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25 Fun Questions to Ask Your Fiancé

Our hope with asking these questions is to get you talking, laughing, dreaming and learning more about each other before the big day.

Some questions are silly, while others really get you thinking about some possible big life decisions. Either way, pull these out on your next date night or after some wedding planning and spend time connecting!

  • Would you rather lose your keys or your cell phone?

  • Would you rather stay in or go out for a date night?

  • Would you rather be a little late or way too early?

  • Would you rather play a board game or watch a movie with me?

  • Would you rather be a movie star or a famous musician?

  • Would you rather go into the past and meet your ancestors or go into the future and meet your great-great grandchildren?

  • Would you rather spend the next year exempt from all taxes or have one month paid vacation?

  • Would you rather always speak your mind or never speak again?

  • Would you rather put a stop to war or end world hunger?

  • Would you rather give or get bad advice?

  • Would you rather always be gossiped about or never talked about?

  • Would you rather fail or never try?

  • Would you rather have more money or more time?

  • Would you rather work in a group or work alone?

  • Would you rather be stuck on an island alone or with someone who talks incessantly?

  • Would you rather have more money or more time?

  • Would you rather have a cook or a maid?

  • Would you rather hear the good news or the bad news first?

  • Would you rather be your own boss or work for someone else?

  • Would you rather have nosy neighbors or noisy neighbors?

  • Would you rather have mind blowing sex once a month or mediocre sex once a week?

  • Would you rather have an unlimited gift certificate to a restaurant or a clothing store?

  • Would you rather have many good friends or one very best friend?

  • Would you rather live in Antarctica or the Sahara Desert?

  • Would you rather be fluent in all languages or be a master of every musical instrument?

  • Would you rather fight all the time but have great make up sex or never fight and have mediocre sex?

Enjoy the conversations that will be sparked with these questions and never stop asking each other open ended questions like these.


Pick up a copy of our book 365 Connecting Questions for Engaged Couples!


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