not great about them....well, you may have a narcissist on your hands. (Ah!)

        5. How do you deal with negative emotions?

          Does your boo throw a temper tantrum when they get mad, sad, or frustrated? Or do they process it, perhaps with some journaling and meditation? Do they lash out or self-isolate? Not only is the answer an indication of their ability to self-regulate, says Suwinyattichaiporn, but it’s also helpful for any partner to know.

          6. How do you know when you are successful?

            This is a great question to discover what your partner’s values are, without straight-up asking, says Suwinyattichaiporn. Is their definition of success being rich AF? Or does it have to deal with building a family? Both answers are fine, but it’s good to know if you are aligned with this person, or if your end goals and morals are completely different.

            7. What would your perfect day look like?

              Knowing what sparks joy with your partner helps you find ways to infuse your days with more of those moments, says relationship therapist Dana McNeil, PhD. This shows your beau you’re listening and you care about what makes them happy! What could be more important than that?

              8. What does commitment mean to you?

                Ethically non-monogamous (ENM) relationships are climbing in popularity, so best to check in early where your partner stands on this, says McNeil. If participating in an ENM relationship is good for the both of you—great! If one of you is hell bent on having one partner ‘til death do you part, it may be time to reassess where things are going. Relationships should be safe environments free of judgment, so knowing all this information early on is super important, says McNeil.

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                9. Of the people we know, whose relationship do you admire the most and why?

                  This is another great way to get a little peek into what your partner is ultimately looking for. Do they think their parent’s relationship is perfect, when you’re iffy about it? Talk about it! The roles you’ll play, and how people show love and respect are so crucial when building a foundation, says McNeal.

                  10. Besides your parents, who shaped you the most during your childhood and teens?

                    This question will give you insight into the most important people in your partner's life, which might not always be obvious, says Chloe Carmichael, PhD, a clinical psychologist based in New York City.

                    11. What's the angriest you've ever been?

                      Talking about emotions and what triggers them will always lead to an intimate conversation. Carmichael recommends this Q to better understand what gets your boyfriend fired up.

                      12. What are the telltale signs that you're stressed, that no one else would know?

                      Carmichael recommends this question as a way to get insight into how your partner copes when things aren't going well. Once you know, you can share your own signs and be better, more supportive partners for each other when the going gets tough.

                      13. What are your guilty pleasures?

                        This is a fun chance to find out how your partner likes to indulge, and what might be a little embarrassing to them. Whether it's trashy reality TV or sour gummy worms, you'll usually get a look at what comforts your person or reminds them of their childhood.

                        14. Who was your first love, and why did it end?

                          Carmichael suggests this question to help you understand your boyfriend's relationship history. How he answers will show you what he values in a partnership and what behaviors are most hurtful to him. (That's super valuable intel, btw.)

                          15. When you were a child, what did you hope to be when you grew up? Why?

                          This one is a classic for a reason. Talking about hopes and dreams—even if they've totally changed—makes you feel bonded to your S.O. (and them to you). And it shows you what they were interested in as a kid, a time you (likely) didn't know them.

                          16. When's the last time you cried?

                            This question can help your boyfriend open up about the things that make him emotional. Whether they were happy, sad, or angry tears, you'll learn what makes them feel ~the feels~, notes Carmichael.

                            17. What's the biggest lie you've ever told?

                              This line is bound to lead to an interesting conversation—one that may reveal what's worth a fib to your partner and whether or not they regret being dishonest. Of course, they may not actually spill their biggest lie, but whatever they do admit counts.

                              18. How do you feel about our sex life right now?

                              As previously mentioned, sexual compatibility can be the thing that makes or breaks a relationship, says Suwinyattichaiporn. If you get into the habit of regularly checking in with your partner about this, it can be way less daunting to bring up a special request. Maybe your partner wants more oral sex, or more regular massages. You don’t know if you don’t ask! This also opens up the door to share what you are craving.

                              19. What’s your view on sex in long-term relationships?

                                Suwinyattichaiporn encourages all people in long-term relationships to ask this question. A good, fulfilling sexual relationship can mean completely different things to different people. Best to make sure you are on the same page. If you're someone who wants to have good quality sexy time once a week, maybe you shouldn’t be with a partner who wants to have sex three times a day.

                                20. What did you find challenging about your childhood, and how did you overcome it?

                                  Now this is a good one. We’ve all heard the favorite childhood story question, but we know no one’s childhood was all puppies and rainbows. It’s important to know what kind of obstacles your partner faced as a child, and what those challenges mean to them now, says Suwinyattichaiporn. It can also give you a look into what you’re up against when dealing with their family!

                                  21. What is an aspect of my personality that you don’t love but have been willing to accept because you love me?

                                    Honesty is key in a long-term relationship, says McNeal. Having the ability to know what your partner doesn’t like about you, is perhaps even more important than knowing what they love about you. These little things may not change, but you’ll feel stronger knowing your quirks aren’t dealbreakers.

                                    22. How do we let each other know when we need space?

                                      Space can be another tricky topic. But we all need a little alone time eventually, right? Admitting you need space doesn't mean you’re having problems, it’s actually a really healthy thing, says McNeal. If you create a playbook for how to ask for it, a little QT away from your loved one might not feel like a rejection. (Ahem, no more picking fake fights!)

                                      23. If you won the lottery, where would you travel and why?

                                      “This tells you all about your partner's dreams for adventure and travel,” Orbuch says. Plus, it’s a fun opener that gives you a deeper look into their psyche without getting too intense from the get-go.

                                      24. If you could be anywhere in the world right this moment, where would you be and what would you be doing?

                                        “We want our partners to be authentically curious about who we are on our deepest levels,” says relationship expert and psychotherapist Gin Love Thompson, PhD. But asking your significant other to share his or her innermost thoughts and desires over appetizers can be a little, well, intense.

                                        “Keep it light and fun while increasing the energy and excitement by starting a heavier chat with an icebreaker question like this,” Thompson says.

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                                        25. Remember when we [insert sexy memory here]?

                                          Count on sex to always spice things up. “Tell your partner the intimate moments you’ve enjoyed most, and ask them to share their most memorable [ones] with you,” says Thompson. “Then, together, bounce around ideas of new tantalizing adventures you would both delight in.”

                                          Not only will this liven up pillow talk, it'll also help reinforce that you're still hot for each other (and always will be).

                                          26. What makes you feel connected or disconnected to me during sex [or the day-to-day]?

                                            Sometimes, a level of directness can help you go deeper—especially when it comes to the most intimate parts of your relationship. “I hear all day from couples that they harbor a sense of disconnection that they often don't say out loud," says Brandy Engler, PsyD, a relationship therapist in Los Angeles.

                                            "These kinds of questions help people put words to what they want and how they want to feel—it taps into your core longings.” Getting this direct might feel awkward at first, Engler says, but ultimately, talking about things that divide you will bring you closer.

                                            27. If you were able to work in any other job for a year, what would it be?

                                              “This is a fun question that reveals what your partner thinks about, as well as their challenges and values,” Orbuch says. (Which are all evolving things, at least for most people.) “It also might reveal what your partner was thinking about when they were younger—dreaming about what they would be and do as they got older.”

                                              Not only do questions like this open up the conversation to what your S.O. is secretly dreaming about, they also help you revisit a part of their past you might not have talked about in those early days.

                                              28. What's stressing you out the most this week?

                                                With this question, “you'll find out what keeps your partner up at night,” Orbuch says. Whether it’s a small annoyance with a coworker or a more serious issue, these worries define what stresses your boyfriend out.

                                                “When you are familiar with your partner's present challenges, you know what is troubling them and you are better able to cope with their emotions,” Orbuch explains. “You’re better able to help them if needed, which creates a deeper bond.”

                                                29. What's your biggest goal for the next 10 years?

                                                  Aside from sharing your dreams and ambitions, this question also helps you start a conversation about compatibility—how similar are your goals, do the futures you envision look similar? “It helps figure out where they think they are in the arc of life,” Orbuch says.

                                                  While this is a great Q to ask early on in a relationship, it's also one to go back to as things get more serious, since their aspirations could change.

                                                  30. What is the one thing you want to be remembered for?

                                                    Like those questions you probably asked in the early days of getting to know each other, this question helps you discuss your underlying values, Orbuch says. “You find out how your partner defines themselves—how they see themselves,” she says.

                                                    "This says, 'I really want to know you better and I'm paying attention to who you are'"—something that your other half can forget when things become a little routine.

                                                    31. How are you?

                                                      It sounds overly simplistic, but “one of the deepest questions we can ask our partner—when done with sincerity and an intensive listening ear—is ‘How are you?’” says Thompson.

                                                      When you ask this, make eye contact and don’t interrupt—it’s as much about the listening as asking the question. “In the ultra fast-paced world we live in daily, we can lose sight of what our significant other is encountering on a personal level, be it at work, with the kids, or among family and friends,” Thompson explains.

                                                      The conversation can go to depths you'd never expect. “This is an act of love, and this support can enhance all areas of your relationship.” So ask it today, and ask it often.

                                                      42 Deep Questions To Ask Your Boyfriend

                                                      1. What are some beliefs you grew up with but don’t subscribe to anymore? Why?
                                                      2. What things that I do make you feel the most loved?
                                                      3. How can I better show up for you?
                                                      4. How can I love you more deeply?
                                                      5. Other than me, who’s the person in your life you can always count on?
                                                      6. What’s something most people don’t know about you?
                                                      7. What does love mean to you?
                                                      8. What’s something you’ve always dreamed of doing but haven’t done yet?
                                                      9. What do I mean to you?
                                                      10. What would make our relationship stronger?
                                                      11. What’s something you can’t live without? Why?
                                                      12. What’s something you’re afraid to lose?
                                                      13. How have you changed in the last five years?
                                                      14. What kind of parent do you want to be?
                                                      15. What keeps you up at night?
                                                      16. If your loved ones didn’t approve of me, what would you do?
                                                      17. How did you feel the first time you saw your parents cry?
                                                      18. What do you wish you had more of growing up?
                                                      19. Tell me about your most memorable summer.
                                                      20. Describe a time you were given an opportunity you didn’t think you deserved.
                                                      21. Have you ever had a friendship end in a way that made you change the way you approach friendships?
                                                      22. What’s your favorite part about being with me?
                                                      23. If you lost your job today, what would you do?
                                                      24. Do you consider yourself an introvert, extrovert or ambivert? How has that impacted your life?
                                                      25. Have you ever been cheated on? Tell me about how that made you feel.
                                                      26. When do you think is the right time to say “I love you”?
                                                      27. When is fighting in a relationship healthy and when do you think it starts to become unhealthy?
                                                      28. Have you ever had your heart broken?
                                                      29. How do you know when you’re really comfortable with someone?
                                                      30. What makes you happy? On the flipside, what makes you sad?
                                                      31. Would you say you’re happy? If not, what can we do to change that?
                                                      32. How did your parents impact your view on love and relationships?
                                                      33. What qualities do you look for in a romantic partner?
                                                      34. Do you believe in a higher power? Why or why not?
                                                      35. What’s your biggest fear? Do you think you can face it?
                                                      36. What’s the biggest risk you’ve taken?
                                                      37. What’s the hardest decision you’ve ever had to make in your life?
                                                      38. What’s the biggest misconception people have about you?
                                                      39. How do you feel about religion?
                                                      40. What gets you out of bed in the morning?
                                                      41. Do you think it’s ever okay to lie? In what circumstances?
                                                      42. Do you think people could ever truly change? Why or why not?

                                                      32 Fun Questions To Ask Your Boyfriend

                                                      1. If you could pick what your farts smelled like, what would you want your scent to be?
                                                      2. What fictional character do you most identify with?
                                                      3. Tell me about your most embarrassing travel story.
                                                      4. What’s the craziest thing you’ve ever done?
                                                      5. What’s your most played song on your playlist? Now, try to sing the lyrics from memory.
                                                      6. How many places have you traveled to? What’s been your favorite?
                                                      7. What’s your favorite restaurant in the city? Name your favorite menu item.
                                                      8. What’s your go-to karaoke song?
                                                      9. On a regular weekend night, are you “Team Stay Home” or “Team Go Out”?
                                                      10. What’s the cheesiest pickup line you’ve used on a crush before?
                                                      11. Tell me about the worst first date you’ve ever had.
                                                      12. What’s the weirdest gift you’ve ever received?
                                                      13. Tell me about your childhood crush.
                                                      14. Have you ever told a joke and no one laughed? What did you do?
                                                      15. Would you ever skydive? Why or why not?
                                                      16. If you could describe our relationship in three words, what would they be?
                                                      17. This might be a make-or-break question, but would you still love me if I was a worm?
                                                      18. What’s your favorite pasta shape?
                                                      19. If you could be any animal, what animal would you be?
                                                      20. Do you have a favorite plant or flower? If so, what is it?
                                                      21. Do you have any hidden talents?
                                                      22. If you could have dinner with any celebrity, dead or alive, who would it be? What would you ask them?
                                                      23. Tell me about a time you laughed so hard you peed yourself.
                                                      24. What’s the last thing that made you laugh?
                                                      25. Where should our next vacation be?
                                                      26. What’s a movie you can watch over and over again?
                                                      27. What’s the plot of your favorite book?
                                                      28. If you could pick a theme song for your life, what would it be?
                                                      29. What would be the title of the movie about your life? What actor would you choose to play you? What actor would play me?
                                                      30. If you have tattoos, which one’s your favorite and why?
                                                      31. If you could pick next year’s Super Bowl Halftime Show performer, who would you choose?
                                                      32. Would you rather be able to read people’s minds or travel anywhere in the world with the snap of a finger?

                                                      33 Juicy Questions To Ask Your Boyfriend

                                                      1. What would you say is your best quality?
                                                      2. What would your ex say is your worst quality?
                                                      3. Are you a Valentine’s Day fan or hater?
                                                      4. Tell me about your first sexual experience.
                                                      5. What’s something that I do that annoys you?
                                                      6. As a partner, what do you think is your best attribute?
                                                      7. Have you ever lied about something to impress a date? What did you lie about?
                                                      8. If you could change one thing about me, what would it be?
                                                      9. Who’s the most beautiful person you can think of who’s not me?
                                                      10. Do you still text any of your exes?
                                                      11. Name ten authors who are not men.
                                                      12. What’s your favorite outfit I’ve ever worn?
                                                      13. What’s your least favorite outfit I’ve ever worn?
                                                      14. What’s your funniest memory of me?
                                                      15. Would you rather be a stay-at-home parent or working parent and why?
                                                      16. Do you think your partner having access to your phone is healthy or toxic?
                                                      17. Who are the last three people you texted?
                                                      18. What’s the last DM you sent?
                                                      19. What’s something that I’ve done recently that made you mad?
                                                      20. Do you believe in astrology?
                                                      21. Who’s your celebrity hall pass?
                                                      22. Be honest: Would you leave me if you had a chance with your celebrity crush?
                                                      23. Do you believe an emotional or physical connection is most important?
                                                      24. Do you believe in soulmates?
                                                      25. What’s the last thing you searched for on Google?
                                                      26. Describe your TikTok “For You” page in three words.
                                                      27. Do you believe in love at first sight?
                                                      28. If you could go on any reality TV competition series, which would you pick?
                                                      29. What are your relationship dealbreakers?
                                                      30. What’s the craziest dare you’ve ever accepted?
                                                      31. What’s the weirdest thing you’ve gotten the “ick” from?
                                                      32. Do you trust me?
                                                      33. Do you think it’s possible to stay in the honeymoon phase forever?

                                                      31 Cute Questions To Ask Your Boyfriend

                                                      1. What does your dream relationship look like (with me, obvi)?
                                                      2. What are your feelings on “Good morning” and “Good night” texts?
                                                      3. Describe your perfect date.
                                                      4. Tell me about your best friend.
                                                      5. What’s your favorite way to relax?
                                                      6. Tell me about your favorite family tradition.
                                                      7. What’s your favorite thing to do on a rainy day?
                                                      8. Tell me about your happiest memory from childhood.
                                                      9. What’s the kindest thing you’ve ever done for someone else?
                                                      10. What’s the kindest thing someone’s ever done for you?
                                                      11. Describe your dream home.
                                                      12. If I get someone stuck in my teeth, would you promise to tell me about it?
                                                      13. Other than us, who’s the cutest couple you know?
                                                      14. Did you have an imaginary friend growing up? Tell me about them.
                                                      15. When you’re sick, do you want someone to take care of you or do you prefer to be left alone?
                                                      16. How old were you when you had your first kiss? On a scale of 1 to 10, what would you rate it?
                                                      17. What’s the best gift you’ve ever given a partner?
                                                      18. What’s your favorite romantic movie?
                                                      19. What’s your favorite love song? Sing it to me.
                                                      20. Show me your favorite picture from my Instagram feed.
                                                      21. What makes me beautiful to you?
                                                      22. What’s a holiday tradition you think we should start together?
                                                      23. What does self-care look like for you?
                                                      24. What does your ideal Sunday look like?
                                                      25. What’s your favorite memory you have of us together?
                                                      26. What’s a hobby you think we should try out together?
                                                      27. In your opinion, who’s the best cook: you or me?
                                                      28. Do you prefer fancy or casual date nights?
                                                      29. Do you prefer spontaneous or planned activities?
                                                      30. Do you prefer talking on the phone, texting or FaceTime?
                                                      31. Do you think we spend enough time together? Would you like to spend more or less time with each other?

                                                      28 Flirty Questions To Ask Your Boyfriend

                                                      1. What’s something we haven’t done together yet that you would like for us to do?
                                                      2. What do you think is my greatest asset (wink-wink)?
                                                      3. What do you think is your greatest asset?
                                                      4. What song most reminds you of me?
                                                      5. When was the moment you realized you were falling in love with me?
                                                      6. What are your top three love languages, in order from most to least important?
                                                      7. Do you like surprises? Good because, surprise!
                                                      8. How do you express love?
                                                      9. How would you like me to express love to you?
                                                      10. Have you thought much about what your wedding would look like?
                                                      11. Tell me about your favorite date we’ve been on.
                                                      12. Have you ever dreamt about me? What was I doing in your dream?
                                                      13. If you could plan a date for us anywhere in the world, where would we go and what would we do?
                                                      14. Is there anything you’ve ever wanted to teach me? If so, what is it?
                                                      15. Do you remember what I wore on our first date?
                                                      16. Do you remember what we did on our first date?
                                                      17. Do you like my perfume?
                                                      18. What was the first thing you noticed about me when we first met?
                                                      19. What do you like most about me?
                                                      20. What do you think I like most about you?
                                                      21. What’s something I do that gives you butterflies?
                                                      22. What’s your favorite inside joke we have?
                                                      23. What’s a color you think I should wear more of?
                                                      24. How often do you think about me during the day?
                                                      25. Will you slow dance with me right now?
                                                      26. Describe our first kiss. What was it like for you?
                                                      27. If I was sad, how would you make me feel better?
                                                      28. There are eight billion people in the world, yet you’re with me. Why?

                                                      41 Serious Questions To Ask Your Boyfriend

                                                      1. What do you feel makes a healthy relationship?
                                                      2. What are your annoying habits?
                                                      3. Why did your last relationship end?
                                                      4. What did your past relationships teach you about love?
                                                      5. Do you think it’s possible to stay friends with an ex? Why or why not?
                                                      6. Are you friends with any of your exes? Why or why not?
                                                      7. What has been your greatest achievement so far?
                                                      8. What do you think is the most pertinent issue our country is facing today?
                                                      9. What would you change about our current political system?
                                                      10. If you could live anywhere in the world, where would you live and why?
                                                      11. What causes do you care the most about?
                                                      12. If you could make one change in the world, no matter how big or small, what would it be?
                                                      13. Who’s the person in your life that inspires you the most? Why?
                                                      14. How would you describe your family?
                                                      15. What’s something that people do that gets on your nerves?
                                                      16. What’s your relationship like with your parents and siblings?
                                                      17. How do you deal with failure?
                                                      18. Do you have any regrets? If you could go back in time, would you do things differently?
                                                      19. What’s something you’ve been scared to ask me?
                                                      20. What are your hopes for our relationship?
                                                      21. Where do you see our relationship going?
                                                      22. Do you love your job? If so, tell me why. If not, why do you stay there?
                                                      23. What’s a mistake you’ve made in your past relationships that you don’t want to repeat?
                                                      24. Do you want kids?
                                                      25. If you want kids, how many do you want?
                                                      26. Where do you see yourself settling down?
                                                      27. What’s something you want to change or improve about yourself?
                                                      28. Have I ever made you feel put down in front of our friends and family?
                                                      29. What are your thoughts on marriage?
                                                      30. Would you ever be in an open relationship? Why or why not?
                                                      31. What do you need when you’re upset?
                                                      32. How do you handle conflict?
                                                      33. Have you ever broken up with someone? How’d you do it?
                                                      34. What’s your relationship with money? How does that impact your spending habits?
                                                      35. What do you believe is the most important element in maintaining a relationship?
                                                      36. What’s the number one thing you look for in a partner?
                                                      37. Do you feel safe in our relationship?
                                                      38. Do you see yourself getting married to me? Explain.
                                                      39. Do you think we fight fair?
                                                      40. Do you promise to speak up if something I do offends or upsets you?
                                                      41. Would you ever go to couples therapy?

                                                      33 Random Questions To Ask Your Boyfriend

                                                      1. If you could take your future kids to their first concert, who would you take them to see?
                                                      2. What’s a relationship superstition you kind of believe in?
                                                      3. What was your favorite subject in school? What subject were you best at?
                                                      4. If you could be any celebrity for a day, who would you be? What would you do?
                                                      5. If you could master any skills without having to put much effort into getting good at it, what would it be?
                                                      6. If you could time travel, what moment in your life would you choose to relive?
                                                      7. If the world ended tomorrow, what would you do on your last day?
                                                      8. If you didn’t have to work to live, what would you do with your time?
                                                      9. What’s your most prized possession and why?
                                                      10. What was your favorite toy as a kid?
                                                      11. Describe your personal style in three words.
                                                      12. If you could only eat one meal for the rest of your life, what would it be?
                                                      13. Do you have a favorite smell or scent that brings up strong memories for you? If so, what is it?
                                                      14. Do you believe in ghosts?
                                                      15. What’s been your best Halloween costume? Show me a picture if you have one.
                                                      16. What was your favorite school lunch as a kid?
                                                      17. If you could live inside the universe of any TV show, which would you choose and why?
                                                      18. What’s your favorite item of clothing? Which item of clothing could you do without?
                                                      19. If you could change your name to anything, what would you change it to and why?
                                                      20. If you won a billion dollars today, what would you do with that money?
                                                      21. Do you think aliens exist?
                                                      22. If you were visited by aliens, where would you take them as a way to explain American culture?
                                                      23. What’s your most controversial opinion?
                                                      24. What’s your favorite meal of all time?
                                                      25. What fictional character do you think is the hottest of all time?
                                                      26. What pop culture phenomenon or trend do you think is overrated?
                                                      27. What’s the last TV show or movie that made you cry?
                                                      28. Tell me about the craziest conversation you’ve ever overheard in public.
                                                      29. What’s your comfort TV show?
                                                      30. What’s a song you could listen to on repeat and not get tired of?
                                                      31. Tell me about your weirdest habit.
                                                      32. If you were President, what would be the first change you would make?
                                                      33. If you had the opportunity to go to space, would you?

                                                      38 Spicy Questions To Ask Your Boyfriend

                                                      1. What’s something we haven’t tried together in the bedroom that you would like to?
                                                      2. What are your thoughts on public sex?
                                                      3. Can I see your porn viewing history?
                                                      4. Do you like watching porn with a partner as a form of foreplay?
                                                      5. Do you have any fetishes and/or kinks? If so, what are they?
                                                      6. Name five songs you would include in our sexytime playlist.
                                                      7. In your opinion, what’s the best sex we’ve ever had? What’s stopping us from recreating that moment?
                                                      8. Would you like to use more sex toys together? If so, what kinds of toys?
                                                      9. How do you like to be kissed?
                                                      10. Do you like sexting?
                                                      11. In your opinion, what elements make a good sext?
                                                      12. Do you like it when I wear lingerie? What’s your favorite set of mines?
                                                      13. Are you satisfied in the bedroom? If not, what could we do better?
                                                      14. How often would you like to have sex a week? In general, do you wish we had more or less sex?
                                                      15. Do you wish I was more affectionate? If so, in what ways?
                                                      16. Tell me about your biggest sexual fantasy.
                                                      17. Are you a fan of PDA? Why or why not?
                                                      18. What non-sexual acts turn you on the most?
                                                      19. What sexual acts turn you on the most?
                                                      20. Do you have a favorite movie sex scene? Describe it to me.
                                                      21. What’s your favorite place to be kissed?
                                                      22. What’s the strangest place you’ve ever done it?
                                                      23. Do you prefer morning or evening sex?
                                                      24. Have you ever had a one-night stand? Was it good?
                                                      25. Do you like getting your hair pulled in bed?
                                                      26. Do you like it when someone lightly chokes you in bed?
                                                      27. What are your thoughts on dirty talk? Love it or hate it?
                                                      28. What’s the most number of times you’ve done it in one day?
                                                      29. Do you have any bedroom turn offs? If so, what are they?
                                                      30. What’s one public place you would like to have sex in?
                                                      31. What’s your favorite sex position? Demonstrate it for me.
                                                      32. What are your thoughts on foreplay?
                                                      33. What’s the hottest thing anyone has ever said to you in bed?
                                                      34. Are you more dominant or submissive in the bedroom?
                                                      35. During sex, do you prefer having the lights on or off?
                                                      36. If you could do anything to me or with me during sex, what would it be?
                                                      37. Tell me about your weirdest sex dream.
                                                      38. Do you like it when I make the first move?
                                                      Headshot of Kristin Canning
                                                      Kristin Canning
                                                      Kristin Canning is the features director at Women's Health, where she assigns, edits and reports long-form features on emerging health research and technology, women's health conditions, psychology, sexuality, mental health, reproductive justice, wellness entrepreneurs, women athletes, and the intersection of health, fitness, and culture for both the magazine and the website. She's worked in health media for seven years, holding prior positions at Health, SELF, and Men's Health. When she's not writing and editing, you can find her running, hiking, biking, dancing, listening to podcasts, or planning her next outdoor adventure.
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                                                      Jacqueline Tempera is an award-winning writer and reporter living in New Jersey with her many pets. She is a business owner and a double Scorpio who loves all things astrology and reality television. She is passionate about body diversity and representation, mental health, and the fight to end sexual assault and harassment. To learn more about Jackie, follow her on Instagram @jacktemp or visit her website at jackietempera.com

                                                      Headshot of Naydeline Mejia
                                                      Assistant Editor

                                                      Naydeline Mejia is an assistant editor at Women’s Health, where she covers sex, relationships, and lifestyle for WomensHealthMag.com and the print magazine. She is a proud graduate of Baruch College and has more than two years of experience writing and editing lifestyle content. When she’s not writing, you can find her thrift-shopping, binge-watching whatever reality dating show is trending at the moment, and spending countless hours scrolling through Pinterest.