Last Updated on March 13, 2023 by Alexander Burgemeester
When you’re dating someone, it’s important to prioritize keeping the relationship fresh and exciting. In addition, having good sex starts with having good conversations. You want to know each other’s preferences and desires.
Sometimes that can come down to asking the right question.
Staying flirty keeps things fun and mysterious. It also helps you discover new parts of your partner that you might not have otherwise known. So if you’re feeling edgy or curious, consider giving some of these tried-and-true sexual questions to ask your boyfriend a try.
43 Sexy Questions to Ask Your Boyfriend
While we all have different definitions for what makes something sexy, most of us agree that attraction comes from a combination of an emotional and physical connection.
When you like someone, you feel attracted to their energy and personality. You enjoy their company and want to be even closer to them.
Here are some sexy questions you can ask your boyfriend to really get the discussion going. Feel free to ask them in person or when texting!
- What is your all-time favorite sex position?
- What was the last dirty dream that you remember having?
- What’s the sexiest outfit I wear?
- What makes a woman sexy to you?
- What’s one thing that’s an instant turn-on for you?
- What’s the sexiest color underwear I could wear for you?
- How would you describe your sex drive?
- How would you react if I showed up at your place naked right now?
- What’s the most attractive trait a woman can have?
- Do you prefer having sex with the lights on or off?
- What do you find most attractive about me?
- What do you think about when you’re touching yourself?
- What’s your favorite thing to do after sex?
- What makes our sex life most exciting?
- How do you feel when I’m on top?
- Do you like watching us in the mirror when we’re having sex?
- What do you think we could do to spice things up in the bedroom?
- What’s one word you’d use to describe my body?
- What was the best sex we’ve had together (so far)?
- Do you like being kissed during sex?
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- What’s something I don’t even realize I do that turns you on?
- What did you think the first time you met me?
- How horny do you feel at this exact moment?
- If we were locked in a room together for 24 hours, how would you want to spend that time?
- Do you like spontaneous sex, or do you prefer building up the anticipation?
- Does any of my perfume turn you on?
- When do you feel the most attractive?
- Do you ever feel so distracted by me that you can’t focus on something else?
- How does sex with me feel?
- What’s something unconventional that you find incredibly sexy?
- Have your sexual fantasies changed over time? How so?
- Have you ever been embarrassed by how attracted you felt by someone?
- What’s the best part of having sex with me?
- How well do I know how to pleasure you?
- What is the sexiest thing about me?
- What is the best part of our sex life?
- Can you tell me exactly how you want me to touch you right now?
- Have you ever just wanted to completely tear my clothes off?
- If we were out in public and I was in the mood, what would you do?
- Would you ever send me a naked picture of yourself?
- How loud do you like me to be in the bedroom?
- What’s the most sex you think you could have in one day?
- Do you even realize how sexy you are to me?
25 Dirty Questions to Ask Your Boyfriend
Dirty questions push the envelope a bit more than typical, sexy questions. They tend to be more focused on sex and explicit in nature. These questions can be good to ask if you’re trying to turn your boyfriend on or really set the mood.
- How would you feel if I gave you a lap dance right now?
- If you could have a one-night stand with anyone right now, who would you choose?
- What would you do if I was a stranger, and you met me in a bar?
- Do you like when I wear lingerie? Which kind is your favorite?
- Do you want me to sext you during the day?
- Do you ever masturbate thinking of me?
- What does it feel like when you’re inside me?
- Where’s somewhere we should have sex in our home?
- Have I ever really turned you on while we were out in public?
- How would you feel using a vibrator on me?
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- What’s the best memory you have of us having sex?
- Would you want to go to a sex shop with me?
- Do you tend to like things rough or gentle?
- Can I pull your hair the next time we’re having sex?
- What part of my body do you want to lick the most right now?
- Would you let me try any of my sex toys on you the next time we have sex?
- Should we try something different in bed tonight? If so, what?
- What sexy song always makes you think of me?
- Can you describe how you feel just as you’re about to orgasm?
- How would you feel if I just sat on your face right now?
- Can you tell me exactly what you’d do to make me orgasm right now?
- Have you ever fantasized about me hooking up with someone else?
- How fast can you give yourself an orgasm?
- When was the last time you masturbated?
- What do you think you’re most skilled at doing in the bedroom?
27 Random Freaky Questions to Ask Your Boyfriend
If dirty questions push the envelope, these random, freaky questions open a new envelope altogether.
These questions are best to ask if you two already have an established sex life. Your motives here should be simple and straightforward: you want to understand his deepest desires and fantasies more than you already do.
Here are some sample questions to get you started.
- If you had to eat any food off of me, what would you choose?
- How do you feel about body hair? Do you prefer it natural, shaved, or something else?
- Will you text me the next time you masturbate?
- How do you feel about tying me up the next time we have sex?
- What’s the naughtiest thing you’ve fantasized about doing to me?
- What are your thoughts about anal sex?
- Would you ever want someone else to watch us have sex?
- If I tied you up, what would you hope I did first?
- Would you ever want to film us having sex?
- Is there anything really taboo that turns you on?
- If you had the chance to have an orgy, would you consider it?
- In your opinion, what would really take our sex life to the next level?
- What’s the strangest way I could turn you on instantaneously?
- What’s something you’ve always wanted to try with me?
- Do you have any fantasies you know you’d never actually carry out in real life?
- Do you ever want me to be rougher with you in bed?
- Would you wear a blindfold if I wanted to do that tonight?
- How horny do you get when I talk dirty to you in the middle of the day?
- Would you ever want to try to have sex at work?
- Do you want me to dominate you tonight?
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- Would you ever want to try plugging?
- Would you ever consider having sex with someone much older than you?
- Do you prefer me wearing a specific kind of underwear or going commando?
- Will you give me a hickey right now?
- Can I just run my hands all over your body right now?
- How do you feel when I moan your name?
- Do you want people to hear us having sex?
31 Juicy Questions to Ask Your Boyfriend
Juicy questions can be exciting because they are more indirect than the freaky or dirty categories. They leave more room for the imagination, which can build anticipation and really drive up the desire before hooking up.
Juicy questions may also feel more comfortable if you’re not ready to ask very specific questions just yet. They can serve as a helpful starting point for communicating about your sex life.
- What makes someone a really good kisser?
- How do my lips taste to you?
- Have you ever been caught having sex? What happened?
- Do you ever feel like spanking me out of nowhere?
- If I told you I was wearing edible underwear right now, what would be the first thing you do?
- If I wanted a full-body massage, which body part would you focus on first?
- Would you ever want to have sex in front of other people?
- When was a time you were super horny but couldn’t do anything about it?
- What’s your record of how many times you’ve had sex in one day?
- What is your absolute favorite kind of foreplay?
- Have you ever wanted to pull my hair?
- If we had to watch porn together, what kind of video would you choose for us to watch?
- What makes sex 10/10 for you?
- Have you ever slept with someone when you knew it was a really bad idea?
- Would you rather give or receive?
- What’s one song that always gets you in the mood?
- When did you have the best orgasm of your life?
- Would you say you’d rather dominate someone or be dominated yourself?
- What do I smell like?
- If we couldn’t do anything sexual tonight, how could I still pleasure you?
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- What position do we need to try doing again?
- How would you feel taking my virginity?
- Have you ever hired or wanted to hire an escort? Why?
- Have you ever had sex with someone and didn’t know their name?
- Have you ever gone to a strip club?
- Do you prefer tried-and-true sex or trying something different each time?
- If we had to recreate a sex scene from a movie, which one would you choose?
- What would you do if I told you I like touching myself while thinking of you?
- Would you ever want me to do a striptease for you?
- Have you ever had a wet dream thinking about me?
- How old were you when you first began masturbating?
34 Flirty Questions to Ask Your Boyfriend
When you’re first getting to know someone, flirty questions can diffuse awkwardness and create a greater sense of connection. You may not have even kissed or had sex at this point. But you can still ask seductive questions to get to know each other better.
- On an ideal date night, what would we do together?
- If we were playing truth-or-dare, would you pick a truth or a dare?
- If I showed up at your place right now, what would you do?
- Do you like when I talk dirty to you?
- Have you ever played strip poker? Would you want to play it again?
- What do you think about joining the mile-high club?
- What was your most embarrassing sexual experience?
- What’s the weirdest place you’d be interested in having sex?
- Where was the most uncomfortable place you’ve ever had sex?
- If you could dress me for the day, what outfit would you choose?
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- Do you prefer making the first move- or do you like when someone else does?
- Would you rather me have long or short hair?
- How do you feel when people see you naked?
- How do you think couples should communicate about their needs in the bedroom?
- What do you think about cuddling after sex?
- What do you think about someone else making the first move?
- When do I make you feel nervous?
- Do you consider yourself more of a butt or boob guy?
- How do you feel about laughing during sex?
- Would you ever want to play truth-or-dare with me?
- What would instantly make you want to take my clothes off?
- Would you consider yourself a romantic when it comes to the bedroom?
- Do you really know what makes me happy?
- What kind of future do you imagine us having together?
- What memory of us would you want to reexperience if you had the chance?
- How do you know that you like me?
- What non-sexual thing most turns you on?
- If you could have sex with a celebrity, which one would you choose?
- What song always makes you think about sex?
- What do you think about open relationships?
- Do you wear boxers, briefs, or nothing to bed?
- Would you ever want to be a porn star?
- What makes sex so good to you?
- What makes sex bad or frustrating for you?
28 Sexually Intimate Questions to Ask Your Boyfriend
Sexually intimate questions fall under a broader scope of deeper connection and intimacy. Some of these questions focus on sex, but most of them hit on themes related to love, relationships, and overall satisfaction.
If you feel stagnant or worried about your sex life, these questions can help ignite some important conversations. Remember that talking about sex is one of the best strategies for having satisfying sex with your partner.
- If you couldn’t have sex for a year, what would you do instead?
- Would you rather go without kissing or hugging each other?
- What’s something that always gets you in the mood?
- What’s on your sexual bucket list?
- In your opinion, what’s the difference between sex and making love?
- What defines a good sex life for you?
- Would you ever be in a romantic relationship if sex was off the table?
- Do you want me to send you dirty pictures? What kind?
- Would you ever want to go skinny dipping with me?
- How can I make sure that I’m pleasuring you enough?
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- Do you prefer having sex in the morning or evening?
- How do you feel sleeping in the same bed together?
- Do you have any fears about our sex life?
- What, if anything, makes you feel shy in the bedroom?
- How long should sex ideally last for you?
- What do you like me to wear to bed?
- How often would you like us to have sex?
- What piece of unconventional clothing turns you on?
- How important is it to love the person you’re having sex with?
- Would you rather we cuddle after sex or do you prefer doing something else?
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- How connected do you feel after we have sex together?
- How much do you miss me when I don’t stay the night?
- How important is sex in a relationship to you?
- When did you realize that you were attracted to me?
- When did you first discover that you wanted to have sex with me?
- Do you enjoy it when I ask you sexy questions?
- If we could only have sex in one position for the next month, what would you pick?
- What part about sex sometimes feels awkward for you?
30 Kinky Questions to Ask Your Boyfriend
Kinky questions get right to the point. If you two have more unconventional or unique tastes, these questions can help you understand one another better.
You also might be interested in spicing up your sex life. Asking these questions allows you to guage his interest and see what he might want to try next!
- What is your dirtiest sexual fantasy?
- What sex toy have you always wanted to try?
- Which position scares you the most? Would you ever consider trying it?
- What do you think about having a threesome?
- What makes for a perfect blow job?
- Does the idea of having sex in a public place turn you on?
- What would you do if I started masturbating in front of you right now?
- Do any specific fetishes really turn you on?
- If there were absolutely no consequences, what’s one thing you’d want to try?
- How would you feel if I spent tonight totally focused on only your pleasure?
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- If you could only use your tongue to pleasure me, what would you do?
- I want to try something new tonight. What do you think we should do?
- How do you feel about role-playing?
- Can we watch porn together before having sex tonight?
- What is the hottest sex you could imagine us having?
- Can we do it somewhere new next time? Where should we try?
- How would you feel if I just started licking your body everywhere right now?
- Do you want to try food as part of our foreplay tonight?
- What’s the hottest thing I could do when you’re having an orgasm?
- Can I watch you touch yourself right now?
- Have you ever fantasized about hooking up with a guy?
- What position do you like most when you’re on the bottom?
- What position do you like most when you’re on top?
- Can I blindfold you later?
- How kinky do you consider yourself to be?
- Do you want to pretend we’re strangers and have sex?
- Would you bite me if I asked?
- Will you come inside me tonight?
- Are there any boundaries or lines you never want to cross?
- Do you like when I dominate you in the bedroom?
27 Spicy Questions to Ask Your Boyfriend
Spicy questions can be a broad category. They may include a mix of kinky and juicy questions, but they are always sexy in nature. So here are some spicy questions you can ask him to get the mood going.
- Would you ever want to watch me have sex with someone else?
- Do you like shower sex?
- What kind of dirty talk do you like the most during sex?
- Would you ever want to watch adult videos together?
- How long was the longest intimate session you had with someone?
- Have you ever read erotic fiction? What did you think?
- If you could explore any fetish, which one would you most want to try?
- How does it feel when I touch you right here?
- Where is somewhere different we could make out tonight?
- What outfit makes my butt look the best?
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- If you had to give me a tattoo, where would you put it, and what would it be?
- What’s the weirdest thing you could see us doing to one another?
- Will you tell me what you’re wearing right now?
- Do you want me to control everything we do tonight?
- Will you unhook my bra right now?
- What’s the most taboo fantasy you have?
- Would you ever want to try having sex standing up?
- Do you know how many times I fantasize about you during the day?
- Can you help me get my clothes off?
- What kind of kiss do you like the most?
- Have you ever had to be really quiet during sex? Why?
- Would you ever want to have phone sex with me?
- If I found you masturbating, would you stop, finish, or ask for help?
- What’s the absolute longest you think we could go without sex?
- Should we go fast and wild tonight or nice and slow?
- Do you remember how the first orgasm with me felt?
- Can you tell me what it feels like when you’re inside me?
Asking these sexual questions to your boyfriend will keep your relationship strong and healthy. Remember, sex is all about open communication. The more candidly you two can talk about what you enjoy (or don’t enjoy), the more you will know exactly how to please one another!
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