60 Flirty, Naughty & Dirty Questions to Ask Your Boyfriend & Turn Him On

If you want to spice up your conversations in your relationship, try these 60 revealing and dirty questions to ask your boyfriend for a sexy night.

Spending time with your partner is fun. But why not make it more fun by having some dirty questions to ask your boyfriend? 

Sometimes you run out of things to talk about with each other, and a few hours of boredom in a closed room can feel like a lifetime.

If you’re in a seasoned relationship, it won’t feel so stressful because quiet times can be rather relaxing and comfortable.

But in a new relationship, even a few minutes of silence can seem awkward and scary, like both of you are suddenly losing your compatibility!

One of the first things new couples want to do is get to know things about each other. But have you ever wondered how you could get your boyfriend to open up and talk about his softer feelings and his dirty and naughty side if he tenses up each time you interrogate him about his feelings?

[Read: 50 funny questions for couples to test their true compatibility instantly]

Flirty, naughty and dirty questions to ask your boyfriend

The right kind of funny questions is by far the easiest way to get your boyfriend or husband to open up.

After all, it removes the threat of seriousness while also making the whole conversation seem more light-hearted, sexy, and even intimate.

But then, there’s the awkwardness of talking sexy for the first time, even if you’re trying to ask him a question or two. [Read: 60 fun get-to-know-you questions for a new romance]

You know you want to talk about all those dirty things, and you know your guy would love it, but you just don’t know how to say those naughty things without curling your toes in awkwardness.

But sex questions don’t have to be awkward.

Just as long as you slip the questions in nice and easy, you won’t feel awkward about it and your man, well, he won’t even see it coming until he starts to feel stiff in his shorts. [Read: How to make any guy really horny just by sitting next to him!]

60 dirty questions to ask your boyfriend

The next time you’re lazing in bed or texting your boyfriend, ask him these 20 sex questions. It’s easy and relaxed, and even as he laughs about it, he’ll have a hard time stopping himself from feeling horny at the same time.

And the best part is that he’ll actually open up to you and feel closer, without ever feeling threatened by your questions at any point in time!

1. Before we started dating, did you ever fantasize about me or take a peek at me when I wasn’t looking? *You’ve always wanted to know just how badly he wanted to hook up with you, didn’t you?*

2. If I had to dress up in a sexy outfit, which character or attire would you want me to dress up as? [Read: The best role playing ideas and 35 tips to seduce your lover as someone else]

3. What do you think should be our next step to make our sex life more exciting? *If your sex life is starting to get predictable, this is a great way to get your boyfriend to talk about new things he’d like to try in bed without feeling awkward.* [Read: Top 50 kinky sex ideas that are worth trying at least once!]

4. If you were with me right now *if you could do anything to me right now*, what would you do? [Read: Unique and naughty texting games to have fun all night long!]

5. If we were just friends and I got drunk with you, would you hit on me? *There’s a good chance that just asking him this question will sexually arouse him.*

6. Do you like it when I’m coy-and-sexy or bold-and-sexy? *Some guys like it when their girl is dominating in bed and in control, while most guys love it when they’re making out with a girl who’s more shy and bashful in bed.* [Read: Bad girl traits every guy craves to see in his girl!]

7. Tell me about the sexiest dream you’ve ever had about me. *Conversations like these make for fun sexual conversations while making out with each other. It’s also a great way to get your guy to talk about his sexual fantasies while using his dream as an excuse*

8. If we were having sex on a vacation and you realized that someone was watching us from the next room, would you stop having sex or continue? *Find out how wild and naughty your boyfriend is when he’s horny!* [Read: 30 dirty would-you-rather sex questions to ask your man]

9. If I ever caught you masturbating, would you be embarrassed by it? *Let’s face it, just because your boyfriend’s having sex with you doesn’t mean he would never masturbate. Instead of making a fuss about it or confronting him about it, just let him talk about it in a light-hearted environment. You can always ask him to give you the details as he answers this question.*

10. Before we met, what was the sexiest thing you did with someone else? *Most guys pussyfoot about their past, even if their girlfriend is extremely inquisitive about it. Use this question to know how sexually adventurous your boyfriend is.*

11. If you could have a threesome with one other girl and me, who would you pick? *This question would help him see that you’re a real wild cat and not as coy and shy as you pretend to be on the outside!* [Real life confessions: My hot, sexy threesome experience!]

12. What kind of vacation would you prefer, the romantic mountainside where we can be locked up in our room all day, or a beach party destination where we can grind and make out while clubbing?

13. Tell me a secret sexual fantasy of yours that you want to try with me. *This is a great dirty question to ask your boyfriend.*

14. Do you think some girl has a little crush on you right now? *This question will boost his ego and help him open up to you about his own personal life beyond your relationship.*

15. If we ever played truth or dare with another couple, do you think you’d do something naughty in front of them? [Read: 30 dirty truth or dare questions for a sexy night]

16. What do you think is the sexiest part of my body? *Once you know this, all you have to do is use that part of your body to arouse your guy and turn him on!*

17. Who would you prefer, a girl with a pretty face and an average body, or a girl with an average face and an awesome body?

18. If you had to kiss a girl on any part of the body other than her face, which part would you kiss first?

19. If you accidentally saw a girl undressing and she didn’t know you were looking, would you look away or would you continue watching? [Read: Sexual voyeurism and why it’s such a sexy rush!]

20. Do you like dirty talking while having sex? *A lot of men and women who enjoy dirty talking may be too embarrassed to reveal this deviant secret. The easiest way to get these shy people to open up is by asking them about it when they don’t feel the pressure of being judged about it.* [Read: 23 tips to dirty talk and say the sexiest words to a guy]

21. How old were you when you lost your virginity? Where and how did you lose it and with whom?

22. What is the weirdest and wildest place you’ve ever had sex?

23. If you were looking for movies online, would you choose porn? 

24. Do you like to be spanked or have your hair pulled? 

25. Are you more of a butt, legs, or boob man? Why do you feel this way? [Read: 40 serious questions to ask your boyfriend to form a good and deep bond]

26. If you could make me wear anything while out for a date night, what would it be and why?

27. If I catch you staring at me, which part of my body are you most likely to be looking at?

28. Did you ever have a crush on a hot teacher? What did she look like and how old was she?

29. How often do you think about sex during a 24-hour period? What kinds of things do you think about?

30. How did you find out what sex was? Who told you and how old were you? [Read: 56 romantic questions to ask your boyfriend to feel instantly closer]

31. When you’re on top of me, what’s your favorite position and why?

32. Which body part of yours do you like the most? Which one do you like the least? Why?

33. What is the naughtiest, dirtiest, sexiest dream you have ever had? 

34. When we wake up in the morning, what is the first thing that comes to mind when you see my body lying next to you?

35. Do you want to watch me touch myself? Would it turn you on? Do you want me to watch you touch yourself? [Read: Mutual masturbation – intimate ways to connect without touching]

36. Where is the most public place that you have ever masturbated? Did you get caught? *This is a great dirty question to ask your boyfriend.*

37. Do you want to talk dirty over the phone or on Facetime? Or do you prefer sexting?

38. Have you ever been attracted to someone of the same sex? If so, who was it and what did you do about it?

39. Is there anything that you would not be willing to do in the bedroom? What is it and why does it turn you off?

40. What superhero name would you give yourself to describe your sexual ability? Captain America? Thor? The Hulk? Superman? Batman? Someone else? [Read: 30 flirty, fun questions to ask your boyfriend and learn his secrets]

41. How many people have you slept with? Do you think it’s too much, too few, or just right?

42. How many people do you think I have slept with? Are you weirded out by thinking I’ve had sex with other guys?

43. What do you think about open relationships? Would you ever be willing to try one?

44. Would you ever have a poly relationship? Why or why not?

45. What do you think about trying S&M? How far would you let me go? Would you rather be the dominant or the submissive? Why? [Read: BDSM tips and tricks for curious first timers]

46. Would you ever want to go to a sex party? Would you participate in an orgy? Why or why not?

47. What if I wanted to become a swinger with you? Would you participate or try to talk me out of it?

48. Has anyone accidentally seen you naked? If so, did it turn you on, or were you embarrassed?

49. How did you figure out what you like in bed? 

50. Have you ever done it in the back seat of a car or a movie theater? An airplane? [Read: What is the mile-high club? Is it on your sexual bucket list?]

51. Are you satisfied with the size of your package? Would you like it to be bigger or smaller?

52. Have you ever had a one-night stand? If so, when and who did you do it with? Did you like it? *That’s a great dirty question to ask your boyfriend.*

53. Do you like to take naked pictures of yourself? Do you keep them or delete them?

54. If you could describe my body in three words, what would they be and why?

55. Do you get jealous when other guys check me out? Or do you like it? Why do you like it or why are you jealous? [Read: 17 big signs of a jealous and possessive boyfriend]

56. Do you have a name for your penis? If not, do you mind if I name it for you?

57. Do you like it when I make the first move on you? Or do you prefer to initiate sex?

58. How many times do you think you could have sex in a 24-hour period? Would you be willing to try?

59. Do you like going down on me? If so, what are the things you like the most?

60. If you had to choose blowjobs or having sex – just one or the other – for the rest of your life, which would it be and why? [Read: Slow blowjob – how to blow a guy in slow motion and leave him quivering]

If you have some alone time with your boyfriend, use these 60 dirty questions to ask your boyfriend and talk to him about it. It’ll definitely bring both of you closer, and it’ll make your relationship a lot sexier too!