Knowing the right questions to ask your partner is a great relationship trait that many couples don’t master. The next time you both go to a restaurant, take a look at the couples around you. How many of them are sitting in silence or staring at their phones? These couples have run out of things to talk about. So how do you keep your conversations fresh?

Asking questions in a “would you rather” format is a smart way to start a fun and interesting conversation. You’ll get some very informative answers and learn a lot more about the person you’re talking to. It’s easy to take the conversation even deeper by asking “why” after the initial question has been answered.

You can have a lot of fun asking “would you rather” questions with your significant other. Take turns asking questions from our list to each other. You can also run through the list together and answer the questions that way. Some of these questions may come across as a bit silly, but whoever said silliness in a relationship is a bad thing?

15 “Would You Rather” Questions to Start a Conversation

Would you rather use conversation starters with your partner or let a moment fall into an odd, awkward silence? The questions in this section can be used as great couple’s conversation starters because they force you to make a tough choice. Ask for the reasoning behind your partner’s choice and you’ve started a rich conversation instantly.

Would you rather be in a terrible relationship for life or be single?

Would you rather go out for a date night or do something at home?

Would you rather have a jealous partner wait on you hand and foot or split everything down the middle with a trusting partner?

Would you rather go to prison for a crime you didn’t commit or get away with a crime and constantly live in fear of being caught?

Would you rather permanently travel 500 years back in time or 500 years forward in time?

Would you rather have unlimited free tacos for life or unlimited free sushi for life?

Would you rather wear a wedding dress or tuxedo every day or a bathing suit every day?

Would you rather have your shirts always be one size too small or two sizes too large?

Would you rather never be able to use a keyboard and mouse or never be able to use a touchscreen?

Would you rather die in 10 years with no regrets or die in 50 years with a lifetime’s worth of regrets?

Would you rather do something morally bankrupt to make a lot of money or eschew money to do something to greatly improve the lives of others?

Would you rather spend $5,000 on traveling or another experience or buy something tangible like a new television?

Would you rather wear clothes that are super comfortable or super fashionable?

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

Would you rather be alone for the rest of your life or constantly be surrounded by people you find annoying?

15 Lifestyle “Would You Rather” Questions

If you’re in a long-term relationship, deciding where to put down roots with your partner is an important topic of conversation. Will you live in the city or out in the country? Do you prefer a small home or a mansion? Ask these questions to figure out where you and your partner stand on the subject of your future home life.

Would you rather live far away from civilization or live in the heart of a big city?

Would you rather live without heat and air conditioning or live without Internet service?

Would you rather own a fully automated home or a self-driving car?

Would you rather have a beach house or a mountain cabin?

Would you rather live as a normal person in a utopian society or as the supreme ruler of a dystopian wasteland?

Would you rather build your own home as big as you want or have a famous architect design you a modest house?

Would you rather never have to deal with a clogged toilet again or never have to deal with a power outage again?

Would you rather give up television or social media for one year?

Would you rather live a peaceful, modest life in the country or a life filled with conflict in the city?

Would you rather live in a treehouse or deep in a cave?

Would you rather never have to do dishes again or never have to clean your bathroom again?

Would you rather move to a new city each week or have to stay in your hometown for life?

Would you rather live on a houseboat or in an RV?

Would you rather live without hot water for bathing or without a washing machine?

Would you rather live your life alone in virtual reality where your every desire is granted or in the real world with your family and friends?

15 “Would You Rather” Questions About Money and Careers

Your job and finances make up a large part of your life, as well as your partner’s. Conversations about money and career choices can be difficult to kickstart. Ask your partner some of these “would you rather” questions to get an idea of how they might be with financial decisions in the future.

Would you rather have true love or a lot of money?

Would you rather work incredibly hard for yourself or have and easy job working for other people?

Would you rather lose all your money and valuables or every photo you’ve ever taken?

Would you rather become rich by hurting people or be poor and help people?

Would you rather have a terrible job but have the chance to retire comfortably in five years, or have your dream job but never be able to retire?

Would you rather sell all your possessions or sell an organ?

Would you rather never have to sleep again or never have to work again?

Would you rather hardly work at a job that is not rewarding or work very hard at a job that is rewarding?

Would you rather find all your missing socks or find five dollars on the sidewalk?

Would you rather be given $5 for every song you sing in public or be given $50 for every stranger you kiss?

Would you rather be $100,000 in debt or never have the ability to make more than $3,500 a month?

Would you rather write the most important novel in years that won’t be appreciated until after your time, or be today’s most famous author of erotica?

Would you rather get hired for a high-paying job you lied to get and don’t know how to do, or give the most important presentation of your life and forget everything you prepared?

Would you rather work cleaning highway rest area toilets or hosing down a slaughterhouse?

Would you rather take an all-expenses paid trip around the world or have $50,000 to spend on anything you want?

15 Superpowered “Would You Rather” Questions

Superheroes have been all the rage for quite some time now. Whether you and your partner love them or hate them, the subject of superpowers can make for fun conversation. Use the following questions to determine what kind of powers you would have and which of you would be good or evil.

Would you rather have the ability to see five minutes into your own future or five minutes into the future of everyone but yourself?

Would you rather be able to fly for a day or be completely invisible for a day?

Would you rather be able to read people’s minds or be able to teleport anywhere instantly?

Would you rather have the ability to control fire or control water?

Would you rather be able to control animals with your mind or control electronics with your mind?

Would you rather always see five minutes into the future or always see 100 years into the future?

Would you rather have super hearing or super sight?

Would you rather have super speed or super strength?

Would you rather have the power to gently influence one person’s decision-making or completely control the minds of five people?

Would you rather be able to communicate with land animals, flying creatures, or aquatic animals?

Would you rather be immortal and always look decrepit or die at 65 but always look your physical best?

Would you rather know the outcome of every decision you make or understand all the mysteries of the universe?

Would you rather be able to instantly speak any other language or know another person’s thoughts by touching them?

Would you rather use superpowers for good or evil?

Would you rather keep your superpowers and abilities secret or go public with them?

15 “Would You Rather” Questions to Make Your Partner Laugh

Asking “would you rather” questions can be a great way to get a laugh out of your partner. The more outlandish the choices are, the more likely your partner is to crack up at the idea of answering either way. Here are some examples of questions you can ask to make your partner laugh. You can use these as a springboard to come up with some crazy questions of your own.

Would you rather have hands that keep growing as you age or feet that keep growing as you age?

Would you rather be physically gorgeous but stupid or physically ugly but intelligent?

Would you rather be super fit and balding or be overweight with perfect hair?

Would you rather wake up as a reverse mermaid or wake up as a reverse centaur?

Would you rather have every one of your thoughts appear above your head for all to see, or have everything you do each day be live streamed to the world?

Would you rather have a key that will open any door or have an actual working “get out of jail free” card?

Would you rather be compelled to give a high five to everyone you see each day or give a wedgie to anyone you see in a polo shirt?

Would you rather only be able to take amazing selfies or take breathtaking photos of anything and anyone but yourself?

Would you rather eat an entire box of uncooked spaghetti or an entire bag of uncooked rice?

Would you rather have the entire contents of your phone made public to anyone or never use a cell phone again?

Would you rather there be a never-ending water balloon fight or a never-ending food fight going on in your neighborhood?

Would you rather have a loud, wet fart after every serious conversation or have to burp after every kiss?

Would you rather be cursed for the rest of your days to have terrible haircuts or terrible glasses?

Would you rather sweat pancake syrup or have edible pasta hair that regrows when you sleep?

15 Difficult “Would You Rather” Questions

This section has some more complex scenarios that may seem difficult to give real definitive answers to. These questions will help bring out sides of both you and your partner that may not have been seen before.

Would you rather give your life for your partner or have a partner who will give their life for you?

Would you rather be in a relationship with someone who turned everything into a competition or someone who was a sore loser?

Would you rather let your partner go through your text message log or your Facebook Messenger archive?

Would you rather have a partner who’s extremely clingy or a partner who can’t seem to make time for you?

Would you rather still maintain contact with your ex or find out your partner still maintains contact with theirs?

Would you rather your partner drive an old, broken down car or not have a car at all?

Would you rather lose every selfie you’ve ever taken or every photo you have with your partner?

Would you rather be in a relationship with someone who’s very proud or someone who has little to no self-esteem?

Would you rather have a partner who is antisocial or a partner who wants to be friends with everyone around them?

Would you rather have a partner who acts jealous of you or a partner who makes you jealous?

Would you rather be with someone who is always on their phone or someone who is always going through your phone?

Would you rather split up with your partner and both become successful in life or stay together and both be failures?

Would you rather your partner suffers a broken arm or a broken leg?

Would you rather to protect your partner’s feelings or tell them the truth and hurt them?

Would you rather be the one to share bad news with your partner or let them find out bad news later on their own?

15 Dirty “Would You Rather” Questions for Behind Closed Doors

If you’re not the most confident person when it comes to having more adult conversations, using some “would you rather” style questions can help with life in the bedroom. Sparking a conversation from this list will allow you and your partner to discover new desires you both have in mind. Try some of these questions out the next time you’re in the mood.

Would you rather have one partner or have multiple partners?

Would you rather watch something erotic together or read something erotic together?

Would you rather be romantic in bed or try out some kinky new ideas?

Would you rather end a first date with a passionate kiss or end a first date with sex?

Would you rather let your partner date your best friend or your most hated ex?

Would you rather talk with your partner about someone you find attractive or fantasize in secret in your mind?

Would you rather have sex in the morning or at night?

Would you rather have sex with the lights on or off?

Would you rather be underneath or be on top?

Would you rather pay to have sex with someone or get paid for having sex?

Would you rather have sex with someone or watch them have sex with someone else?

Would you rather let your partner have sex with your best friend or have them let you have sex with their best friend?

Would you rather catch your partner cheating or be caught cheating yourself?

Would you rather send your partner dirty text messages or dirty photos?

Would you rather be the one to tease your partner throughout the workday or be the one being teased?

15 Clean and Wholesome “Would You Rather” Questions

Everyone dreams of having cute little moments with their significant other. These are more along the line of small, everyday events that can be the perfect opportunity for a long-lasting memory. Here are some good questions you can ask your partner about just that type of thing.

Would you rather go for a jog together during the day or take a stroll together in the evening?

Would you rather cuddle up together by a window or by a fireplace?

Would you rather your partner be significantly older or significantly younger than you?

Would you rather be in a relationship with someone who’s introverted or extroverted?

Would you rather meet your partner’s family first or meet their friends first?

Would you rather go out shopping with your partner or go out shopping with your best friend?

Would you rather your partner always dresses fashionably or your partner always smells good?

Would you rather your partner be very popular in real life or only popular on social media?

Would you rather be in a relationship with someone who has an infectious smile or an infectious laugh?

Would you rather your partner be very funny or very ambitious?

Would you rather write long love letters to your partner or FaceTime them for hours at a time?

Would you rather make your partner’s birthday gift by hand or get them their gift from a store?

Would you rather be in a relationship with someone who is a pet lover or someone who doesn’t want any pets?

Would you rather build a snowman with your partner or make snow angels together?

Would you rather find roses or candles all around the house on a date night?

Related Questions

How do you turn a simple “would you rather” question into a deep conversation? To turn a “would you rather” question into a deep conversation, choose any of the ones from the difficult category above. These thought-provoking questions will surely generate a response from your partner that could open the floodgates to hours of conversation about meaningful topics.

Why is having deep conversations with your partner important? ​​When you take the time to have a deep conversation with your partner, you’re opening yourselves up intellectually to one another. Day-to-day, it’s very easy to get caught up in surface-level conversations. These include small questions like “how are you?” or “how was work?”

Your partner answers these questions and that’s it. Unless they have a great story of their day, these types of surface-level questions rarely inspire the kind of deep conversation you want. When you ask deeper questions, you get deeper answers. In turn, you have more satisfying conversations that strengthen your bond.

Nicole Malczan

Nicole Malczan

Nicole Malczan is a content marketing writer and freelancer. She’s applied her knowledge of marketing and SEO to many clients over the years, ranging from food service to facilities management and currency exchange. In her spare time, she enjoys reading, baking, and music.