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25 Cute & Freaky Questions to Ask Your Boyfriend

25 Cute & Freaky Questions to Ask Your Boyfriend

Intimacy is a big part of any serious relationship. Without it, relationships become unfulfilling, boring, and destined to end.

Putting the spark back in your relationship does not necessarily require a grand romantic gesture or changing things up too much. Sometimes, something as simple as a freaky question can get your man going and spice things back up.

Here are 25 freaky questions to ask your boyfriend:


Freaky Questions To Ask Your Boyfriend To Spice Up Your Relationship:

If you want him to think about you, here are 15 freaky questions to ask your boyfriend:

01Wanna roleplay? What should I dress up as?
This kind of freaky question  is sure to put a spark back into your intimacy. With the right approach, role play is a great way to spice things up.
This is a good question to text because the possibilities are endless, and it gives him time to think of a few. You may even be surprised by his answers!


Photo by Sergei Degtyarev under Pexels License


02If I was there, beside you right now on the [bed, couch, balcony], what would we be doing?
This is one of those freaky questions to ask your boyfriend that puts him on the spot in a very sexy way.
You’ve set the scene, no TV, you’re alone, you aren’t cooking… So… This question allows you to being exploring where his mind is at, especially if you are newly, or not yet, intimate.



03What is your favorite part of my body?
Asking this question is interesting because you get a lot of information. You can adjust your clothing to accentuate the area (if possible), and if you enjoy that spot as well, you can encourage him to touch you there – assuring him you’d both enjoy it in a low-pressure way.
For instance, if he likes your hips, next time you meet wear low-rise pants, or if he likes your collar bones, wear a V-neck top.


04How do you feel about edible underwear?
Among the freaky questions to ask your boyfriend asking about edible underwear is sending a clear message – if you aren’t giggling and uncomfortable.
This question, if you ask it right, is more of a suggestion or request… would they be interested in wearing or eating underwear with you? In other words, let’s get naked.


Photo by Foodie Factor under Pexels License


05What’s the dirtiest thought you’ve ever had about me?
Be ready for this answer because men and women, typically, have different styles of fantasy.
If you are ready to dive into a steamy, no-holding-back conversation about what you hope to do to each other, this is one of those freaky questions to ask your boyfriend that will light that fire right back up.


06If you could be with any celebrity, who would you choose and why?
Jealousy is an ugly trait that shuts intimacy down in a second. Being able to share who catches your eye in a safe, unobtainable way, can be healthy and fun to talk about.
If you’re comfortable, you can ask if dressing up as them would get them going, maybe a specific character or outfit is what get them revved – this level of spice can present more options than you’d imagine.


Image from Pixabay under CCO License


07If we were both in the mood but were in public… Would you do anything? What if we found a kind of private spot? I would – what would you do if we could?
If you really would (given it’s safe and the police aren’t around) be intimate in public, then admitting something like this can be really sexy.
When freaky questions to ask your boyfriend seem like they are too daring, make it hypothetical and use your imagination. It doesn’t actually have to happen, but the thought could be enough to blow the lid off your intimacy slump.



08Do you prefer giving or receiving?
This is one of those broad, freaky questions you can ask your boyfriend that show insight on how he thinks. If he doesn’t notice the fact that you mean intimately, he is probably a keeper!
Let him know what you want him to tell you, offer your preference. If you are a giver, tell him that as you massage his hands and forearm or neck. If you like to receive, let him know how.


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09Do you think I’m a good kisser?
Chances are his answer will be yes and he’ll follow up with what else he likes that you do.


Photo by Ivandrei Pretorius under Pexels License


10Do you like being in control, or should I take the lead?
This is super direct. Few men will admit to wanting to give up control (if they do), so your offering will help them talk about it.
If they love control, they will make sure you know that after asking this type of spicy question. Either way, there’ll be no confusion about what you mean.


11Do you ever dream about me?
The answer to this question can be innocent or freaky. You’ll just have to see which direction he takes.
What would your response be if he asked you? Would you tell him a fantasy, or do you have a dream to admit to?


12What was the first thing you noticed about me the night we met?
This is interesting because it will make him reflect on what drew him to you in the first place, or earlier memories of when the heat was still there between you.


Photo by prasanthdas ds under Pexels License


13Do you like dirty talk?
Not everyone likes dirty talk so it’s good to find out beforehand if he’s into it or not. If he is, it’ll spark an interesting conversation.



14What physical features attract you to a woman?
When you ask this type of question, you are sure to get some pretty interesting answers. He’ll start to think about what he likes and relate it to you.


15What do you wear when you go to bed?
Chances are when you ask this question, he’ll ask it back. Then, he’ll start to think about having you in his bed.


Photo by The Lazy Artist Gallery under Pexels License


Freaky Questions To Ask Your Boyfriend To Have Him Rushing Home

Sometimes you want him all excited and ready to rush over. Here are 10 freaky questions to ask your boyfriend to have him at your beck and call:

16Your lips must be cold and lonely. How about some company?
This one is a little cheesy but it’s great for easing into it. Who knows, it might lead to a more intimate conversation.


17Where is your favorite spot to be touched?
If he’s smart, he’ll know exactly what you mean. It also shows that you are interested in pleasing him and restoring the intimacy in your relationship.


Image from Pixabay under CCO License


18I got soaked in the rain and now I am all wet – all my clothes. Want to help me with that?
This falls into the category of freaky questions to ask your boyfriend that make him question whether you mean, help get you new clothes, or forget the ‘problem’ all together. The implication is not very discreet.


Photo by Ric Rodrigues under Pexels License


19If you could touch me in one place, right now, where would it be?
This question is interesting because he can only choose one place. Wonder what it will be…


20Lights on or off?
Once he realizes what you mean, this coy little question will have him loving where your head is at.


Photo by Hoang Loc under Pexels License


21How fast do you think you can get here?
This is a great question, and he’ll be out of the door, on the way to your place before you even tell him what you mean.



22Wanna see what I’m wearing?
He will, without a doubt, jump at this opportunity. It will be up to you to make it worth his while.


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23If you were gonna give me a full body massage, where would you start?
When you ask a direct, but creative question like this, be prepared for an intimate roller coaster. When it starts getting home, ask him to show you what he’s talking about.


24How do you feel about lingerie?
Perfect one of those freaky questions to ask your boyfriend if you are planning on surprising him with a ‘gift,’ a getaway with one goal in mind, or just to spice up your boring Tuesday night routine.
Lingerie can be a fun and sexy way to bring his eyes – and hands – back to you.


Image from Pixabay under CCO License


25How long do you think we could go before you tap out?
When you just want to lay the cards on the table and let your guy know you want that fiery passion back, this is one of those freaky questions to ask your boyfriend that will let him know words are no longer necessary – it’s time for action.



Freaky questions to ask your boyfriend can range from fun and playful, to romantic and sensual, to naughty and dirty. It all depends on what you are comfortable with and the type of man that you have.

And if you aren’t sure what will spice things up again, try any one of these freaky questions to ask your boyfriend to start the conversation rolling.

So, which ones will you be using?