Good communication is the bed rock of every friendship or relationship. But before you get to friendship/relationship stage, one need to know a thing or two about each other which requires some personal and general questions. Having said that, conversations with a guy you admire or you are crushing on can be daunting at times. You may not know where and how to begin. Let tealsmiles.com help you with some perfect questions to ask a guy you just met to add spice and fun to your next chat!
This list is filled with funny flirty questions to ask a guy during a first date or your boyfriend via text messages to spice up your relationship.
Best Flirty Questions To Ask A Guy
Q:How Do You Know If Someone Is Amazing?
Hint: Find out what’s on their personality shortlist.
Hint: Find out what’s on their personality shortlist.
Q:Are You Obsessed With Something Right Now?
Hint: Leaning into someone’s hobbies is a great way to get them talking.
Hint: Leaning into someone’s hobbies is a great way to get them talking.
Q:Where Is The Best Place To Have A First Date?
Hint: What are interesting questions to ask a guy, you ask? Well, this one’s a great example because you show that you’re valuing their opinion while also creating an opening for an invite.
Hint: What are interesting questions to ask a guy, you ask? Well, this one’s a great example because you show that you’re valuing their opinion while also creating an opening for an invite.
Q:Have You Been Working Out?
Hint: Let him know you’ve been checking him out.
Hint: Let him know you’ve been checking him out.
Q:What’s The Perfect Way To Ask Someone Out?
Hint: This is one of the best questions for your crush because you can get the plays straight from the book!
Hint: This is one of the best questions for your crush because you can get the plays straight from the book!
Q:What’s Your Idea Of The Perfect Date?
Hint: Picnic on the beach or 5-star restaurant?
Hint: Picnic on the beach or 5-star restaurant?
Q:What Do You Look For In A Girl?
Hint: This is a clear litmus test to see if there is returned romantic interest, making it one of the good questions to ask your crush.
Hint: This is a clear litmus test to see if there is returned romantic interest, making it one of the good questions to ask your crush.
Q:Are You An Introvert Or An Extrovert?
Hint: Even better, what’s his enneagram?
Hint: Even better, what’s his enneagram?
Q:If We Went On A Date, How Would It Go?
Hint: A bold approach, but you can find out quickly if this is a possibility.
Hint: A bold approach, but you can find out quickly if this is a possibility.
Q:What emoji do you usually use when you’re flirting?
Hint: Kissy face? Wink? Something more creative?
Q:What’s The Most Romantic Thing You’ve Ever Done?
Hint: This is one of the best questions to ask a boy so you’ll find out if your kind of move is even on his radar.
Hint: This is one of the best questions to ask a boy so you’ll find out if your kind of move is even on his radar.
Q:Do You Feel Comfortable With Someone Who Asks A Lot Of Questions?
Hint: Because, spoiler alert, I have 126 more in my back pocket…
Hint: Because, spoiler alert, I have 126 more in my back pocket…
Q:Do You Let Your Friends’ Opinions Get In The Way Of Your Relationships?
Hint: If yes, run away, don’t walk!
Hint: If yes, run away, don’t walk!
Q:What Do You Think Is Your Best Feature?
Hint: This flirty question starts the compliments flowing…
Hint: This flirty question starts the compliments flowing…
Q:What do you think is my best feature?
Hint: And this one keeps the compliment train going, which is why it is one of the best things to ask a guy.
Hint: And this one keeps the compliment train going, which is why it is one of the best things to ask a guy.
Q:Are You Aware Of How Amazing You Are?
Hint: Get a pulse on what is confidence, and what is vanity.
Hint: Get a pulse on what is confidence, and what is vanity.
Fun Flirty Questions To Ask A Guy You Just Met
Q:How Did You Manage To Be Still Single?
Hint: Are there major warning signs here, or…
Hint: Are there major warning signs here, or…
Q:Do You Like Staying In Or Going Out?
Hint: One of the best questions to ask guys, this will help you find out if he matches your social rhythms.
Hint: One of the best questions to ask guys, this will help you find out if he matches your social rhythms.
Q:What Are You Doing For The Rest Of Your Life?
Hint: Is this guy a planner? Or does he see every day as a new adventure?
Hint: Is this guy a planner? Or does he see every day as a new adventure?
Q:Are You A Romantic Person?
Hint: There’s no right answer, but it’s good to know what to expect which is why this is one of the best things to ask a guy.
Hint: There’s no right answer, but it’s good to know what to expect which is why this is one of the best things to ask a guy.
Q:Do Your Weekend Plans Include Me?
Hint: Feel out how much time he’s willing to commit to hanging out.
Hint: Feel out how much time he’s willing to commit to hanging out.
Q:At What Point In A Relationship Do You Let Your Guard Down?
Hint: Is there a way you can earn his trust?
Hint: Is there a way you can earn his trust?
Q:Pick Two Words To Describe Yourself – What Are They?
Hint: This gives you personal insight really quickly.
Hint: This gives you personal insight really quickly.
Q:Do You Find Yourself More Drawn To Brains Or Looks?
Hint: A balance of both is a totally acceptable answer.
Hint: A balance of both is a totally acceptable answer.
Q:Do You Like Grand Gestures?
Hint: For some people, this is a key way to show affection.
Hint: For some people, this is a key way to show affection.
Q:What’s The Most Outrageous Thing You’ve Done?
Hint: We all have our exploits – make sure none of his were super illegal.
Hint: We all have our exploits – make sure none of his were super illegal.
Q:What Gift Would Make You Fall In Love With Someone Instantly?
Hint: Another love language key – this could be useful information.
Hint: Another love language key – this could be useful information.
Q:Do You Have Any Passions? What Do You LOVE To Do?
Hint: Focus on him – it’s a great way to get him engaged in conversation.
Hint: Focus on him – it’s a great way to get him engaged in conversation.
Q:Where Is The Craziest Place You Have Ever Met Someone?
Q:When You Return Home After A Long Day At Work, How Would You Want To Relax?
Hint: If it’s the complete opposite of your patterns – take note.
Hint: If it’s the complete opposite of your patterns – take note.
Q:If You Could Choose Any Place In The World You’d Like To Be Right Now, Where Would It Be And Why?
Hint: Let’s daydream about living that wanderlust life!
Hint: Let’s daydream about living that wanderlust life!
Q:If You Could Spend An Entire Day With Me, How Would It Look?
Hint: Perfect follow up – “It’s not meeting me sooner, right?”
Hint: Perfect follow up – “It’s not meeting me sooner, right?”
Q:Who Do You Act Nice Around But Secretly Dislike?
Hint: Do they have a frenemy? Let’s make sure to stalk their Instagram.
Hint: Do they have a frenemy? Let’s make sure to stalk their Instagram.
Q:What Are You Looking For In A Girl?
Hint: When thinking about what are interesting questions to ask, it’s best to ask those that reveal what’s important to him in a partner.
Hint: When thinking about what are interesting questions to ask, it’s best to ask those that reveal what’s important to him in a partner.
Q:Is There Something I Can Do That Would Make You Hate Me Forever?
Hint: Let’s make sure you stay far away from these triggers.
Hint: Let’s make sure you stay far away from these triggers.
Q:What Brings Meaning To Your Life?
Hint: What are his core values?
Hint: What are his core values?
Q:How Often Do You Change Your Opinions Or How You View The World?
Hint: Does he adapt to new information? Or maybe he is resolute…. Let’s just keep away from “stubborn”.
Hint: Does he adapt to new information? Or maybe he is resolute…. Let’s just keep away from “stubborn”.
Q:What Excites You?
Hint: If it’s seeing little pet dogs in sweaters then = same!
Hint: If it’s seeing little pet dogs in sweaters then = same!
Q: When’s The Last Time You Felt Butterflies?
Hint: And what caused them?
Hint: And what caused them?
Q:How Do You Make Sure You Look Good Before Stepping Out The Door?
Hint: Does he have a funny habit? Or maybe he doesn’t check at all and he just hopes for the best?
Hint: Does he have a funny habit? Or maybe he doesn’t check at all and he just hopes for the best?
Q:Do You Think People Treat You Differently When You Dress In Different Clothes?
Hint: This sounds like a fun experiment waiting to happen, so this is definitely one of the best things to ask a guy.
Hint: This sounds like a fun experiment waiting to happen, so this is definitely one of the best things to ask a guy.
Q:Do You Flip Your Pillow To Feel The Colder Side?
Hint: If he doesn’t, he doesn’t know what he’s missing…
Hint: If he doesn’t, he doesn’t know what he’s missing…
Q:Would You Feel Different About Me If I Sleepwalk?
Hint: Not that there is much he can do about it – but, still. It would be good to get that out of the way if it’s an issue.
Hint: Not that there is much he can do about it – but, still. It would be good to get that out of the way if it’s an issue.
Q:Do You Feel Good About Massages?
Hint: Some people don’t like to be touched, and it would be good to know early., before you weird them out.
Hint: Some people don’t like to be touched, and it would be good to know early., before you weird them out.
Q:Are You A Fan Of Movies?
Hint: Maybe he’s into books or music instead.
Hint: Maybe he’s into books or music instead.
Q:Where Is Your Happy Place?
Hint: The beach? His grandma’s porch? A spot on a creekside hike? Find out where he resets.
Hint: The beach? His grandma’s porch? A spot on a creekside hike? Find out where he resets.
Q:Are You A Fan Of Home-Cooked Meals?
Hint: What are his favorite ones?
Hint: What are his favorite ones?
Q:Do You Prefer A Pool Or A Hot Tub?
Hint: Or maybe each for different activities?
Hint: Or maybe each for different activities?
Q:What Movie Do You Wish Your Life Was Like?
Hint: This is a fun way to find out about his ideal life adventure, making it one of the best things to ask a guy!
Hint: This is a fun way to find out about his ideal life adventure, making it one of the best things to ask a guy!
Q:If You Could Do Anything In The World, What Would You Do?
Hint: A million dollars a year – what would the game plan be?
Hint: A million dollars a year – what would the game plan be?
Q:Are You Ticklish?
Hint: And where would he say he is MOST vulnerable? Just curious, of course…
Hint: And where would he say he is MOST vulnerable? Just curious, of course…
Q:What Kinds Of Things Do You Find Repulsive?
Hint: Cockroaches? Loose teeth? Sour milk?
Hint: Cockroaches? Loose teeth? Sour milk?
Q:What Are Your Favorite Pet Names?
Hint: Is it classic Rover, or is he more like a George Washington III kind of guy??
Hint: Is it classic Rover, or is he more like a George Washington III kind of guy??
Q:What Makes You Easily Flustered?
Hint: Food in his teeth? Forgetting a name? What makes him blush?
Hint: Food in his teeth? Forgetting a name? What makes him blush?
Q:Do You Have A Celebrity Crush?
Hint: We all have at least one! Maybe his first and his current?
Hint: We all have at least one! Maybe his first and his current?
Q:Would You Rather Be Invisible Or Have X-Ray Vision?
Hint: A classic conversation starter!
Hint: A classic conversation starter!
Q:What’s something you’re bad at? What’s your favorite thing about yourself?
Hint: Knowing how to laugh at yourself is an important skill.
Hint: Knowing how to laugh at yourself is an important skill.
Q:What’s The Worst Pickup Line You Have Ever Used?
Hint: This can only end in tears of laughter.
Hint: This can only end in tears of laughter.
Q:What Small Pleasures Do You Enjoy The Most?
Hint: A remote start car? French press coffee? Blankets warm from the dryer?
Hint: A remote start car? French press coffee? Blankets warm from the dryer?
Q:Are You A Sentimental Kind Of Person?
Hint: Some aren’t, and some people save every grocery list they’ve ever written.
Hint: Some aren’t, and some people save every grocery list they’ve ever written.
Q:How Realistic Do You Think Couples In Movies And TV Are?
Hint: A fun thought experiment around romance.
Hint: A fun thought experiment around romance.
Q:Do You Think That Guys Should Always Make The First Move?
Hint: And if he does, why??
Hint: And if he does, why??
Flirty Fun Questions To Ask Your Crush
Q:Between Money And Love, You Would Go For?
Hint: In this day and age, careers often get in the way of romance.
Hint: In this day and age, careers often get in the way of romance.
Q:Do You Like Me As A Friend Or Something More?
Hint: This is the DTR conversation – make sure y’all are ready for this step!
Hint: This is the DTR conversation – make sure y’all are ready for this step!
Q:Where Is Your Favorite Place To Be Kissed?
Hint: Be specific – the key is in the details!!
Hint: Be specific – the key is in the details!!
Q:What Would You Do If I Kissed You?
Hint: Not, this isn’t only flirty.. it’s also one of the best spicy questions to ask out there.
Hint: Not, this isn’t only flirty.. it’s also one of the best spicy questions to ask out there.
Q:How Would You Describe Your Perfect Kiss?
Hint: Pro tip = take notes.
Hint: Pro tip = take notes.
Q:Do You Prefer Cuddling Or Kissing?
Hint: Maybe, both?
Hint: Maybe, both?
Q:What Is Your Biggest Turn Off?
Hint: Figuring this out early is a game-changer.
Hint: Figuring this out early is a game-changer.
Q:What Did You Think When You First Saw Me?
Hint: Let’s focus on the positives, too…
Hint: Let’s focus on the positives, too…
Q:Do You Believe In Love At First Sight?
Hint: Call it sparks or chemistry – has he felt it before, and did he feel it with you?
Hint: Call it sparks or chemistry – has he felt it before, and did he feel it with you?