When you think of the naughtiest games you can play, truth or dare is probably one of the first that come to mind.
Usually, you need a group of people for it, but it is possible to play with just two. And because of its usually seductive nature, it’s the perfect game to play with your man.
You don’t need to be there in person at all. In fact, there’s something extra hot about it when you’re playing over text, knowing that someone, somewhere out there is thinking about and longing for you.
Don’t know what to dare him that will get him aching for you? We’ve got you covered.
In this list, we’ve come up with over 40 dirty things to dare a guy over text. We did take some liberties, though, by including questions to ask him, as well.
But let’s start by laying down the ground rules first....
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Some Ground Rules for Texting
Make sure you plan a good time to send him these dirty dares.
Plenty of people have secret fantasies about getting dirty at work, but it’s generally illogical.
To make things easier for the both of you, try and plan out a time where you both have privacy. Ideally, you’ll both be able to play uninterrupted for hours.
Our personal recommendation is to do this at night, possibly before bed. Although we think it might be a little difficult for either of you to go to sleep after carrying out some of the dares on our list…
Consider what kind of relationship you have.
Don’t neglect to examine what the context is here.
If you’ve just met the guy, it might be a little soon to go from 0 to 100 with an adult game of truth or dare. This is even more the case when you’re looking to build a serious and solid relationship with him.
That’s because constantly engaging in sexual conversations will convince a guy you’re getting to know that all you’re interested in sex. And while he might end up being perfectly fine with that, there’s a chance you won’t be.
We think this kind of dare session works best when it’s done with either a committed partner, or someone you’re just looking for a casual fling with.
Communicating by text is incredibly important nowadays. Aside from heart-racing games of truth or dare over text, you’ll have to really pull out all the stops to get him craving you. Knowing what men truly desire makes this much easier.
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Dirty Things to Dare a Guy Over Text
We’re going to divide our list into two categories: dares that can be carried out with video or picture evidence (for your viewing pleasure), or dirty questions you can ask him.
That way, you’ll get to see the outcome of your question or dare no matter which one you choose to go with.
Sexy Pictures or Videos
Make him give you a strip tease.
Women can be visual people just as often as men are. Daring him to give you a virtual strip tease lets you take full advantage of the nature of the game to get visually stimulated in a way unlike any other.
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Have him send you a picture of him in his favorite underclothes.
If he’s not ready to do something as intense as a strip tease, you can dial it down by asking him for photo of him wearing nothing but his underwear. Make sure you compliment him on his physique or look here, especially if he’s being a little bashful.
By building his confidence, you can guide him the right direction for a little more fun further down the road. The night is still young, after all.
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Tell him to send you a video of him describing out loud what he would do to you if he were with you.
It’s one thing to send a long and detailed sext, but it’s another thing entirely to say what you’ve written out loud. What will make it insanely spicy is getting to watch the look on his face as he describes everything he wants to do to you out loud.
You’ll be able to watch his every blush, smirk, lip bite, or nervous laugh.
Ask him to show you his sexiest dance.
This is both fun and tantalizing. If he’s a good dancer, then all the better for you to watch.
Even if he’s not a good dancer, it will be adorable watching him try. It could show you what kind of humor he has if he’s willing to go with it.
You know how you can eat foods like a banana sensually? He can do that for you with something he can lick.
It’s all in the heading. Think of foods that show you what he can do with his tongue, like licking a spoonful of peanut butter, pudding, or yogurt.
You’ll get a front-row seat to his technique. And hey, if he’s okay with it, you can save the video for future viewing enjoyment.
Request that he sings you a dirty song.
He can record himself singing you a song with hot lyrics – you get to pick the song, or he can pick. It’s entirely up to you.
We think it would be fun to make it personal by having him pick what he thinks the sexiest song is, because then you can see what he’s interested in listening to at the same time.
Shower pictures? Yes, please!
Although we don’t recommend bringing your phone in the shower with you for obvious reasons, there’s just something extra sexy about a dripping wet man…so there’s no reason he couldn’t send you a picture of himself once he’s done with the shower.
Of course, he might want to make it a hot shower for other obvious reasons. 😉
Challenge him to give you an idea of what he’s working with…without showing you directly.
You know what we mean. Pictures of his goods can be a little uninspiring – guys usually aren’t creative with pictures of them, after all.
But this challenge makes him get creative. He can show you through his pants, snap an over-the-covers pic, or take a picture of him in his underwear.
No matter which way he goes, he’ll have to think about it a little.
Boost his confidence: ask him to send you a picture of what he thinks his best physical attribute is.
This isn’t necessarily going to be dirty per se, but it certainly could be. You’ll get to see what he likes the most about himself.
Make sure you give it a little praise, too. He probably likes compliments just as much as you do, and it will encourage him to have more pride in himself.
Get a recording of what he sounds like when he’s in the mood.
Like photos of his goods, videos of him engaging in a little, shall we say, self-care can be too much sometimes. But recording his face or the way he sounds?
That’s different. There’s something unmistakably sexy about a guy who doesn’t feel like he has to be perfectly silent in the bedroom.
Feeling bolder? Ask him to show you how he handles it.
If you want more than just the sound of him, tell him! Go all out and ask him for a video of it.
This is a particularly good trick for long-distance couples. Feel free to return the favor here and send him a video of your own.
Request a full-body picture of him.
Nothing is quite as satisfying as getting to feast your eyes on him entirely. If he has the setup for it, get him to take a nice full-body picture of himself in a mirror for you – wearing nothing but his birthday suit, of course.
Dare him to send you a nude picture snapped anywhere…except in his bedroom or the bathroom.
This may not be as big a deal if he lives alone, but if he’s got roommates?
Then the stakes are much higher. He’ll have to hurry to get the picture, and the possibility of getting caught at any moment could give it a real rush.
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Get a shirtless picture from him.
In comparison to many of the other things on this list, this is pretty tame. However, if you’re playing with a reserved guy, this is still a good start.
And there’s just something undeniably attractive about a shirtless guy, anyway. Plus, it’s something you could easily return the favor with.
Have him send you a video or picture of him trying to touch his nose with his tongue.
It’ll seem like you’re getting a bit silly here, but trust us on this one. It’s both a break from routine, and you’ll get a demonstration of how flexible and long his tongue his.
On top of that, you might get a few laughs and smiles out of it, and those are never a bad thing to make him do.
Ask him for a picture of his best “seduction face.”
In all honesty, this might also get a little silly depending on the kind of expression he decides is sexy. But even if all it does is make you giggle a little, there’s nothing wrong with that.
Sex can be so much more fun when the people involved are willing to show that they don’t take themselves too seriously.
Make him record himself telling you his best dirty pickup lines.
You’ll get to see his face again here, and he might make you laugh.
Want to make it really funny? Consider adding a twist to the dare, like he has to tell you in an accent of some kind.
Then sit back and watch him struggle.
Have him show you all the places in his home where he’d sleep with you.
The bedroom isn’t the only place you can have naughty fun. There are countless other rooms in the house.
This is both a challenge of his creativity again, and if he lives with roommates, a potentially thrilling risk, too.
Tell him to take a selfie of himself in bed.
Asking him to take a picture of himself in his bed is pretty self-explanatory. He could take it in all kinds of directions.
At the very least, you’ll get a cute picture of him.
Do you have a favorite body part of his? Ask him for a picture of it.
Do you think he has a great butt (or anything else, really)? Well, now’s the time to tell him.
You’ll have the opportunity to give him a compliment on the things you like most about him, and you’ll also be able to enjoy the view.
What does he wear to bed?
If you haven’t shared a bed with him yet, this is the time for you to figure out what kind of bed clothes he has. Sure, it might just be a t-shirt covered in holes, but maybe it’s something that’s a bit more of a treat for your eyes.
Tell him to send you a picture of something he’d like to be doing to you right now.
He can go anywhere online for inspiration here. When words aren’t enough, or if you’re a visual person, he can find a sensual picture to show you exactly what he means.
Ask him to tell you his wildest fantasy.
Plenty of people have fantasies they’re too embarrassed to tell people about…now’s the time to bring them out.
Ask him to tell you what his secret fantasy is. Maybe you could help him fulfill it someday…
Reel in some dirty compliments.
You can ask him to tell you what his favorite parts of your body are. Up the ante a little here by having him explain why he likes each one, or what he would like to do to each one.
Figure out how they factor into his fantasies so you can take advantage of them in the future. Then you’ll really blow his mind with how much you’ve remembered.
Has he ever messed around in public?
While it can be rude to ask about exes specifically, you can still ask him fun questions about his past exploits, provided you don’t make a big deal out of them or get jealous.
What do you get out of it? Well, it could lead to a fun story.
And who knows? Maybe you’ll find it sounds intriguing for you to try with him down the road.
Did he ever have sexy dreams about you?
Have him tell you whether or not he’s had nasty dreams starring you and him, no matter how weird they were.
It could be extra naughty if they were from before you started seeing each other. Make a mental note to act them out (within reason) at a later time.
Obviously, if he had dreams about undressing you while riding on the back of an elephant, that might not be so easy to achieve.
What is his favorite part of the female body in general?
It could be different from his answers about your body. You might have a feature that he finds particularly stunning, although he usually focuses on something else.
Asking him what he likes in general is way to find what both what’s beyond attractive about you, and to see what kinds of things usually drive him wild with desire.
Who was his first sexy crush?
There’s a difference between an innocent childhood crush on someone in your class and someone who gets you all hot and bothered for the first time. Obviously, you’ll be asking him about the second one.
Whether it was a character in a movie, a singer, or an athlete, you’ll get a feel for what partially made him into the sexual man he is today.
Who does he think is the hottest celebrity now?
You can follow up the last question with this one. If you’re prone to insecurity or jealousy, you may want to stay away from it…but we think it could be fun.
Again, it gives you a clear picture of what he’s really into.
What does he think you look sexiest in?
Take notes, ladies. This is a good time to get him to tell you what looks best on you…and to take total advantage of it, of course.
Has he ever daydreamed about you?
Follow this up with a question about what his daydreams are, exactly. Our casual daydreams can be different from our deepest and darkest fantasies.
These could be something else for you to act out sometime.
If he could have a picture of you doing anything right now, what would it be?
Asking questions in a game of truth or dare sort of leaves you on the sidelines. Questions like these, however, get you more involved.
Once he tells you, absolutely feel free to snap the requested pic and return it to him, if you’re at a point in your relationship where you feel comfortable with it.
If he could have a picture of you wearing anything right now, what would it be?
He might ask for a nude here. If you’re feeling comfortable with it, go for it.
Otherwise, send him some sultry pictures of you in whatever clothing he asks for.
Has he ever had sex outside?
Hey, sometimes you just can’t control yourselves. Whether it was on a hiking trail, in a tent, or even on a blanket underneath the stars, it could be a fun question to tease him about.
What’s something weird that he finds sexy about you?
Not all guys are into chests and butts. He might have something about you that he admires that you don’t even know about.
By putting in the “weird” keyword here, you’re likely to find that he admires something different from what you’d expect, and it’s something you can make sure to flaunt the next time you see him.
What does he think the hottest pajamas are?
Here’s another thing to take note of. Of course, he could say, “nothing,” but he could also say he’d prefer you wearing nothing but one of his t-shirts to bed, too.
Out of all “non-sexy” clothes, what does he think are the hottest?
This question forces him to think outside the box. Most guys, when they’re asked about sexy outfits, are of course going to say things like short skirts and tight dresses.
Now he’ll have to actually stop and think about it a little harder. (Whatever he says, you could think about incorporating the clothes into your next date outfit, too!)
Has he ever used food in the bedroom?
Is a he a sweet tooth? It might be interesting to find out if he’s ever brought his sweet cravings into his bed…and how he’s used them, too.
Have you slept with him already? Figure out what you’re best at.
Ask him to tell you what you do best when you’re spending intimate time together. He’s likely already told you (or you’ve inferred based on sounds he made), but if there’s any uncertainty, a sexy game of truth or dare is one amusing way to clear the air.
What’s the most embarrassing thing that’s happened to him in the bedroom?
If he’s kind of insecure or reserved, you might not want to ask a question like this. Otherwise, it’s the perfect time for him to show you for once that he’s got a great sense of humor.
It could also be a great opportunity to show you what kind of storytelling chops he has.
Has he ever brought any toys into his bedroom? (Or does he have any now?)
Women aren’t the only ones who have toys they can use for a whole other kind of recreation. He might have some kinky toys of his own for himself, or to use on you.
Why not find out?
Further Reading: 15+ Things to Text a Guy to Make Him Like You
Stimulate His Mind, Heart, and Body
Related Article: 10 Things to Text a Guy to Make Him Blush (That Work Every Time)
It’s no secret that guys love to be stimulated physically.
But it’s not the only way to keep his attention on you, and if it’s the only way you use, you’ll quickly bore him.
Believe it or not, you can use texts to also reach his mind and heart, in addition to his body.
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