144 Freaky Questions to Ask Your Boyfriend over Text

This post contains affiliate links. If you click and buy we may make a commission, at no additional charge to you. Please see our disclosure policy for more details.

Are you looking for ways to keep the spark in your relationship alive? Do you want to feel and experience the newness that a new relationship has?

Then get ready for some sexy, funny, naughty, flirty, and freaky questions to ask your boyfriend that will make your texts more exciting and your dates more romantic.

And who knows, this may just be the beginning of some steamy conversation that can lead to some oh-so-hot stimulations in your body and mind!

Texting allows you to know a lot about each other that you may otherwise not know even while on dates. You get to know about their likes, dislikes, expectations, orientation in life, and whatnot.

But, you know, texting can be boring after a significant amount of time in your relationship. And some messages can even end your conversation abruptly if your boyfriend loses his interest.

This is exactly where these hot questions come into the picture. Ask your boyfriend these exciting and erotic questions and see how they react with oozing love! And did I tell you that you can tweak these questions according to the stage of your relationship?

So, without further ado, let’s get started!

Freaky Questions to Ask Your Boyfriend over Text

Freaky Questions to Ask Your Boyfriend over Text

Ask these freaky questions to your boyfriend over text and get your love ball rolling!

  • What do you most fear about in our relationship?
  • Are you still in touch with your ex-partners?
  • If you could choose just one girl for you in the whole world, who would it be?
  • Do you like adult movies?
  • Would you rather receive or give?
  • Where would you like to get touched the most?
  • According to you, what is your best physical feature?
  • Would you like to share your dirty dreams with me?
  • Would you ever rip my clothes off if you got the chance?
  • Would you do just anything for me right now if I asked you to?
  • Where would you want to be kissed the most?
  • Are you more of a butt or a boobs guy?
  • Where would you like to talk dirty – over Facetime or on the phone?
  • How does making love and having sex differ?
  • Would you like to have friends with benefits?
  • Have you ever been caught in the act?
  • When, according to you, is the best time to have sex – early morning or late evening hours?
  • What dirty pictures are there on your phone?
  • What is your thought about nudist beaches?
  • Would you like to see me touch my body?

Flirty Questions to Ask Your Boyfriend over Text

Flirty Questions to Ask Your Boyfriend over Text

Did you know that a little flirting now and then with your boyfriend can keep the flame in your relationship burning?

Yes, and that is exactly what I’m here to help you with!

I have compiled a list of some of the best flirty questions to ask your boyfriend over text. This will keep the romance in your relationship and your love for each other intact.

Isn’t that something you want?

And you can give these questions your own touch to spice it up or make it sexier!

  • If I ask you to give me a full body massage, which part of my body would you like to start with?
  • Do you like short or long hair?
  • If you had to dress me up for a real-life date, how would you have styled my hair?
  • What would you like me to wear on our date: shorts, dresses or anything else?
  • How do you feel when you see other guys checking me out?
  • Which of my body parts do you like the most?
  • How do you feel when I say that I’m thinking about you?
  • Can you make me breakfast in bed?
  • Do you like talking dirty? Can you give me a good example?
  • What would you like to see me wearing if I were with you right now?
  • Do you believe in love at first sight? Do you think we were in love right away when we met?
  • Have you ever bragged about me to your friends?
  • Do you want to know what I’m wearing right now?
  • What makes you turn on the most?
  • If you could use three words to describe my body, what would they be?
  • What do you wear to bed?
  • What, according to you, is the perfect kind of date?
  • What signals do you give a girl when you like her?
  • What are the flirtiest things that you have done?

Funny Questions to Ask Your Boyfriend over Text

Funny Questions to Ask Your Boyfriend over Text

Do you always get enchanted by your boyfriend’s smile? And does he have an infectious laugh?

Yup, no doubt why you guys are in a relationship! So how about making your boyfriend laugh and even get excited over some freaky, funny texts? And these can end up in some steamy sexting session!

Check the questions out!

  • Hey, cute pants! Has your zipper got stuck? Can I help you to open it?
  • Would you mind if I slept in your bedroom, on your bed? My bed broke.
  • What is happening here? Are we crazy, or is it really hot?
  • My doctor said I need to burn more calories. Would you help me do it by kissing me?
  • What is your name, Google? I’m here with you because you are the answer to everything I have ever looked for.
  • What type of camera are you? Every time I see you, it brings a smile to my face.
  • What do you do for a living, apart from being so hot?
  • Hey, what is your name, WiFi? I think there’s a connection between us.
  • What is your take on The Hulk? Because, you know, I think you’ll crush it.
  • Would you mind if I borrow a kiss? I promise I’ll return it in double and more if you want.
  • Do you think my body looks like snow? Then you must plow, because honey, I’m counting on you!
  • What, according to you, was the funniest moment when we started dating?
  • What is the funniest way a girl has asked you out?
  • Has any girl dumped you over text?
  • What do you generally do once you are done with the act?
  • Suppose you have a pair of x-ray glasses. Which part of my body would you like to focus on first?
  • Have you ever peed in the sink?
  • When was the last time you actually peed in the pool?
  • If you were a cartoon character, who would you choose to be?
  • What kind of animal are you in bed?
  • Have you ever worn makeup?
  • Have you ever pretended to be a girl?
  • If you had some kind of superpower in bed, what would it be?
  • What do you think about skinny dipping?
  • What is your biggest guilty pleasure?
  • What is your lamest skill?
  • What is your grossest habit?
  • What is the cheesiest pick up line you have ever tried on a girl?
  • What is it that most people get wrong about you?
  • What is the funniest pick up line that you have ever used?
  • Who was the last person you tried your best to impress?
  • On your bucket list, what is the weirdest thing you have?
  • If a genie asks about your one wish they will grant, what would that be?
  • What would you generally wear when there is no one in the house?
  • What would you do if you could spend an entire day with me?
  • What do you think about me when I’m not with you?
  • What kinds of compliments turn you on?
  • What do you like the most about us?
  • Have you ever received love letters from your exes?

Also Read: How To Keep A Man Interested In You Forever

Dirty Questions to Ask Your Boyfriend Over Text

Dirty Questions to Ask Your Boyfriend over Text

Are you curious about what your man likes in the bedroom? Are you too shy to think of all those questions yourself?

I’m here for you, girl!

Here’s my list of some of the best dirty questions that you can text your boyfriend. These can be great for you if you have already been intimate in the bedroom. Also, it would be perfect for you if you are taking the beginning steps towards that direction!

So, let’s just get to the questions. I know you must already be sweating in excitement! 

  • Can you guess what color underwear I’m wearing right now?
  • How about recording a clip of us? Does the idea excite you?
  • Can you guess if I’m wearing underwear right now or not?
  • How long should an ideal sex session be?
  • What is your take on toys in the bedroom?
  • How long should an ideal foreplay session last?
  • What do you think about a third person joining our bedroom?
  • When was your first kiss?
  • Do you have any one-night stand experience?
  • What is your favorite position?
  • Would you like to have a good body massage from me?
  • What would you do to me if I were with you right now?
  • Do you prefer cuddling or making out the most?
  • Do you think about me when I’m not with you?
  • What is the wildest thing that you have ever done?
  • Do you want to have sex with me in a public place?
  • What naughty dreams do you have about me?
  • What kind of women’s outfits can turn you on the most?
  • Do you think you know what I want?
  • Would you like to shower with me when we are together?
  • What physical features of women attract you the most?
  • Which feature of mine did you notice first?
  • What turns you on the most?
  • Do you know what I’m wearing right now?
  • Do you want to be with me right now?
  • What is that you find irresistible about me?
  • What is your deepest, darkest, dirtiest fantasy?
  • Do you prefer a hot tub or a pool?
  • Would you like to have a picture of me naked?
  • What would you do if I kissed you hard?
  • How do you want a girl to seduce you?
  • What is your favorite kind of kiss?
  • What would you do if I answered the door with no clothes on?
  • What do you think about lingerie?
  • If you were to see me naked, which part of my body would you touch first?
  • What do you want to do to me in bed?
  • Do you know what my lips taste like?
  • Would you rather kiss me for a second or hug me for one minute?
  • Do you like to talk dirty on the phone?
  • Would you rather see me wearing nothing at all or in lingerie?
  • What would you want me to do to you if you were with me right now?
  • What are your thoughts on oral sex?
  • What kind of adult films do you like to watch?
  • Do you masturbate often?
  • Have you ever taken and sent nudes of yourself?
  • Did you ever read erotic fiction?
  • Do you think you can take my underwear off without using your hands?
  • Are you quiet or loud during sex?
  • Have you ever used food during foreplay?
  • Do you have any fetishes?
  • How kinky are you?
  • Would you like me to spank you?
  • Would you prefer sex with lights on or off?
  • Have you ever had sex in the car?
  • What is your thought on BDSM?
  • What is your most embarrassing sexual experience?
  • Have many positions have you tried?
  • Do you prefer marathon or quickie sessions?
  • What is the longest time you have ever taken for orgasm? And the shortest?
  • Do you like it romantic or rough?
  • Do you like to be on top or bottom?
  • Would you like to try roleplay someday?
  • Do you like biting?
  • What can I do to keep the feelings of being intimate going all day – outside of the bedroom?
  • What is your favorite memory of us?
  • Do you like being teased?

Which freaky questions did you like the most? Which of these are the funniest ones? Are you going to ask these questions to your boyfriend? Well, I can say you are going to have an amazing time!

When you ask your boyfriend these questions, the key is to start with low-intensity questions and then move on to the steamy ones. Trust me. You and your boyfriend will have a really hot texting session!

Leave a Comment