301 Flirty, Funny, Romantic, Dirty, and Sexy Questions to Ask Your Partner

By TheBoBs Team
Last Updated: January 11, 2024
Relationship

If you want to understand your partner better and build a deeper connection, having a conversation filled with sexy questions can be both enlightening and exciting.

Women often seek a mix of content that allows them to engage in playful banter, discover romantic sentiments, explore mutual fantasies, and even navigate the boundaries of dirty talk with their crush or partner.

Asking such questions is not just about feeding curiosity; it’s a way to break barriers, increase intimacy, and keep the flame of desire alive.

However, it’s essential to approach these conversations with sensitivity. Your aim should be to create an environment where both of you feel comfortable and can share openly without judgement.

Make sure to gauge your partner’s reactions and be mindful not to push beyond their comfort zone. Therefore, if a question seems to make your partner uneasy, it’s alright to switch gears.

60 Flirty Questions to Ask a Guy

Flirty questions are like the appetizers of a great conversation. They can be as light as a feather touch, eliciting a blush or a coy smile, and they set the mood for more intimate exchanges later on.

Ask these when you’re looking to spark a playful vibe or kick-start a flirtatious banter that could evolve into something even more tantalizing. It’s the perfect way to show interest in someone new or keep the sparks flying in an established relationship.

Here are 60 flirty questions to ask a guy that will surely make him intrigued with you:

What’s your idea of a perfect date?
How do you know when you’re attracted to someone?
Do you believe in love at first sight?
What’s a huge turn-on for you that someone wouldn’t expect?

What do you wear to bed—if anything?
What does your dream girl look like?
If we went on a date, how would it end?
What flirting style works on you?
If you could see me wearing anything, what would it be?
Do you like it when someone makes the first move?

Have you ever had a dream about me?
What’s your guilty pleasure when it comes to romance?
How would you describe the way I smell?
What is something you find really romantic that you’d like me to do?
Do you like it better when I make the first move or when you do?
What traits do you find most attractive in a woman?

How would you react if I told you I liked you a lot?
Can you tell me a secret you’ve never told anyone else?
Would you rather be called sexy or smart?
What’s something you’ve always wanted to say to me but haven’t?
How do you feel about playing hard to get?
When was the last time you thought about me in a positive way?

What’s one thing that can always make you smile?
Do you prefer long hair or short hair on a girl?
What’s the most flirtatious thing you’ve ever done?
How would you define chemistry between two people?
Would you say you’re more into looks or brains?
What’s the first thing that caught your eye about me?

Do you like being the big spoon or the little spoon?
Where is your favorite place to be kissed?
What does love mean to you?
What’s your favorite nickname for a girlfriend?
What’s a date night like with you?
What’s the most romantic thing you’ve ever done for someone?

What’s the ideal setting for our first kiss?
How do you like to cheer up someone you care about when they’re sad?
What’s the cutest thing you’ve ever done for a girl?
Do you have a favorite pet name?
If we were alone right now, what would you want to do?
What’s a surefire way to get your attention in a crowd?

Would you rather be teased or do the teasing?
How do you like to be seduced?
Are you a fan of PDA (public displays of affection)?
What’s the most adventurous thing you’ve ever done on a date?
Would you ever write a love song for someone you care about?
What’s your ideal Sunday morning with your significant other?

Do you have any hidden talents that you find flirty or sexy?
Is there a move or gesture that always melts your heart?
When you first met me, what was your impression?
Do you prefer whispering or talking aloud when sharing secrets?
What’s something spontaneous you’d love to do with me?
Do you think eye contact or a smile is more seductive?

How would you sweep a girl off her feet?
What’s the most important thing in maintaining a relationship spicy?
How would you react if I sent you a flirty text?
Do you like it when a woman isn’t afraid to express her desires?
If we were stuck on a deserted island, what’s one thing you’d want with us?
Can you recall the exact moment you were first attracted to me?

What kind of date night would impress you the most?
Have you ever had a romantic fantasy about someone you weren’t dating?

You can transfer smoothly from these flirtatious inquiries to a different realm of questions to maintain the dynamics of your conversation. It’s important to keep the flow natural and never force a topic. Let the questions lead you to discover more about each other in a fun and comfortable manner.

49 Funny Questions to Ask a Guy

Laughter is the secret ingredient to both a happy heart and a deep connection. Funny questions open up a playful dialogue and lighten the mood, allowing both you and your partner to show your silly sides and create memorable, joy-filled moments.

Here’s a roundup of 50 funny questions to tickle both your fancies:

If you were a vegetable, what would you be and why?
What’s the worst pickup line you’ve ever used or heard?
If your life was a sitcom, what would it be called?
Have you ever walked into a wall or some other obvious object because you were distracted by your phone or thoughts?
Which would you rather fight: one horse-sized duck or a hundred duck-sized horses?
What’s the funniest prank you’ve ever pulled on someone?
If animals could talk, which one do you think would be the sassiest?

What movie title best explains your love life right now?
If you could be a woman for a day, what would you do?
What’s the most embarrassing thing you’ve done to get a crush’s attention?
Is there a comedy movie or show that you can quote from start to finish?
What would your superhero name be and what powers would you have?
Have you ever tried to do something you saw in a movie and it went terribly wrong?
If you were a wrestler, what entrance music would you choose?
What’s the funniest thing you’ve ever seen a stranger do?
Do you have a ridiculous goal you’re secretly chasing?
What’s one rule you would love to break if there were no consequences?
If you had a time machine, would you go back in time or into the future, and why?
What’s the most useless talent you have?

What’s the best-worst joke you know?
How would you survive a zombie apocalypse?
What’s the weirdest food combo you love?
What’s the most bizarre dream you have ever had?
If we were on a TV game show, what challenge would we definitely win as a team?
Have you ever mistaken something completely benign for something else and created an awkward situation?
Would you rather have taste buds on your feet or hear colors?
What character from a children’s book best represents you?
Have you ever sent a text message to the wrong person that was meant to be funny or flirty?
If you could create a new ice cream flavor, what would be in it?
What’s the most hilarious dance move you’ve attempted?
Have you ever been caught talking to yourself? What were you discussing?

If you could be a fly on the wall, where would you land?
What’s the cheesiest compliment that you have given or received?
If your life was a rom-com, what outrageous scene would definitely be included?
Can you tell me your worst joke ever?
Do you ever talk to inanimate objects?
What would be the worst “buy one get one free” sale of all time?
If you were to perform in a circus, what would you do?
When was the last time you tried to do something to look cool and it ended in utter embarrassment?
Have you ever joined in on a flash mob?
What song would be the weirdest to hear in an elevator?
If you could swap lives with any cartoon character, who would it be and why?
Have you ever had a ridiculous nickname? What’s the story behind it?
What’s the most embarrassing thing you’ve ever worn?
Would you rather only be able to whisper or only be able to shout everything?
What’s the most bizarre thing you’ve done in your sleep, if you’ve ever been told?
If you had to be haunted by a ghost, which historical figure would you want it to be?
What’s the one thing you’d never do for all the money in the world?
Do you have a silly or unusual fear? Like, are you afraid of clowns or something?

50 Romantic Questions to Ask a Guy

Romantic questions are the main course of your intimate conversation. They lay bare the heart and go into more serious territory. These inquiries can make your partner tick, his deepest feelings, and how he views romance and relationships. Consider asking these when both of you are feeling connected or when you’re looking to deepen your emotional bond.

Here’s a thought-provoking list of 50 romantic questions to explore the softer side of the man you’re interested in:

What’s the most romantic trip you’ve ever dreamed of taking?
How do you define true love?
What’s the one thing that can always make you feel loved?
Is there a song that makes you think about me?
What’s a simple gesture you find incredibly romantic?
Do you believe in soulmates, and if so, do you think we are one?
What does the perfect romantic evening look like to you?
What memories do you cherish the most from our time together so far?
Can you tell me about a romantic moment that took your breath away?
What’s one romantic movie scene you wish you could recreate?

How important are love letters in the digital age?
What’s the sweetest thing you’ve ever done for someone you love?
Do you believe in love at first sight, or should I walk by again?
How do you like to be comforted when you’re sad or upset?
What’s your favorite way to receive affection?
Is there a place where you feel most at peace with me?
What’s a relationship milestone that means a lot to you?
How do you think we’ve changed since we first met?
What’s the most thoughtful gift you’ve ever received or given?
What do you think is the biggest sign that two people are in love?
Do you have a favorite memory of us that you think about often?
What’s one thing about our relationship that makes you really happy?
How did you know you were falling in love?
What’s your idea of the perfect day to spend together?
Do you have a favorite quote about love or romance?
What’s something you feel when we’re apart?
How do you think we balance each other out?
What does commitment mean to you?

If we could relive one day of our relationship, which day would you choose?
What’s one romantic experience you’ve always wanted to have?
What’s one thing you’re looking forward to in our future?
If you could read my mind, what do you think I think about the most?
What habits do we have that make us a unique couple?
In what ways do you feel most loved by me?
What’s a small thing I do that you secretly love?
What’s one romantic thing you’ve always wanted to try but haven’t yet?
How does it feel when we hold hands in public?
When did you realize that you cared about me more than just as a friend?
What’s something you wish we could do together right now?
What’s the most important lesson about love you’ve learned from being with me?
When you’re with me, what makes you feel the most cherished?
Is there a specific moment when you felt especially proud to be with me?
What’s the nicest thing someone could truly say about our relationship?
If we could make one rule for our relationship that we both had to follow, what rule would you make?
What’s a relationship fear that you have, and how can we address it together?
If you could give one piece of advice to our younger selves about love, what would it be?
Is there an aspect of our relationship that you think we should work on?
What’s something romantic I’ve done that you didn’t expect?
4How do you feel our lives have improved since we’ve been together?
When we’re apart, what’s something that always reminds you of me?

78 Sexy and Dirty Questions to Ask a Guy

When you’re nestled together on the couch after a romantic dinner, or maybe you’re texting late into the night, and you want to turn the heat up a notch. Then dirty questions come.

It could be a special occasion, like an anniversary, or just a regular Friday night, any time can be perfect for each other’s fantasies and preferences.

This kind of sexy Q&A is like opening a tantalizing box of chocolates, you never know what flavors will tantalize your taste buds.

Here are the 78 best dirty questions to ask a guy, perfectly crafted to leave him intrigued, engaged, and perhaps even a little turned on.

What’s your favorite part of my body?
What’s your favorite thing about our physical connection?
Is there something you’ve always wanted to try with me?
How do you feel about role-playing or dressing up?
Which do you prefer, making out in the dark or in the light?
Do you like whispering during intimate moments?
What’s one thing I wear that you find irresistibly attractive?
Do you feel more connected to me after we’ve been physically intimate?
Is there a type of touch or gesture that you find really comforting or soothing?
If we could change one thing about our physical closeness, what would you want more of?
What kind of touch or action makes you feel most loved?
In what ways do you like to show your affection physically?
How do you feel our physical connection contributes to our relationship’s strength?
Do you think there’s such a thing as physical chemistry? Can you feel it with me?
What attracts you the most when it comes to physical appearance?
What’s one thing you’ve seen in a movie that you’d love to try with me?
If we had the house to ourselves for the entire weekend, what would you want to do first?
Have you ever had a dream about me that you’re willing to share?
What’s your favorite thing about our sex life?
Is there a sexy scene from a movie that you want to recreate with me?
What’s the wildest place you’ve ever done it?
Do you have any secret fantasies you want to explore with me?
What’s something you’ve always wanted to say in bed but never have?
Tell me, what’s the biggest turn-on for you?
How do you feel about sex toys? Any favorites or ones you’re curious to try?
What’s your number one fantasy role-play scenario?
Have you ever thought about us having a threesome?
How do you feel about dirty talk during sex?
What kind of outfit would you love to see me in?
Is there a particular kind of lingerie that drives you wild?
What’s the most sensitive part of your body?
Do you like it when I’m the dominant one in bed?
What’s the naughtiest thing you’ve ever thought about doing with me?
Can you tell me about your first-time experience?
What’s something new you want to try in bed that we haven’t done before?
Is there a specific memory of us together that you find incredibly sexy?
How do you feel about quickies?
Do you like it when I talk dirty to you outside the bedroom?
What’s your favorite foreplay activity?
Would you ever want to watch adult videos together?
What’s the hottest thing I’ve ever done to you in bed?
Have you ever fantasized about me when I wasn’t around?
Where on your body do you love being touched the most?
What do you think about when you touch yourself?
Have you ever had a dream about me that turned you on?
Can you describe what you feel when you climax with me?
Is there a specific time of day when you feel most turned on?
What’s the longest you’ve ever gone without sex?
What’s the naughtiest text you’ve ever sent or received?
If we were to make a sex tape, would you want to watch it together?
Do you have a favorite memory of us that involves a shower or bath?
What does your ideal morning in bed look like?
How do you feel about using ice or hot wax in our play?
What’s one thing that you think would make our sex life even better?
Have you ever been caught in the act? If not, how close have you come?
How important is physical intimacy to you in a relationship?
If you could have sex anywhere in the world, where would it be?
Would you rather have a night of steamy, passionate lovemaking or an hour of wild, uninhibited sex?
Do you enjoy it when I take control in bed, or do you prefer leading things?
Have you ever been so aroused that you couldn’t control yourself?
What’s the most daring thing you’ve ever done sexually?
How do you feel about sex in public or semi-public places?
Is there a sexual act you haven’t tried but have always been curious about?
Do you enjoy sensual massages and would you want me to give you one?
How does it feel when I whisper in your ear?
What’s one thing I do that makes you lose your train of thought because it’s so hot?
When did you last fantasize about me, and what was the scenario?
Is there a song or a type of music that gets you in the mood?
Have you ever had an uncontrollable urge for me?
What’s the dirtiest thought you’ve ever had about us?
How do you feel about oral sex, and do you have a preferred technique?
In your opinion, what does a perfect kiss feel like?
Do you enjoy being teased, and if so, what kind of teasing drives you wild?
Is there anything you’ve been hesitant to ask me to try but would like to explore?
Would you ever want to have sex multiple times in one day, and how would you plan it out?
What’s the most intense orgasm you’ve ever had, and what made it so mind-blowing?
How important is eye contact to you during intimacy, and why?
Would you be turned on if I sent you naughty texts while you’re at work? What would you want them to say?

30 Juicy Questions to Ask a Guy

There are times when you want to dig a little deeper into your partner’s mind and heart, beyond the surface-level conversations. Maybe you’re lounging together after a date or you’ve been chatting all night and the conversation is flowing effortlessly.

It’s in these moments that asking juicy questions can reveal layers of your partner’s personality and create a deeper emotional connection.

What’s one thing you find irresistible about me that you haven’t told me before?
If you could describe the way you feel about me in three words, what would they be?
What was your first impression when you met me?
Have you ever had a dream about me? What happened in it?
What’s something you think our relationship is missing that you’re afraid to tell me about?
If we could go on any adventure together, no limits, what would it be?
What’s a secret talent of yours that you find embarrassing but endearing?
Have you ever thought about me in a way that wasn’t so innocent?
What are the little things I do that make you smile or get butterflies?
Is there something you’ve been dying to try in the bedroom but haven’t mentioned yet?
If you could read my thoughts at any point during our relationship, when would you choose?
What’s the one thing you feel our sex life needs more of?
How would you describe the way kissing me feels?
What’s the craziest thing you’ve ever done to get someone’s attention?
If you could relive one day from our past, which would it be and why?
What’s the one thing people wrongly assume about you when it comes to relationships?
Do you ever think about me when you’re at work or out with friends?
What do you think is my sexiest quality?
Is there a memory of us that often comes back to your mind? What is it?
What’s the most surprising thing you’ve learned about yourself since we’ve been together?
Have you ever kept a memento from a past relationship? If so, what was it and why?
What part of a woman’s body are you most attracted to, and how does it make you feel?
Have you ever sent a sexy text or picture, and how did you feel about it afterward?
What’s the bravest thing you’ve ever done for love?
If we had 24 hours where we could do anything, with no consequences, what would you want to do?
What’s one question you’ve always wanted to ask me, but never have?
How do you know when you’re really into someone?
What’s the most romantic thing you’ve ever done or want to do for a partner?
If we could escape to a deserted island, what are three things you would bring and why?
What’s the most intense eye contact you’ve ever had with someone, and how did it make you feel?

35 Freaky Questions to Ask a Guy

Freaky questions are designed to get the conversation flowing and set the stage for open and uninhibited dialogue between you and your partner. You can use these questions to learn more about each other’s desires and preferences. Have fun discovering new aspects of your relationship and sexuality!

What’s the kinkiest thing you’ve ever done?
Is there a forbidden fruit you’ve been curious to try?
What’s the most sensitive spot on your body that you think I don’t know about?
What’s your opinion on rough sex?
What is a sexual fantasy you’ve never shared with anyone?
What’s the naughtiest thought you’ve ever had about me?
If you could choose any place in the world for us to make love, where would it be?
What kind of foreplay do you enjoy the most?
Have you ever fantasized about a threesome? Would it be something you’d want to explore?
What type of lingerie do you find irrespirable?
Do you prefer to take control in bed or do you like to be dominated?
When did you last fantasize about me, and what was it about?
What’s a sexual act you’ve heard about that you’re curious to try?
Have you ever thought about us having sex in a public place?
What does your ideal seductive evening look like?
Is there a dirty movie scene that turns you on?
What are your thoughts on dirty talk during sex?
Have you ever had a sex dream about me? What was it about?
What’s your favorite part of my body and why?
How do you feel about sex toys? Is there one you’d like to introduce into our bedroom?
What’s the hottest thing I’ve ever done during sex that you wish I would do again?
Do you have a name for your sexual alter ego, and if you do, what is it?
If we were to make a sex tape, what do you think it should look like?
2Is there a specific outfit or costume you’d love to see me in?
Are you into any kinks or fetishes that you haven’t told me about yet?
What’s the most arousing thing I could whisper in your ear?
If you could relive one sexual experience we’ve had together, which one would it be?
How do you feel about incorporating food into our sex play?
What is one thing you think we haven’t tried but should?
How would you direct a scene of us making love?
Which part of your body do you consider most sensitive and crave more attention?
Do you like the idea of sex in risky places where we might get caught?
Would you be interested in having sex while watching ourselves in a mirror to see our reactions?
Have you ever had a one-night stand?
If you could remove one piece of clothing from me right now, what would it be and how would you do it?