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37 Road Trip Questions for Couples


Driving, especially if it’s a longer trip, is one of the best times to have a good conversation with your fiancé. Going through these questions will help you make new memories while sharing some laughs. Who knows, you might even learn something new about each other.

  • Would you rather have a rewind button or a pause button on your life?

  • In what ways has our relationship changed you?

  • What would be your ideal getaway for a long weekend?

  • What made you accept when I asked you out on our first date?

  • If you had to change your first name, what would you pick and why?

  • What is your favorite event in the Winter or Summer Olympics?

  • What is your favorite way to relax when things are hectic?

  • Would you rather always be 10 minutes late or always be 20 minutes early?

  • What do you wish you could spend more of your time doing?

  • What makes you really sleepy?

  • If you inherited 10 million dollars, what would you buy first (after all the bills/debt were paid off)?

  • Would you rather be too hot or too cold?

  • What’s the worst piece of advice anyone has ever given you?

  • What talent do you really wish you had?

  • What negative thing has happened to you that actually turned out to be for the best?

  • Would you rather give up watching TV / movies for a year or give up playing games for a year?

  • What is something you did not want to do at all that turned out to be a terrific experience?

  • What do you love about your personality?

  • What ideas do you have about how we could improve the ‘couple time’ we spend together?

  • What are three things that I do that you couldn’t live without?

  • Would you rather have a horrible short term memory or a horrible long term memory?

  • What has required the most courage of you in your life so far?

  • Would you rather be an Olympic gold medalist or a Nobel Peace Prize winner?

  • What’s good about how we are living our life right now?

  • What compliment would you really like to hear from me?

  • Would you rather be feared by all or loved by all?

  • What is the nicest thing I have done for you recently?

  • Would you rather spend the night in a luxury hotel room or camping surrounded by beautiful scenery?

  • What food would you never eat, under any circumstances.

  • Would you rather have an unlimited international first class ticket or never have to pay for food at restaurants?

  • What profession have you always admired?

  • Do you think we spend enough time together?

  • Would you rather have the best house in a bad neighborhood or the worst house in a good neighborhood?

  • What 5 things are you most thankful for?

  • What does friendship mean to you?

  • Do you prefer sunsets or sunrises? Why?

  • Does change scare or excite you? Why do you think that is?

  • Would you rather be able to eat as much as you want or sleep as much as you want?

If you want even more questions like these, check out our book for dating and engaged couples here!