Flirty “Would You Rather” questions are the perfect way to break the ice, spark fun conversations, or even add a bit of romance to your game night.
Whether you’re getting to know someone new, spicing up date night, or just looking for some lighthearted fun with your partner, this list of flirty questions is sure to keep things playful and interesting.
From sweet to steamy, these 101 flirty “Would You Rather” questions will have you both laughing, blushing, and maybe even learning a thing or two about each other!
What Are Flirty Would You Rather Questions?
“Would You Rather” is a classic party game where you choose between two options. The flirty twist? These questions are designed to be fun, cheeky, and maybe even a little bit romantic. The best part is they’re all about creating playful moments and deeper connections.
How to Play
- Choose a setting: Cozy up on a couch, play over text, or make it part of your date night.
- Take turns: One person asks a question, and the other answers. Feel free to explain your choice for added fun!
- Keep it light: The goal is to enjoy yourselves, so don’t take it too seriously.
101 Flirty Would You Rather Questions
Sweet and Romantic Flirty Questions
- Would you rather go on a sunset picnic or a starlit beach walk?
- Would you rather hold hands during a movie or cuddle on the couch?
- Would you rather receive love letters or surprise kisses?
- Would you rather spend the day exploring a new city together or lounging by the pool?
- Would you rather kiss in the rain or under the stars?
- Would you rather slow dance with no music or dance to a favorite song?
- Would you rather have a candlelit dinner or breakfast in bed?
- Would you rather be serenaded or surprise someone with your own singing?
- Would you rather share an ice cream cone or a milkshake with two straws?
- Would you rather spend Valentine’s Day in Paris or a cozy cabin?
Cheeky and Playful Flirty Questions
- Would you rather steal a kiss on the cheek or surprise me with one on the lips?
- Would you rather play footsie or secretly hold hands under the table?
- Would you rather have a flirty staring contest or a tickle fight?
- Would you rather share a passionate kiss in an elevator or on a Ferris wheel?
- Would you rather have me whisper sweet nothings or something steamy?
- Would you rather get caught staring at me or catch me staring at you?
- Would you rather wear matching pajamas or share one oversized hoodie?
- Would you rather win me over with your dance moves or your cooking skills?
- Would you rather have a flirty argument or a playful wrestling match?
- Would you rather give a piggyback ride or get one from me?
Bold and Steamy Flirty Questions
- Would you rather kiss for 10 seconds or hug for 5 minutes?
- Would you rather whisper your favorite secret or hear mine?
- Would you rather have a midnight adventure or stay up talking all night?
- Would you rather kiss me in public or keep it private?
- Would you rather flirt over text or face-to-face?
- Would you rather wear my shirt or have me wear yours?
- Would you rather be the one to make the first move or let me take the lead?
- Would you rather be stranded on a deserted island with me or locked in a cozy cabin?
- Would you rather have a movie-like first kiss or a spontaneous surprise kiss?
- Would you rather let me plan the perfect date or surprise me with one?
Funny Flirty Questions
- Would you rather accidentally text me a flirty message or receive one by mistake?
- Would you rather go on a date where everything goes wrong but we laugh about it, or a perfect but boring date?
- Would you rather flirt using cheesy pickup lines or romantic poetry?
- Would you rather see me trip and fall or catch me making a goofy face?
- Would you rather prank me with a flirty joke or get pranked by me?
- Would you rather get caught singing in the shower or dancing in the mirror?
- Would you rather have me as your karaoke partner or your charades teammate?
- Would you rather laugh so hard you cry or cry so hard you laugh?
- Would you rather get caught flirting by your friends or your family?
- Would you rather have a date where we only eat dessert or where we try weird new foods?
Deep and Thoughtful Flirty Questions
- Would you rather have a passionate relationship that’s short-lived or a sweet one that lasts forever?
- Would you rather know how I feel about you or let me guess your feelings?
- Would you rather have a strong emotional connection or sizzling chemistry?
- Would you rather spend a day reliving your favorite memory with me or creating a new one?
- Would you rather talk all night or just enjoy the silence together?
- Would you rather learn my biggest fear or my greatest dream?
- Would you rather share a secret with me or have me share mine?
- Would you rather write a love story together or live one?
- Would you rather meet each other in a dream or in another lifetime?
- Would you rather never stop laughing with me or never stop kissing me?
Quirky and Unique Flirty Questions
- Would you rather text me a flirty emoji or get one from me?
- Would you rather find out my guilty pleasure or share yours with me?
- Would you rather dance with me in a crowded room or where no one’s watching?
- Would you rather guess my favorite song or hear me sing it to you?
- Would you rather share a secret handshake or a surprise kiss?
- Would you rather compete against me in a game or team up to win?
- Would you rather have a surprise getaway or plan every detail together?
- Would you rather be the big spoon or the little spoon?
- Would you rather flirt in a foreign language or learn it to impress me
- Would you rather teach me something or have me teach you?
Sweet and Romantic Flirty Questions
- Would you rather surprise me with flowers or chocolate?
- Would you rather spend a day at an amusement park together or at a spa?
- Would you rather share a cozy blanket or your favorite book with me?
- Would you rather take a cooking class together or dance lessons?
- Would you rather have a romantic dinner by the beach or under a canopy of trees?
- Would you rather plan a surprise date for me or have me plan one for you?
- Would you rather have our first kiss be slow and sweet or passionate and spontaneous?
- Would you rather binge-watch a rom-com series with me or act one out in real life?
- Would you rather go stargazing or wake up early to watch the sunrise with me?
- Would you rather write me a love note or receive one from me?
Cheeky and Playful Flirty Questions
- Would you rather tease me in a flirty way or be teased by me?
- Would you rather play a game of truth or dare or 20 questions with me?
- Would you rather kiss me on the forehead or on the nose?
- Would you rather steal my dessert or let me steal yours?
- Would you rather take silly selfies with me or pose for a romantic photo shoot?
- Would you rather challenge me to a pillow fight or a flirty staring contest?
- Would you rather get caught in the rain with me or have a snowball fight?
- Would you rather get lost together in a new city or explore a hidden trail?
- Would you rather receive a flirty compliment from me or give one to me?
- Would you rather whisper something sweet in my ear or hear me do the same?
Bold and Steamy Flirty Questions
- Would you rather kiss me on the cheek first or let me kiss you?
- Would you rather pull me closer for a dance or a kiss?
- Would you rather share a long hug or a slow kiss?
- Would you rather have an impromptu romantic getaway or a well-planned one?
- Would you rather flirt with me subtly or make it obvious?
- Would you rather spend a lazy day cuddling or an adventurous day outdoors?
- Would you rather feel my heartbeat while hugging or hear it while lying together?
- Would you rather kiss me in a crowded room or where only the stars can see?
- Would you rather get caught up in a moment or plan everything perfectly?
- Would you rather sneak a kiss during a movie or right before it starts?
Funny and Quirky Flirty Questions
- Would you rather see me dressed up in fancy clothes or cozy pajamas?
- Would you rather flirt over pizza or ice cream?
- Would you rather share a tandem bike ride or a romantic canoe trip?
- Would you rather serenade me or hear me sing to you?
- Would you rather see my goofy side or my serious side first?
- Would you rather create a funny inside joke with me or a romantic tradition?
- Would you rather be stranded on a roller coaster with me or in a horror movie?
- Would you rather play a game of charades or Pictionary together?
- Would you rather do something completely out of your comfort zone with me or stick to what you know?
- Would you rather share a secret handshake or a secret spot only we know about?
- Would you rather end this game with a kiss or keep the questions going?
Conclusion
Flirty “Would You Rather” questions are a great way to bring a spark of excitement to any conversation.
Whether you’re looking to laugh, connect, or create a little romance, these questions can help you take your relationship, or your flirtation, to the next level.
So, which of these questions will you try first? Let us know in the comments!