Would You Rather Dating Questions
101+ would you rather dating questions perfect to help couples connect with fun and connecting conversation starters.
A great way to connect on a deeper level is to spend a date night with great conversation starters. And a fun way to do this is with would you rather dating questions! A series of funny questions, serious questions, and great conversation starter questions to help you connect during a date night!
Getting to Know You Questions for Couples
Whether you’re looking for first date questions, or you’ve been a couple for a long time out on a spouse date, this question game is for you! These are perfect to ask your girlfriend or boyfriend, husband or wife, or someone you’d like to get to know better.
The rules are simple: each question asks “Would you rather…” and you must choose one option! Each partner takes turns reading and answering the questions so you can get to know each other and have a good time while working through the set of questions.
Pick from the categories below, or grab our free Would You Rather Questions for Couples printable, and mix them all up!
101 Would You Rather Dating Questions for Couples
Best Questions to kick things off
- Would you rather have salty or sweet?
- Would you rather eat something you don’t like, or decline and hurt the feelings of the cook?
- Would you rather go out for drinks or out for ice cream?
- Would you rather cook or wash the dishes?
- Would you rather go to brunch or have breakfast in bed?
- Would you rather get vanilla or chocolate ice cream?
- Would you rather splurge on a fancy dinner or get cheap fast food?
- Would you rather give up your favorite food or your favorite beverage?
- Would you rather try something new, or eat a familiar favorite?
- Would you rather only eat spicy food, or only eat bland food?
- Would you rather be your own boss or work for someone else?
- Would you rather meet a famous actor or a famous musician?
- Would you rather only have your best friend and lose the others, or lose your best friend and get to keep the others?
- Would you rather hire a personal chef or a personal chauffeur?
- Would you rather be 30 minutes early or 30 minutes late to every event for the rest of your life?
- Would you rather take a burning hot shower or a freezing cold shower?
- Would you rather be too bored or be too busy?
- Would you rather give up all your hobbies, or give up all your favorite television shows?
Flirty Questions
A set of flirty would you rather questions perfect for first date would you rather dating questions
- Would you rather fall in love quickly or take your time?
- Would you rather date for a long time or be engaged for a long time?
- Would you rather kiss and tell or keep things between the two of you for a long time?
- Would you rather go out once a week, or make a date night happen every night?
- Would you rather pay for someone’s meal or have someone pay for yours?
- Would you rather go through a zombie apocalypse with your true love, or your best friend?
- Would you rather receive an expensive gift, or a thoughtful compliment every day for a month?
- Would you rather hug for 10 minutes or kiss for 10 minutes?
- Would you rather go on a double date out, or have a Netflix and chill date?
- Would you rather forget your anniversary or your partner’s birthday?
- Would you rather be a powerful business couple or a famous Hollywood couple?
- Would you rather go out for drinks, or out to dinner?
Travel Would You Rather Questions
- Would you rather road trip or fly?
- International or domestic travel?
- Visit a familiar place or explore somewhere new?
- Would you rather have a relaxing vacation or an exciting trip?
- Would you rather have all the money in the world but not be able to travel, or travel the world on a tight budget?
- Would you rather travel to space, or visit every continent?
- Would you rather have unlimited first-class airline tickets, or never have to pay for food at restaurants?
- Would you rather DIY plan and save money on vacations, or splurge for a travel planner and tour guide?
- Would you rather take one big international travel trip a year or several small domestic trips?
- Would you rather vacation at the beach, or vacation at a historical location?
- Would you rather go on a terrible trip with your best friend, or to an amazing location with a former bad relationship?
- Would you rather travel the world for free for a year or have $30,000 to spend this year?
- Would you rather fly first class or stay at a luxury hotel?
- Would you rather travel to the moon, or visit Mars?
- Would you rather forget your toothbrush on a trip, or forget your clean underwear?
Fun Would You Rather Questions
- Would you rather call or text?
- Would you rather go without food or without sleep?
- Would you rather go zip lining or bungee jumping together?
- Have more free time or have a higher salary?
- Would you rather be overdressed or underdressed for the occasion?
- Cat or dog person?
- Would you rather be trapped together in the jungle or in a haunted house?
- Would you rather be known for being funny, or for being kind?
- Would you rather spend your time alone or with loved ones?
- Would you rather your spouse’s parents dislike you, or your spouse’s friends dislike you?
- Would you rather live somewhere very cold, or live somewhere very hot?
- Would you rather experience physical pain or emotional pain?
- Would you rather have your mind stay young and sharp, or your body look young?
- Would you rather spend the rest of your life communicating through text messages only, or through social media posts only?
- Would you rather be on the losing team of the SuperBowl, or give all the wrong answers on a college final exam?
- Would you rather win a survival reality show or win a singing competition show?
- Would you rather have to spend a long time on a deserted island, or have to go on a blind date with a new person every night for a year?
- Would you rather have to shave your head or have a mullet?
- Would you rather have to spend a night in jail, or go a month without your cell phone and the internet?
Favorite Things Would You Rather Questions
- Would you rather know what’s coming, or be surprised?
- Would you rather go to a basketball game or a football game?
- Would you rather hang out with older people or with younger people?
- Would you rather own a few expensive things or own a lot of fun things?
- Would you rather go bungee jumping, or watch others enjoy it?
- Would you rather take a relaxing bath, or enjoy a steam shower?
- Would you rather watch a movie or read a book?
- Would you rather have a home theater or go to a movie theater?
- Would you rather attend a Broadway play, or attend a sporting event?
- Would you rather watch a horror movie or a romantic comedy?
- Would you rather play video games or a fun game of cards?
- Would you rather live in a big city or a small town?
- Would you rather have a photographic memory, or have the ability to perfectly play any musical instrument you touch?
- Would you rather live in your dream home but have a long drive to work every day, or live in a tiny apartment with no commute.
- Would you rather get to wear comfortable clothes to work, or have lunch provided for you every day?
- Would you rather solve world hunger or find a way to have world peace?
Would You Rather Relationship Questions
Pull out these Would You Rather Dating questions to explore relationship thoughts and feelings.
- Would you rather have a partner with short hair or long hair?
- Would you rather read your partner’s mind, or always have the right thing to say?
- Would you rather date someone who looks like your high school crush, or like your celebrity crush?
- Would you rather date the funniest person in the world or the smartest person in the world?
- Would you rather go on a movie date or an amusement park date?
- Would you rather be with someone who has their dream job but doesn’t make much money or someone who hates their job but makes a lot of money?
- Would you rather spend your next date night as a quiet date night in, or a fun date night out?
- Would you rather have a group date with good friends or a connecting night with a romantic partner?
- Would you rather go on a double date with your partner’s ex, or with your arch enemy?
- Would you rather receive a love note every day, or have every kiss feel like your first kiss?
- Would you rather the love of your life have chronically bad breath or an excess amount of body hair?
- Would you rather have to live through a year in a long-distance relationship, or live through a year of on-again, off-again dating?
- Would you rather go for a long walk on the beach or a romantic drive through the country?
- Would you rather enjoy a sunset together or see the sunrise together?
- Would you rather date someone with your ex’s name or date someone with your mom’s name?
- Would you rather feel more secure in your relationship, or more adventurous?
- Would you rather outlive your partner, or pass before them?
- Would you rather have a big family or be childless?
- Would you rather be the funny one, or have your partner be the funny one?
- Would you rather have an arranged marriage your parents approve of, or marry who you choose and have your parents disapprove?
- Would you rather have a public or a private proposal?
- If you were to get married this year, would you rather have a big wedding or a small wedding?
Funny Questions
- Would you rather only eat one thing for the rest of your life, or only get to watch the same show for the rest of your life?
- Would you rather have everyone around you be able to read your thoughts, or be able to read the thoughts of everyone around you?
- Would you rather dive into a pool or J-ello, or into a pool of Nutella?
- Would you rather have a British Accent or an Irish accent?
- Would you rather have to do a dance every time you hear music, or sing along every time you hear music?
- Would you rather have to yell everything you say, or whisper everything you say?
- Would you rather only be able to go out during the day, or only be able to go out at night?
- Would you rather have a little bit of dinner and a lot of dessert, or a lot of dinner and a little bit of dessert?
- Would you rather have to be in a spelling bee or run the mile in PE all over again?
- Would you rather spend your whole life singing every word you say, or skipping every time you walk?
- Would you rather find the Lost City of Atlantis or be the first person to colonize Mars?
- Would you rather only be able to watch Hallmark Christmas Movies, or only watch Horror movies?
- Would you rather only wear one color for the rest of your life, or only eat at one restaurant for the rest of your life?
- Would you rather be able to read people’s minds or be able to time travel?
- Would you rather have to get two new piercings or two new tattoos?
- Would you rather have to dive to the depths of the ocean to pet a shark, or hike for days to pet a tiger?
- Would you rather wear dirty underwear, or go a week without being able to brush your teeth?
- Would you rather have the superpower to read people’s minds, or have the ability to fly?
Want this list as a Free Printable Download to take on your date night? Grab it right here!
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