Fun and Freaky Questions to Ask Your Boyfriend

PDF download Download Article
PDF download Download Article

So, you want to spice things up with your boyfriend? You’re in the mood and want to get him feeling it too without it getting awkward. There’s no shame in talking or texting sexy to your boyfriend, especially when you want to have some fun! Maybe you want to up the antics with some flirts or juicy questions that’ll make his mind wander. Either way, we’ve compiled a list of freaky questions you can ask your boyfriend.

This article is based on an interview with our licensed psychosexual therapist, Jacqueline Hellyer, founder of The Love Life Blog and The LoveLife Clinic. Check out the full interview here.

1

“Do you want to know what I’m wearing?”

PDF download Download Article
  1. You could be sitting at home in your comfiest pjs or trying on your newest lingerie. Either way, let him know you’re thinking about spending some time with him later.
    • Add a “😏” or “😘” to the end of your text to make it extra flirty.
    • To make him even more crazy, send him a picture!
    • Feeling extra sexy? Text him “Guess what color my lingerie is?”
    2. Advertisement
2

“What is your favorite position?”

PDF download Download Article
  1. Licensed psychosexual therapist Jacqueline Hellyer stresses the importance of "communicating with each other on and off the bed to know what’s working." If you’re comfortable, explore his favorite position with him, and who knows? Maybe you’ll find something new you like too!
3

“What movie scene turns you on?”

PDF download Download Article
  1. Perhaps you’re simply curious as you’re curled up next to your boyfriend on the couch, or you’re looking for a way to spice up the bedroom. His answer to this question can open a playful conversation and ease you both into talking more about your sexualities. [1]
    2. Advertisement
4

“What’s one thing I can do right now that’ll drive you wild?”

PDF download Download Article
  1. Maybe he just got home and you’re ready to take him then and there, or you’re texting him at work and can’t stop thinking about him. Either way, drive him crazy with this freaky question and let your imaginations run wild.
5

“Do you check me out when I walk away?”

PDF download Download Article
  1. Let his mind wander to you, which will hopefully get you in the mood. Add a little wink to the question, a sexy pose, or a “😏” if you’re texting him. [2]
    2. Advertisement
6

“What’s your favorite part of my body?”

PDF download Download Article
  1. Get a little frisky and have him touch the body part, as long as you're comfortable, or text him back a flirty reply telling him to get ready to see it later. [3]
7

“Have you ever had a dream about me?”

PDF download Download Article
  1. Maybe you’re resting your head on his chest after a pleasurable night, or are curled up with him on the couch. Fill any silence with this sweet question to get him blushing.
    2. Advertisement
8

“What’s your sexiest fantasy?”

PDF download Download Article
  1. This is a great way to learn more about him and get an idea of what he may like in the bedroom. Is he into BDSM? Does he have a sex fantasy with food? Not only can this give you ideas on how to up the antics next, but it can help you both feel more comfortable talking about sex. [4]
    • Be upfront with your boyfriend and tell him what you are and are not comfortable with. Honesty is, and always will be, the best policy, especially when it comes to relationships.
9

“Do you have any kinks or fetishes?”

PDF download Download Article
  1. There’s no shame in having a few sexual quirks, so why not ask your boyfriend if he has any? It’s important to talk openly with your partner about sex, especially if they like doing things a bit differently than you. [5]
    2. Advertisement
10

“Where’s the weirdest place you’d want to have sex?”

PDF download Download Article
  1. Each time will be different. Sex with your boyfriend is more than itching a scratch, it’s creating an experience of fun and pleasure that you both can enjoy. [7] So, let your imaginations run wild and see if you both have the same fantasies. And who knows? Maybe you’ll find a new favorite spot!
    • Sex is natural, so don’t be afraid to talk to your boyfriend about it! You do it together, so why hold back your curiosities?
11

“Would you rather have sex in the shower or in a pool?”

PDF download Download Article
  1. A frisky, quick game of “Would You Rather” can put you both in the mood all while learning more about each other’s sexuality. Keep things classy, or dive into wildly sexy scenarios. Have fun and don’t be afraid to ask him anything! Here are some other questions you can ask: [8]
    • “Would you rather go to the grocery store in your underwear or go to the beach nude?”
    • “Would you rather receive a sexy text message or a sexy nude photo?”
    • “Would you rather kiss someone in the dark or make out in a public setting?”
    • “Would you rather have sex in a smelly bathroom or on a stain-covered bed?”
    2. Advertisement
12

“What do you like most about when we have sex?”

PDF download Download Article
  1. Don’t be afraid to ask your boyfriend what he likes and dislikes about having sex—and make sure to ask yourself the same thing too! The sexual experience will be even better just by talking about what it is you both want. Go through the motions physically and verbally. [9]
13

“How do you feel when we have sex?”

PDF download Download Article
  1. Being in tune with what you’re feeling before, during, and after sex can help you get the most out of your time together. Ask your boyfriend how he feels about sexy time, and do the same to yourself. Focus on inward feelings rather than what you’re outwardly experiencing. Try asking yourself these questions the next time you’ve had or are thinking about having sex: [10]
    • “What am I feeling right now?”
    • “What do I want to hear?”
    • “What am I expressing?”
    2. Advertisement

Quiz Pack: We’ve handpicked these quizzes just for you.

You’ve read the article, now get personalized advice with wikiHow Quizzes. Each quiz is carefully researched and even endorsed by experts. Have fun and get the expert advice you need!
1
Do I Have a Dirty Mind Quiz
2
Am I a Good Kisser Quiz
3
Am I Naughty Quiz

Expert Q&A

Ask a Question
200 characters left
Include your email address to get a message when this question is answered.
Submit
      Advertisement

      Tips

      • There is absolutely nothing wrong with talking “dirty” with your boyfriend, so why do we call it “dirty talk?” The negative energy around the phrase can make you feel like you’re doing something wrong, but you’re not! Talking sexy with your boyfriend is fun, playful, healthy, and completely and 100% normal. So, ditch “dirty talk” because having some sexual fun with your boyfriend is not “dirty” at all. [11]
        Thanks
        Helpful 3 Not Helpful 0
      Submit a Tip
      All tip submissions are carefully reviewed before being published
      Name
      Please provide your name and last initial
      Submit
      Thanks for submitting a tip for review!
      Advertisement

      You Might Also Like

      170+ Deep, Heartfelt & Passionate Love Messages to Send Your Guy
      How to
      Make Your Girlfriend Want to Have Sex With You
      How to
      Turn a Girl On
      45 Sweet Paragraphs That’ll Make Your Girlfriend Cry
      150+ Romantic & Funny Questions to Make Your Boyfriend Laugh
      How to
      Prepare for Your First Time for Guys
      28 Funny Jokes to Tell Your Girlfriend
      How to
      Find Out if a Guy Secretly Likes You
      How to
      Tell if Your Boyfriend Is Gay
      Signs a Woman is Sexually Attracted to You
      Romantic and Thoughtful Texts to Send to Your Boyfriend to Make Him Feel Special
      How to
      Create Sexual Tension
      How to
      Tell if Someone Has a Dating Profile
      24 Different Ways to Kiss Your Boyfriend (and Be a Better Kisser)
      Advertisement

      References

      1. ↑ https://www.refinery29.com/en-us/couples-questions-sexy-talk
      2. ↑ https://www.refinery29.com/en-us/couples-questions-sexy-talk#slide-4
      3. ↑ https://popculture.com/lifestyle/news/21-fun-and-sexy-questions-to-ask-your-partner/#1
      4. ↑ Jacqueline Hellyer. Licensed Psychosexual Therapist. Expert Interview. 15 October 2021.
      5. ↑ Jacqueline Hellyer. Licensed Psychosexual Therapist. Expert Interview. 15 October 2021.
      6. ↑ Jacqueline Hellyer. Licensed Psychosexual Therapist. Expert Interview. 15 October 2021.
      7. ↑ Jacqueline Hellyer. Licensed Psychosexual Therapist. Expert Interview. 15 October 2021.
      8. ↑ https://ponly.com/dirty-would-you-rather-questions/
      9. ↑ Jacqueline Hellyer. Licensed Psychosexual Therapist. Expert Interview. 15 October 2021.
      1. ↑ Jacqueline Hellyer. Licensed Psychosexual Therapist. Expert Interview. 15 October 2021.
      2. ↑ Jacqueline Hellyer. Licensed Psychosexual Therapist. Expert Interview. 15 October 2021.

      About This Article

      Thanks to all authors for creating a page that has been read 64,051 times.

      Did this article help you?

      Advertisement