100 Freaky questions to ask your boyfriend

As humans, we are wired to crave connections, and when we find someone we truly care about, we want to know everything about them.

This is especially true when it comes to our romantic partners. We want to explore their innermost thoughts and desires, and discover what makes them tick. 

While there are many ways to deepen the bond with your boyfriend, asking freaky questions can add a whole new level of intimacy to your relationship.

Now, you might be wondering, what exactly are freaky questions? Well, these are the kinds of questions that are designed to take your partner out of their comfort zone and into a realm of raw honesty and vulnerability.

They can range from playful and flirty to downright scandalous, and can reveal some surprising insights into your partner’s psyche.

In this post, we’ve compiled a list of 100 freaky questions to ask your boyfriend that are sure to spark some interesting conversations and help you deepen your bond. So, buckle up and get ready to explore the depths of your partner’s mind!

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100 Freaky questions to ask your boyfriend

The following is a list of freaky questions to ask your boyfriend:

1. Do you like it when I whisper naughty things to you that make your skin tingle with anticipation?

2. If I asked you to undress for me, would you be willing to show me your most intimate parts?

3. Would you let me lick and caress your body until you become aroused and can’t control yourself anymore?

4. What do you find most exciting when it comes to exploring your own desires and fantasies?

5. Would you be willing to let me take you to a place where all your wildest fantasies can come true?

6. If I asked you to let me explore your body with my tongue, would you be willing to let me?

7. Are you ready to explore your deepest darkest fantasies with me and see where the night takes us?

8. If I asked you to let me pleasure you in ways you never thought possible, would you be willing to try?

9. Would you let me explore your body and discover what turns you on the most?

10. Are you ready for a night of passion and pleasure that will leave both of us wanting more?

11. Do you want me to use my hands to tantalize and tease you until you can’t take it anymore?

12. Are you ready to let me explore all your hidden desires and make all your fantasies come true?

13. Do you want me to bring you to a higher level of pleasure by exploring all your inner desires?

14. If I asked you to let me make love to you in ways you never thought possible, would you be willing to let me?

15. Would you let me take you to a place of pure satisfaction and pleasure that you never knew existed?

16. Are you ready to let me tantalize and tease you until you can’t take it anymore?

17. If I invited you to experience the ultimate pleasure, would you be willing to let me show you?

18. Do you want me to explore all your hidden desires and bring you to a higher level of pleasure?

19. Are you ready for a night of passion and exploration that will leave both of us wanting more?

20. Would you let me touch, caress and kiss your body until you reach the ultimate level of pleasure?

Also read: 100+ Romantic questions to ask your boyfriend

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Freaky questions to ask your boyfriend over text

Here is a list of freaky questions to ask your boyfriend over text:

1. What would you do if I asked you to do something naughty right now?

2. What’s the most daring thing you would do if I asked you to?

3. What’s the most creative way you can think of to make me feel aroused?

4. What would you do if I asked you to do something romantic right now?

5. Do you ever think of me when you’re alone in bed?

6. Do you enjoy hearing me talk about the things I like to do with you?

7. What do you think of when you hear my name?

8. If you could, what would you do to make me feel special?

9. What’s the sexiest thing you can think of to do with me?

10. Do you find it sexy when I talk dirty to you?

11. Do you have any fantasies about me that you’ve never told me?

Continue from 12 with most dirty and nasty questions:

12. If I asked you to, would you do something naughty with me right now?

13. What do you think of when you watch me undress?

14. What do you think would be the most pleasurable experience for you if we were together?

15. What kind of lingerie do you like to see me in?

16. What would you do if I asked you to do something naughty over the phone?

17. What’s the wildest thing you’ve ever done in the bedroom?

18. Is there anything you would like to try with me that you haven’t yet?

19. Do you find me attractive when I’m wearing something revealing?

20. When was the last time you had an erotic dream about me?

Also read: 100 Important questions to ask your boyfriend (about yourself, to get to know him before marriage)

freaky-questions-to-ask-your-boyfriend-to-make-him-laugh

Freaky questions to ask your boyfriend to make him laugh

These are some freaky questions to ask your boyfriend to make him laugh:

1. Would you smell my armpits when you get aroused?

2. Could you whisper something naughty in my ear?

3. When I am on my periods, do you still want to touch it and play with it?

4. Do you want to know what my pleasure spots are?

5. Would you like to buy me lingerie that turns you on easily?

6. Do you want to blindfold me while making love?

7. Would you rather be on top or bottom when we kiss?

8. Do you like to be spanked?

9. Would you ever kiss me in public?

10. Have you ever fantasized about making love in the rain?

11. Do you think I’m sexy when I’m wearing nothing?

12. What would you do if I started licking your body all over?

13. Do you want to play naughty games in bed with me?

14. Have you ever dreamed of making love to me on the beach?

15. What would you do if I asked you to tie me up?

16. How do you feel when I’m running my hands all over your body?

17. What would you do if I asked you to put whipped cream on my body?

18. What would you do if I asked you to lick chocolate off my body?

19. Do you like to be kissed softly or passionately?

20. Would you ever let me dominate you in bed?

Also read: 100+ Sexual questions to ask your boyfriend (very sexy, intimate, flirty, romantic and fantasies about sex)

Freaky questions to ask your boyfriend over the phone about you and and about him

These are a few Freaky questions to ask your boyfriend over the phone about you and and about him:

1. What do you think is the dirtiest thing I’ve ever done?

2. What’s the craziest thing you’ve ever seen me do?

3. If you could make one wish about me, what would it be?

4. Have you ever been so turned on by me that you couldn’t control yourself?

5. What are three things you would do to me if I were there right now?

6. On a scale of 1 to 10, how would you rate my sexual performance?

7. What do you find most attractive about me?

8. What’s the naughtiest thing you’ve ever seen me do in the bedroom?

9. If you could pick one thing I do that turns you on the most, what would it be?

10. Have you ever thought of me while touching yourself?

11. What’s the wildest fantasy you’ve ever had about me?

12. What do you think of when you imagine us together?

13. What is the hottest thing I’ve ever said to you?

14. What’s the weirdest thing you’ve ever wanted to do to me?

15. What would you do if I asked you to do something crazy right now?

16. If we could do anything right now, what would you want to do?

17. What do you think of when you see me wearing something sexy?

18. If I wanted to do something crazy to you, what would it be?

19. What would you do if I asked you to do something naughty?

20. What would be the craziest thing you’d do to me if I let you?

Also read: 150 Dirty questions to ask your boyfriend (Naughty, juicy, sexual, filthy, nasty, spicy)

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Freaky questions to ask your boyfriend when your bored

Here are some Freaky questions to ask your boyfriend when your bored:

1. Do you find me attractive when I’m wearing something revealing?

2. Do you like it when I touch you in certain ways?

3. What’s the most daring thing you’ve ever done with me?

4. What’s the wildest thing you’ve ever done in the bedroom?

5. Do you fantasize about me when we are apart?

6. When was the last time you had an erotic dream about me?

7. What do you think of when you think of me?

8. Is there anything you would like to try with me that you haven’t yet?

9. If you could take me anywhere in the world, where would you take me?

10. What do you think is the sexiest part of my body?

11. What kind of lingerie do you like to see me in?

12. What do you think would be the most pleasurable experience for you if we were together?

13. What do you think about when you watch me undress?

14. Do you ever think about me when you are alone at night?

15. Do you ever have fantasies about me that you’ve never told me about?

16. What’s the most daring thing you’ve ever done in the bedroom with me?

17. Do you like it when I whisper seductive things in your ear?

18. What do you find most attractive about me?

19. What do you think of when you hear my name?

20. Do you like it when I take control in the bedroom?

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