101 Flirty Icebreaker Questions For Bold Women

If you’re looking for flirty icebreaker questions…

This is for you.

Below are 101 flirty icebreaker questions to help women lead the conversation with a hint of naughty!

Let’s jump in.

Flirty Icebreaker Questions

Image Source: SportsLeague (Pixabay)

1: So, your place or mine?

2: Do you prefer to be the big spoon, or little spoon?

3: Give, or receive?

4: Top, or bottom?

5: Besides me, what turns you on the most?

6: Tell me, what’s your biggest fantasy?

7: Do you believe in sex on the first date?

8: What part of my body do you think is the hottest?

9: So, when’s our wedding?

10: Bet you wish you were doing me right here right now don’t you?

11: Slow and sensual, or hard and fast?

12: What’s your biggest turn on?

13: What celebrity would you have sex with if given the opportunity?

14: Do you like BDSM?

15: Do you masturbate?

16: What’s your favorite position to have sex in?

17: How many sexual partners have you had?

18: Have you ever cheated?

19: Have you ever tried skinny dipping?

20: What are your thoughts on anal sex?

21: You ever paid for sex?

22: Have you ever had a wet dream?

23: So, when are you going to kiss me?

24: Are you going to please me tonight?

25: How long do you usually last in bed?

26: So tell me, will you be letting me ravage you tonight?

27: Do you like foreplay?

28: Do you think I look sexy in this outfit?

29: Small tits, or large?

30: What are your thoughts on threesomes?

31: Have you ever filmed yourself having sex?

32: You ever been caught jerking off?

33: Clean shaven, bush, or landing strip?

34: Have you ever had sex with a co-worker?

35: Are you signed up to any dating sites?

36: Do I turn you on?

37: What’s something dirty you’d love to do to me?

38: Have you ever screwed anyone while you’ve been at work?

39: Did you have a crush on any of your high school teachers?

40: Have you ever had a one night stand?

41: Do you like sleeping naked?

42: How often do you masturbate?

43: Do you have a favorite sex scene from a movie?

44: Would you have sex on cam?

45: Have you ever taken a nude selfie?

46: How big is your ______?

47: Would you let me sit on your face?

48: Tits, or ass?

49: Do you kiss on the first date?

50: Have you ever had a happy ending massage?

51: What’s your biggest turn off?

52: Have you ever had angry sex?

53: You ever been on a blind date?

54: Do you find me attractive?

55: Are you going to take that shirt off for me?

56: Can I feel your big arms and chest?

57: Can you tense your muscles for me?

58: Do I make you horny?

59: Would you like to spank me?

60: Do you like eating pussy?

61: What color lingerie do you like?

62: Have you had sex with someone much older than you?

63: Do you like sex toys?

64: Do you have a high sex drive?

65: Are you flirtatious?

66: Do you like innocent girls?

67: Have you ever been dominated in the bedroom?

68: Do you like 69?

69: How old were you when you first had sex?

70: Have you ever hooked up with more than one person in a night?

71: Do you watch porn?

72: Have you ever had sex on a boat?

73: What kind of dress wear turns you on the most?

74: Do you like women who lift?

75: Have you ever had sex in the shower?

76: Have you ever received head in the shower?

77: Have you ever caught a family member having sex?

78: Have you ever had sex in your parents bedroom?

79: What’s the quickest you’ve ever cum?

80: Would you ever hook back up with your ex?

81: Do you have any fetishes?

82: Would you have phone sex with me?

83: What’s the naughtiest thing you’ve done on a date?

84: Have you ever had sex while being high?

85: Have you ever farted during sex?

86: Want to make out?

87: Want to practice baby making?

88: Have you had any bad sex experiences?

89: Have you ever fallen asleep during sex?

90: Have you ever been with more than 1 woman at once?

91: If you could have sex anywhere in the world, where would you choose?

92: Have you ever been stood up?

93: Have you ever masturbated over one of your parents friends?

94: Has anyone ever told you that you have a nice ass?

95: Would you like to take me home?

96: So, what are you going to do to me exactly?

97: Have you ever had sex in a public toilet?

98: Have you ever used a sex toy on a woman?

99: So, Netflix and chill?

100: Here I am. What are your other two wishes?

101: Are you going to screw me tonight, or what?