100 Dirty questions to ask friends when bored

By: Naveen B

We’ve all been there before. You’re sitting around with your friends and you’re bored out of your mind. What do you do?

Well, if you’re looking for a way to entertain yourself, why not consider some dirty questions to ask friends when bored?

If you’re like me, you’re always on the lookout for fun things to do with your friends when you’re bored. And what could be more fun than asking each other dirty questions?

Sure, you might not want to ask these questions in mixed company, but if you’re with your close friends, it can be a fun way to pass the time. And who knows, you might even learn something about your friends that you didn’t know before.

So, if you’re feeling brave and excited, In this article I’ve compiled a list of 100+ dirty questions to ask your friends when bored, ranging from naughty, spicy, kinky to the downright  nasty, s#xual and erotic in nature to turn you on and your friends.

So whether you’re looking for some harmless fun or you’re feeling frisky, this list has got you covered. Have a great time with your best friends.

100 Dirty questions to ask friends when bored


The following are the list of dirty questions to ask friends when bored:

1. Have you ever visited any brothel house, if so what were the services there and which ones did you enjoy the most?

This is the dirtiest and most uncomfortable question for many people to answer. But it’s never too late to become an expert at it.

So try asking this dirty question to your friends and see their reaction.

2. Which celebrity would you love to have sex with?

If you’re looking for someone specific, ask this dirty question when you are bored and find out who your friends have fantasized about for years now. 

3. What kind of lingerie makes you feel the horniest?

Everyone has their own  fantasies. Sometimes you just want something new and unique to get excited about, and that’s why experimenting with various kinds of lingerie is a great way to spice things up between the sheets.

Also read: 100+ Most interesting Dirty questions to ask your friends

4. Who was your first sexual partner?

Asking this question will help you understand how long your friends been s#xually active and how many partners they’ve had so far.

It’s good to exchange private matters with each other as best friends, especially when you are bored.

5. Who do you think is hotter: Brad Pitt or Johnny Depp; Gigi Hadid or Adriana lima?

Playing a game of s#xy face-off with your friend can be both fun and enlightening.

Also, people from different generations may hold different tastes and preferences, so keep that in mind while comparing them.

Some people might like some celebrities more than others depending on the time period they grew up in.

For example, people born after 1990 might like Kylie Jenner over Marilyn Monroe because Kylie Jenner dominates today’s social media platforms while Marilyn Monroe became famous before Instagram existed.

6. Are you still a virgin, if so when are you planning to lose your virginity and with whom?

It’s not about getting to know whether your friend lost his/her virginity, but how they started experiencing s#xual excitement or s#x-related experiences.

7. How many people have you slept with?

The answer to this question will not only allow you to gauge how experienced your friend is, but also establish whether or not they value monogamy and/or safe s#x. 

8. When was the last time you masturbated?

It may seem like a strange spicy question at first, but it’s actually very important because it shows what kind of s#xual habits you can learn from your friends. 

9. Have you ever walked in on people having sex?

Sometimes we need to know these things just so we can feel less embarrassed by our own behavior in similar situations.

10. What makes you orgasm more easily: clitoral stimulation or vaginal pen#tration?

It’s not about what position they use during intercourse, but which body part stimulates them most.

Also read: 150+ Dirty questions to ask your girlfriend

Best Dirty questions to ask your friends when bored 


Here are some of the best dirty questions to ask your friends when bored:

11. What color underwear are you wearing now?

This spicy question sets up a naughty situation where you can admire each other’s choice of underwear.

But it also tells you if you should take off your clothes because ours doesn’t suit his/her tastes.

12. What turns you on even if you try to control?

This question says it all, and allows you to explore further interests in private. 

13. What has been your most intense s#xual experience?

Probably the first time, or some special experience that left them breathless.

14. What would you do if you woke up one day and found out that your loved one is being naked with someone?

This is a difficult question to answer, but it’s important to think about what you would do in this situation.

If you’re not sure how you would react, ask a friend what they would do in this situation. 

15. What is your biggest s#xual fantasy?

This is a great question to ask when you’re bored because it can really get your friend’s imagination going. Plus, it’s always fun to hear about other people’s fantasies. 

16. Have you ever had a one night stand?

This is another question that can open doors to multiple dirty topics talk about with your best friend, but it’s important to think about your own s#xual history.

If you’re not sure how you would react, ask a friend what they would do in this situation. 

17. What is the dirtiest thing you’ve ever done in bed?

This is a great question to ask when you want to get your friend thinking about s#x. It’s also a great way to find out what they are into s#xually.

Also read: 150 Dirty questions to ask your boyfriend (Naughty, juicy, sexual, filthy, nasty, spicy)

Funny dirty questions to ask friends when bored


These are some funny dirty questions to ask friends when bored that make you laugh hard:

1. Would you rather be a d#ck or p#ssy?

2. Have you ever farted in a store because there was loud music, but later realized that you were wearing headphones?

3. Would you like to be the smell of my underarm?

4. Would you like to taste the fart of a hot girl or guy?

5. Do you have the habit of taking out shit from your a#s hole when it’s too hard to release itself?

6. Have you ever tried to lick your own private parts?

7. Shall we taste each other’s ur#ne?

Also read: 100 Dirty questions to ask people (juicy, sexual, kinky, flirty, spicy, saucy, naughty, hot)

Good dirty questions to ask friends


Here are some more good dirty questions to ask friends for fun when bored:

1. Would you date someone who has an STD?

2. Have you ever seen someone else have s#x before?

3. Do you mast#rbate often, if yes then how often do you mast#rbate and what makes it pleasurable for you?

4. What is your favorite thing about having s#x with someone new for the first time?

5. What is your favorite position for having s#x with someone new for the first time?

6. Do you use makeup when going to work or when meeting people socially?

7. Who was your first crush as a child (whether they know it or not)?

8. Who was your first crush as an adult (whether they know it or not)?

9. What’s your idea of a kinky date?

10. What dirty qualities would someone need to have in order to become your boyfriend/girlfriend?

11. If I asked you out on a one night stand, would you say yes or no?

12. What’s the longest time you’ve had s#x for?

13. What is the longest time you’ve gone without s#x and how do you handle s#xual frustration then?

14. Do you believe in making love or making out?

15. What turns you on the most in a partner – boobs, butt, legs, or lips?

Dirty questions to ask friends game (21 questions game)


This is a list of dirty questions to ask your best friends when you are playing a questions game in a party or at a sleepover with your friends:

1. Are you more attracted to men or women?

2. Would you ever go gay for pay?

3. Are you bis#xual or homos#xual?

4. Is it possible for two people of the same gender to be in a committed relationship together and live happily ever after?

5. Which do you prefer: hand jobs or blow jobs?

6. Who was the last person who sent naked pics of themselves to you via text message (also known as s#xting)?

7. What makes up the perfect s#xual experience for you as an individual person?

8. What do you think will happen if you don’t have s#x at least once a day?

9. Do you have any fetishes or fantasies?

10. What excites you the most when it comes to intimate encounters with other human beings?

11. Why should we all practice safe s#x by using condoms and lube every single time no matter what type of relationship we’re in?

12. What tips can you offer couples wanting to spice things up and add some new fun things into their bedroom repertoire?

13. If a male ejaculates inside of a woman but doesn’t pull out before he climaxes, does she still need to use an emergency contraceptive pill like Plan B within hours from the incident?

14. What would you say to your partner if they wanted to buy a s#x toy for you?

15. What’s the best way to turn someone else on in the bedroom?

Spicy Questions to ask friends dirty


Here are a few spicy and nasty questions to ask friends that are dirty and sexual in nature:

1. What are your thoughts on oral s#x, and do you enjoy it?

2. Do you know of any good s#x jokes that are clean or dirty?

3. In your opinion, which word best describes what happens during orgasm for a woman or a man?

4. What’s the most daring thing you’ve ever done in the bedroom?

5. What’s your favorite s#x position and why is it your favorite?

6. Do you prefer giving or receiving oral s#x during intercourse?

7. Would you rather touch yourself down there instead of having s#x?

8. What is your stance on mast#rbation, and do you do it alone or with a partner?

9. Have you ever had an orgasm while just thinking about something s#xual?

10. What turns you on the most about being naked in public?

Dirty truth or dare questions to ask friends


Here is a list of dirty truth questions or dare questions to ask friends:

1. What is your wildest s#xual experience that turned out worst?

2. What would you do if you were the opposite s#x for a day?

3. What is the dirtiest thing you’ve ever done?

4. What is the most embarrassing s#xual experience you have ever had?

5. What is your favourite s#xual position?

6. What is the most number of orgasms you have ever had in one session?

7. What is the longest you have ever gone without s#x?

8. What is the most number of people you have ever had s#x with at the same time?

9. What is the most unusual place you have had s#x?

10. What is the most extreme thing you have ever done s#xually?


Dirty yes or no questions to ask friends

These are some dirty Yes or No questions to ask your friend:

1. Is an embarrassing s#xual experience a good thing?

2. Have you ever experimented with bondage?

3. Have you ever been spanked?

4. Have you ever been involved in a threesome?

5. Have you ever had s#x in a public place?

6. Have you ever had s#x with a stranger?

7. Have you ever had s#x with a member of the same s#x?

8. Have you ever slept with the most people in one day?

9. Does smelling one’s private parts make you horny?

10. Can you drink your own p#e

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Experienced Psychology and philosophy Writer, self-help and relationship Coach and thought influencer. He has 7 years of experience in Personal development industry. His expertise as a self-help and relationship Coach has been highlighted through his articles in medium and substack to name a few. To be updated with his latest work, connect with him by following his social media accounts.

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