Looking for flirty questions to ask a guy? Asking a guy a question that shows your interest is a great idea. Firstly, you never know where things can go. Maybe it will lead to a first date, maybe it will lead to a great friendship. These fun flirty questions are perfect for the guy who you might be interested in but are feeling a little shy.
My experience asking relationship-building questions in relationships…
Okay, okay… So I’ve had a few relationships myself. And here’s what I learned… if I had asked a few tailored questions in the beginning, I might have saved myself from getting into a poor relationship. That’s what brought me to relationship questions. They help you save yourself from future misery. Or help you find future happiness.
Here are my BEST tips based on my own experiences…
- Remember a few that you like – Keep a couple of your favorite questions in mind. Try to remember a few for when the moment strikes you.
- Don’t forget these as a tool – Whenever there’s a dull moment, whether you’re with a spouse or family… pull out a few of these questions.
- Don’t take it too seriously – Especially when it comes to spouses or those you might be romantically interested in. This isn’t a time to start digging! Have fun, make it silly, and don’t take it all too seriously.
Best flirty Q’s to ask a guy
- What is your favorite song?
- Would you like to sing this karaoke number with me?
- Do you like singing in the rain?
- Have you ever met someone you liked and hooked up with immediately?
- Do you believe in safety or prefer to go with your gut?
- On a scale of one to ten, what do you think about my eyes?
- What is the most irritating trait that you want to erase about yourself?
- Do you get all mushy watching a sad romantic movie?
- Have you ever been on a date with someone you loath, for the heck of it? Did you then realize that they have potential?
- Are those kids at the other table bothering you?
- What is your idea of a perfect date?
- What about me struck you as being someone you want to hang with?
- How about we go to a quiet place and talk?
- What gets you in a good mood?
- I cannot hear your lovely voice, what say we go for a walk and get to know each
other better? - Do you live nearby?
- Do you live with your parents?
- What do you think makes you unique as compared to the next guy?
- I cannot figure out if your eyes are grey-blue or blue. Can you come a little closer for me to take a look?
Expert advice: The “sexual strategies theory,” which arose in the 1990s suggests that laughter can be a strong signal to the opposite sex that you’re a worthy partner. What’s more interesting is that if you’re a man being funny to a woman, it’s really important that they show you that you’re funny, too. It’s this two way laughter that creates the connection. What does this mean for you? Use funny sentences, jokes, and other pickup lines.
Flirty prompts to ask a guy over text
- Wow, I love your eyes; I wish I could meet you and look deep in. When can we meet?
- What makes you happy and in a good mood?
- Have you ever balanced two girlfriends at the same time?
- What is your all-time favorite movie?
- Do you like music? If you do, here is a number to get you in the mood for some dancing.
- How about we meet and talk instead of this back and forth on text?
- My friend told me to reach you because you are the shy type. How about we grab a couple of drinks and get to know each other better?
- What is your idea of a holiday? Staying at home or venturing out into the wild?
- What was school like for you?
- Let’s say I think you are cute. What would you say or do? Ask me out or go silent on
me? - Do you think you are smart or handsome?
- Is exercise your main priority?
- What do you look for in a woman – beauty or brains?
- Has anyone used a funny pickup line on you? Please share.
- What are your plans for the weekend?
- Do you believe in spontaneity?
- If you had five wishes, what would they be?
- Do you think this texting back and forth has the potential for a relationship?
- Have you ever kissed and told?
- What have you done that made you so embarrassed that you had to get away?
- Would you say you are an introvert or do you love the outdoors?
Good and flirty Q’s to ask him
- Do you believe in soulmates?
- Has anyone stood you up?
- Have you ever stood someone up on a random date when you saw how they looked in person?
- When you think about me, what comes to mind?
- Are you a risk-taker? Have you ever done something crazy and then chided yourself later?
- Who was your first crush?
- If I tell you my secret, would you keep it or share it with anyone?
- Are you a cat person? I have this awesome catsuit back home. Do you want to check it out?
- What is your stand on kissing on a first date?
- Have you gotten over your ex, or do you still think about her?
- Do you get annoyed if a woman were to make the first move? Do you like this move that I am making?
- What would you prefer, happy ever after or happy never after?
- Have you ever walked the walk of shame?
- What did you think when you first laid eyes on me?
- What annoys you the most?
- What gets you in a good mood?
- What is your favorite place?
- Have you played truth or dare and hit on a woman to win the dare?
Expert advice: According to researchers at the University of Kansas, facial expressions are a significant part of successful flirtation. What does this mean for you? If you’re using text messaging, try an emoji! While it’s not as effective as your face, it can help.
Flirty prompts to ask a guy on Tinder
- Your place or mine?
- How many have you swiped right? How many have you swiped left?
- Have you had a hangover and reported to work?
- What is your secret ambition?
- What are your thoughts on PDAs? Are you for or against public displays of affection?
- Are you in the right job, or do you plan on shifting base?
- How would you categorize your time on Tinder? Has it been effective, or a casual affair?
- Are you looking for a hookup or a long-term relationship?
- What turns you on?
- What turns you off?
- Have you ever dumped someone because they put on weight?
- How many people have you matched with on Tinder?
- And why did you put such an old photo of yours? You look amazing in person.
- You look great, how about we meet up and get to know each other better?
- What was the last show you watched?
- Are you a foodie? What is your favorite food?
- Have any of your friends met their partners on Tinder? Do you want to meet yours?
- What brings you the most happiness?
- Do you have something that you cannot refrain from, for a long time?
- Would you want someone sexy or someone smart?
- Are zits a strict no with you?
- Have you ever been on a reality show? I’m sure I have seen you in something I watched a couple of weeks ago.
- Salad or steak? Coffee or wine? Kiss or cuddle? Truth or dare?
- What would you do if I say I am chatting with a few other guys? Would you be annoyed or let the date progress to a logical conclusion?
Flirty conversation starters to ask a guy you just met
- Now that we have broken the ice, how about some real questions?
- Are you single?
- Have you been in love?
- Did you get your heart broken? Did you break someone’s heart?
- Do you like traveling?
- What is the weirdest thing that you have done?
- How about we walk around the block instead of the same old routine and get to know each other a bit?
- Did you bring your friends to size me up before you asked me out?
- Do you believe in love at first sight?
- What makes laugh out the most?
- Are you a closet comedian?
- If you were to pick someone to go out with, would the person be me? What is it about me that interests you, anyway?
- Is this a date?
- Have you ever catfished anyone?
- Have you ever been catfished?
- Have you ever been on a lousy date and couldn’t get yourself out of the situation?
- Do you believe in soulmates?
- What is your favorite movie?
- What is the least interesting thing you did today? Was I the interesting part of your day?
- If you were to pick a favorite song, that is based on me, what would it be, and why?
- How would you describe me in a few sentences or a few words?
- Are you a jeans and t-shirt guy or do you prefer formal attire most often?
Interesting and flirty Q’s to ask him
- Who, in your opinion, was the best president of our country?
- Have you ever been out of pocket on a date?
- Do you live with your folks?
- Are you a dog lover, or do you like cats?
- So, you turned vegan?
- If the world were you ended right now, would you rather be somewhere else rather than here with me?
- Have you ever pretended to like someone and then left them in the lurch when they didn’t meet the cut?
- Who is your celebrity crush?
- How do I look in these new jeans? Do I look slim in them, or does it add to the padding?
- Do you watch reruns of old shows? If yes, which one is your all-time favorite?
- Would you prefer a walk in the park, a swig at the pub, or a restaurant for our first date?
- How would you categorize your last relationship? Was it amicable, or are there some hidden feelings?
- Would you like a hug or a few kisses instead?
- How do you like your partner? Soft and cuddly or assertive?
- Are you romantic? Does a candlelight dinner interest you?
- What is your favorite sport?
- Do you like hiking? Yes? Where did you venture out last?
- Have you ever gone out with the girl next door?
- Are you looking for someone like the girl next door?
Cute and flirty questions to ask a guy
—Flirty questions to ask a guy that are cute!
- Would you cook for me?
- Can I cook for you?
- Do you like nice or naughty?
- Have you ever hooked up with someone and regretted that decision because she was too random?
- What is your idea of a good date?
- Have you ever been mean to an ex of yours?
- What is your type? Do I qualify?
- Would you say you can be counted on in various situations?
- What turns you off about your date?
- Have you ever been on a blind date and escaped?
- Do you have any pet peeves?
- Are you a happy-go-lucky person, or are you the silent type?
- Have you ever had an embarrassing moment that you would rather not contemplate doing today?
- What is your priority? Beauty or brains?
- If you could make a run for it now, would you go and leave me with the bill?
- What is it about me that made you want to ask me out?
- How many times have you fallen in love?
- What is your average relationship score?
- Would you end a date with a kiss or a hook-up?
- Do you believe in the institution of marriage?
- What is your idea of fun?
- Have you ever tried stand-up comedy?
- Do you like comedic shows?
- What do you do in your free time?
- Do you know any good jokes? How about we laugh at some of them together?
- Who is your favorite person in the world?
- What do you look for in a woman physically? What are the physical features that strike you the most?
- So, we have been beating around the bush. When are you going to ask me out?
Subtle flirty questions to ask a guy
- Do you have something on your mind that you want to ask me?
- Have you ever been in a long-term relationship? Why did it end?
- Do you like reading books? Or do you prefer bingeing on shows?
- Are you married? I can see the outline of your wedding band.
- Have you got over her, or is she still on your mind?
- What is it about a commitment that scares you?
- Are you the religious type? Would you be unhappy to learn that I am pretty happy adjusting to all faiths?
- Do you scare easily? What makes you break out in a sweat?
- Have you ever been married? Yes? What happened?
- What do you do for a living?
- Are you a happy person by nature?
- How would you characterize the present political establishment?
- Are you geared toward a relationship?
- Have you ever been mean to animals?
- How would you describe yourself in five words? Or less, if you prefer.
- What is the quickest way to your heart?
- If your ex were to come now and kiss you, would you respond favorably or push her away?
- What if I were to kiss you for the heck of it? Would you like it, or would it annoy you?
- How would you feel if a woman had to make the first move?
- Do you like the tango or prefer random dancing?
- Have you ever accidentally dialed your boss and whispered something inappropriate? How did it end?
Not so subtle flirty questions to ask a guy
- Do you have a secret fantasy?
- Who was your first celebrity crush?
- What was the best relationship advice that you’ve ever gotten?
- What does your ideal first date look like?
- Do you have a love language? If so, what are yours?
- What does your dream girl look like?
- What’s the best feature that a girl can have for you?
- What’s your favorite memory growing up as a child?
- Where is the craziest place that you’ve ever kissed a girl?
- What was your first impression of me when we first met?
- What does your ideal relationship look like?
- Do you think that back-and-forth banter is a good thing to have in a relationship?
- Where do you think our first kiss will be?
- Would you ever go to a nude beach if you were on vacation?
- Do you believe in soul mates?
- Do you like dirty talk?
- What was your favorite movie growing up?
- Who is the most reliable person that you have in your life?
- If you had a million dollars, what do you think we would do with it?
- Who is one famous person that you would want to go on a date with?
- What does your guilty pleasure look like, and when does it pop its head up?
- If you could spend the entire day doing something you enjoy, what would it be?
- What’s the biggest deal breaker when it comes to being in a relationship?
- Do you prefer public displays of affection or two couples who are keeping to themselves?
- What’s a fun way to have a good first day?
- Which physical feature do you most appreciate about a woman?
- What do you think makes a really good boyfriend?
- What are the most attractive qualities of a woman to you?
- Who was your worst pick when it comes to choosing a woman?
- What’s the funniest thing that ever happened to you on a date?
- What’s your favorite song to listen to when you know that you’re in love?
- Who was your first crush when you were growing up?
Deep flirty questions to ask a guy
- What have your past relationships taught you about yourself?
- Do you have any fun questions that you like to ask girls when you first meet them?
- What’s the most romantic thing that you’ve ever done for a girl?
- What’s the most embarrassing thing that you’ve ever done at school?
- What do you think that your ideal dream job would be when you graduate?
- What do you think when a woman flirts with you?
- Have you ever gone skinny dipping?
- Do you have any guilty pleasures that you indulge in during the weekends?
- What’s the craziest thing that you’ve ever done when you were at school?
- Do you value your friends opinions or do you not care all that much?
- What’s your usual type when it comes to finding a girl?
- What’s your biggest turn on a man?
- Do you prefer cuddling or would you rather just leave the room for some reason?
- What’s the most outreagous thing that a girl has ever done to you?
- What’s the bravest thing that you’ve ever done to feel good about yourself?
- Do you think that you’re a good kisser?
- If your past relationship could have any movie title, what do you think it would be?
- What’s the most reliable thing that you’ve ever done for someone?
- Why do you think guys love long hair on girls so much?
- Which body part is really important to you when it comes to a woman?
- Would you rather be big spoon or little spoon?
- If you could describe your ideal relationship in only two words, which woulds would you use?
- What’s something that’s on your bucket list when it comes to love?
- What’s something that’s on your bucket list when it comes to love?
- What do you think we would look like as a married couple?
Dirty questions that are also flirty to ask a guy you like
- What’s the most reckless thing that you’ve ever done with someone that you love?
- What do you think that your wedding day will look like?
- What’s one thing that you absolutely love about a woman?
- What would you do with whipped cream and me?
- What’s the longest relationship that you’ve ever been in?
- What’s the shortest relationship that you’ve ever been in?
- When it comes to the bedroom, what is your happy place?
- What is your favorite way to get intimate in the bedroom?
- Do you think that intimacy helps to create a deeper level of true love for two couples?
- Would you ever go on a nudie run with me?
Flirty questions to ask a guy (images to share)
More questions for guys
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- Questions to ask a guy (for any situation)
Inside this article
Fact checked:
Board reviewed by Marianne Tomlinson, LCSW (Couples and Family Therapy). Content is rigorously reviewed by a team of qualified and experienced fact checkers. Learn more.