Flirty questions to ask a guy can never go wrong, if you want to create intimacy in your relationship.
A guy flirting with a girl or maybe the other way around, is their kind of way to make them laugh, can have eye contact, make a physical touch, and shower them with compliments to flatter them. Yet, if you think that this is not enough to turn them on then flirty questions to ask a guy can go a long way.
Though many people, on the other hand, may view their partner’s flirtation as a kind of childishness, or at the very least a sign that they aren’t fully serious in the relationship. However, in reality, all they are trying is to make love.
Thus, flirty questions for him are one of the few ways to express your sexual desires and even learn about them. Through these questions, the person will eventually open up to you and you both can enjoy quality time together.
So, without delaying it further, let’s get into these flirty questions to ask a guy that will surely leave him thinking of you!
Table of Contents
Best Flirty Questions to Ask a Guy
Are you also seeking the best flirty questions to ask a guy? If so, then you don’t have to search any further because these questions to flirt with a guy can work perfectly for you.
1. What have you always imagined doing with a girlfriend that you’ve never done?
2. Would you rather end a date with a kiss or with a little bit of mystery?
3. What wins you over more… brains or beauty?
4. What is a favorite movie of yours that I would be surprised that you like?
5. Have I made it into any of your dreams yet?
6. Would you rather that I was naughty or nice?
7. What’s a gift you’ve always dreamed of receiving?
8. If you could be famous for anything what would it be?
9. If yes, what do you most like about being in a relationship?
10. So what do you think we should do this weekend?
11. What do you think about before you fall asleep?
12. What’s one question you’re dying to ask me?
13. What is something about you that would surprise me?
14. Would you rather be considered sexy or smart?
15. Do you think that being friends first is important in a relationship?
16. If we could get on a plane to anywhere right now, where would you like to go?
17. What is the bravest thing you’ve ever done?
18. What would you never do for a million dollars?
19. If you could star in a movie what movie would it be?
20. Do you believe in monogamy or open relationships?
21. How did you get to be so good at (insert X activity here)?
22. What are your top five things to do on weekends?
23. What was it like the first time you fell in love?
24. Do you think guys should always make the first move?
25. What’s the first thing you notice about someone when you meet them?
26. What sounds like more fun to you, a picnic under the stars or dinner at a romantic restaurant?
27. How do you know when you’ve fallen for someone?
28. Have you ever dated one of your friends?
29. What’s the nicest thing someone could do for you?
30. What’s your favorite way to flirt with a woman?
31. What’s the most important thing in your life right now?
32. What makes you feel comfortable around someone?
33. Would you rather watch a movie or watch the sunset?
34. Who do you go out of your way to be nice to?
35. What famous person do you find yourself crushing on the most?
36. What’s the craziest thing you’ve ever done for someone while you were dating them?
37. What superpower would you choose if you could have one?
38. Are you planning anything exciting for the next 24 hours?
39. Is there anything about me that initially drew your attention?
40. What gift will make you fall in love with someone instantly?
41. What’s the most outrageous thing you’ve done?
42. Do you find yourself more drawn to brain or looks?
43. Are you aware of how amazing you are?
44. Do you let your friend’s opinions get in the way of your relationships?
45. What’s the perfect way to ask someone out?
46. How do you know if someone is amazing?
47. What movie has ever made an impact for you?
48. Where’s the favorite place to be kissed?
49. What’s the most romantic thing you have done?
50. How could you describe yourself in 3 words?
You might also like: Flirty Would You Rather Questions
Fun Flirty Questions to Ask a Guy
Flirting is fun, and who does not enjoy some cheesy compliments! Therefore, if you are going to have a meetup with any guy make sure to add these fun flirty questions to ask a guy, in order to spice up the conversation.
1. If you had a sign on your forehead, what would it say?
2. What is your worst getting trolled story?
3. If suddenly start singing “Macarena” what could you do?
4. What is the most humiliating thing that has happened to you?
5. Where is the craziest place you have ever meet someone?
6. Between money and love, you would go for?
7. If you could be an animal for the rest of your life, which one do you choose to be?
8. If we could be a couple on TV, which couple you choose?
9. If I told you that I am a vampire what would you say?
10. What was one of the biggest ‘’oh f@ck” moments of your life?
11. What would you do if tonight is the last night of your life?
12. If a genie were to grant you one wish, what would you wish for?
13. Do you think I’d make an appropriate partner during a zombie apocalypse?
14. Which name you would choose if you could change it?
15. If the price was right, would you become a sugar daddy?
16. When was the last time you dreamed about someone s*xually?
17. Is it possible to eat a hot dog in one just bite?
18. How about a life drawing class where you pose naked?
19. Is there a fictional character who reminds you the most of me?
20. What’s the most embarrassing thing you’ve ever done?
21. How would you spend the day with me if we were invisible?
22. When you tell your friends you have been arrested, what will they think the reason is?
23. Would you be socked if saw the search history of your web browser?
24. What would surprise me about your phone’s pics if I looked at them now?
25. Have you ever been so drunk to pee your plants?
26. If I was a flower, what kind of flower would I be?
27. Are you a fan of public displays of affection?
28. When the last time you laughed so much you cried?
29. Did you do anything interesting today, besides talking to me?
30. How long do you take to get dressed before the perfect date?
31. If you can hire someone to do one thing that you can’t do yourself, what would it be?
32. What’s the craziest thing you have ever done to get noticed by a girl?
33. How far would you go to land the girl of your dreams?
34. Would you rather spend your spare time with your friends or me?
35. What’s the weirdest thing you have ever done to get a crush’s attention?
36. What physical feature do you get complimented on the most?
37. Have you ever stalked anyone on social media?
38. Have you ever been caught in your birthday suit?
39. Would you rather be unhappy but with the love of your life or incredibly happy but alone forever?
40. What do you daydream about when you’re bored?
41. Do you think you’d enjoy a love-hate relationship?
42. What do you think your best physical feature is?
43. What is the one thing a woman can do to impress you instantly?
44. Someone walks into a room, and you smile from ear to ear; who is the person?
45. What kinds of compliments do you like to hear?
46. What small things or gestures make you smile even when you’ve had the worst day?
47. What do you do when you’re watching your favorite movie with your parents, and that scene comes on?
48. Have you ever been caught staring at a woman?
49. Have you ever flirted with a stranger online?
50. Do you like big romantic gestures or simple ones?
You might also like: Flirty Questions to Ask Your Crush
Personal Flirty Questions to Ask a Guy
Getting personal with someone may lead to some awkward conversations, which is why these flirty personal questions to ask a guy can encourage you ask some personal questions without making him uncomfortable. Have a look!
1. What’s one of the most flirty things you’ve ever done?
2. What would you do to me If I’m with you right now?
3. What would you do if I answered the door without my clothes on?
4. Would you rather hug me for five seconds or kiss me for one second?
5. Would you rather see me in lingerie or nothing at all?
6. If you were to see me naked, which part of my body would your eyes wander to?
7. If I show some skin on our picnic date, would you love it or hate it?
8. Do you want a picture of me looking cute or naughty?
9. What’s your favorite place to be over the weekend? Does it include me?
10. What kind of physical touch best says, “I love you” to you?
11. What are the signals you give a girl when you like her?
12. If a girl was your type, how would you want her to seduce you?
13. What do you think is my favorite piece of clothing?
14. If you could come to my dream tonight, what would you do?
15. If I looked under your bed/ nightstand, what would I find?
16. If you could undo anything from the past, what would it be?
17. Do you sleep with a stuffed animal or something else for comfort?
18. Have you ever lied to your partner to avoid an intimate moment?
19. What is the one temptation you can never resist?
20. What have you always imagined doing with a girlfriend?
21. What do you think reveals a lot about a person you’re dating?
22. Have you ever kissed more than one woman in one day?
23. How would you know if I was the right person for you?
24. What type of scent do you like on a woman?
25. How big of a deal are special occasions for you?
26. Have you ever laid in bed all day and just relaxed with someone?
27. When do I look the most beautiful to you?
28. Have you ever used food during intimacy?
29. What is something you would really like to do with a girl but are shy to admit?
30. What is the best thing you think a woman can do in bed?
31. What are a few double standards you’ve experienced in your past relationships?
32. Do you prefer asking flirty personal questions via texts or face to face?
33. Do you like it when the girl makes the first move?
34. How would you describe your perfect kiss?
35. When’s the last time you felt butterflies in your stomach?
36. What are the qualities in a woman that you can’t resist?
37. Who would you want to be tied to for 24 hours?
38. Have you ever been in love with two people at the same time?
39. Have you ever walked away from someone you still loved?
40. Would you describe yourself as more dominant or submissive?
41. Have you ever bought lingerie for someone?
42. What is the most sensitive part of your body?
43. What was the first thing that you noticed in me?
44. Who has had the biggest impact on your life?
45. How far would you go with someone you just met and will never see again?
46. Have you ever been in a one-sided relationship?
47. What role does physical attraction play in whether or not you should pursue a romantic relationship?
48. Do you think an age gap matters in a relationship?
49. Have you ever lied to impress a girl on a date?
50. How long do you think you should be in a romantic relationship before you get engaged and married?
51. Do you think marriage is necessary before children?
52. What’s your take on splitting the bill in a restaurant?
53. What are the mistakes you always make while talking with a girl?
54. Are we positively affecting each other’s life?
55. How would you react if I changed my appearance drastically overnight?
56. How would you react if I gained a lot of weight, lose weight drastically, or become more muscular over time?
57. Could you ever forgive someone who cheated on you?
58. What quality in a woman keeps you the most interested?
59. What’s the best approach to resolving conflict?
60. Do you think it’s okay to keep secrets in a relationship?
You might also like: Dirty Questions to Ask a Guy
Interesting Flirty Questions to Ask a Guy
Everyone acknowledges that good communication is essential for a happy relationship. Here are a few interesting flirty questions to ask a guy that will aid you to learn more about them and their personal values.
1. What’s the best romantic relationship advice you’ve received?
2. What does a happy and healthy relationship look like to you?
3. What do you value the most in a healthy relationship?
4. If you could choose between a girl with lots of money or lots of love, who would you go for?
5. What’s the one secret you’re still hiding from your ex-girlfriends?
6. Is there anyone or anything that you’d sacrifice your life for?
7. What’s the one thing you’d never say to a crush?
8. What’s the one thing that helps you decide you can trust someone?
9. If you could rewrite your past, what’s the one thing you’d change?
10. What do you fear in a romantic relationship?
11. Would you choose a calm and stable relationship or a wild, hot one?
12. What’s the one thing you would never do in front of someone you had a crush on?
13. Who’s the ex you’d get back within a heartbeat?
14. Would you date your high school crush today?
15. Have you ever forgotten a special person’s birthday?
16. Would you ever be in a polygamous relationship?
17. Have you ever had the hots for your friend’s girlfriend?
18. Do you have a preference when it comes to blondes, brunettes, or redheads?
19. Have you ever dated someone your family hated?
20. How many exes’ numbers are still on your phone?
21. How many single girls’ numbers do you have on your phone?
22. What is the one thing a woman should never do?
23. What’s the funniest pick-up line a girl has used on you out?
24. What’s the biggest secret you’ve kept from your best friend?
25. How would you react to someone hitting on me?
26. What are the three qualities you look for in a potential date?
27. Have you ever kissed someone you shouldn’t have?
28. Do you have a crush on someone right now
29. Do you feel jealous when other men check me out?
30. What’s the one thing a woman has done for you that you will never be able to forget?
31. What’s the most romantic thing you have done in a while?
32. Have you ever had an inappropriate crush?
33. Did you ever get dumped on a text message?
34. What would you do if you were stuck in an elevator with your ex?
35. What’s the most embarrassing thing that you did while you were drunk?
36. Do you have something you always wanted to say to me but couldn’t?
37. What are the top three attributes you look for on an idea of a perfect date?
38. What is anything you’re very proud of?
39. To you, what does the concept of foreplay indicate?
40. What is one thing about you that others would never guess just by looking at you?
41. What is one item that always makes you grin, no matter what time of day it is?
42. In three words, how would you define me?
43. What is your favorite line of poetry, quote, or sentence?
44. What’s your go-to Netflix show when you’re feeling particularly lazy?
45. What kind of boyfriend do you think you’d be?
46. Which part of my body do you like the most?
47. What will your reaction be if I showed you my boobs?
48. What will you do if I put my hand under your shirt?
49. What is your a “must-have” for a girl you are dating?
50. What is the best pickup line you have ever heard in your life?
You might also like: Personal Questions to Ask a Guy
Random Flirty Questions to Ask a Guy
Want some random flirty questions to ask a guy? Well, then get yourself hooked to this page because we have brought you an amazing collection of questions to establish intimacy in your affair.
1. Have you been in a long-distance relationship before?
2. What life lessons would you share with me?
3. What’s one thing would your parents be surprised to know about you?
4. What does peace look like to you on a day-to-day basis?
5. What gets you out of bed every morning?
6. What is the strangest gift you received from your significant other?
7. What is one thing people do not know about you?
8. How do you resolve conflict in a relationship?
9. What comes first to your mind when you see me?
10. What do you want to do for your next birthday?
11. What did you learn from your past relationship?
12. Where would you want to go if money and time were not in question?
13. How do you relate to your grandparents?
14. What are the lessons you have learned from your parent’s marriage?
15. How is your relationship with your siblings?
16. What is the best advice you have gotten from someone?
17. What do you imagine a perfect relationship to look like?
18. What is the most attractive thing about the other s#x?
19. What do you do when you are least motivated?
20. What is the most important thing for you in life?
21. What blows you away as far as the other s#x is concerned?
22. What makes you smile with your partner?
23. What kind of clothes make you feel the sexiest?
24. Describe which ice cream flavor you would want to be?
25. What do you like to do that is considered feminine?
26. What would you say if you were to write me a love note?
27. What is your favorite romantic song, and why?
28. What is your best physical feature, and why?
29. What is sexy to you, tattoos or piercings?
30. Can you pick me up and carry me around?
31. How do you know if someone likes you?
32. What do you like the most about my body?
33. What was the first thing you thought about when you saw me?
34. What does treating a girl right mean to you?
35. Is there something you would like to tell me that no one knows about?
36. What can I do to turn you on right now?
37. What romantic thing would you want someone to do for you?
38. What is the most romantic thing you have done in the past?
39. How would you describe a perfect date?
40. Do you prefer taking things slow or fast?
41. How can you describe your kissing style?
42. Do you like cuddling with your significant other?
43. What is the most romantic date you have had in the past?
44. Do you prefer text flirting or face-to-face flirting, and why?
45. What would you want to do with me if we were together right now?
46. What turns you on from a potential date?
47. What is one thing you have wanted to tell me but have been holding back?
48. What do you find irresistible about me?
49. What are your opinions of my style and fashion sense?
50. What song would you dedicate to your girlfriend?
You might also like: Weird Questions to Ask a Guy
Good Flirty Questions to Ask a Guy
If flirting is done correctly, it can never go wrong. And for that one should have the right good flirty questions to ask a guy. So, before you make the next move, do check out these flirtatious questions to keep the conversation juicy and flowing.
1. What do you like others to appreciate about you?
2. What makes you feel cared for by a girl?
3. How was your first-ever date with a girl?
4. If you wanted something done to you right now, what would that be?
5. What is the perfect way of asking someone out in your view?
6. Would you approve of us dating right now, and why?
7. Have you had sexy chit chats with someone before?
8. What movie would we watch if we were together?
9. If I asked you to go out with me tonight, what would be your response?
10. What would you like your crush to wear on a romantic date?
11. What do you want to buy to wear to bed?
12. What would you do if a girl made the first move?
13. What do you find fascinating about women’s bodies?
14. What is the most romantic thing you would do if you fell in love with me?
15. What comes first to mind when you talk to me?
16. What makes you fall in love with someone?
17. How do you feel about meeting my friends?
18. What have you always wanted to know about me?
19. What excites you about our future together if that happens?
20. Can you see us taking off and starting a relationship?
21. How do you feel about us meeting each other when we did?
22. What would you feel if we were together in private?
23. What do you think about the most before you sleep?
24. Who is your biggest celebrity crush, and why?
25. Have you met a secret crush without anyone knowing?
26. Have you snuck out of the house to see a crush?
27. How long was your shortest relationship?
28. When was the last time you were in love?
29. Have you ever had a sexy dream, and what was it about?
30. Have you had a sexual encounter with a crush recently?
31. What makes you feel the best about yourself?
32. What is the most spontaneous thing you have ever done with a significant other?
33. How was your first kiss experience with a crush?
34. When was the last time you kissed someone?
35. What compliments do you like to hear?
36. What sentimental gifts do you have from your past relationships?
37. How would you describe a perfect day together?
38. Do you see this materializing into something solid in the future?
39. What were you looking for before you met me?
40. What is one thing you think is true about me but have not asked to confirm?
41. What could I do for you now that I have no idea about?
42. What are the qualities that make me special to you?
43. How do you think I would describe you to other people?
44. What makes you feel most loved and appreciated by your partner?
45. What was your worst kiss experience, and how would you describe it?
46. Have you had your heart broken before?
47. What is most important to you; verbal affirmation or physical affection?
48. How has the relationship between your parents impacted your view on love?
49. Do you believe in long-term relationships and marriage?
Cheeky Flirty Questions to Ask a Guy
Are you unable to find the right pickup lines for someone special? Then, take a look at these cheeky flirty questions to ask a guy, which may sound a little corny but if you’re brave enough to try them out, they’ll make someone grin!
1. How realistic do you believe movie and television couples are?
2. Have you ever stared at my butt or chest?
3. If you could choose one celebrity to have s#x with who would it be and why?
4. If you had to choose your least attractive feature of mine what would it be?
5. What is the first feature you noticed of mine?
6. Do you consider yourself more sexy or brainy?
7. What physical features are you attracted to the most in women?
8. How many girls have you been with, before me?
9. What outfits turn you on the most that women wear?
10. What part of my body would you want me to tattoo?
11. How important do you think s#x is in a relationship?
12. What is your opinion on a girl making the first move?
13. Do you think about me when we are not together?
14. What is the best kiss you have ever had?
15. What is your opinion on love bites, do you want to give me any?
16. Do you like experimenting with different positions, which is your favorite?
17. Do you like when I make the first move in bed?
18. What would you say or do if I sent you a dirty picture of me?
19. What is the dirtiest thing you ever thought about me?
20. I heard kissing burns calories, want to help me exercise?
21. Is laughing in the bedroom okay, or it has to be serious?
22. What’s one thing you want me to do that I have not yet- In the bedroom?
23. What is the difference to you between s#x and making love?
24. Have you ever slept with someone, then woke up wishing you never have?
25. Would you ever sleep with your ex’s best friend?
26. What is the weirdest thing you dreamt of doing with a girl?
27. When you had s#x for the first time, what age were you?
28. If I was in your room right now, what would you want to do to me?
29. What do you wear to bed when you are in the mood?
30. Before me how many times did you have s#x per week?
31. If you could choose anything on my body to see right now what would it be?
32. What body part do you like me to touch the most?
33. If I were in your room right now, what would you want to do to me?
34. What’s one public place where you would want to do it?
35. What’s the most number of times you’ve done it in a row?
36. What’s the longest you’ve gone without doing it?
37. Is there anything that turns you off in the bedroom?
38. What’s the best bedroom experience that you’ve ever had?
39. Do you get amorous in the morning or evening?
40. Do you see a difference between having s#x and making love?
41. Before you got to know me, did you ever fantasize about me?
42. Which body part are you most proud of?
43. What is the craziest thing you have ever done?
44. If I told you I wanted to have s#x right now, what would you do?
45. How often would you like us to be having s#x?
46. What’s a naughty fantasy you have about me?
47. Can you undress me with just your mouth?
48. If you could only touch me in one place, where would it be?
49. Would you like to take a long shower together?
50. Is there a sexy scene from a movie that you want to recreate with me?
Subtle Flirty Questions to Ask a Guy
Whether you have just met someone or been in a relationship for a long time now, bringing up the flirtation factor in any discussion is not that hard at the time. But if you are still baffled about what to say then we’ve got you covered with these flirty subtle questions to ask a guy.
1. What defines the line between dating and a close friendship?
2. What is the dirtiest thing you’ve ever said to someone?
3. Do your parents influence who you date?
4. Would you go hot-tubbing with a girl if given a chance?
5. Are your siblings as attractive as you are?
6. Would you consider skinny dipping with me?
7. What three things do you like about me?
8. What comes first to you, looks or intelligence?
9. Would you make huge sacrifices for someone you love?
10. What would you compromise in a relationship?
11. What is the first thing you notice in people when you meet them?
12. What is your favorite place to get close to someone?
13. Would you go on a date if a girl asked you out?
14. If a girl made the first move, what would you do?
15. What should girls do less of in the context of a relationship?
16. What do you think girls should do more of?
17. Do your friends have a say on who you date?
18. At what point would you introduce your girl to your friends?
19. What makes you the happiest in a relationship?
20. How did it feel when you first fell in love?
21. What is something someone does that makes you feel anxious or nervous?
22. What is the dirtiest thing you have thought about me?
23. What do you look forward to the most when meeting me?
24. Have you been nervous around me in the past?
25. What times of the day do you think about me the most?
26. Would you be jealous if other guys checked me out?
27. What is your favorite thing to do to me?
28. What’s one thing you have wanted me to do and I haven’t done?
29. What would you want me to do for you on your birthday?
30. What is the most underrated romantic song?
31. What outdoor activity would you want to do with me?
32. What do you like most about my character?
33. What dream vacation would you like to take me on?
34. If you were to pick a theme song for a romantic date, what would that be?
35. What would you do if you had $500 to spend on me?
36. Who is the first person you talk to when something good happens?
37. What nicknames do your friends have of you, and would you like to change them?
38. What is the funniest thing I have done that made you laugh uncontrollably?
39. Would you take a dance class with me?
40. What couple activity would you want us to try?
41. If we had one place to go and stay, where would that place be?
42. What three words would you use to describe our relationship?
43. What is your favorite memory or happiest memory of us?
44. Where do you hope to be in the next five years?
45. What is the most valuable gift you have given yourself?
46. What do you define as the greatest success to achieve?
47. If you could live anywhere in the world, where would it be?
48. If you had a time machine, would you go back in time or press forward to the future?
49. What would you change about your life now?
50. If you had to choose a new name for yourself, which one would it be and why?
Dirty and Flirty Questions to Ask a Guy
If you are hunting for means to get dirty and intimate with a man then with these dirty and flirty questions to ask a guy, you will never get bored of things to chat with him. Check out the given questions below, and enjoy your date night with him.
1. If you could do anything you want to me, what would it be?
2. Would you rather missionary or doggystyle?
3. How old were you when you lost your virginity?
4. How long has it been since you had s#x?
5. Have you ever had s#x in a public place?
6. What celebrity would you like to have s#x with?
7. What’s the craziest thing you’ve done in bed?
8. What is your favourite body part to be kissed?
9. Have you ever been caught masturbating?
10. If I sent you a dirty photo, would you send one back?
11. What’s your most embarrassing s#x story?
12. Have you ever slept with someone you shouldn’t?
13. Would you rather go down on me or for me to go down on you?
14. What do you think about when you touch yourself?
15. Do you want to find out what noises I make?
16. Do you think foreplay should happen before s#x?
17. What’s your favourite body part on a woman?
18. What’s the shortest time it’s ever taken for you to have an orgasm?
19. Do you prefer one night stands or longer-term sexual partners?
20. What’s the longest you’ve ever gone without s#x?
21. If I ever caught you masturbating, would you stop or would you finish?
22. Where’s the weirdest place you’ve ever masturbated?
23. When it comes to BDSM, how far have you gone/would go?
24. What’s the first thing that sexually attracts you to someone?
25. If you could sleep with any celebrity, who would it be?
26. Have you ever slept with someone you work with?
27. If you could have s#x anywhere in the world, where would it be?
28. What color underwear do you think I am wearing?
29. Do you like it when I am naughty with you?
30. Do you think you could take my panties off just by using your teeth?
31. What would you do if I put my hands under your shirt?
32. What would you do if I answered the door naked?
33. What kind of outfit would you like to see me in?
34. Have you ever gotten a hand job while driving?
35. If I had chocolate syrup and whipped cream all over my naked body, would you lick it off?
36. What outfit do you think I would look the sexiest in?
37. Have you ever hooked up with your teacher/professor?
38. Have you ever hooked up with a coworker?
39. What kind of x-rated movies do you like to watch?
40. What is the strangest position you have ever tried?
41. Have you ever made love more than once in a day?
42. Have you ever orgasmed twice in one go?
43. If you could do it with any porn star, who would you pick?
44. Have you ever sent a naked picture of yourself to someone?
45. What was your dirtiest fantasy when you were in high school?
46. Have you ever been seduced by someone older than you?
47. Compared to the other girls that you have been with, what do I do the best?
48. Do you think that you have ever done it so loud that you woke up the neighbors?
49. If you could only touch me in one place for the rest of the day, where would it be?
50. What is the longest intimate session that you have had?
51. What is the hottest outfit that you have ever seen on a woman?
52. Do you prefer to do it first thing in the morning or right before bed?
Deep and Flirty Questions to Ask a Guy
There’s nothing quite like the pleasure of a flirtatious chat to put you in a good mood. Here are some flirty and deep questions to ask a guy that are coquettish and intense at the same time. Get a load!
1. Have you ever experienced a really strange dream about me?
2. Who is the one person you wish you hadn’t kissed?
3. Do you like it when you’re controlled in bed?
4. Who among us makes you the most envious?
5. Have you ever been moved to tears because of me?
6. How would you describe my body if you only had three words to describe it?
7. Was it love at first sight when you first met me?
8. In bed, what is your favorite thing I do to you?
9. Do you become jealous when other males take a look at me?
10. What would you like to see me wear if you could?
11. Can you give me an example of your questionable behavior?
12. Have you ever wished you could just rip my clothing off?
13. What is one item that you find completely irresistible that I wear?
14. Which portion of my body is your favorite?
15. What is the longest time you haven’t done it?
16. Have you ever done it with someone that you didn’t like?
17. When you enjoy yourself, who do you think of?
18. Have you ever had a romantic fantasy about someone else while in bed?
19. What’s the most uncomfortable location you’ve ever done in?
20. What’s the most horrible thing you’ve ever considered doing to me?
21. Would you mind if I treated you while you decided to drive?
22. In bed, what is the nicest thing a lady can do to you?
23. Have you ever purchased lingerie for a female relative?
24. What’s one public location you’d like to do it in?
25. What are your naughty dreams about me?
26. What was the last time you experienced a filthy dream?
27. Have you tried edible underwear before?
28. Is the idea of making a video appealing to you?
29. What are your thoughts on having toys in the bedroom?
30. What qualities do you search for in a bedroom partner?
31. Would you like to help me with my workout?
32. What’s the most continuous-time you’ve done it?
33. Is it appropriate for you to joke in your bedroom, or do you like to keep things serious?
34. Do you prefer shaved or natural-looking women?
35. Have you ever been taken off guard when you’re on your own?
36. Are you able to figure out what I’m wearing right now?
37. Are you up for a game of nasty truth or dare?
38. What is the best way to describe your package?
39. What would you do if I sent you a snapshot of myself that was dirty?
40. What do you want me to do to you that I haven’t already done?
41. What would you want me to do if we were at a movie theatre and I wanted to do it?
43. Where would you touch me if you could only touch me in one place?
44. Which portion of my body would you examine first if you had x-ray glasses?
45. Is there a romantic movie scene you’d like to recreate with me?
46. How long would foreplay last in an ideal world?
47. Do you think long-distance relationships can work?
48. What is the most daring thing you’ve done in your life?
49. What has been your most romantic date to date?
50. Have you ever done something truly romantic?
51. What is the perfect way to end a love-making session?
52. What was your age when you started dating?
53. According to you, what physical features of a woman make her irresistible?
54. What would you do to hint to me that you want s#x?
55. Have you ever asked someone to send you a nude picture of hers?
56. What part of your body immediately turns you on if a woman touches it?
57. Would you sleep with someone 10 years younger than you?
58. Have you ever tried making out in a classroom?
59. Have you ever grabbed your partner’s private parts in a public place?
60. Have you ever tried to use lubricants while having s#x?
Flirty Questions to Ask a Guy Over Text
Texting is a fun and easy method to get to know one another. So, if you have met someone and are looking for flirty questions to ask a guy over text, you are at the right place, exactly. Kickstart your chat with these questions and relish your first conversation with him.
1. Do you like grand romantic gestures or small romantic gestures?
2. Do you have any nicknames from your friends?
3. Do you prefer date nights at a movie theatre or at a restaurant?
4. Do you think it’s possible to fall in love at first sight?
5. What is a fact about you that few people are aware of?
6. What is your most treasured achievement?
7. What would you be a master of if you could master only one skill?
8. Is there anyone who knows you better than you?
9. What is the best feel-good music, in your opinion?
10. Do you have a favorite television or literary couple?
11. What is your favorite activity for grounding?
12. What is the most significant relationship stumbling block?
13. Is there one word that you’ve noticed I use a lot?
14. What is your most hilarious childhood memory?
15. Do you like to call your pets by their names?
16. Where would we go if we had to spend the day together in one place?
17. How would you describe yourself in three words?
18. What is one activity that you would like to undertake as a couple?
19. What is your favorite memory from our time together?
20. What is your go-to activity for relaxing or soothing?
21. How would you describe your first impression of me?
22. What was the highlight of your day today?
23. What song do you think our relationship is like?
24. What do you consider to be the ideal date?
25. When did you first realize you liked me?
26. Would you rather prefer to be with a loud spouse or one who is extremely shy?
27. Would you rather want the best friends or the best partner?
28. When was the last time you acted like a child?
29. What is the most embarrassing gift you’ve ever received?
30. Have you ever worn the underpants of another person?
31. What is anything you’ve always wanted to say to me but haven’t been able to?
32. Has someone accidentally caught you naked?
33. What has been the most terrifying thing you’ve ever done?
34. On a first date, how far have you ever gone?
35. Would you kiss me back if I kissed you?
36. What would you do if you were in this situation right now?
37. What would surprise you if I went into your room?
38. When you first met me, how did you feel about me?
39. What do you think most other people find sexy that you don’t?
40. What is the most romantic thing you or someone else has ever done for you?
41. What is it about me that you admire the most?
42. Do you have any fetishes that are particularly interesting to you?
43. Do you like it when I kiss you on the neck?
44. What is it about one thing that always gets you hot and bothered?
45. Would you like to join me in the shower?
46. If I handed you $50, what would you buy me?
47. What’s anything you didn’t expect me to do?
48. Have you ever dreamt about having a sexual experience with me?
49. What would I find if I peeked in your nightstand or under your bed?
50. When you’re making out with someone, what’s the biggest turn-on for you?
Flirty Questions to Ask a Guy You Like
Sustaining a flirty banter with your favorite person is unarguably, one of the best feelings. Try out these flirty questions to ask a guy you like on your date night and you will love the responses, for sure!
1. What’s the craziest thing you’ve ever done to catch a girl’s attention?
2. To get your dream girl, how far would you go?
3. Is it better to spend your free time with your friends or with me?
4. What’s the strangest thing you’ve ever done to gain the attention of a crush?
5. What physical feature do you get the most compliments on?
6. What do you consider to be your most attractive physical feature?
7. What is one thing a woman may do to instantly impress you?
8. That is the individual who goes into a room and makes you smile from ear to ear?
9. What types of compliments do you enjoy receiving?
10. Even if you’re having a bad day, what tiny things or gestures make you smile?
11. In your spare time, what couples activity would you like to try?
12. What would you do if you had a full day with your crush?
13. What happens when two buddies fall in love?
14. What would you teach every female on the earth about men if you had the chance?
15. Which type of clothing do you think looks best on a woman?
16. When no one is around, what do you like to wear?
17. Who do you want us to aspire to be like as a couple?
18. What would you want for a genie to grant you one wish?
19. When was the last time you tried to impress someone?
20. What is the most embarrassing thing you’ve ever done for a girl?
21. Which portion of my body would you want to inspect first if you had X-ray glasses?
22. Would you rather give me a five-second hug or a one-second kiss?
23. Would you want to see me in lingerie or in my underwear?
24. Which portion of my body would your gaze be drawn to if you saw me naked?
25. What is your favorite weekend hangout place?
26. When you like a female, what signals do you send her?
27. How would you want a girl to seduce you if she was your type?
28. What would you do to make me fall in love with you?
29. What three items would you bring with you if you were trapped on a deserted island?
30. What would you say if you were informed you were going to die in a matter of days?
31. Which would you choose if you had to choose between money and love?
32. Before getting married, what great questions should couples ask each other?
33. What is the best piece of relationship advice you’ve ever gotten?
34. To you, what does a good and healthy relationship entail?
35. How can you tell if you’re already head over heels in love?
36. How long was your previous relationship?
37. Is there something crazy you’ve always wanted to do but never had the chance to?
38. What are some of the things that make you feel disgusted?
39. Where would you like to be right now if you could go anywhere in the world, and why?
40. How would you want to unwind after you get home from a long day at work?
41. Who do you make an effort to be pleasant to?
42. What is your biggest regret in terms of your s#x life thus far?
43. Which fictional universe would you want to live in if you had the choice?
44. To whom do you most identify as a fictional character?
45. What would you do if you had $500 to spend on anything?
46. What was your favorite school-related extracurricular activity?
47. What would you like to be famous for if you had the chance?
48. Do you want to keep your birthday simple or host a big party?
49. Who do you confide in if something terrible happens?
50. Who is the first person you want to inform when something positive happens?
Flirty Questions to Ask a Guy You Just Met
You bumped into the cutest guy at the party last night? So, lucky! Below are the most flirty questions to ask a guy you just met. Get your hands on these questions and be ready for the cheeky answers.
1. If you were to move to a deserted island, what three things would you take?
2. If you won the lottery, what would you do with the money?
3. What was the last thing you searched for on your phone?
4. What would you tell your younger self today?
5. If you were in a romantic movie, which one would it be?
6. Have you had awkward moments on a date with a girl?
7. If you could write a cheesy love song, what would you say?
8. What is your favorite childhood memory?
9. Are you a beach person or a mountains person?
10. Why is physical attraction important to you?
11. Who would you take to a deserted island?
12. What would your dream date night look like?
13. What describes your worst nightmare in a relationship?
14. Are you comfortable with public displays of affection?
15. What is your biggest deal-breaker in a relationship?
16. What is your frequently used number in your phone book?
17. What makes your ultimate list of things you are looking for in a girl?
18. What do you fear most about being in love?
19. Would you be jealous if your girlfriend smiled at a strange guy?
20. Do you like when a woman flirts with you?
21. Do you like a woman that is soft and sweet or more aggressive?
22. What was the most reckless thing that you have ever done?
23. What qualities/traits are the most important to you in a girlfriend?
24. Do you like light massages or deep muscle massages?
25. If you ever wanted to disappear, where would you think about going?
26. What would you do and where would you go on your ideal vacation?
27. What is something that makes you nervous or anxious?
28. What is the best and worst pick up line that you have ever heard or used?
29. What are you wearing right now and where are you sitting?
30. Would you be willing to send me a screenshot from your favorite show?
31. What would you have for dinner if you could have anything?
32. Will you send me a gif that reflects your current state of mind?
33. How would you summarise your day in emojis?
34. When you’re feeling depressed, what’s your favorite feel-good movie?
35. What is your favorite movie to watch with friends or business associates?
36. How would you define yourself in three words?
37. Do you have a favorite vintage film that you think everyone should see?
38. Which song do you think is the most underappreciated?
39. What superpower would you choose if you had one?
40. If you had to move to another country, where would you go?
41. What is your favorite aspect of being outside?
42. Can you tell me about the strangest inside joke you’ve ever heard?
43. Which dish are you most likely to eat first on Thanksgiving?
44. When you were a kid, what was your favorite game to play?
45. What language would you learn if you could learn any?
46. Are you more interested in learning self-defense or gymnastics?
47. If you were stuck in an escape room, who would you like to be with?
48. If you knew you couldn’t fail, what would you try?
49. What would you want to do today if the world ended tomorrow?
50. What is the most terrifying date you’ve ever gone on?
Flirty Questions to Ask a Guy You’re Crushing On
People don’t often get a chance to meet their crushes. But if you are lucky enough to meet him then take a peek at these flirty questions to ask your crush which he would not even resist to answer them.
1. Do you like it when you are held by your neck while making out?
2. Do you like roleplay to set a different mood?
3. What would you like me to say to you while we do it?
4. What is the best thing that a woman can do to you in bed?
5. Out of all the things that we do together in the bedroom, what is your favorite thing to do?
6. Is there a position that you would like to try, but have not done yet?
7. What part of a woman’s face do you like to kiss?
8. Did you ever receive a dirty text from an unexpected person?
9. Have you ever gotten horny in a public place?
10. What was your age when you first masturbated?
Flirty Questions to Ask a Guy to Make Him Laugh
Have you ever imagined what a world would look like without flirting? It would suck, indeed! As a result, this page has covered a variety of flirty questions to ask a guy to make him laugh. Also, these questions can work on multiple occasions, so what are you waiting for, check them out now!
1. When was the last time you binge-watched TV?
2. What do you think about horoscopes?
3. If you had to sing karaoke right now, which song would you choose?
4. Have you ever experienced the strangest urge?
5. Which person would you choose if you had to spend 24 hours in an elevator with them?
6. How do you spend your first few minutes in the morning?
7. How would you spend a day if you were in a man’s body?
8. Among all the possible crimes, which would you choose to commit?
9. What would your ideal Valentine’s Day look like?
10. Which drink do you think I like the most?
11. When you meet someone for the first time, do you kiss?
12. What is the sexiest accent a man can have?
13. What animal would you be if you could be anyone?
14. Which name would you choose if you could change it?
15. If you had to hook up with a male celebrity, who would it be?
16. What would you do if I collapsed right now and needed mouth-to-mouth care?
17. Can you tell me how you would convince me to come home with you tonight?
18. Do you prefer s#x in the morning, afternoon, or right this second?
19. Would you hook up with aliens if you land up on the Moon?
20. If you get a chance to be a woman’s body part for one year, which one will you choose to change into?
21. What will you do if you have just one condom for the rest of your life?
22. What is the dumbest thing you’ve ever done other than not dating me?
23. Which rule you will make if everyone follows you for one day?
24. Why does the cute emoticon with its tongue out always remind me of you?
25. Don’t you think you should not be a follower but a leader in case of asking someone out?
26. What will you do if you forget to bring cash or credit cards on a date night?
27. Who is the most beautiful woman who has rejected you?
28. Would you like to trip over your Ex’s gown and as a result tear it down?
29. Are you gonna offer me the part of the protagonist if you release a music album someday?
30. Have you ever come out of the office washroom without wearing your pants?
31. You will come dressed in which superhero’s attire when I’ll shout for you to come fast?
32. What hormonal changes will take place if you see your male boss naked?
33. If you could eat or drink one thing without ever gaining weight from it, what would it be
34. Did you ever want to learn to ride a motorcycle?
35. If your parents didn’t like who you were dating, would you end it?
36. Do you think that most men marry their mothers?
37. Would you give up the love of your life for all the money in the world?
38. What, if anything, in your life do you consider to be expendable?
39. Which historical figure do you admire the most?
40. What is one extreme sport or activity you wouldn’t mind trying?
41. What is one talent you’ve kept hidden from most people?
42. What is one game you don’t know how to play but would like to learn?
43. If you woke up suddenly having one new ability or talent, what would you want that to be?
44. If you could play any sport professionally, which would it be?
45. If you could switch bodies with one family member or friend for a day, who would you pick and why?
46. Do you have a “signature move” that you use on dates?
47. What’s the one superpower you think would help for your life situation?
48. What activity is the most private for you (that you like to do alone)?
49. If you ever won the lottery, what’s the thing you’d have to buy first
50. What are the little things that have always made you smile?
51. What are you looking forward to tomorrow or this week/month?
52. Would you go into a s#x shop with me to pick out clothes and toys?
53. Would you be turned on if I woke you in the middle of the night to have s#x?
54. Do you ever touch yourself while I’m laying asleep next to you?
55. Will you bring up any issues you have with our sexual experiences?
56. Do you prefer a more dominant role or submissive?
57. Are you okay with bringing props into the bedroom?
58. Are you comfortable with watching certain types of videos with me?
5 Tips for Picking Flirty Questions to Ask a Guy
Since we all are aware that flirting is lighthearted bantering and taunting that both sides enjoy and is inspired by a sense of humor. It’s a fun and pleasant pastime that causes no discomfort to either side. Therefore, we have jotted down the five best tips for picking flirty questions to ask a guy.
- The ideal start to any conversation is to begin it with easy-going flirty questions to ask a guy. Men in general are less expressive than women and are typically apprehensive about having intimate talks. When addressing difficult topics, males are more physiologically overwhelmed than women, which is why it’s important to bring them at ease first.
- We all enjoy flirting especially when it is well-reciprocated. So, if you are already in conversation with a guy, make sure to add a fun element to your discussion through funny questions to flirt with a guy. He would be impressed to see a girl with a good sense of humor!
- A conversation that includes some thought-provoking questions is always a fruitful one. This is why, one should always consider to pick those flirty questions to ask him which are deep and open-ended, so the other person should have room to elaborate on his views and opinions.
- If you are daring enough, then we can also suggest you; to throw some dangerous flirty questions to ask a guy. By that we mean that you can ask a few risky and controversial questions like; if you had a chance, what is the one thing you would change about me? Or do you agree that “Once a cheater is always a cheater?”
- Avoid those questions to flirt with a guy which are mean or could hurt his feelings. Such questions will surely put him off. Instead, you can go for questions that shed light on his past.
There is nothing wrong to have a detailed conversation about his previous relationships; in fact, it would be beneficial for both parties.
Final Thoughts on Flirty Questions to Ask a Guy
Flirting is defined as behaving in a way that expresses sexual interest for someone but is not meant to be taken seriously. While that description is correct for naive flirtation, we all know that some people use flirty questions to ask a guy to develop love and sexual connection.
Flirty questions to ask a guy or a girl always serve a purpose. It helps to build the bond and deepens the closeness in a relationship but only when it is done in the right way. Thus, for that, we’ve discussed the appropriate flirty questions for him that can’t possibly lead to a disaster.
So, if you want your flirty texts for him to be well-received and returned, you better pick the right questions with the help of our five tips given above.
Also, comment down below which of these, you have tried before and it didn’t leave you disappointed at all. We’d be delighted to hear from you guys!