We welcome you to an amazing collection of freaky questions to ask your boyfriend. Have you ever wished you could fill the quiet during a private talk with your boyfriend? That quiet may easily destroy the mood.
In a relationship, talking may be some of the most effective flirting. If you’re in a relationship, try these questions to get him all worked up!
Are you attempting to keep the spark alive in your relationship? Do you want to feel the excitement of a new relationship? Prepare for a frenzy of freaky stuff to ask your boyfriend that will make your meetings more romantic and your messages more intriguing!
This list of dirty questions to ask your boyfriend can assist you in keeping the flame of your love burning brightly.
Table of Contents
What Are Good Freaky Questions to Ask Your Boyfriend
Asking your partner freaky and nasty questions about himself is a certain approach to get to know him on a whole new and much deeper level.
Don’t be afraid to use freaky questions to ask your boyfriend because you could find out more about him.
How to Play Questions Game with Your Boyfriend
Have you ever played the game of freaky questions to ask your boyfriend? If you haven’t already, you should make it a priority for one of your next date evenings.
When we play this game, most of us select personal and amusing questions, but how about we take it to a kinkier level with this list of freaky questions?
Best Freaky Questions to Ask Your Boyfriend
Do you wish to win the heart of the man of your dreams? We’ve got you covered. Here are the best freaky questions to ask your boyfriend.
1. How would you make me have an org##m?
2. What’s the best thing about our s#x life?
3. What’s the shortest time it’s ever taken for you to have an org##m?
5. What’s your favourite place to be kissed?
6. Would you dress up for me in bed?
7. What’s your favourite part of foreplay?
8. Quickie or marathon session?
10. What’s your favourite time of day to have s#x?
11. What would you like to do more of in bed?
12. Do you prefer to be on top or bottom?
13. Do you prefer one night stands or longer-term sexual partners?
14. Do you prefer to take control or be submissive?
16. Have you had s#x in a car?
17. S#x with lights on or lights off?
18. What’s a surefire way to turn you on?
19. How high is your s#x drive?
20. What’s the longest you’ve ever gone without s#x?
21. Do you prefer eye contact or not during s#x?
22.How many positions do you think you’ve tried?
23. Do you get tired after s#x?
24. Do you like to kiss during s#x?
25. Have you ever cried or fallen asleep during s#x?
26. Have you ever had an inappropriate crush?
27. If I ever caught you masturbating, would you stop or would you finish?
28. What was your most embarrassing sexual experience?
29. Have you ever fantasised about someone else during s#x?
30. Do you like to be spanked?
32. Where’s the weirdest place you’ve ever mast##bated?
33. Do you think you could take off my underwear with no hands?
34. Would you say you’re kinky?
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Good Freaky Questions to Ask Your Boyfriend
Here are some good freaky questions to ask your boyfriend through text or in person to rekindle your passionate relationship.
1. Do you ever read erotic fiction?
2. Have you joined the mile high club?
3. What’s your favourite toy?
4. When it comes to BDSM, how far have you gone/would go?
5. Would you say you have any fetishes?
6. What’s the first thing that sexually attracts you to someone?
7. Have you ever made a s#x tape?
8. Have you ever tried using food during foreplay?
9. Are you loud or quiet during s#x?
10. What’s the most s#x you’ve had in a day?
11. Would you/have you had group s#x?
12. If you could sleep with any celebrity, who would it be?
13. Have you ever sent nudes of yourself?
14. If we were out for dinner and I said I wanted to have s#x right now, what would you do?
15. Have you ever slept with someone you work with?
16. What was your best org##m ever?
17. Do you prefer to give or receive?
18. How often do you mast##bate?
19. What kind of p##n do you watch?
20. Have you ever been caught having s#x?
21. What’s your favourite position?
22. What’s the best s#x you’ve ever had?
23. When did you first have s#x?
24. If you could have s#x anywhere in the world, where would it be?
25. When was the last time you had a dirty dream?
26. Where on your body is your favourite place to be touched?
27. If you could choose what I was wearing right now, what would you choose?
28. Have you ever had an#l s#x?
29. What’s your favourite part of my body?
30. Where’s the weirdest place you’ve had s#x?
31. How many people have you slept with?
32. What’s your dirtiest sexual fantasy?
33. What is an instant turn-on for you?
34. How does it feel when I touch you here?
35. What’s the dirtiest thing you’d like to hear me say during s#x?
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Fun Freaky Questions to Ask Your Boyfriend
Do you want to know what your boyfriend likes? Are you too timid to ask your own questions? Try these fun freaky questions to ask your boyfriend. This collection of humorous questions will make you and your boyfriend laugh out loud while also allowing you to explore some intriguing things you would not typically address with each other.
1. Want to try a massage candle?
2. Does the idea of partner-swapping make you feel jealous, turned on, or both?
3. Can I read you a sexy story?
4. How would you feel about going skinny-dipping?
5. Have you ever had a hot dream about me?
6. I’m wearing vibrating panties right now—want to control the remote?
7. Can I try to make you org##m without using my hands?
8. Can we shop for s#x toys together?
9. Want to play never-have-I-ever?
10. Have I ever turned you on while we were in public?
11. What could I say or text to you that would get you hot immediately?
12. Would you like to use one of these vibrators on me?
13. Where’s somewhere in our home you’d like to ‘christen’ with s#x?
14. What’s the most unusual place you’d like to have s#x with me?
15. Do you want us to have a threesome?
16. What would you do if we were alone together?
17. Would you rather have car s#x or shower s#x?
18. Have you ever sent or received a nude?
19. Would you rather have s#x on a plane, or on a moving train?
20. Can you describe the last time you got turned on in public?
21. Have you ever thought about trying tantric s#x?
22. Where would you like me to lick you?
23. Do you like playing music in the background or silence?
24. What color underwear would you like to see me in later?
25. Want to try making as much noise during s#x as possible?
26. Where’s the wildest place you’ve ever hooked up with someone before?
27. Is there a sexy song that tends to get you in the mood
28. If you could have s#x with any celebrity, who would it be—and what do you think it would it be like?
29. If you could have s#x in any location in the world, where would it be?
30. What’s your definition of amazing s#x?
31. Have you ever bought lingerie for a woman?
32. What’s one public place where you would want to do it?
33. What naughty fantasies do you have about me?
34. Have you ever tried edible underwear?
35. Does the thought of recording a video turn you on?
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Random Freaky Questions to Ask Your Boyfriend
The finest questions to ask your lover are the ones that come to you at random. These sort of random freaky questions to ask your boyfriend are best employed when you don’t know what else to ask. Please feel free to ask any and all questions you may have. Find something fresh and entertaining among the chaos.
1. What do you think about toys in the bedroom?
2. Spit or swallow?
3. What do you look for in a partner for the bedroom?
4. I heard kissing burns a lot of calories. Want to help me exercise?
5. What’s the most number of times you’ve done it in a row?
6. Is laughing in the bedroom okay with you, or do you prefer keeping things serious?
7. Do you prefer your women shaved or all natural?
8. Have you ever been caught going solo?
9. What would you do if I answered the door without clothes on?
10. Can you guess what I’m wearing right now?
11. Do you want to play dirty truth or dare?
12. How would you describe your package?
13. What would you do if I sent you a dirty photo of me?
14. What’s the farthest you’ve gone on a first date?
15. What’s one thing you want me to do to you that I haven’t done?
16. If we were in a movie theater, and I wanted to do it, what would you want me to do?
17. If you had a pair of X-ray glasses, which part of my body would you look at first?
18. Is there a sexy scene from a movie that you want to recreate with me?
19. What do my lips taste like?
20. Do you ever watch adult videos?
21. Have you ever done it with someone you weren’t attracted to?
22. Have you ever done it in the water?
23. Have you ever played strip poker?
24. Have you ever gotten a lap dance?
25. Have you ever used food during intimacy?
26. Have you ever had a friend with benefits?
27. Have you ever done it with more than one woman in one day?
28. How do I compare to other girls you’ve been with?
29. What was your first time like?
30. How would you feel if I made you breakfast while wearing only an apron?
31. Can you send me a sexy pic of your favorite body part?
32. Have you ever bragged to your friends about me?
33. When do I look the most beautiful to you?
34. Do you prefer long hair or short hair?
35. Do you like me being possessive over you?
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Insanely Freaky Questions to Ask Your Boyfriend
Are you becoming tired of it? Make your time fly by asking your boyfriend some insane questions. Using this list of insanely freaky questions to ask your boyfriend, you’ll be able to keep the discussion going.
1. If you were to describe my body with three words, how would you describe it?
2. Do you like when I make the first move?
3. What is your favorite thing I do to you in bed?
4. Do you get jealous when other guys check me out?
5. What is your opinion on love bites, do you want to give me any?
6. Have you ever stared at my butt or chest?
7. Do you consider yourself more sexy or brainy?
8. How many girls have you been with, before me?
9. What part of my body would you want me to tattoo?
10. Who is your dream girl, if you couldn’t have me?
11. What is your position on premarital s#x?
12. Do you think about me when we are not together?
13. Do you prefer making out or cuddling?
14. I come home from work stressed, how do you relax me?
15. Have you ever wanted to tear my clothes off?
16. What is the difference to you between s#x and making love?
17. Would you ever sleep with your ex’s best friend?
18. When you had s#x for the first time, what age were you?
19. Would you ever surprise me with lingerie?
20. Before me how many times did you have s#x per week?
21. Are you familiar with the concept of nudist beaches?
22. Is your ideal time for intimacy the late evening hours or the early morning hours?
23. Is it more convenient to talk dirty on the phone or over Facetime?
24. Would you ever consider ripping my clothes off?
25. What are your deepest fears about us?
26. Has there ever been a time when you cheated on me?
27. In your opinion, what makes a lady sexy?
28. If you were to bind me, would you prefer blindfolding me or tying me up?
29. When you were a teenager doing your first kiss, how did you feel?
30. Do you enjoy it when a lady massages your body?
31. What are your wild thoughts about close relatives?
32. When I am walking away, how often do you check me out?
33. Do you mind taking a shirtless selfie with me beside a mirror?
34. Which of my non-physical qualities do you like most?
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Extremely Freaky Questions to Ask Your Boyfriend
You may simply turn on your boyfriend by these extremely freaky questions to ask your boyfriend. Use these really bizarre questions to spice up your discussion and make the most of your time together!
1. Can you recall a time when you were ejected from a public place?
2. Do you have the cheesiest pick up line you’ve ever used while meeting a girl?
3. What is the most efficient mode of transportation?
4. Which nickname would you choose if you were a biker?
5. What’s the first food that comes to mind when you think of a birthday?
6. Is there anything you love but would hate if it was a Dairy Queen Blizzard?
7. Could you please spell antidisestablishmentarianism for me?
8. Is it embarrassing to you if I call you a pet name before your friends?’
9. How does it make you feel when I text you?
10. Do you think you could write a poem about me one day?
11. How about writing a song for me someday?
12. How would you like to spend our honeymoon if we get married?
13. What was the first time you realized you loved/liked me?
14. Do you know how to play Cards Against Humanity?
15. How often do you watch adult content prior to making out?
16. How often do you flirt with your best friend’s girlfriend?
17. Do you know how wonderful your tongue is?
18. What’s your favorite bl##job technique?
19. Do you prefer professional or amateur p##n?
20. When’s the last time you org##med in your sleep?
21. Have you ever woken up humping your pillow?
22. Have you ever propositioned a total stranger?
23. What do you think an orgy would be like?
24. When’s the last time you had a vivid s#x dream?
25. How would you respond if a couple approached you to be their “third”?
26. Have you ever watched another couple have s#x with their permission?
27. Are you sure about that, my dirty little forest nymph of a s#x goddess?
28. Does naughty talk get you aroused?
29. Have you ever pushed the boundaries of fidelity to the brink and then retreated just for the rush?
30. Have you ever cheated on a boyfriend or girlfriend because you just couldn’t help yourself?
31. In your opinion, what does it mean to be good in bed?
32. Have you ever kissed someone of the same s#x?
33. And then imagine, in dirty detail, what it would be like to f##k them?
34. Have you ever had s#x with someone whose name you never knew?
Freaky Questions to Ask Your Boyfriend Over Text
Texts might be tedious at times, but when you know how to liven up your chat with your boyfriend, they can be a lot of fun. This collection of freaky questions to ask your boyfriend over text will help you take the discussion to the next level and keep it going all day and night.
1. What’s your favorite way to be seduced?
2. Which song relates most to our relationship till now?
3. If I feel sad, what would you do to cheer me up?
4. Which movie would you watch with me?
5. What do you think of us as a couple?
6. What is one secret you wish to know about me?
7. Do you think your past was better or your present is?
8. What do you see yourself doing at the age of 50?
9. What is your love language?
10. Have you ever struggled with addiction?
11. What is your idea of a perfect Sunday afternoon?
12. What is your favorite thing to do on a rainy day?
13. What is the best present you’ve ever received?
14. If I asked you to give me a full body massage, where would you start on my body?
15. Do you prefer thongs, boy shorts or a different type of garment?
16. Do you prefer girls who have large breasts or large bottoms?
17. Do you sleep naked, in briefs or in boxers at night?
18. If you were looking for a movie to watch online, what would you look for?
19. If you were going to invent a cocktail, what would it be?
20. Have you named your package?
21. Do you think we’re soulmates?
22. Do you have any regrets in life?
23. What’s one dealbreaker for you in a relationship?
24. What accomplishment are you most proud of?
25. Do you want to have children?
26. Do you think double texting is a big deal?
27. What’s the most spontaneous thing you’ve ever done?
28. Have you ever cheated on your S.O.?
29. What’s your dream date night?
30. What do you consider a red flag in a relationship?
31. What do you think my superpower is?
32. Do you think you’re a good kisser?
33. How did your last relationship end?
Dirty and Freaky Questions to Ask Your Boyfriend
Most people believe that being dirty is merely a technique to be used when we wish to lure new individuals, which is completely incorrect. Just because you’re in a long-term relationship doesn’t mean you have to stop talking dirty with each other. Here are some dirty questions to ask your boyfriend.
1. Does voyeurism turn you on?
2. Does exhibitionism turn you on?
3. What are your hard boundaries?
4. What’s your opinion on monogamy versus open relationships?
5. Do you like it when I take charge?
6. What do you think about incorporating s#x toys into our s#x routine?
7. I’d like to start sexting you when I’m h##ny and miss you, would you be into that?
8. Who’s your dream celebrity f##k?
9. What’s your ideal role play scenario?
10. Do you like what you see?
11. What’s a kink you’ve always wanted to try, but were too afraid to?
12. What makes you feel good?
13. What songs are on your s#x playlist?
14. Do you like when I take you in deep or when you take me in deep?
15. Anyone who saw you naked accidentally?
16. If we got really drunk, do you think we would end up doing something really funny?
17. What was your age when you shared your first French kiss?
18. How do you define ordinary s#x and making love?
19. What’s your opinion about your kissing abilities?
20. How do you feel about the concept of exciting foreplay?
21. Has your partner ever laughed at you when she saw you naked for the first time?
22. What is the one thing you consider “dirty” about dating and relationships?
23. Are you okay with me being naughty with you?
24. What is your preference between men taking the lead vs. women taking the lead?
25. What is your preference between making out on bed vs. on the floor or chair?
26. In a range of 1 – 10, how will you rate me as sexy?
27. Assuming you get a bedroom injury, who will you run to for help first?
28. What do you dread the most in men?
29. Are second rounds exciting or exhausting?
30. Do you have any spicy pictures or videos saved on your phone?
31. Do you like the lights on or off?
32. Have you ever used lubricant?
33. Do you think that you have ever done it so loud that you woke up the neighbors?
34. What was your dirtiest fantasy when you were in high school?
35. What would you do if all of my clothes were wet?
Flirty and Freaky Questions to Ask Your Boyfriend
Are you attempting to make him remember you? What about some weird flirtation with your boyfriend? Here are some flirty questions to ask your boyfriend that can help you develop good eye contact and make your discussion much livelier.
1. If I were handcuffed to the bed, what would you do to me?
2. What would be more thrilling: angry s#x or makeup s#x?
3. Would you let me push you against the wall and make out with you?
4. What do you prefer the most, kissing or hugging?
5. How many adult toys do you really own?
6. Which clothing item do you feel most comfortable in?
7. Do you prefer to keep your pubic hair or trim it?
8. Would you want to try a virtual s#x party?
9. Do you prefer vibrating or non-vibrating toys?
10. What kind of sexual aftercare is important to you?
11. Would it turn you on to watch p##n together?
12. Which is your favorite place to have s#x in your house, and why?
13. What is your definition of a lovely s#x experience?
14. Do you like to put on sexy clothes for foreplay?
15. What are your views on “50 Shades of Grey” or “365 Days”?
16. What is the one thing you need before/after s#x?
17. Which s#x position do you feel is overrated, and why?
18. What is one thing about s#x you hate the most, and why?
19. What is the most erotic zone in your body?
20. Do you like it when someone sucks you down there?
21. Do you like to scream or moan while having s#x?
22. Do you like buying s#x toys in stores or online?
23. What are your feelings about PDA?
24. Do you like hickeys?
25. Do you like to experiment with extreme temperatures in bed, like ice or wax?
Juicy and Freaky Questions to Ask Your Boyfriend
It never hurts to talk about interesting, romantic, and juicy questions to ask your man. To make some happy memories, ask your guy some spicy questions. And don’t forget to put your own spin on it if you want to grow closer to him.
1. Do you prefer male condoms or female ones?
2. How do you feel when I bite your neck or earlobes?
3. What makes you wet in seconds?
4. What is the craziest thing you have done for s#x?
5. Which is your favorite flavor of condoms?
6. Do you like it when someone hugs you before or after s#x?
7. What kind of p##n have you watched recently?
8. If we were home alone, would you have s#x with me?
9. If I wanted to rub your pu##y the entire night, would you allow me?
10. Do you like to stay and have breakfast after s#x?
11. Would you see me in just my underwear or nothing at all?
12. Does the thought of a sneaky s#x pleasure you?
13. What are your views regarding group s#x?
14. Do you think s#x before marriage is fine?
15. Will you be able to handle the pain, if any, the first time you have s#x?
16. Do you think love is important to have s#x?
17. What are your ground rules during foreplay and s#x?
18. What are your preferred methods of birth control?
19. Do you like playing sexy games?
20. Do you like it when I go slow, or do you prefer it fast and wild?
21. Do you secretly own s#x toys that you haven’t told me about?
22. What is your sexiest guilty pleasure?
23. What’s your biggest sexual fear?
24. What’s one thing that you hesitated to try during s#x but ended up loving?
Sexy and Freaky Questions to Ask Your Boyfriend
Unfortunately, most individuals forget to flirt after a while, and the spark in their relationship fades. If you want to strengthen your intimate and emotional bond, try these sexy questions to ask your boyfriend to get him moving.
1. What do you think is currently the biggest threat to marriage?
2. Do you want to involve someone else in our s#x life to make it more interesting?
3. How many times a day can you have s#x before your dick hurts?
4. Would you say you’ve been on Santa’s naughty or nice list most?
5. What’s the most sensitive part of your body?
6. Would you kiss me on the wrist?
7. Do you think you can get naked in less than 5 seconds?
8. Do you want to help keep my body warm?
9. Do you ever think of me in an inappropriate way?
10. What is your most favorite body type?
Freaky Questions to Ask Your Boyfriend about Relationship
Relationships are a whole separate universe in which you live with your spouse. It’s incredible how much you can discover about each other. You may use these relationship freaky questions to ask your boyfriend to get to know him better and strengthen your connection.
1. Have you ever mast##bated in a public washroom?
2. What is the easiest item of clothing to remove from the body?
3. Have you ever created a page on social media to sext with anyone anonymously?
4. Would you have s#x with a woman 2 times your age?
5. If I had chocolate syrup and whipped cream all over my naked body, would you lick it off?
6. Do you think you could ever be a p##n star?
7. Can I have a look at your Tinder profile?
8. Do you like it when I taste your c#m?
9. Have you ever slept with more than one person in less than 24 hours?
10. Have you ever been caught in the middle of the action?
Freaky Questions to Ask Your Boyfriend about Sex
These freaky sex questions to ask your boyfriend can rekindle the sexual energy in your relationship, and if you prefer sexting, you can heat things up even more by sharing photographs.
1. Have you ever fantasized about a coworker?
2. Will you approve of a one-night stand?
3. Do you like to explore things in the bedroom?
4. Did you ever receive a dirty text from an unexpected person?
5. Have you ever tried making out in a classroom?
6. I know, it is not enough! But honestly, are sexual desires ever enough?
7. Does putting a thumb inside the lips excite you?
8. Do you like to be seduced by dirty dancing?
9. Did you ever send a dirty text to your mom/dad by mistake?
10. Would you play oily Twister with me?
Freaky Questions to Ask Your Boyfriend to Turn Him On
Men enjoy it when we talk filthy to them. It’s basically something that gets them the most excited, and they perceive it as a type of precursor to foreplay. So here are some freaky stuff to ask your boyfriend to turn him on.
1 What do you prefer, hot showers or bubble baths?
2. What do you prefer, missionary or doggy style?
3. Would you rather have romantic or kinky s#x?
4. Do you want to see me without my shirt on?
5. Do you enjoy viewing p##nography?
6. What personality traits really turn you on?
7. Would you ever go to a nude resort or sauna?
8. What are your favorite p##n movies and categories?
9. What is your favorite celebrity nude/semi nude photo?
10. Would you ever experiment with a glory hole?
Freaky Questions to Ask Your Boyfriend When Feeling Bored
There are some pretty strange questions there that can be used as great conversation starters and will undoubtedly spark some deep and interesting discussions. Here are some of those freaky questions to ask your boyfriend when you are bored.
1. Do you like it when I watch you change clothes?
2. Do you like it when someone whispers naughty things to you?
3. Do you think you are experienced in s#x?
4. Do you like to have s#x with or without a condom?
5. Would you like to have s#x underwater?
6. Where are your top three places, where you would like to have s#x?
7. Do you like to wear makeup before having s#x?
8. Would you participate in an orgy if given a chance?
9. What was your sexual awakening like?
10. Have you ever snuck out of the house?
5 Tips for Choosing Freaky Questions to Ask Your Boyfriend
Now that you have got a lot of freakiest questions to ask your boyfriend, it will be hard for you to choose which the best ones among them are. Don’t worry because we are going to provide you with several useful tips to choose the best ones.
1. Consider your boyfriend’s mood and mental state while coming up with freaky questions to ask your boyfriend. By knowing about his hobbies, you can boost your chances of asking intriguing questions. Make a list of questions that will stimulate his attention.
2. Look for amusing questions. When your lover listens to you, it will make him happy. The questions will be simple to answer and will have a lighthearted and amusing tone to them. A dull or serious question, on the other hand, may irritate him.
3. Begin with some simple, not-too-dirty queries. Then go on to the freaky ones. Freaky questions might give the spark you’re looking for to reignite the fire in your relationship. Guys are especially fond of talking about sex. Everyone has a hidden component, which is their sexuality. I’m sure it stands to reason to you that the majority of guys have a sexual desire. The issue is that almost everyone keeps it entirely concealed from the public eye. As a result, your questions should drive him to divulge his deepest desires.
4. If you’re apart or have your backs to one another, you may always send these freaky questions to ask your boyfriend over text to get him moving! Most of these questions have been compiled for your convenience.
5. Use the questions we’ve already given you. This collection of freaky questions to ask a boyfriend is ideal if you want to spice up your personal relationship or learn more about your partner’s sexual wants and desires. No matter how tough your partner is, there’s a freaky question on the list above that will make him squirm.
Final Thoughts on Freaky Questions to Ask Your Boyfriend
With a complete list of freaky questions to ask your boyfriend and a few tricks at your disposal, dating and conversation can be made more interesting. This guide covers all possible dirty questions to ask your boyfriend based on the various types of situations.
Use them wisely to make your talks more fascinating and enjoyable. Have fun and cultivate positive relationships! Not only do these questions pique his interest, but his reactions to these freaky stuff to ask your boyfriend may make you feel hot under the collar as well!
If you’re are involved in a long distance relationship and don’t get to see each other too often, you may always send some freaky questions to ask your boyfriend through SMS to make things interesting!
