100 Juicy, Sexual Questions to Ask Friends & Have a Fun, Naughty Time

Looking for ways to flirt with a friend? Use these random juicy questions to ask your friend and build sexual tension.

Naughty questions can be perfect ice breakers to create sexual tension. Of course, you can’t ask random sexual questions to just about anyone you meet. But if you enjoy a friend’s company, especially if you’re sexually attracted to them, a few sexual, juicy questions can bring both of you closer while having a laugh. [Read: How to have a platonic friendship and avoid sexual tension]

When you and your friend start asking each other these sexual, juicy questions, it’ll reveal a lot about each other, especially the kind of details a regular conversation won’t give you. [Read: The best, naughty and dirty texting games between friends to have fun all night long]

If you intend to just stay friends, well, these questions could be rather revealing and may even be a little awkward. But if you’re okay with a few flirty fun moments, look no further.

[Read: 20 flirty ways to build sexual tension with a friend]

100 juicy questions to have a flirty laugh with friends

To get the best results, these juicy questions are best asked in person when it’s just you and your friend alone. It may seem awkward for the first few minutes, but soon enough, these questions may have you and your friend confess secrets and imagine yourselves beyond the friend zone and in sexual scenarios.

[Read: 20 dirty questions to ask a girl and make her wet]

If you’re planning to get naughty, send these juicy questions late at night when your friend is in bed. But if a little harmless flirting is all you aim for, ask them whenever you’re hanging out. But most importantly, if things start to get awkward, tone the questions down or move on to a few subtler ones.

[Read: 20 sexy questions to ask a guy and seduce him]

But remember, these questions need to be answered by both of you. Squirming out of even a few questions can kill the mood. So be a sport, have a laugh, and get naughty and sexual with your friend by asking these juicy, sexual questions.

1. Tell me about the most embarrassing or awkward experience you’ve had around me *even if it’s silly* that you’ve never told me about yet?

2. If you were to lose your power of speech tonight, what’s the one thing you would want to tell me to improve myself?

3. Which is the first region your eyes would wander to if you were ever to see me naked?

[Read: 51 things that turn a guy on sexually when he sees a girl]

4. When was the first time you got a whiff of my body odor?

5. If I’m feeling horny when you’re around, do you think you’d realize it? And how do you think you’d recognize the signs?

[Read: 15 sexy conversation starters for couples to get you horny in minutes]

6. If I caught you masturbating in bed, would you blush awkwardly and accept that I caught you, or would you pretend like you were just shifting your butt about on the bed?

7. What’s the meanest thing you’ve ever done to someone to get back at them?

8. When was the first time you had a wet dream?

9. Have you ever played doctor as a child? With whom did you play, and how old were you?

10. What is your wildest sexual secret that you want to indulge in at least once in your lifetime?

[Read: Top 16 sexual fantasies for guys and the top 17 sexual fantasies for girls]

11. Have you ever been caught naked by someone?

12. Have you ever found something valuable on the street and kept it for yourself even though you knew you could return it to the owner?

13. What is the most embarrassing moment you’ve experienced in your lifetime?

14. Can you tell me your funniest childhood memory that you can remember?

[Read: 80 dating questions to ask them before you get past the talking stage]

15. What are the things about me that you particularly like, and what is the one thing you don’t particularly like? *physical and psychological asset*

16. Which is the one word in my vocabulary that I use excessively?

17. Do you think you could punch someone and knock them off their senses?

18. If you had to make out with a friend of the same sex to save the world from aliens, whom would you pick?

19. Which sex toys have you experimented with so far, and which ones would you want to stay away from?

[Read: How to plan a sex toy party and explore sex toys with friends]

20. If you had to have a sex change, what part of your body would you want enhanced more than anything else?

21. Have you ever had a secret crush on any of your teachers or friends, and have they ever got to know about it?

22. If we had kids together someday in the future, what features/characteristics of mine and yours would you want the child to have?

23. When was the last time you felt possessive about me?

24. Have you ever eavesdropped on me or peeked at me without my notice?

[Read: How to see a friend naked in 12 devious ways]

25. Personally, do you think size matters in reality?

[Read: The Kamasutra and its explanation on sizes]

26. If you had no choice, how many days do you think you could abstain from sex or masturbation at a stretch?

27. What gets you aroused faster, phone sex or sexting?

[Read: How to have phone sex like a sexy sassy minx]

28. While having sex, would you prefer getting on top or staying down in bed?

[Read: Hot tips to ride a man and look sexy doing it!]

29. If you had to pick an animal, which animal do you find the sexiest of all?

30. If you had to explain about the birds and the bees to a child, let me hear how you’d go about explaining it to them?

31. Who is the biggest jerk/bitch you’ve ever come across in your life and why?

32. Have you ever accidentally and yet intentionally kissed someone or tried kissing someone?

[Read: How to kiss a friend accidentally and get away with it]

33. When was the last time you fent an uncomfortable itch in your nether regions when you’re out in public?

34. If the world froze for an afternoon and only you could move and no one could see you or remember what you did, what would you do?

35. What’s your routine every night just before you go to sleep?

36. If you felt that I was starting to get a crush on you, what would you do?

[Read: 30 dirty would you rather questions to have the sexiest time]

37. What’s your craziest fantasy?

38. Where’s the weirdest place you’ve had sex?

[Read: Booty call: what it is, steps to get a friend interested & hook up for fun]

39. Do you have any fetishes?

[Read: The kink list: 20 freaky fetishes that aren’t weird at all]

40. What is your biggest sexual turn-on?

41. What is your biggest sexual turn-off?

42. What is your biggest nonsexual turn-on?

43. What is your biggest nonsexual turn-off?

44. Have you ever read erotica?

45. What’s the longest you’ve gone without sex?

[Read: Horny women – 17 signs to recognize a girl who’s looking for a hookup]

46. What was your most embarrassing sexual experience?

47. What is your favorite position?

48. What is your least favorite position?

49. Have you ever slept with someone and then immediately regretted it?

50. Have you ever hooked up with a friend?

51. What is the dirtiest text you’ve received?

[Read: How to get a girl to sext and actually feel comfortable sexting you]

52. What is the dirtiest text you’ve sent?

[Read: How to sext a guy & naughty examples to make him hot & hard]

53. Do you watch porn?

[Read: Is watching porn cheating? NO but it can make or break your sex life]

54. What is your most favorite porn category?

55. Have you faked an orgasm?

56. Have you ever cheated on someone?

57. What’s the worst piece of advice you’ve given someone?

58. What’s the biggest misconception about you?

59. What’s your relationship dealbreaker?

60. What do most people think is true about you but isn’t?

61. What’s the best piece of advice you’ve given someone?

62. What’s the best piece of advice you’ve gotten from someone else?

[Read: 22 new relationship advice & tips to avoid newbie mistakes many make]

63. What’s the best compliment you’ve ever received?

64. What is your biggest relationship/dating ick?

65. What’s the one thing you would do if you knew there were no consequences?

66. Have you ever had a ‘friends with benefits’ situation? If so, who with?

[Read: 26 pros, cons & ways to pick and ask a guy to be friends with benefits]

67. What’s your favorite body part on me?

68. Have you ever fallen asleep during sex?

69.  Have you ever sent someone a naughty pic?

[Read: How to get nudes – 14 secrets to get sexy snaps without asking directly]

70. Have you ever kissed a stranger?

71.  What’s your most shallow reason for not going on a second date?

[Read: Ghosted after the first date – Why dates ghost & what you need to do]

72. Have you ever ghosted someone?

73. Have you ever hooked up with an ex?

[Read: 25 signs your ex wants you back & just can’t stop thinking of you]

74.  What’s your dream first date?

75. What makes you instantly swipe right on a dating app?

76. What makes you instantly swipe left on a dating app?

[Read: The meaning of DTF & 14 signs a girl is down in person or a dating app]

77. Have you ever been catfished?

78. Have you ever had a secret relationship?

79. What do you think about role-playing?

80. Tell me about the last wet dream you can remember. Don’t leave any details out!

81. Do you have a bucket list? If so, what is the wildest thing on that list?

82. What was the most embarrassing thing that you ever did while on a date?

83. What is the one mannerism you judge all potential partners on?

84. Where is the weirdest place you’ve ever hooked up?

[Read: How to hook up with a girl, pick the right one & 30 must-know secrets]

85. What’s the biggest age gap you’ve had with a partner?

86. Who is the most inappropriate person you’ve ever had a crush on?

87. Have you ever been to a strip club?

88. What sex scene from a movie or TV show would you like to recreate?

89. How far are you willing to go with a cute stranger that you’ll never see again?

90.  If you had to choose between going naked or having your thoughts appear in thought bubbles above your head for everyone to read, which would you choose?

91. Would you hook up with your high school crush today?

92. When watching porn, what makes you turn it off?

93. How many “toys” do you own?

[Read: Homemade sex toys for men: a horny guy’s guide to jerk off at home]

94. What’s the most outrageous thing you can remember doing while drunk?

95. Are you more dominant or submissive?

96. Have you ever filmed yourself having sex?

97. If you were going to write an erotic novel, what would it be about?

98. What was the last thing you masturbated to?

[Read: How to turn on a guy without being obvious & leave him desiring you]

99. Who was the last person you masturbated to?

100. What’s the weirdest thing that’s ever turned you on?

[Read: 41 racy ways to turn on a guy & make him lust & fantasize about you]

These juicy, sexual questions may be random and fun, but it’s something that will help you and your friend get to know each other a lot better. Try it and see how it goes!