Super Funny Conversation Starters (300+ LOL to Use)

Funny conversation starters are a perfect way to get a great conversation started. A funny conversation starter is a question like, “What were the most embarrassing moments when you were growing up?” They are funny conversation starters that usually spark a laugh or a giggle. They are light-hearted and simple to use.

Give these funny conversation starters a try the next time you need to get a conversation going!

My own experience with conversation starters…

Well, here’s the harsh truth… I wasn’t the coolest kid growing up. I had a difficult time connecting with others. I don’t know if it was because I was shy. Or I just didn’t feel like everyone else… Very unclear.

But here’s what did help me… breaking out of my shell a bit. The more I did it, the more I learned about myself and the others around me. Questions like these can help! Trust me!

Here are my best tips before you go asking questions:

Tailor your questions – Sounds simple… Tailor the question you are going to ask based on the person you are asking it to. Doesn’t matter if it’s a friend, crush, guy, girl, Bumble/Tinder match. Look at who they are.
Be yourself – Pick a question that matches you. Don’t just choose any question to try and please the other person. Be yourself… This is what works long-term! Why? Well, when they like you, it’ll be for YOU!

The Best Funny Q’s to use

—Best funny conversation starters

Can you tell me a funny yet embarrassing personal incident?
If you were one of the 7 Dwarves in Snow White, which one would you be?
What is the funniest thing you have said to someone during sleep talk?
Name two things that you will buy to make the cashier uncomfortable.
Do you have any old-person tendencies?
Are you someone who likes to share food on the first date?
Did Rachel and Ross ever really break up?
What is your favorite Phoebe scene from FRIENDS?
Which animation villain do you relate to the most?
If animals could talk, which one would be the rudest, according to you?
What is the worst thing that you could think of while eating peanut butter and jelly sandwiches?
Hit me with the funniest joke that you could think of.
What is the most hilarious thing in your Internet history right now?
Have you ever released a loud fart in a public bathroom?
What is the funniest thing that happened to you this week?
Ask me a funny riddle.
Tell me about the funniest text message that you have ever gotten.
Have you ever had a fashion disaster?
Can you make animal sounds?
Give me your best romcom impression.
Which food best describes your personality?
What is the worst advice that you have ever received?
Do you recall the strangest question someone has ever asked you in an interview?
Did you ever have an imaginary friend growing up?
Do you have a funny celebrity scandal for me to enjoy?
What is a ridiculous thing you believed as a child?
Who would you play in a movie if given a chance?
Do you have a spirit animal?
Have you ever secretly farted in a meeting?

Expert advice: A recent Harvard study revealed that out of 300 people in the study, those who asked more meaningful follow-up questions (aside from questions like, “How are you?” or “What do you do?” found the person much more likable.

Silly Conversation Q’s for Tinder

—Best funny conversation starters for Tinder

So, do you come here often?
I am ready to be the Tinderfella to your Tinderella.
Are you a country road? Because I want you to take me home.
Can you light my cigarette with all the matches you got?
Describe your tax situation with a chain of emojis.
Can you describe your week with a string of emojis?
Yes, two wrongs don’t make a right. However, two matches make the perfect right.
I am glad we both thought with our thumbs instead of our heads.
Do you visit this place often?
Do you believe in love at first swipe?
I have been waiting for you to ping me first, but I guess I’ll take one for the team.
Is this a grocery app? Because you are a total snack.
You are a total match! Do you want me to call the fire department for you?
Does swiping on this app count as an exercise?
Who is the person on your profile? My Mom seems to like her.
Can we tell them that we met through Spotify instead? Why? Well, because you are the hottest single right now.
Your dog looks adorable. Can I have her number?
We matched at the perfect time. My thumb was getting tired.
I think your message got lost in cyberspace. Hence, I am sending you a message.
Do you know why Bartenders use blenders? It’s for breaking the ice.
What is your least favorite pasta shape?
So, where are we going for our first date?
Can we share our lousy date stories?
When do you want our anniversary to be? The first time we matched or messaged?
You are my first match! It is pretty clear that Tinder’s algorithm favored us.
Cupid pushed me to message you.
I got kicked out of the home. Can I take shelter in your DM?
What should we avoid doing at our wedding?
Hi! Are you competing for me? Because I can give you the shortcut to winning the race.
Have you thought about partaking in the Bachelorette?
Simon says you are right for me.

Expert advice: Clinical psychologists frequently refer to this study. It shows that laughter truly is a “medicine.” When meeting new people, getting a laugh from them won’t simply make them appreciate you, it may improve their health, too.

LOL Conversation Starters to Use Over Text

—Best funny conversation starters for over text

What is the funniest Wi-Fi name that you have ever seen?
Do you have a funny nickname?
Are you sure you aren’t a Barista? Because I like you a ‘latte.’
What did you last Google? Be brutally honest.
Tell me some of the funniest lies you have told to get out of work.
Patience is a virtue. But I couldn’t wait to text you.
Are you sure you aren’t Google? Because I found what I was looking for.
I can picture us together even if I am not a photographer.
Do you like pineapple on your pizza?
You took my breath away. I hope you are trained in CPR.
You seem busy. Can you please add me to your To-Do list for the day?
Are you a camera? Because I smile every time your name pops up in my inbox.
I don’t intend to flood your inbox, but ‘Dam’ Girl, you look fine!
Do you know what we call a row of tow trucks? Well, a pickup line.
Are you sure you aren’t a library book? Because I can’t stop checking you out.
Your name should be Earl Grey because you always give me the hottest tea.
I’m trying to think of a good vegetable or fruit joke, but I am struggling to produce under pressure.
You can message me first in case you are still contemplating. I don’t bite!
How long would you survive in a haunted mansion?
Do you have any embarrassing public incident stories?
What is the cheesiest thing a date has ever done for you?
What would your pet say to you if they could talk?
Does a hot dog count as a sandwich?
If you came as a warning sign, what do you think it would be?

Expert advice: Funny or witty banter helps people to get to know each other. Yes, you knew this. However, it is backed by real studies. Banter (especially funny chit-chat) can have strong psychological effects on the person you’re communicating with.

Hilarious Conversation Starters for Dinner

—Best funny conversation starters for dinner

Who do you think is the funniest person at this table?
So, who’s driving me home tonight?
Which person in this room would make the worst news anchor?
Dad! what is your favorite joke of all time?
Guys! what is the funniest thanksgiving memory you have so far?
Does anybody at this table have a Thanksgiving joke?
Let’s say you won a million bucks. What would be the first thing you would purchase?
What would it be if you could eat a meal for the rest of your life?
Mom! what is the funniest memory of me as a kid?
So, where’s the Mariachi band? Shouldn’t they be here by now?
Can anyone on here pull off accents or impressions?
What is the weirdest thing you have ever eaten?
Do you remember the dumbest thing that you have ever Googled?
Lisa! So, how’re the OnlyFans going for you?
What is the funniest baby’s name you have ever heard?
So, can we all talk about the elephant in the room? I am referring to Mary’s outfit this evening.
What is the weirdest thing you do when nobody’s looking?
Yay! the only year when Dad hasn’t burned the roast.
Do you have any funny TikTok videos?
Is it good to tell everybody that I am officially not pregnant?
So, how many henchmen did you need to bake this turkey?
This dinner feels like ‘The Real Housewives’ show.
Would anyone on here like to confess their secret love for me?
Let’s be honest; I am the cousin of the year.
Hey Chad! So, how’s Uber driving going?
Is this the year of unrequited love? Because I am still waiting on all the affection I deserve this evening.
So, who is bringing all the jokes this evening?

Funny Conversation Starters for a Girl

Do you have a cartoon that you still enjoy watching?
If you were working in a Circus, what job do you see yourself taking up as?
What is the funniest pickup line that you have ever heard?
What would it be if you had to smell like a specific meal for the rest of your life?
As an adult, have you ever chased after an ice cream truck?
Do you want to float with Pennywise?
What is the mildest curse that you would put upon someone?
Name some of the worst names you could give to your child.
Have you ever come across a Karen in your life?
Can you share with me some of your wildest Karen experiences?
Name a celebrity with whom you don’t wish to be stuck in an elevator.
If people can read your mind, what would be the most outrageous thing they can expect to hear?
How do you handle folks that you dislike in a family gathering?
If you were a Man for a day, what would you do?
On a scale of 1-10, how moody do you get when you are on your period?
Which kid movie terrifies you?
What would your friends and family assume if you were arrested without any explanation by the law?
Would you trust me to do your makeup for a day?
Are you a booger? Because I am picking you first.
I am highly attracted to you. You must be a magnet.
Are you sure you aren’t a magician? Because everyone else in the room disappears when I look at you.
Do you think we can be friends with the aliens from Area 51?
What, according to you, is something that everybody looks stupid doing?
Can you sum up the internet in one hilarious sentence?
Which Disney villain do you resonate with the most?

Laughable Conversation Starters for Couples

Which body part do you wish to detach from and why?
I dreamt that you did the dishes tonight.
My psychic abilities tell me that you should get the groceries today.
Can you answer my love language? It’s cooking and feeding me.
Where is the strangest place that you have ever defecated?
What is the worst name that you can think of for our future child?
Which funny movie character reminds you of me?
Do you have a funny date experience with me?
Which reality show would best fit us?
Who was your celebrity crush growing up?
Do I fall on your list of all the bad kissers you have had?
Would you trust me in a Zombie apocalypse?
What would you be known for if you were a social media influencer?
Which annoying habit of yours do I have to tolerate for the rest of my life?
Do you want food or cuddle when you are mad?
What is the most hilarious email address that you have had as a kid?
Can you recall the funniest memory you have of us?
Would you resort to astrology to determine our long-term compatibility?
I am letting you know 3 hours in advance, so you can do your makeup without any rush. Don’t be late!
What do I have to do to get your attention today?
How can I make it up to you?
Will chocolate and cuddling do the trick?
Babe, would you still love me if I was a cute worm?
Babe, would you take a bullet for me?
What is the most embarrassing thing you would end up saying while sleep-talking?

Make You Laugh Conversation Starters for Groups

Guys! If my clones populated 90% of the world, what would it be called?
Which trend was cool back then, but it’s funny now?
What are some of the best Wi-Fi names you have seen so far?
Where would you hide out during a Zombie apocalypse?
Show me the screen time on all of your phones. Let’s see who spends the most time on what app.
Who are you guys stalking the most on Instagram?
Let us all reveal our explore pages on Instagram.
What is the funniest thing that your date has ever said to you?
Can you tell me about the most embarrassing thing that happened to you in a group setting?
Which language seems the funniest, according to you guys?
All of you guys have get a minute to roast me. Shoot!
Who do you think in this room will look the best in a clown suit and makeup?
What would be some of the things that would come up if your crush could read your thoughts right now?
Have you ever had an embarrassing moment at the Karaoke bar?
Would you guys rather go against Piers Morgan or Omarosa in a debate?
Hey guys! do you all consider cereal a soup? Why or why not?
Anyone on here has a co-worker that they can’t stand? Well, tell me about it because I do.
Does anyone have a hilarious fact that they would like to share?
Can you guys think about the funniest name that you have ever heard actually used in real life?
Do you guys have any funny bad blind date stories? Care to share them?
Who in this room is the easiest to flirt with?
How long would we last in an apocalypse?

Expert tip: According to Sophie Scott, professor of Cognitive Neuroscience at the Institute of Cognitive Neuroscience at the University College in London — “laughter is a positive social-emotional behavior that has roots in our evolution as mammals.” Which could explain why it feels so good to laugh.

Humorous Conversation Starters for Christmas

Tell us about your funniest Christmas shopping fail experience.
Who in this room buys the worst Christmas presents?
Use 3 cheesy words to describe the person sitting next to you.
Have you ever pulled a Christmas prank that backfired on you?
What is the most annoying thing about the person sitting opposite to you.
Who in here hasn’t been kissed under the mistletoe yet?
What would it be if you could only eat one meal from this table for the rest of your life?
When was the hardest you laughed at this year, and why?
Can all the kids narrate how their parents met? Then, we can let the parents say their part.
Finish the sentence – It wouldn’t be a sentence without?
Name one Christmas meal that your mom makes that you want off the table.
Who in this room is a nightmare to shop with on Christmas?
Do you have a funny Christmas Eve memory?
Have you ever gifted something on Christmas that the recipient flat-out disliked it?
What is the worst Christmas gift that you have ever given?
Do you have an ugly Christmas sweater like everyone else?
Can we catch Santa sliding down the chimney tomorrow?
Are you watching Home Alone this Christmas?
Is Christmas the most wonderful time of the year?
Are you on Santa’s naughty list this year?
As I am adulting, I relate to the Grinch a lot. What about you?
Mariah Carey made it pretty clear that all she wants for Christmas is you. But the real question is, who do you want this Christmas?
Will I end up on Santa’s naughty list If I lie on Christmas Eve?
Should I come with a ribbon or caution sign this Christmas?
What is the naughtiest thing you did this year that no one knows about?
What do you think about Mr. Scrooge?
Who is my Santa this year?
Which food do you not look forward to during Christmas dinner?

Funny Conversation Starters for Dating Apps

You are so pretty that I forgot my corny pickup line.
Your legs must hurt because you have been running on my mind all day.
Are you on fire because we just matched?
Can you tell me 2 truths and 1 lie and I’ll guess which one is the fake one.
Hit me with your funniest Dad joke and I’ll tell you if it’s good enough.
Can you share me your experience on this app through emojis?
What is the weirdest fetish you have ever heard of?
Pretend I’m your grandchild. Now, tell them how we met.
What about my profile made you swipe right on me?
Did my abs make you swipe right on me?
Name two comedians that you would want to be stuck in an elevator with.
Are you the type of person who claps when the flight lands?
I’m 100% sure you are tired of hearing how gorgeous you are. So, I’m allowing you to describe yourself with a GIF instead.
Hi! Funny meeting you here.
Did the chicken or the egg come first?
It’s illegal to be this cute.
Tell me about the worst conversation starter you have ever had.
We’d make a better love story than Twilight. Would you agree?
How do you dance when you are under the influence?
Should we make up the story of how we met to our parents?
You’d be safe with a guy like me. I can kill both cockroaches and spiders.
Name a cartoon character that you had a crush on growing up.
Do you have an embarrassing past incident that keeps you up at night?
I’m going to the grocery store. Do you need anything?
Should I hit you with the pickup line, or should I skip it?
Aw! How considerate of you to let me initiate the chat between you and me.
Can I hold your hand? They look pretty heavy.
Please send me memes instead of these mixed signals.
Do you recall the last time we spoke? We need to do something about it.
Wait! Did you just smile as my name popped up on your screen?
How long have you been waiting for me to text you? Be honest!
Just so you know, we are hanging out this weekend.
I don’t need alcohol to be intoxicated. Your presence alone can make that happen.
I initiated our conversation. So, it’s only fair that you take the initiative to kiss me.
Hey Jane! Tarzan’s here.
I want to take you to the movies, but they don’t allow us to take snacks in there.
Roses are red, violets are blue. But damn! Look at you.
Do you know what I am wearing? Well, it’s the smile that you just gave me.

Funny Conversation Starters for a Boyfriend

If we had a pet Unicorn, then what would you name it?
Can you tell one annoying thing about me?
Which celebrity did you crush on while growing up?
Name one movie that you would never watch again.
Do you relate to Michael Myers or Jason Vorhees more?
Did you ever pee in a pool?
Are you someone who pees in the shower?
Do you sing and dance when you shower?
Apart from me, what are the 3 things that you can’t live without?
What is the grossest thing you have ever eaten?
Would you allow me to let you wear a dress and put makeup on?
Has anyone ever walked in on you when you were naked?
Tell me about the funniest dream you had about me.
I’m sad. Humor me!
Which cartoon character best represents me?
Do you have a favorite chick flick movie?
Can you spell ‘Pterodactyl’?
How many selfies did you take today?
Have you ever winked at yourself while looking in the mirror?
Name one embarrassing habit that you are secretly proud of?
Have you ever been catfished in the past?
Are you someone who targets a spot while taking a leak?
Do you have a favorite Disney princess?
What is your favorite utensil?
Who has more credibility out of the 3 – a Tooth Fairy, Santa Claus, or an Easter Bunny?
Do you have a favorite Britney Song?
Give me your best animal impression.
Give me your best Oprah impression.
Can I be the big spoon tonight?
If you get to be invisible for a day, then what conversations would you like to eavesdrop on?
Do you want to look like a caricature in real life?
What is your favorite crime aside from stealing my heart?
For a million dollars, what is the most ridiculous thing that you are ready to do?
Do you have someone in your life that you wish to unmeet if given a chance?
Which is the sexiest animal on earth in your eyes?
Name one purchase that you wholeheartedly regret today?
What is your favorite curse word?
What is the most questionable thing you’d expect me to find under your bed?
If you were a woman, would you date Batman or the Joker? And why?
Has a girl ever used a pickup line on you?
Did anyone in your family ever catch you secretly dancing in your room?

Funny Conversation Starters for Hinge

Can I have your Instagram? Because I believe in following my dreams.
Matching with you was the answer to all my prayers. And I am not a religious person!
I would spend all my 9 lives with you If I was a Cat.
Can I have your number? Because I think I just lost mine.
I don’t donate organs, but I would give my heart to you.
Thoughts on my photoshop techniques?
I may not be an electrician, but I can certainly light up your day.
You must be a bank loan because you most definitely have my interest.
Our dogs would look cute together. Let’s take them on a date?
Are we on hinge to get hitched soon? Do you hear the wedding bells?
My jaw literally unhinged when I saw your pictures. Now that’s why they called it Hinge.
Are you good at following directions?
I believe Karma is going to reward me with you.
Can you think about the funniest compliment you have gotten on this app?
What is the most hilarious remark you have received on Hinge?
Are you someone who snaps everything that they do 24/7?
Do you have a mechanical bull story as I do?
Can you tell me some of your pet peeves? I want to make sure that I steer clear of them.
Hey! This might seem totally out of left field, but would you be willing to do something bizarre to get arrested tonight?
Did you leave your ex because she made bad pancakes in the morning?
I suck big time at sending starter messages, so I will send you a picture of my abs instead.
Tell me about the worst advice you have ever received but never ended up following?

Deep conversation starters that are also funny

What’s the one guilty pleasure that you won’t ever give up?
Are you a morning person or a night person?
If you could have your dream job but the stipulation was that it didn’t pay very well, would you do it?
What’s one controversial opinion that you won’t give up?
What’s a fun way to celebrate the life of another person?
If you could be any fictional character from any TV show, who would it be?
If you could have any conversation partner in this world, who would it be?
What’s a super funny story that you have?
What is the silliest fear that you have?
Are you a night owl or do you go to bed early?
If you could set the world record for anything in this world, what would it be?
What is your most annoying habit?
When was your worst fashion disaster?
If you could be any ice cream flavor, what would it be?

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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.

About the author

Ryan Sanderson (LCSW) Ryan is a game and relationship enthusiast who enjoys all things quizzes, games, fun, love, relationships, and family. He's a licensed social worker and helps families, couples, and children in need. He's spoken about love and relationships on Salon.com, Forbes, and Mirror, to name a few.