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100 Flirty Would You Rather Questions

A photo of Tom who is the Co-Founder of Questions About Everything

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These flirty would you rather questions are ideal to ask someone your crush or someone you’re looking to get more intimate with. The aim of these questions is to gauge whether you and the person you’re asking them to are a good match and have a little fun in the process.

Would you rather questions for your crush are a great way to build rapport between the two of you as you get to know each other. You can also ask these flirty would you rather questions to your partner too.

We hope these freaky would you rather questions lead to some fun and interesting conversations that up the intimacy between the two of you!

Best Flirty Would You Rather Questions

1. Would you rather have bright lights or a cozy atmosphere when relaxing?

2. Would you rather be able to read your crush’s mind or be able to read only the minds of others?

3. Would you rather show affection in public or in private? 

4. Would you rather be snowed in together or get lost together? 

5. Would you rather I were playful or polite?

6. Would you rather see me dressed in black or red?

7. Would you rather take me out for a drink or a night in with Netflix?

8. Would you rather I were smart or confident?

9. Would you rather I dress as a secret agent or a movie character?

10. Would you rather have your dream job or your dream partner?


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11. Would you rather spend the night texting or chatting on the phone? 

12. Would you rather give up dating for a few months or not see your friends for a year? 

13. Would you rather enjoy strawberries and cream or chocolate fondue with me? 

14. Would you rather travel by plane or relax on a beach? 

15. Would you rather go on a holiday with all your friends or on holiday with me?  

16. Would you rather go on a date to the movies or hiking in the countryside?

17. Would you rather be with a partner who loves your friends or loves your family? 

18. Would you rather get married at the last minute or have a long-planned-out wedding? 

19. Would you rather hold my hand or have an arm around you?

20. Would you rather exercise together in the morning or take relaxing walks in the evening?

21. Would you rather we went to a concert together or did a song together? 

22. Would you rather I went out in public with makeup on or without? 

23. Would you rather go to a spa or relax in a bubble bath? 

24. Would you rather have a snowball fight or a pillow fight? 

flirty would you rather questions snowball fight or pillow fight

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25. Would you rather get a high-five or a hug? 

26. Would you rather keep me a secret or tell everyone about me? 

27. Would you rather dance to a slow song or an upbeat one? 

28. Would you rather witness an awkward moment or be part of one? 

29. Would you rather share a funny secret or hear one about me? 

30. Would you rather argue with your partner and always be right or tell them they’re right all the time? 

31. Would you rather go back in time to your early adult years and play the field or go back in time and meet the love of your life? 

32. Would you rather plan surprises or be surprised?

33. Would you rather always search for love and keep getting heartbroken or give up after the first heartbreak? 

34.  Would you rather be unhappy but rich and famous or be a nobody but be happy?

35. Would you rather have a short- or long-term relationship with a person? 

36. Would you rather face a difficult honesty conversation or an awkward breakup? 

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37. Would you rather choose to stay with your partner if it meant you lost out on the chance to be extremely rich? 

38. Would you rather spend long quality time together once a week or short moments every day? 

39. Would you rather sit under a tree with your partner or be under the sun on the beach with them? 

40. Would you rather be someone who is feared by people or loved by people? 

41. Would you rather do something silly together or something adventurous?

Flirty Would You Rather Questions To Ask A Guy

42. Would you rather make the first move or have someone make it with you?

43. Would you rather date one girl at a time or date five at once? 

44. Would you rather be in a long-term relationship or stay single for a while? 

45. Would you rather have a super-famous girlfriend or a super-intelligent girlfriend? 

46. Would you rather notice someone’s style or their personality first? 

47. Would you rather have a cozy movie night or a fun night out together? 

48. Would you rather find true love or win the lottery tomorrow? 

flirty would you rather questions find true love or win the lottery

Next: Questions to ask a guy

49. Would you rather hold hands or give a friendly hug? 

50. Would you rather get into a relationship with someone older or a younger adult than you?

51. Would you rather see someone dressed for the beach or for the gym? 

52. Would you rather your girlfriend wear lots of makeup or minimal makeup when going out? 

53. Would you rather travel by plane or by train? 

54. Would you rather move quickly emotionally or take things slow?

55. Would you rather get back into a relationship with your ex or date one of your friend’s exes? 

56. Would you rather be my best friend or be in a relationship with me? 

57. Would you rather someone dress up or keep things casual? 

58. Would you rather talk for hours or go straight to sleep after a long day? 

59. Would you rather sleep in comfy pajamas or casual clothes? 

60. Would you rather have kids or get married first? 

flirty would you rather questions have kids or get married first

61. Would you rather cook for a girl you like or order food? 

62. Would you rather keep things casual or commit to a relationship? 

63. Would you rather date a girl who’s shorter or taller than you? 

64. Would you rather go camping with your girlfriend or stay in an expensive hotel? 

65. Would you rather go on long road trips or long walks? 

66. Would you rather be known as a bad boy or a good boy? 

67. Would you rather date a good girl or a girl whose actions were questionable? 

68. Would you rather stay in and watch a film or go out on an adventure? 

69. Would you rather we chatted more on social media or over the phone? 

70. Would you rather be incredibly talented or make a big difference in the world? 

71. Would you rather end the relationship with someone or have them finish it with you? 

72. Would you rather give up your favorite hobby for a year or your favorite food? 

Next: Personal questions to ask a guy

Flirty Would You Rather Questions To Ask A Girl

73. Would you rather be rich or rich and famous?  

74. Would you rather ask for help with something or try to do it yourself? 

75. Would you rather spend a day with your partner inside or outside? 

76. Would you rather go out for fine dining or grab a burger and a soda from a fast-food joint? 

77. Would you rather have professional photos of us both or take silly selfies ourselves? 

78. Would you rather go for a long walk on the beach or take a dip in the sea?  

79. Would you rather dance with me under a full moon or in a nightclub? 

80. Would you rather watch the sunrise or watch a movie with me? 

81. Would you rather sing me a song or play one on a guitar for me? 

82. Would you rather I gave you a hug or held your hand? 

83. Would you rather I hold your hand or put my arm around your waist? 

84. Would you rather give flowers to someone or receive them? 

flirty would you rather questions give flowers or receive them

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85. Would you rather be romantic or playful in a relationship? 

86. Would you rather lose your sense of taste or your sense of smell?

87. Would you rather dress up as a superhero or a movie character? 

88. Would you rather watch a movie together or create something together? 

89. Would you rather have no hair anywhere on your body or hair everywhere?

90. Would you rather share dessert or bake something together? 

91. Would you rather have all your wishes granted or help grant others’ wishes? 

92. Would you rather give up dating for a year or give up social media for a month? 

93. Would you rather spend a night in a haunted house or spend the night with one of your exes? 

94. Would you rather be a billionaire or a world-famous model?  

95. Would you rather be unable to lie or have your thoughts occasionally slip out? 

96. Would you rather spend the day wearing your clothes backwards or wear mine 

97. Would you rather trust your partner completely or always want reassurance?  

98. Would you rather date someone who’s clingy or someone who needs zero attention? 

99. Would you rather date someone who’s overly sensitive or someone who has the emotions of a rock? 

100. Would you rather be in a non-traditional relationship or stay single? 

Looking For More Questions?

Questions to ask your crush – If you’re looking for some more questions to pose to your crush, these will do the trick.

Flirty questions to ask a girl – If there’s a girl you like or you’re dating, these questions will take things up a notch between the two of you.

Flirty Snapchat questions – Make things spicier with your crush on Snapchat with these talking points!

A photo of Tom who is the Co-Founder of Questions About Everything

Tom Stevenson

Co-Founder of Questions About Everything

Tom is a travel writer and Co-Founder of Questions About Everything. He grew up in the UK and enjoys spending his time traveling to new places, supporting Liverpool FC, and blogging about his adventures. He spent two years teaching English in Barcelona and frequently utilized question games and conversation starters as part of his lesson plans. As an EFL teacher, he took full responsibility for planning and delivering lessons, frequently employing creative and diverse questions to engage the children in conversation. Learn more about Tom on our About page.

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