36 Funny Questions for Flirty Guys and Girls

Funny questions can be perfect ice breakers.

Of course, you can’t ask random funny questions to just about anyone you meet or you’ll just seem corny.

But if you enjoy a friend’s company, especially if they’re of the opposite sex, a few flirty fun questions can bring both of you closer while having a laugh at the same time.

But if you’re okay with a little flirty fun between the sexes, well, look no further.

To get the best results, these questions are best asked in person when it’s just the both of you and no one else around for a while.

It may seem awkward for the first few minutes, but soon enough, both of you may be in splits confessing secrets and imagining yourselves in awkward and funny circumstances.

But if you’re planning to get flirty or naughty, text these questions late at night when both of you are in bed.

If you just want to get flirty, use these random questions. But if it’s the naughty kind of sexual flirting you want, use these 20 questions for guys and girls.

Use these questions with a friend you’re comfortable with. If things start to get awkward, tone the questions down or move on to a few subtler ones.

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 flirty with these 36 fun 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 to ever see me naked?

#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?

#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?

#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?

#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?

#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?

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

#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 wet faster, phone sex or sexting?

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

#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?

#33 When was the last time you scratched yourself down there 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?

When you start asking each other these questions, it’ll reveal a lot about each other, especially the kind of details a regular conversation won’t give you. And in all probability, it may bring both of you closer too.

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