Would You Rather Dating Questions

Would you rather dating questions

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101+ would you rather dating questions perfect to help couples connect with fun and connecting conversation starters.

Would you rather dating questions

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!

The rules are simple: each questions 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.

Would you rather dating questions

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?

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?
101 would you rather questions for couples

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?

Fun Would You Rather Questions

  • Would you rather call or text? 
  • Would you rather go without food or without sleep? 
  • 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 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 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?

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?

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?

Want this list as a Free Printable Download to take on your date night? Grab it right here!

Would you rather questions for couples + free printable
Would You Rather Date Night Questions

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