The Deepest, Sexiest, and Dirtiest “Would You Rather” Questions Ever

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There’s nothing quite like sitting down to a romantic dinner, snuggling up on date night, or aching to have a riveting text convo, only to realize you just…don’t have much to say. It doesn’t matter if you’ve been together forever or are just embarking on a situationship-type of relationship: Dry conversations and (ugh) awkward silences happen to even the most well-established partners. That’s where having an easy-to-use-in-case-of-an-emergency set of conversation topics and games can be handy. And one of our favorite ways to spark a stimulating chat is with some carefully selected “would you rather” questions for couples.

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Sure, you could always just whip out a list of questions (and that’s not always a bad idea), but sometimes that can feel a little too much like an interview. And while playing “truth or dare” is another fun choice, it doesn’t leave as much room to have deep conversations. “Would you rather,” on the other hand, is an ideal mix of funny, inquisitive, and yup, supremely sexy. Plus, it works just as well in person as it does virtually or over text, so it’s awesome for long-distance relationships.

In case you’ve never played the game, it’s literally as simple as games can get. Just take turns answering each question aloud (and don’t forget to explain your reasoning). We’ve done the hard part of finding the best questions, so now you can just sit back and ask away! Skip anything you don’t feel like talking about, and if your partner decides not to answer something, let it go. The point is to have fun, not pressure anyone into debating a topic they don’t feel like diving into.

This is also one of those times when going on a long-winded tangent about something totally unimportant is absolutely okay. So go on, explain in passionate detail why being itchy is far superior to being sticky. In fact, we encourage it.

Low-Stakes “Would You Rather” Questions

It’s a good idea to warm up with a few casual Qs before getting into more serious topics, so ask some less-intense WYR questions to get the creative conversation juices flowing.

  1. Would you rather be rich or be famous (not both, sry)?
  2. Would you rather give up bread or give up wine?
  3. Would you rather only be able to talk on the phone or only be able to text?
  4. Would you rather always be 30 minutes early or 30 minutes late?
  5. Would you rather know how you’re going to die or know when you’re going to die (month and year, not day)?
  6. Would you rather have your browsing history or your texts published?
  7. Would you rather be really funny or really smart?
  8. Would you rather be more outgoing or more introspective?
  9. Would you rather be able to talk to your pet for one hour (they respond and everything) and lose a year of your life, or just go about your not-talking-to-your-pet-life as usual?

    Deep “Would You Rather” Questions to Ask Your Partner

    Once you’re in the WYR groove, it’s time to get a lil more serious. The below are thought-provoking and emotion-inducing, so either pick out a few of your favorites or ask them sporadically between questions in other categories. This will help you avoid a date where you’re both sobbing hysterically on the couch (unless that’s what you’re looking for, ofc).

    1. Would you rather know how you die or when you die?
    2. Would you rather be able to see the future or read minds?
    3. Would you rather be remembered in history for doing something terrible, or be completely forgotten after you die?
    4. Would you rather fulfill your greatest wish or resolve your biggest regret?
    5. Would you rather lose all the money you earned this year or lose all the memories you made this year?
    6. Would you rather trust everyone or trust no one?
    7. Would you rather do too much and feel burned out, or have tons of free time but get major FOMO?
    8. Would you rather go through life unable to forget anything or go through life unable to remember anything?
    9. Would you rather give up all technology (phones, computers, etc.) or give up all art (music, books, etc.)?

      Silly “Would You Rather” Questions to Ask Your Partner

      After going deep, it’s time to lighten up the mood with some far-fetched, totally random “would you rather” questions. Some of these are gross, some of these are goofy, and all of them are fun to discuss because they’re, frankly, so damn bizarre.

      1. Would you rather be itchy or sticky for the rest of your life?
      2. Would you rather be able to speak and (!) understand every existing language or know how to talk to animals?
      3. Would you rather give up cheese or give up receiving oral sex forever?
      4. Would you rather have legs as long as your fingers or fingers as long as your legs?
      5. Would you rather accidentally send a nude to your parents or accidentally *gag* receive a nude from your parents?
      6. Would you rather run naked through your office holiday party or through your significant other’s extended family holiday party?
      7. Would you rather never be able to pet a dog again or never be able to have an orgasm again?
      8. Would you rather it rain slugs or snow mayo?
      9. Would you rather win The Circle on Netflix and gain 50,000 followers or get left at the altar like on Love is Blind on Netflix, but gain 500 thousand followers.
      10. Would you rather wear someone else’s dirty undies or use their toothbrush?

        Relationship-Related “Would You Rather” Questions to Ask Your Partner

        Learn more about your S.O. or potential partner with these love-related “would you rather” questions. Just remember to keep the lines of communication open if you disagree on a question—this is about talking, not judging.

        1. Would you rather commit a serious crime with your partner or turn them in for a serious crime they committed?
        2. Would you rather find out after the fact that your S.O. slept with your bestie or with your worst enemy?
        3. Would you rather get married after one month of dating or never get married?
        4. Would you rather outlive your partner or your partner outlives you?😥
        5. Would you rather still be friends with an ex or never talk to them again?
        6. Would you rather have seven kids or no kids?
        7. Would you rather have a huge wedding or elope?
        8. Would you rather run into your most recent ex or both sets of parents on a first date?
        9. Would you rather only be able to kiss Spider-Man style (upside down) or The Notebook style (in the rain)?

          Sexy “Would You Rather” Questions to Ask Your Partner

          Heat things up with the sexiest WYR questions around. Who knows? These might just spark the hottest sex of your life. You won’t know unless you ask!

          1. Would you rather go to an erotic sex club or have an ultra-romantic date night in?
          2. Would you rather only have car sex or only have shower sex for the rest of your life?
          3. Would you rather never be able to have sex with another person ever again (solo is fine) or never be able to orgasm again?
          4. Would you rather be dominant or submissive in the bedroom?
          5. Would you rather always be on top or always be on the bottom?
          6. Would you rather give or receive oral sex?
          7. Would you rather use a cock ring or a wand vibrator during sex?
          8. Would you rather have a threesome or swap partners with another couple?
          9. Would you rather experiment with temperature play or experiment with power dynamics?

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