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40 Valentine's Day Icebreaker Questions

Forty Valentine's Day icebreaker questions about cards, candy hearts, classroom swaps and celebrating friends. Play free with friends: everyone picks a side and predicts how the room will vote.

Here are all 40 questions from the 40 Valentine's Day Icebreaker Questions pack for holiday parties. Read them out loud as conversation starters, or start a free room: PartyRoomGames deals the questions, collects everyone's answers on their phones and runs the reveal. Guests join with a room code, no signup.

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Prompts (40)

  • 1. Do you write a long message inside a card or just sign your name?

    Cards & notes
    write a long messagejust sign your name
  • 2. Would you rather get a handmade card covered in glitter or a store card with a really funny joke?

    Cards & notes
    a handmade card covered in glittera store card with a really funny joke
  • 3. Do you read a card before or after opening the gift that came with it?

    Cards & notes
    beforeafter opening the gift
  • 4. When you made class valentines as a kid, did you pick a favorite for each friend or hand them out at random?

    Cards & notes
    pick a favorite for each friendhand them out at random
  • 5. Would you rather receive a note tucked in your lunch or a note stuck to the bathroom mirror?

    Cards & notes
    a note tucked in your luncha note stuck to the bathroom mirror
  • 6. Do you keep old greeting cards in a box or recycle them after a week?

    Cards & notes
    keep old greeting cards in a boxrecycle them after a week
  • 7. Would you rather write a silly poem for a friend or draw them a cartoon?

    Cards & notes
    write a silly poemdraw them a cartoon
  • 8. Are you a pun-card person or a sweet-and-sincere card person?

    Cards & notes
    a pun-card persona sweet-and-sincere card person
  • 9. Would you rather mail a card the old-fashioned way or send a heart-filled video message?

    Cards & notes
    mail a card the old-fashioned waysend a heart-filled video message
  • 10. Is a valentine better delivered in person or secretly left on a desk?

    Cards & notes
    delivered in personsecretly left on a desk
  • 11. Chalky candy hearts with tiny messages: love them or leave them?

    Sweets & treats
    love themleave them
  • 12. Would you rather get a heart-shaped box of chocolates or a giant heart-shaped cookie?

    Sweets & treats
    a heart-shaped box of chocolatesa giant heart-shaped cookie
  • 13. In a box of mixed chocolates, do you bite to check the filling or pop the whole piece in?

    Sweets & treats
    bite to check the fillingpop the whole piece in
  • 14. Strawberries dipped in chocolate or pink frosted cupcakes?

    Sweets & treats
    strawberries dipped in chocolatepink frosted cupcakes
  • 15. Would you rather open a valentine from a mystery sender or always know exactly who it came from?

    Sweets & treats
    open a valentine from a mystery senderalways know exactly who it came from
  • 16. Do you eat all your Valentine's candy in one day or ration it for weeks?

    Sweets & treats
    eat all your Valentine's candy in one dayration it for weeks
  • 17. Red velvet cake: actually delicious or just a pretty color?

    Sweets & treats
    actually deliciousjust a pretty color
  • 18. Would you rather sip hot cocoa with heart marshmallows or a strawberry milkshake?

    Sweets & treats
    hot cocoa with heart marshmallowsa strawberry milkshake
  • 19. Do you save the prettiest piece of candy for last or eat it first?

    Sweets & treats
    save the prettiest piece of candy for lasteat it first
  • 20. Would you rather share a heart-shaped pizza with friends or a dessert fondue?

    Sweets & treats
    a heart-shaped pizzaa dessert fondue
  • 21. Is Valentine's Day really for everyone you care about or mostly for couples?

    Celebrating friends & family
    for everyone you care aboutmostly for couples
  • 22. Would you rather throw a friends-only Valentine's brunch or a cozy movie night with your besties?

    Celebrating friends & family
    a friends-only Valentine's bruncha cozy movie night with your besties
  • 23. Would you rather give a valentine to your pet or to your favorite neighbor?

    Celebrating friends & family
    to your petto your favorite neighbor
  • 24. Would you rather plan a surprise for your best friend or be surprised by them?

    Celebrating friends & family
    plan a surprise for your best friendbe surprised by them
  • 25. Does a Valentine's craft afternoon sound fun or a little too sticky?

    Celebrating friends & family
    funa little too sticky
  • 26. Would you rather receive one perfect flower or a bunch of paper hearts made by a kid?

    Celebrating friends & family
    one perfect flowera bunch of paper hearts made by a kid
  • 27. Would you rather send a thank-you valentine to a teacher or to a coach?

    Celebrating friends & family
    to a teacherto a coach
  • 28. On February 14, do you go all out or treat it like a regular day?

    Celebrating friends & family
    go all outtreat it like a regular day
  • 29. Would you rather do a secret valentine swap with your group or a group gift for one lucky friend?

    Celebrating friends & family
    a secret valentine swapa group gift for one lucky friend
  • 30. Is the best Valentine's gift something you can keep or something you can do together?

    Celebrating friends & family
    something you can keepsomething you can do together
  • 31. Pink or red: which is the real color of Valentine's Day?

    Hearts, pink & traditions
    pinkred
  • 32. Do you wear something red on February 14 or skip the theme?

    Hearts, pink & traditions
    wear something redskip the theme
  • 33. Would you rather decorate with paper heart garlands or heart-shaped balloons?

    Hearts, pink & traditions
    paper heart garlandsheart-shaped balloons
  • 34. Teddy bear holding a heart: adorable or a bit much?

    Hearts, pink & traditions
    adorablea bit much
  • 35. Would you rather cut perfect paper hearts on the first try or tie a perfect bow every time?

    Hearts, pink & traditions
    cut perfect paper hearts on the first trytie a perfect bow every time
  • 36. Do you prefer Valentine's decorations that are cute and cartoony or elegant and simple?

    Hearts, pink & traditions
    cute and cartoonyelegant and simple
  • 37. Would you rather get breakfast in bed shaped like hearts or a heart drawn in the foam of your morning drink?

    Hearts, pink & traditions
    breakfast in bed shaped like heartsa heart drawn in the foam of your morning drink
  • 38. Are heart-shaped foods more fun to make or more fun to eat?

    Hearts, pink & traditions
    more fun to makemore fun to eat
  • 39. Would you rather paint kindness rocks with hearts or leave sticky-note compliments around town?

    Hearts, pink & traditions
    paint kindness rocks with heartsleave sticky-note compliments around town
  • 40. If you could rename Valentine's Day, would you call it Friendship Day or Kindness Day?

    Hearts, pink & traditions
    Friendship DayKindness Day
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