69 Dirty Questions To Ask A Guy & Turn Him On Instantly

7 min read

Each one of these 69 dirty questions will heat things up fast in your relationship and make sex a whole lot more fun for you and your man. Even better, these filthy sex questions give you an easy way to explore any fantasy, idea, or curiosity you've been wanting to try with him… and really, who wouldn't want that?

Want to skip straight to the 69 dirty questions below? Click here. But if you'd like to first understand the different categories of freaky dirty questions worth asking your man, and why they matter, keep reading…

While the first three chapters of the Dirty Talking Guide focused on talking dirty to build tension, improve your sex life, and keep your man thinking about you, this chapter takes a different approach. Here, you'll learn how to ask your man pointed, sexual questions so you can uncover what he genuinely wants and what really gets him going, while quietly revealing your own kinks and fetishes along the way.

By the way, if you're after the actual words and phrases to use with him, Chapter 1 has 73 dirty talk phrases, Chapter 2 has 64, and Chapter 3 has 91, so you'll never run dry. Want to sext him instead? You'll find guidance plus 43 sexting examples in Chapter 5. And for phone sex, grab the scripts in Chapter 6.

Finding Out His Desires

The biggest payoff from the dirty questions below is how quickly they let you uncover your man's genuine wants, needs, and desires. Instead of spending months, or years, piecing together what turns him on and what his kinks actually are, these questions speed the whole process up dramatically.

Perfect if amazing sex matters to you, and if you're reading Love Curi right now, I'd guess it does.

Side note: Try these 114 couples quiz questions to build even deeper intimacy with your partner.

Subtly Let Him Know What Turns You On

We all know the rule: ask someone about their vacation, and they'll almost always turn around and ask you the same thing. That's just basic reciprocity at work.

Keep this in mind as you ask your partner these 206 questions to get to know them better.

So if you ask your man about his favorite sex position, odds are good he'll bounce the question right back at you. Best part? He won't even realize what's happening. He'll think asking you was entirely his own idea!

So if you've ever wanted him to know you're into rougher sex, just work in questions like these:

Do you like it when I pull your hair during sex?
Do you like me talking dirty during sex?
Do you like it when I'm aggressive with you in bed?

As you work through these questions together, you'll notice he starts asking similar ones right back. It's a subtle, under-the-radar way to let him know exactly what you're into.

Speaking of rough sex, here's a great list of rough sex ideas worth trying together.

The Right Place & Right Time

Timing and setting matter when it comes to asking dirty questions like the ones below. On a first date, it's smarter to stick to lighter, flirtier territory (grab more tips from the Flirting Guide here).

But as your connection deepens, feel free to escalate to more intense, explicit questions.

You'll likely find it's easier to ask him really explicit questions once you're both naked in bed together. A glass or two of wine tends to help loosen things up, too.

Now that the ground rules are covered, here are 69 filthy questions to ask your man:

Do you like it when I kiss you? – Kissing tips here.
What color underwear are you wearing? (Toss in a cheeky smile when you ask this one!)
What kinds of clothes do you like seeing me in?
Do you like being on top?
What's the naughtiest, dirtiest thing you've ever done with a girl?
If you could only have sex in one position for the rest of your life, which would you pick? – Learn over 100 sex positions in this guide.
If you had to choose forever between only getting blowjobs or only having sex, which would you pick? – Check out the in-depth Blow Job Guide here.
What would you say if I asked you to go down on me right now?
Do you prefer my left boob or my right boob?
Are you a tits or ass guy?
What's your least favorite sex position?
What's your record for how many times you've masturbated in one day? – Check out 10 incredible masturbation techniques here.
Have you ever had phone sex? – Check out these powerful phone sex tips.
Have you ever tried BDSM or Dominance/Submission (D/S) play? Curious about it? – Start learning BDSM here.
Do you own any sex toys?
What's the most sensitive part of your body?
What's one fantasy you've always wanted to try?
When's the last time you watched porn?
When's the last time you masturbated?
If you could gain 4 inches of height or 4 extra inches of length and girth on your penis, which would you pick?
Have you ever had sex outside? – Read our guide on having perfect outdoors sex.
Has a girl ever used a strapon on you? – Here's some strap on tips, if you're curious.
If we walked into a sex shop right now, what three things would you buy for me?
Are you an oral sex guy, anal sex guy, or regular sex guy? If you had to pick just one forever, which would it be? – Read: Learn how to have enjoyable, pain-free anal sex.
How old were you the first time you jacked off?
Have your parents ever caught you jerking off?
Have you ever kissed a guy?
Have you ever finished on someone's face during oral sex?
Shaved or landing strip, which do you prefer?
If I could only work as either a pornstar or a stripper, which would you want me to choose?
Would you rather I spit or swallow? – Discover the secret to swallowing cum and enjoying it.
Do you have any fantasies that embarrass you?
Have you ever had sex with someone who couldn't speak English?
Have you ever had sex with more than one person at the same time?
What's the craziest sexual thing you've ever done?
Have you ever tried anilingus? – Discover the pleasures of anilingus here.
How many people have you kissed in your life?
Have you ever been with a girl bigger than you?
When's the last time you went to a strip club?
Have you ever tried skinny dipping?
How old were you when you lost your virginity?
Have you ever wanted to dominate me in the bedroom?
What's the roughest sex you've ever had?
Tell me about the kinkiest sex you've ever had? – Check out these kinky sex ideas.
Have you ever had a threesome? Ever wanted to try one? – Threesome tips and threesome positions (with pictures) like the Eiffel Tower.
Have you ever fantasized about being a sex slave? What about me being yours?
Would it turn you on to see me kiss a girl?
Do you want to watch porn together?
Would it turn you on if I made you wear a butt plug?
What's the fastest you've ever finished?
Do you want to watch me masturbate?
Can I watch you masturbate?
Can I sit on your face?
Have you ever peed on someone?
Have you ever cried during sex?
Would you ever cheat on someone because the sex was bad?
When's the last time you masturbated thinking about me?
Is there something you've wanted to try with me but were scared to bring up?
If I asked you to slap me, what would you say?
Have you ever had a massage with a happy ending? – Learn how to give a great happy ending massage here.
Which is worse: foreplay that drags on forever or none at all? – Read our detailed, in-depth foreplay guide.
Do tattoos make girls more or less attractive to you?
Have you ever masturbated on the phone or while texting someone? – 13 dirty sexting tips.
Have you ever had a one-night stand? How many?
Do you like it when I talk dirty? – Check out Chapter 1 of the Dirty Talking Guide here.
What's the sexiest thing a woman has ever done for you?

Once you've worked through everything above, try these 107 dirty would you rather questions for even more.

April 11, 2021

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