Spicy would you rather questions

Risqué dilemmas for adults past small talk. Never explicit.

Who are you with?
How many?

  1. Read one out.
  2. Everyone picks a side.
  3. The fun is in the why, so ask it.
  4. Anyone can pass, no explanation needed.

All 89 spicy would you rather questions

  1. Would you rather be a great kisser or a great flirt?
  2. Would you rather your exes start a support group or a fan club?
  3. Would you rather have dinner with everyone you've ever kissed or everyone who's ever turned you down?
  4. Would you rather your parents read your flirty texts or your crush read what you've said about them?
  5. Would you rather date a great kisser who's boring or a bad kisser who's hilarious?
  6. Would you rather choose your ex's next partner or have your ex choose yours?
  7. Would you rather double date with your parents or with your ex and their new partner?
  8. Would you rather have your exes write reviews on your dating profile or your parents write the bio?
  9. Would you rather be added to a group chat with all your exes or all your crushes?
  10. Would you rather share a tiny tent with your ex or a single bed with your crush?
  11. Would you rather your last fling turn out to be your new coworker or your sibling's new partner?
  12. Would you rather match with your best friend's sibling or your sibling's best friend?
  13. Would you rather wake up at a date's place with no phone charger or no toothbrush?
  14. Would you rather accidentally like your crush's oldest photo or their ex's latest one?
  15. Would you rather this table read your last dating app chat or your last text to your ex?
  16. Would you rather have every crush you've ever had find out or none of them ever know?
  17. Would you rather sleep in socks forever or never wear anything to bed again?
  18. Would you rather hear your partner's honest review of your kissing or your cooking?
  19. Would you rather have one perfect night with your celebrity crush or a year of great dates?
  20. Would you rather never be able to flirt again or never be flirted with again?
  21. Would you rather have your dating history made public or your bank statements?
  22. Would you rather see everyone who swiped left on you or everyone who swiped right?
  23. Would you rather show this table your last five matches or your unsent texts?
  24. Would you rather your partner read your texts with your ex or your texts about them?
  25. Would you rather your ex start dating your cousin or your roommate?
  26. Would you rather have a one-night stand or a friend with benefits?
  27. Would you rather hook up with a stranger you'll never see again or a friend you'll see every week?
  28. Would you rather borrow a hookup's clothes for the trip home or wear last night's outfit to work?
  29. Would you rather meet a hookup's parents at breakfast or their ex at the front door?
  30. Would you rather leave your underwear at a hookup's place or your house keys?
  31. Would you rather have your ex catch your walk of shame or catch them on theirs?
  32. Would you rather catch feelings for a friend with benefits or have them catch feelings for you?
  33. Would you rather have a great friend with benefits or a so-so relationship?
  34. Would you rather hook up with your ex one last time or never see them again?
  35. Would you rather get back with your ex or hook up with your ex's best friend?
  36. Would you rather date your best friend's ex or have your ex date your best friend?
  37. Would you rather have all your exes at your wedding or all your hookups?
  38. Would you rather rank your exes out loud or hear your exes rank you?
  39. Would you rather kiss your ex at midnight on New Year's or kiss nobody at all?
  40. Would you rather date someone 15 years older or have a parent date someone your age?
  41. Would you rather have this table guess your number or tell it yourself?
  42. Would you rather meet everyone your partner has slept with or never hear a single name?
  43. Would you rather reveal your number or your celebrity hall pass?
  44. Would you rather date someone who keeps a list of everyone they've kissed or someone who's lost count?
  45. Would you rather accidentally send a risky photo to your family group chat or to your work group chat?
  46. Would you rather have your sexts read out at your wedding or your search history shown at your funeral?
  47. Would you rather sext someone who uses perfect punctuation or someone who only sends emojis?
  48. Would you rather join the mile-high club or get a whole row to yourself on a long flight?
  49. Would you rather get a "you up?" from your ex or a "we need to talk" from your crush?
  50. Would you rather be someone's late-night text or their Sunday brunch date?
  51. Would you rather tell us who here you'd kiss or who here you'd date?
  52. Would you rather have kissed everyone at this table or no one at this table?
  53. Would you rather your next kiss be with someone at this table or a total stranger?
  54. Would you rather find out someone here has a crush on you or someone here has kissed your ex?
  55. Would you rather tell us about your last hookup or have them tell it?
  56. Would you rather tell us the last person you kissed or the next one you want to kiss?
  57. Would you rather get caught staring at someone at this table or get caught texting about them?
  58. Would you rather get caught making out on a security camera or in the background of a tourist's photo?
  59. Would you rather make out at a bus stop and miss your bus or on the bus and miss your stop?
  60. Would you rather get walked in on by your roommate or walk in on your roommate?
  61. Would you rather say the wrong name in the heat of the moment or hear someone say it to you?
  62. Would you rather have a partner who's great in bed or great at dinner conversation?
  63. Would you rather have a hickey at a job interview or at your grandma's birthday?
  64. Would you rather go skinny-dipping with your coworkers or with your in-laws?
  65. Would you rather go skinny-dipping in a freezing lake or play strip poker in a warm cabin?
  66. Would you rather hook up with someone from your gym or someone from your building?
  67. Would you rather have three people you're casually seeing or one you can't stop thinking about?
  68. Would you rather miss the last train home on purpose or have your date do it on purpose?
  69. Would you rather have your aunt like your thirst trap or your ex comment on it?
  70. Would you rather date someone who's kissed everyone in your friend group or someone none of your friends have met?
  71. Would you rather have a celebrity hall pass who's way out of reach or one who lives in your city?
  72. Would you rather get locked out of your hotel room naked or get stuck in the elevator in a towel?
  73. Would you rather have your partner's ex give you tips or your ex give your partner tips?
  74. Would you rather pick your partner's celebrity hall pass or have them pick yours?
  75. Would you rather wake up next to your ex or wake up to 14 missed calls from them?
  76. Would you rather spend the night with your crush and only talk or with a stranger and not talk at all?
  77. Would you rather be someone's rebound or the ex they never got over?
  78. Would you rather fall for your hookup or your hookup's roommate?
  79. Would you rather have a fling on a work trip or on your parents' anniversary cruise?
  80. Would you rather end a first date with one perfect kiss or an invite to stay over?
  81. Would you rather be your ex's best kiss ever or your crush's worst?
  82. Would you rather date someone who sleeps over every night or someone who never stays past midnight?
  83. Would you rather sleep over at a hookup's place with a nosy roommate or a judgmental cat?
  84. Would you rather have your friends pick the next person you kiss or have your parents pick?
  85. Would you rather have a fling with someone who doesn't speak your language or someone who only sends voice notes?
  86. Would you rather spend a night in a hotel with paper-thin walls or a cabin with no curtains?
  87. Would you rather go on vacation with your friend with benefits or with your ex?
  88. Would you rather have a fling everyone knows about or one nobody knows about?
  89. Would you rather be the friend who always has a hookup story or the friend who always hears them?

Questions about the questions

Are these questions explicit?

No. They touch on dating, hookups, exes and the people in the room without describing anything. For clean ones, open the main would you rather list.

Who are they for?

Adults who are past small talk, like close friends, a date or a group. The generator offers spicy questions only for those three, never for coworkers, family or people you just met.

Find new people to ask

Every week Timeleft seats small groups of strangers for dinner, coffee or a walk. Start with the light questions and save these for later.