537 Flirty & Dirty Questions to Ask a Guy (to Spice It Up)

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We have prepared for you a huge collection of questions divided into several categories: sexual, flirty, weird, funny, deep, interesting, sensual and more…

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Flirty Questions to Ask a Guy

1. Do you realize how hot you are?
2. What color underwear do you think I am wearing?
3. Do you want to cuddle with me in my bed?
4. Are there any games you like to play in the bedroom?
5. Are you a giver or receiver?
6. What is the most kissable spot in my body?
7. Would you dance with me?
8. What color of a bra should I wear on our first make-out session?
9. My bed is broken, Can I sleep in yours?
10. Have you ever thought about ripping my clothes off?
11. Nice pants, Can I test the zipper?
12. What would you do if you had me to yourself for a whole day?
13. Are you a shy guy, s*xually?
14. What would you do if we were home alone together?
15. What is the easiest item of clothing to remove from the body?
16. What color is your underwear?
17. Are you shy to get naked in front of a girl?
18. What would you do if I put my hands under your shirt?
19. Do you think you are attractive?
20. Have you ever thought about me s*xually?
21. Have you had a dirty dream about me?
22. Can I give you a full body massage?
23. Are you a good kisser?
24. What would you do if I answered the door naked?
25. Aside from being desirable, what do you do for a living?
26. What would you do to hint to me that you want s*x?
27. I heard kissing burns a lot of calories. Want to help me exercise?
28. Your lips look lonely. Do you want my lips to keep them company?

Sexual Questions to Ask a Guy

1. Do you like it with the lights on or off?
2. How fast can you get a woman there?
3. If I told you I wanted to have s*x right now, what would you do?
4. Could you guess my favorite part of your body?
5. What can be the biggest turn-off for you?
6. Do you like playing rough?
7. Do you like to push your partner against the wall while making out?
8. Does it turn you on if your partner is in wet clothes?
9. How much tongue do you like to use while kissing?
10. If you could have “it” in only one position for the rest of your life, what would it be?
11. How fast can you get here?
12. Do you like to use toys to spice things up during your session?
13. How many times have you been complimented for being good in bed?
14. Can I taste you?
15. Do you like giving oral?
16. Do you prefer quickies more or a marathon session?
17. Do you enjoy rough s..x?
18. Do you find eye contact during s*x s*xy?
19. Can you taste me on your fingers?
20. Can you start doing it without foreplay?
21. Do you like to be completely dominant or submissive?
22. If you had me for only one night, how memorable would it be for you?
23. What is your opinion on a threesome?
24. What is the longest intimate session that you have had?
25. Do you like experimenting with different positions, which is your favorite?
26. Do you like it slow or fast?
27. What is the perfect way to end a love-making session?
28. How many different positions do you think you have tried so far?
29. Can you unhook a bra with only one hand?

Dirty Questions to Ask your Boyfriend

1. Do you check out random women passing you by?
2. What do you think is the s*xiest thing about me?
3. What’s one thing you want me to do to you that I haven’t done?
4. Do you have a favorite memory of us in bed?
5. Do you like it when I am in control or do you prefer to take the lead?
6. Do you like when I send you dirty pictures?
7. What’s your favorite s*x position with me?
8. What color underwear do you like the most on me?
9. How often would you like us to be having s*x?
10. Do you like me on top or bottom?
11. Would you ever do it during my time of the month?
12. Before we started dating, did you ever fantasize about me?
13. Have you ever faked it?
14. Do you check me out when I walk away from you?
15. Do you like it when I make the first move (in bed)?
16. Is there a position that you would like to try, but have not done yet?
17. If you had to choose your least attractive feature of mine, what would it be?
18. Can I watch you play with yourself?
19. If you were to describe my body with three words, how would you describe it?
20. Would you tape yourself masturbating and send me if I ask you to?
21. Do you ever have dreams about me?
22. Do you like when I talk dirty to you?
23. Do you think that I am a good kisser?
24. If I ever caught you masturbating, would you stop or would you finish?
25. Do you get jealous when other guys check me out?
26. How many rounds do you think you could go? What about on our wedding night?
27. Do you think about me when we are not together?
28. Do you like it when I am naughty with you?
29. Do you like it when I don’t wear any underwear?

Dirty Questions to Ask a Guy about Relationships

1. How old were you when you lost it?
2. Is there a s*xy scene from a movie that you want to recreate with me?
3. Have you ever been attracted to a friend’s girlfriend?
4. Have you ever been in an open relationship?
5. Did you ever hit on your friend’s girlfriend?
6. How old were you when you started masturbating?
7. Has any girl ever abandoned you in the middle of making out?
8. If you could choose one of your exes to do it for one night, who would you choose and why?
9. Describe your s*x life in 3 words?
10. Did you ever cheat while being in a long-distance relationship?
11. Have you ever directed a woman to meet you in an alone spot for making out?
12. How do I compare to other girls you’ve been with?
13. Did you ever cheat on your partner and get caught?
14. Compared to the other girls that you have been with, what do I do the best?
15. Did you ever have a one-night stand before committing to a serious relationship?
16. How old were you when you had your first kiss?
17. How many exes‘ numbers are still in your phone?
18. At what age did you lose your virginity?
19. How many girlfriends have you had?
20. Do you still talk to the person that you lost your virginity to?
21. Have you ever been friends with benefits with anyone?
22. Have you ever cheated or been cheated on?
23. Did you ever have a crush on a teacher?
24. Have you ever been attracted to someone of the same s*x?
25. Did you ever have a partner with whom you had meaningless s*x?
26. Did you ever fantasize about your female friends?
27. Have you ever been seduced by someone older than you?
28. Before me how many times did you have s*x per week?
29. Are you more of a casual or a serious guy in relationships?

Deep Dirty Questions to Ask a Guy

1. What is the difference between a one-night stand with a stranger and doing it while being in true love?
2. What is the perfect place to have s*x for the first time?
3. Is my body snow? Because I want you to plow!
4. What makes a woman attractive to you?
5. Would you wait till marriage to lose your virginity?
6. What do you think about friends with benefits?
7. What is your idea of a perfect woman?
8. Do you see a difference between having s*x and making love?
9. What do you think of open relationships?
10. Do you consider yourself more s*xy or brainy?
11. Does s*xual experience matter?
12. What is your position on premarital s*x?
13. Do you believe in love at first sight?
14. Is it okay to say I Love You during s*x?
15. Would you rather die a virgin or sleep with someone of the same s*x as yours?
16. What is the most nons*xual thing in a woman that turns you on?
17. Have you ever confessed your love during s*x?
18. What sports best describes your s___ life?
19. Does falling in love makes s*x more interesting?
20. Would you consider yourself romantic?
21. According to you, what physical features of a woman make her irresistible?
22. What’s your idea of the perfect date?
23. Is it okay to fantasize about other women while being in a relationship?
24. Do you think you know what women want in the bedroom?

Funny Dirty Questions to Ask a Guy

1. Do you think you could ever be a porn star?
2. Have you ever been caught while making out?
3. What is the best dirty pick-up line you have ever used?
4. You decide to give me a full body massage. Where do you start?
5. Do you think that you have ever done it so loud that you woke up the neighbors?
6. Are you a camera? Because every time I look at you, I smile.
7. Is your name Google? Because you are everything I am searching for.
8. Have you ever tried to talk dirty but instead it turned out to be embarrassing?
9. Do you think you could take my panties off just by using your teeth?
10. What is the most unexpected s*xual dream you’ve ever had?
11. Would you rather lick melted chocolate from a spoon or my butt?
12. What is your riskiest fantasy?
13. Are you The Hulk? Because I want you to SMASH!
14. What is the smallest place you have done it in?
15. Have you ever farted while doing it?
16. Do you like this number, I meant 69?
17. Is your name WIFI? Because I am feeling a connection?
18. What is the strangest position you have ever tried?
19. Would you rather watch couples having s*x or be watched while having s*x?
20. Have you ever tried to do a new position but ended up laughing because it was too hard?
21. If your love-making could be described by a weather event or a natural disaster, what would it be?
22. Do you think you can get naked in less than 5 seconds?
23. Has anyone ever mistaken your girlfriend as your underage sister?
24. Can I borrow a kiss? I promise I’ll give it back!
25. What is your most embarrassing make-out memory?
26. Do you make a funny face during s*x?

Weird Dirty Questions to Ask a Guy

1. Do you like lip biting?
2. What is the grossest place you’ve ever had s*x in?
3. What is the kinkiest thing you have done in the bedroom?
4. Does it get more exciting if you don’t know the person before having s*x with them?
5. Do you have a fetish? What kind of fetish?
6. What is the craziest porn that you have ever seen?
7. What is the kinkiest thing a girl can do to get you in the mood almost immediately?
8. What is the weirdest place you have made out?
9. Would you drink alcohol from your partner’s mouth?
10. Have you ever practiced kissing in a mirror?
11. If you realized that someone was watching you have s..x, would you stop or would you keep going?
12. Would you have s*x with a woman 2 times your age?
13. Have you ever watched porn in a public place?
14. (If they have siblings) Have you ever been s*xually attracted to any of your brother’s girlfriends?
15. If I poured alcohol on your pants, how would you like me to clean them?
16. Do you like to know your partner before having s*x with them?
17. Has anyone ever caught you while you were masturbating?
18. Did you ever walk in while couples were doing it?
19. Have you ever been physically attracted to any of your cousins?
20. What is the craziest thing that you have ever done in the bedroom?
21. Have you ever had a weird s*xual experience?
22. Would you rather invite someone for a threesome or get invited for a threesome?
23. What is the weirdest body part you have licked off your partner?
24. Have you ever kissed your cousin and liked it?
25. Are you insecure about your size?
26. If I had chocolate syrup and whipped cream all over my naked body, would you lick it off?
27. Are you the one that ghosts someone or gets ghosted after having s*x?
28. What is the weirdest thing a woman has done to you?
29. What is the most uncomfortable place you have done it in?
30. What is the one thing you will never do in bed again?
31. Have you ever tried practicing a position with a pillow?

Dirty Questions to Ask a Guy – Have you ever

1. Have you ever done it in the backseat?
2. Have you ever paid for s..x?
3. Have you ever orgasmed twice in one go?
4. Have you ever done it on your parent’s bed?
5. Have you ever hit on your friend’s ex?
6. Have you ever done it in an elevator?
7. Have you ever played with yourself more than 3 times in a day?
8. Have you ever been blindfolded during s..x?
9. Have you ever hooked up with your teacher/professor?
10. Have you ever fallen from bed while doing it?
11. Have you ever played dirty truth or dare questions with a group of strangers?
12. Have you ever done it in the water?
13. Have you ever had a one-night stand?
14. Have you ever done it with more than one woman in one day?
15. Have you ever gone skinny dipping?
16. Have you ever slept with anyone and then regretted it?
17. Have you ever been in a bathtub with any of your partners?
18. Have you ever gone to a strip club?
19. Have you played s*x games in the bedroom?
20. Have you ever made out when you were extremely drunk?
21. Have you ever used a toy during s..x?
22. Have you tried to do a hardcore session?
23. Have you ever made out with someone just because you wanted a favor?
24. Have you ever tried to use lubricants while having s*x?
25. Have you ever had a one-night stand that became more?
26. Have you ever made out with anyone in public?
27. Have you ever masturbated in a public washroom?
28. Have you ever gone all the way on the first date?
29. Have you ever masturbated in your relative’s home?
30. Have you ever received oral?
31. Have you ever had s*x in front of a mirror?
32. Have you ever hooked up with someone who was already taken?
33. Have you ever gotten a hand job while driving?
34. Have you ever done it in front of other people?
35. Have you ever done it with someone you weren’t attracted to?
36. Have you ever tried to record yourself while you were doing it?

Dirty Sensual Questions to Ask a Guy

1. Do you get amorous in the morning or evening?
2. In an ideal world, how long would foreplay be?
3. Do you get turned on if you see a woman eating something in a s*xual way?
4. What is your favorite kind of kiss?
5. Have you tried sensual massages on your partner?
6. What is your favorite kind of foreplay?
7. Are you more of a cuddling or kissing guy?
8. Are you comfortable kissing your partner in front of people?
9. Would you rather have more eye contact or nothing at all?
10. Are you generally exhausted or enjoying the second round?
11. What do my lips taste like?
12. Do you get turned on if you find couples making out?
13. Would you play s*xy games with me?
14. What is your favorite place to be touched?
15. Are you experimental with different s*x positions?
16. Does rain put you in a sensual mood?
17. What is the one place you like to kiss your woman the most?

Questions to Ask a Guy about Sexting / Online Sex

1. If my texts make you smile, you have to kiss me.
2. What is the weirdest way you have asked for a naked picture of someone?
3. Have you ever tried s*xting?
4. Have you ever sent a dirty text to your partner in front of family members?
5. Do you like to have s*x on an isolated beach?
6. Can you send me a s*xy pic of your favorite body part?
7. Have you ever asked someone to send you a nude picture of hers?
8. Will you have s*x with someone online if you are horny?
9. Have you ever had cybers*x?
10. Did you ever get there by s*xting or calling?
11. Did you ever have a s*x chat with someone you barely knew online?
12. Do you want me to send you a nude picture right now?
13. Have you ever created a page on social media to s*xt with anyone anonymously?
14. Have you ever sent someone a funny picture of yourself?
15. Did you ever send a dirty text to your mom/dad by mistake?
16. Have you ever had phone s..x?
17. Would you sleep with someone you met on a dating app?
18. Do you like s*xting?
19. Have you ever sent a naked picture of yourself to someone?
20. Did you ever receive a dirty text from an unexpected person?
21. What would you do if I sent you a dirty photo of me?

Interesting Dirty Questions to Ask a Guy

1. Do you want to do it in a public place?
2. What’s one public place where you would want to do it?
3. What is the one place on your bucket list where you want to do it?
4. Did you ever catch someone doing dirty while being on a trip?
5. Do you ever fantasize about doing it with a celebrity?
6. Do you enjoy making out while drunk?
7. Are you part of the mile high club?
8. What is your s*xy scene from a movie?
9. What’s the most flirtatious thing you have ever done to attract a woman?
10. Is there anything that you would not do in bed?
11. Is there a position that you really don’t like?
12. How often do you get horny?
13. Do guys like it when women make the first move?
14. Did you ever follow any s*xy pages on social media?
15. Can you give me a good example of your dirty talk?
16. Could you go a week without any s..x? How about a month?
17. Do you like to call your partner with different names while doing it?
18. Do you ever read erotic fiction?
19. Do gay couples turn you on?
20. How often do guys really think about doing it?

Dirty Questions to Ask a Guy about Choices

1. Do you prefer long hair or short hair?
2. What type of girl are you attracted to?
3. Quickie or marathon session?
4. What do you find most attractive in a girl?
5. Would you rather book a room or do it in your house?
6. How do you prefer women down there? Shaved or all natural?
7. Do you like to communicate during s*x or prefer no talking at all?
8. What kind of porn has turned you on the most?
9. What type of kisser are you?
10. What kind of outfit would you like to see me in?
11. What turns you on more? Intelligence or beauty?
12. Out of all the things that we do together in the bedroom, what is your favorite thing to do?
13. What do you consider s*xier, eyes or lips?
14. If you had to pick one kind of s*x to have for the rest of your life, what would it be?
15. What physical features are you attracted to the most in women?
16. Are you a boobs or butt guy?
17. Rough or sensual?
18. Do you prefer intimacy late nights or early mornings?
19. What part of your body immediately turns you on if a woman touches it?
20. What kind of music do you like to play in the bedroom, if any?
21. Would you rather give a blowjob or take it?
22. Do you prefer to be rough or romantic and sensual?
23. Do you prefer your women shaved or all natural?
24. What are some of the best places to give love bites?
25. On a blind date, would you rather let her make the move or you will do it?
26. Is laughing in the bedroom okay with you, or do you prefer keeping things serious?
27. What do you prefer more? Boxers or briefs?
28. Tight jeans or flirty skirt?
29. What do you prefer more: Hands or mouth?

Check our other good collections:

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