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400 Freaky Questions to Ask Your Boyfriend Over Text

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Has it been long since you have been dating this guy? Do you want to make things exciting again, like a new relationship? Do you want to reignite the passion?

How about asking some naughty and freaky questions to your boyfriend?

These are not just questions. These are the keys to your lost passion. And the best part?

You don’t need to be there with your guy to ask him these questions. You can use the text feature of your phone too.

Yes, this is perfect for long-distance relationships. Also, if you feel shy asking naughty questions face to face, these freaky questions to ask your boyfriend over text are all you need!

I have come up with a mix of romantic, sexy, and dirty questions that are sure to spice up your relationship. And I promise you will have a great time texting.

So, why the wait?

Let’s hop right on to the questions!

Freaky Questions to Ask Your Boyfriend Over Text

Do you want to surprise your boyfriend by asking him some deep and sexual questions? How about some naughty questions that will keep him interested all this time?

And who knows, it can lead to something great! You know what I mean, right?

Good Questions to Ask Your Boyfriend Over Text

Good Questions to Ask Your Boyfriend Over Text

Let’s give your boyfriend some time to warm up with these cute questions. What say?

  • Do you want to have a love language? What is it?
  • What do you think love is?
  • How much do you think you love me?
  • How far can you go for your love?
  • Can you do anything I ask to prove your love for me?
  • Do you think love at first sight exists?
  • Do you think love can do wonders?
  • What are your thoughts about gay rights?
  • Have you ever seen someone who loves someone of the same sex?
  • What are your thoughts on same-sex love?
  • Have you ever liked someone of your same sex?
  • Is there any guy that you find cute?
  • What is the one accomplishment that you are proud of the most?
  • What is the proudest moment of your life?
  • What is the hero moment of your life?
  • Have you done something in life that makes your family proud of you?
  • Do you like children?
  • Do you want to have kids someday?
  • What are your thoughts on marriage?
  • Are you someone who holds grudges?
  • What does your dream job look like?
  • Are you happy in your current job?
  • Do you wish to change your current job?
  • If your boss asks you to enhance your skills by learning some new things, would you do it?
  • What, according to you, is the best job ever?
  • What are your thoughts about living together?
  • Do you want to live in with me someday?
  • Have you ever lived in with someone?
  • Are you still in touch with your ex?
  • Have you ever lied to me about anything?
  • What are your thoughts about lying in a relationship?
  • If there was something that would hurt me if I knew it, would you still tell it to me, or would you hide it from me?
  • Do you think I have ever lied to you?
  • What is your equation with your family?
  • Are you on good terms with your parents?
  • Are you closer to your mom, or are you closer to your dad?
  • Are your parents serious type, or are they chilled-out type?
  • Do you share everything with your parents?
  • Do you have any family rituals? If so, what is it?
  • Is there anything that you want to achieve in life but haven’t yet?
  • How do you see yourself in ten years?
  • How do you want to spend your life after retirement?
  • Do you like to save for the future, or do you like to live in the moment?
  • Are you more of a serious guy, or are you more of a chilled-out guy?
  • What is the name of your closest friend?
  • Are you friends with someone from your office?
  • Have you ever been cheated on by your exes?
  • Have you ever cheated on your ex?
  • Do you think you can still stick together with your partner after you get cheated on by her?
  • Do you think you can still stick together with your partner after you cheat on her and get caught?
  • Do you have any addiction?
  • Have you ever tried to get rid of your addiction? Did you succeed or did you fail in your mission?
  • Do you think spirituality or religion is an important part of our lives?
  • Would you like it if I were very religious?
  • Are you okay with me not being very religious?
  • What are your plans for getting married? When do you plan to do it?
  • Which is your favorite holiday destination?
  • Is there any place where you want to go on a long vacation but haven’t been to yet?
  • What would you like to do on a Sunday afternoon?
  • Are you conscious of how you look?
  • Do you go to the gym every day, or do you miss some days when you don’t feel like going?
  • Are you a fitness freak?
  • Did you have many friends in school?
  • What did you and your friends use to do to have fun in school?
  • Did you ever play any prank on someone in your school?
  • Has anyone ever played any prank on you in school?
  • Did you like rainy days when you were in school?
  • Do you like rainy days now that you are an adult?
  • What is the one thing that you like to do on a rainy day?
  • What is your idea of a perfect summer evening?
  • Which is your favorite season?
  • What is your favorite color?
  • What is your go-to party song?
  • What color do you like the most?
  • Is there any sound that you love hearing the most?
  • Suppose you are having a bad day at the office. What can I do to make you feel better?
  • What is your favorite food?
  • Does food make you happy?
  • Can you remember the time when you were the happiest in your childhood?
  • If I take you to some amusement park, which ride would you like to hop on first?
  • Would you like to go on a date in an amusement park?
  • Did you have any stuffed toys in your childhood?
  • What is your favorite stuffed toy? Have you ever slept hugging them?
  • Is there any specific scent that you love to smell the most?
  • Do you like the smell of the mud after rain?
  • Do you love to eat candies?
  • Which one is your favorite candy?
  • Did you used to go trick or treat on Halloween in your childhood?
  • Can you cook well?
  • Do you have an allergy to any food?
  • Are you very specific when it comes to food, or do you eat whatever is there for you?
  • Do you like to travel?
  • Do you like mountains, forests or seas more?
  • Do you have any pets at home? What is their name?
  • What is one gift that you received is your favorite?
  • Do you like surprises?
  • What kind of gifts do you like to receive the most?
  • Is there anything that you are eyeing at the moment?
  • What is there in your online shopping wishlist at the moment?
  • Did you ever go to summer camp?
  • Have you ever been in a relationship that was abusive – both physically and mentally?

Intimate Questions to Ask Your Boyfriend

Intimate Questions to Ask Your Boyfriend

What is a romantic relationship without intimacy? Nothing, right?

These sensual and freaky questions to ask your boyfriend over text can create the right mood for a steamy time with him!

  • What if I tell you that I’m not wearing anything underneath my bathing robe? Will you come over right now?
  • Do you know what I like doing seeing your pictures? Touching myself. Do you want to send me one selfie right now, or do you want to come and meet me now?
  • I’m sleeping naked on my bed right now. Do you want a picture of me, or do you want to come here and see it in person?
  • Do you know what I’m wearing right now? Nothing. Want to see me like this? Come to me NOW!
  • What if I tell you that my parents are out of town and I’m all alone at home right now? Want to come and meet me?
  • What dirty things would you do to me if I were with you now?
  • If you were with me now, what dirty things do you want me to do to you?
  • If we were alone, where do you want me to touch you first? Where next would you want me to touch you?
  • Do you know how sexy you are? Whenever I look at your picture, I cannot stop touching myself
  • What are you wearing right now? I want to see you. Can you send me a picture of yours?
  • Where do you want to kiss and touch me if you get the chance?
  • Imagine you were in bed with me right now, and we both are naked. What would we do you think?
  • Imagine being with me in bed. Would you like to explore my body?
  • If you were alone with me at home, where would you like to start: the upper portion of my body or the lower portion?
  • I want to have rough sex with you now. How about tearing my clothes and making me naked? How about you use only your teeth?
  • Whenever I’m with you, I can’t think straight. All I can think of is your hot naked body over mine. Do you want to come over?
  • Do you know how horny you make me just by looking at me?
  • Do you know how I get turned on just by seeing your name on my phone?
  • Do you know how I want to be with you just by reading your texts?
  • Let’s play a game. I will ask you something, and if you guess it right, I’ll be all yours tonight. So, can you tell me what color lingerie I’m wearing right now?
  • Do you know how I love your tongue on me?
  • Can you show me what more you can do with your tongue other than kissing me?
  • If you could see me right now, what pose would you like to see me in?
  • I love what your fingers can do. Can you show me again, now?
  • I love your hands on my body. But, unfortunately, my boobs are feeling lonely and missing your hands on them. Can you come over?
  • If given a chance, would you like to blindfold me or tie me up with a ribbon?
  • Would you like to have breakfast with me the next time you spend the night with me? How about I wear nothing under the apron and serve you food?

Dirty Questions to Ask Your Boyfriend

Dirty Questions to Ask Your Boyfriend

Do you want to make the first move and ask your boyfriend some dirty questions that can increase the temperature of your conversation?

Scroll down!

  • Do you have any intimate secrets that you haven’t shared with anyone? What is it? Can you share it with me?
  • When you saw me for the first time, what did you notice first?
  • What were your thoughts about me when you saw me for the first time?
  • Did you find me attractive at first sight?
  • Did you think that we would be dating in the next few months when you saw me for the first time?
  • What attracted you the most: my boobs or my butt?
  • Would you like to spend the night with me?
  • Would you like to have sex with me in our car?
  • Would you like to have sex with me in our kitchen?
  • Would you like to have sex with me in the shower?
  • What is your best sex position with me?
  • Is there any position you have seen in some magazine and want to try with me?
  • How many sex positions have you tried yet?
  • What, according to you, is the best sex position?
  • What, according to you, is the worst sex position?
  • Which sex position, according to you, gives the most amount of pleasure?
  • What are your views on threesomes?
  • Have you ever indulged in a threesome?
  • Do you ever want to try a threesome?
  • Would you like to grab me in the butt, or would you like to grab me in the boobs?
  • What are your thoughts on BDSM?
  • Would you like to try BDSM with me?
  • Have you watched Fifty Shades of Grey? Are there any sex positions from the movie that you want to try with me?
  • What are your views on role play?
  • Would you like to try role play with me?
  • Imagine we are role-playing. What role would you like me to play? And what role would you choose for yourself to play?
  • Would you rather be submissive or dominant?
  • What is your favorite fantasy?
  • Are there any of your fantasies that you want to recreate with me?
  • What are your views on fetish?
  • Do you have any fetishes?
  • How many places have you had sex till now?
  • What is the one place where you enjoyed having sex the most?
  • Have you done anything during sex that you didn’t want to do in the first place?
  • What is your dirtiest fantasy?
  • Have you ever received any offer to have sex with a stranger?
  • Have you ever had sex for money?
  • Have you ever had sex where there were no feelings involved?
  • How many one-night stands did you have?
  • Have you ever had sex with someone while being so drunk that you cannot ever remember the name of the person once getting sober?
  • Have you ever had sex on the beach? Would you like to try it with me?
  • Would you like to have sex with me in some private pool?
  • What do you like more: rough sex or slow sex?
  • Are you always up for a quickie?
  • Is there any ex of yours that you still have feelings for? Be honest
  • Would you like to have a sex marathon tonight?
  • How many times can you come in one night?
  • What is the longest that you were up?
  • Do you think that size matters to me?
  • Are you conscious of your size?
  • Do you like keeping the lights on, or do you like them off?
  • Do you like to be on top, or do you not mind if I’m on top?
  • What are your views on foreplay?
  • Do you like to play music while you are doing the action? What kind of music do you like at that time?
  • Do you have a sex playlist? If not, then would you like to have one?
  • What, according to you, was the biggest surprise that you got from me?
  • Do you watch porn?
  • How often do you watch porn?
  • Is there any porn movie that you like the most?
  • Would you like to enact your favorite porn movie with me?
  • Have you ever taken nudes of yourself and then sent them to someone mistakenly?
  • What are your views on sex tapes?
  • Would you like to create our sex tape?
  • What is the highest number of condoms that you have used in one night?
  • What are your thoughts on sex toys?
  • Have you ever used any sex toys?
  • Do you own any sex toys? What is it?
  • Is there any sex toy that you want to buy?
  • Would you like to use sex toys on me?
  • How about I use sex toys on you?
  • What is the longest that you have gone without sex?
  • When was the last time you masturbated?
  • How often do you masturbate?
  • Has anyone ever helped you to masturbate?
  • What and whom do you think about when you masturbate?
  • What is the average time that you take to cum?
  • What, according to you, is the most embarrassing sexual experience you have had?
  • Have you ever done something in bed that you regretted later?
  • What, according to you, is the time that should be given to foreplay?
  • How soon can you make your partner cum?
  • Has it ever happened to you that you and your partner came together?
  • If I ask you to rate me on a scale of one to ten, how much would you rate me for my sexual moves?
  • How flexible do you think I am?
  • Do you enjoy having sex with me?
  • What do you prefer more: silent orgasms or loud orgasms?
  • When did you experience the best orgasm of your life?
  • Has your partner ever faked an orgasm? How did you know it was fake?
  • At what age did you masturbate for the first time? How was your experience?
  • At what age did you lose your virginity? Who was it?
  • What is the one thing that you enjoy the most during sex?
  • How many sexual partners have you had to date?
  • Can you remember any incident where you had sex, but things didn’t go as you planned and turned out to be an extremely awkward sex session?

Do you have a foot fetish?

Freaky Questions to Ask Your Boyfriend Over Text

Freaky Questions to Ask Your Boyfriend Over Text

Set the mood on fire with these sexy questions!

  • On a scale of one to ten, how much do you like making out with me?
  • Do you always think about having sex? If not, how often?
  • Am I a good partner for sex?
  • What is the most sensitive part of your body?
  • Where do you like me to massage you the most?
  • Where do you want to get touched during sex apart from your ‘thing’?
  • How much do you like the touch of my naked body below yours?
  • What, according to you, is the easiest sex position but offers the most satisfaction?
  • Are you more into trying new sex positions every time we have sex, or are you into sticking to the same old positions that offer the greatest pleasure?
  • Have you ever paid someone for sex?
  • What time of the day do you feel aroused the most: early morning or evening?
  • Do you like to see yourself when you are doing the deed?
  • Would you like it if there were mirrors in front of the bed?
  • Do you like girls with big boobs or girls with a big butt?
  • Have you ever visited a strip club? How was your experience? Did you like it?
  • What is the one kind of music that sounds perfect while you are doing the deed?
  • Do you like to explore new places for sex?
  • What is the weirdest place you have been intimate with your partner?
  • Do you think we match in bed?
  • How good do you think we are with each other?
  • If I allow you to use three words, how would you like to describe your ‘thing’?
  • Where do you like to talk dirty the most: Facetime, texts, or phone calls?
  • Have you ever made out with someone in the movie theatre?
  • Have you ever had sex while watching a movie in a theatre?
  • How do you go to sleep? Do you wear anything or do you wear nothing?
  • What is the color of the underwear that you are wearing now?
  • How about you come to my house, and I rip you off your underwear, now?
  • Are you up for a round of rough sex now? Come over
  • I miss your hot and sexy body over mine. Can you come over?
  • How long can you go without sex?
  • What is the one movie that you have liked a lot for its hot intimate scenes?
  • Do you think you can recreate a scene from your favorite adult movie with me?
  • How naughty do you think you are in bed?
  • If you could rate your hotness in bed on a scale of one to ten, how much would you score yourself?
  • Do you like having sex in unconventional places?
  • Have you ever had sex in public?
  • Do you want to have sex with me in public?
  • Have you ever got caught while in the act?
  • Can you describe the best sex of your life in three words?
  • Would you like to wake up next to me in the morning tomorrow?
  • When you first see me in the morning sleeping right beside you, what is the first thought that comes to your mind?
  • Do you think I lack something in bed? What is it?
  • Which of my moves do you like the most?
  • Do you like the taste of my lips? What does it taste like?
  • How do you feel when I press my lips against yours?
  • How do you feel when I press my naked hot body against yours?
  • Would you like to feel me now? Come over
  • Would you like to have a hot shower with me now? Come over
  • How about cuddling together, touching each other, and saying dirty things to each other now?
  • Are you ready for a steamy love-making session?
  • What, according to you, is my best bedroom move? How much would you rate it on a scale of one to ten?
  • Is there anything specific that I haven’t done in the bedroom but that you desperately want me to do? What is it?
  • Can you remember the first sexual thought that you had about me?
  • What did you think when you first saw me naked?
  • How often do you have wet dreams?
  • How often do you see me in your dirtiest of dreams?
  • What is the dirtiest thing that you imagined doing to me? Can you show me now?
  • Can you guess what color panty I’m wearing right now? Do you want to remove it with your teeth? Come over
  • Would you like to see me touch myself?
  • Is it okay for you if we laugh in the bedroom, or do you like to keep things serious in the bedroom?

Also Read: 230 Spicy Questions to Ask Your Boyfriend

Relationship Questions to Ask Your Boyfriend

Relationship Questions to Ask Your Boyfriend

There are so many questions that you may have about your relationship. This is the perfect time for you to ask your boyfriend and see what he thinks.

  • What, according to you, is the best part of our relationship?
  • Do you think we are a match made in heaven, or do you think we don’t match?
  • What do you like the most about our relationship?
  • What, according to you, is the one thing that I can do to make our relationship much better?
  • What, according to you, is the one thing that we lack in our relationship?
  • How do you feel when we walk together – hand in hand?
  • Do you think we need to have more sex?
  • Do I match your needs?
  • Do you think we are adopting each other’s bad habits?
  • Is there anything that you think I should know about you?
  • What would you do if someone came to you and said something bad about me?
  • Would you believe if someone says to you that I have been seeing someone else?
  • Do much do you trust me?
  • Do you see your future with me?
  • Where do you see us in the next five years?
  • Do you think we make a cute couple?
  • Do your friends like me?
  • Would you like to introduce me to your family, or do you think it’s too early for that?
  • Do you think your family will accept me?
  • Are you happy with the bond we share?
  • What are the parts of our relationship that you think we need to work on?
  • How often do we meet in your dreams?
  • Do you remember the first time you saw me in your dreams?
  • How do you feel when I go on telling you about how my day was? Do you feel bored?
  • Does it irritate you when I talk a lot?
  • Do you like it when I ask you to meet my family, or do you hate it?
  • How do you feel when I make plans with my friends?
  • How do you feel when I ask you to go on double dates with my friends?
  • How crazy are you about me?
  • Do you think I complete you, or are we just a good match?
  • What is the longest you can go without talking to me?
  • How do you feel when I stop talking to you after an argument?
  • How do you feel when you apologize to me after a fight?
  • How do you feel when I nag?
  • Do you think we spend enough time with each other?
  • How do you feel when I surprise you?
  • How do you feel about going on sudden dinner dates with me?
  • What is the one thing that you wish we had in our relationship?
  • Do you think we are changing each other in good ways?
  • Do I make you feel appreciated?
  • What can I do for you to make you feel loved?
  • What, according to you, is a perfect kind of date?
  • Would you like to go on holiday with me?
  • If you can travel to a place where there is no one except us, how would you like the place to be?
  • What, according to you, is the perfect setting for a dinner date?
  • What is the one thing that I do you like the most?
  • Is there anything that you want me to do more often?
  • Do you remember what I was wearing the day we met for the first time?
  • Do you remember where we went on our first date?
  • How did you feel when you were on a date with me for the first time?
  • What, according to you, is the best date that we have till now?
  • What is the saddest memory that you have of our relationship?
  • What, according to you, is the worst thing about our relationship?
  • Will you support me every step of the way?
  • Will you be there for me when I need you the most?

Flirty Questions to Ask Your Boyfriend

Flirty Questions to Ask Your Boyfriend

Being a little flirty with your boyfriend never hurts, right?

  • What, according to you, is the best part of my body?
  • How much would you rate my figure on a scale of one to ten?
  • What do you think I look better in –  short hair or long hair?
  • What type of dress suits me best?
  • If you get the chance to dress me up for our next dinner date, what would you like to dress me in? And how about my hair?
  • Would you like it if I took you out on a date?
  • What if I made the first move in our relationship? Would you like it?
  • Do you like to see me wearing thongs? Come over
  • If I give you some oil and ask you to give me a massage, which part of my body would you like to start from?
  • Would you like to feel my body now? Come over
  • If I go to work one day and come back home stressed out, what would you do to me to help me destress?
  • When do you think I look my best?
  • Do you love to see me with makeup or without makeup?
  • Would you like to spend the rest of the night with me?
  • How do you feel when I take the initiative to sext you?
  • How do you feel when you catch other guys checking me out?
  • Have you ever felt jealous? When was it?
  • Do you feel possessive when I talk to my male friends, or are you okay with it?
  • How did you feel when you introduced me to your friends?
  • Do your friends like me or not?
  • What do you find the most irresistible quality in me?
  • What are your thoughts about me? Do you think I become jealous or possessive easily?
  • Do you like it when I act possessive about you?
  • How good are you at initiating sexting? Can you give me an example?
  • How good are you at talking dirty? Can you give me an example?
  • If I tell you that I will wear whatever you want me to wear tonight, what would you choose for me?
  • Would you ever cook me my favorite dish?
  • Would you ever make bed tea for me?
  • Has it ever happened that you bragged about me to your friends?
  • What is the one thing in me that makes you turn on instantly?
  • How would you describe my body using three words if I asked you to describe it?
  • Do you want to know what I’m doing right now?
  • How about some action tonight?
  • Would you be there for me whenever I want you by my side?
  • Where is my place on your priority list?
  • Can you relate our relationship to some song? Which song is it?
  • What do you think I’m more: cute or sexy?
  • Can a single touch of mine turn you on, or do you need some more?
  • Have you ever imagined me naked before we started dating?
  • What is the difference between your imagination of my body and in real?
  • Which is the one body part that you think I should flaunt more?
  • What is the quirkiest thing about me?
  • What is the weirdest thing about me?
  • What is the funniest thing about me?
  • Do you think I can make you laugh?
  • Are you happy with me?
  • How happy are you with me? Rate your happiness on a scale of one to ten
  • Do you like pulling my leg?
  • Is there any movie that you want to watch with me?
  • The story of which movie is somewhat the same as ours?
  • If, in the future, I need to move to a different country or city, would you still stay in a long-distance relationship with me?
  • What is that point that you thought that you wanted us to be official?
  • What has been your favorite moment with me till now?
  • Is there anything that you want to know about me but haven’t asked me yet?
  • Do you want to know if I have any secrets?
  • Are you afraid of losing me?
  • How strong is our relationship, according to you?
  • What is the best gift that you think I can give you?
  • Have you ever thought of living without me?
  • What do you think your world would look like without me?
  • Do you think I’m evil?
  • When was that one time that I did something that hurt you the most?
  • Do you think we complete each other?
  • What is the best memory you have of our relationship?
  • Do you think our relationship will survive all the tests life throws at us?
  • Would you like to take me to your favorite place?
  • Where do you like to kiss me the most?

Read More: 14 Definitive Ways To Get Over Being Cheated On

Conclusion

These freaky questions to ask your boyfriend over text are all you need to create the mood for a sexy night with him! Did you like the questions?

Don’t forget to let me know how he reacts!

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