Looking for the perfect way to break the ice on your first date? With 400+ Funny Things to Say on First Date, you’ll never be caught in an awkward silence again! Whether you’re trying to impress or simply make your date laugh, these funny, witty, and charming lines will help you shine.
From hilarious questions to quirky pick-up lines, this list has everything you need to keep the conversation light and fun. So, sit back, relax, and get ready to make a memorable first impression with lines that’ll have both of you laughing out loud!
Funny Things to Say When You First Meet Someone
- “If you were a fruit, you’d be a fineapple!”
- “Is it hot in here or is it just you?”
- “What’s your name? Or should I just call you mine?”
- “I swear I’m not a stalker, but you look familiar…”
- “Do you come with Wi-Fi? Because I’m feeling a connection.”
- “Can you help me out? I need help picking my best joke.”
- “I’d ask you for your number, but I think I already have it…”
- “Are we in a rom-com? Because you’re giving me all the vibes.”
- “Nice shoes! Can we be friends based on that alone?”
- “I have a great joke, but it’s a bit of an elevator pitch.”
- “I’m just here for your pizza recommendations.”
- “Let’s make a deal: I’ll tell a bad joke, and you laugh politely.”
- “Are you the human version of a unicorn?”
- “What’s the weirdest thing you’ve Googled recently?”
- “Is it too soon to say I’m already obsessed with your vibe?”
- “Do you believe in aliens, or are you just out of this world?”
- “Tell me your best joke, and I’ll try to beat it with a dad joke.”
- “I swear I’m cool… I just need a minute to prove it.”
- “Is it too soon to say you’re my favorite person?”
- “If I offered you a high five, would you leave me hanging?”
- “You look like you could be a secret agent, are you?”
- “Do you believe in fate, or should I take credit for this meeting?”
- “You’ve got that ‘I’m too cool for this’ vibe, but I’m loving it.”
- “Do you like puns, or should I save mine for later?”
- “I was going to tell you a great joke, but I forgot it already.”
Funny First Date Questions to Ask a Man

- “What’s your guilty pleasure song you jam to?”
- “If you could switch lives with anyone for a day, who would it be?”
- “What’s the weirdest thing you’ve ever Googled?”
- “How good are you at singing in the shower? 1-10?”
- “What’s the most ridiculous thing you’ve ever done for food?”
- “If you were a superhero, what would your power be?”
- “What’s the worst fashion trend you’ve ever followed?”
- “How would you rate your skills in an impromptu dance battle?”
- “If you could live in any fictional world, where would it be?”
- “What’s your secret talent no one knows about?”
- “What’s your go-to karaoke song? No shame here!”
- “Do you believe in aliens? Or is Earth the only cool place?”
- “What’s the Nice thing you’ve done for fun?”
- “What’s the most embarrassing thing you’ve done on a date?”
- “If we went on an adventure, where would we go?”
- “What’s something you’re proud of but don’t often talk about?”
- “What’s the best compliment you’ve ever received?”
- “Do you have any embarrassing childhood stories?”
- “What’s the best prank you’ve ever pulled off?”
- “Do you think you’re more of an introvert or extrovert?”
- “What’s your idea of the perfect day?”
- “What’s your most useless skill?”
- “What’s your ideal vacation destination?”
- “Would you rather have a pet dragon or a pet unicorn?”
- “What’s the worst decision you’ve ever made?”
- “What’s your favorite childhood memory?”
- “Do you like to plan everything, or are you a spontaneous person?”
- “What’s one thing you can’t live without?”
- “If you had a million dollars, what would be your first purchase?”
- “What’s the most bizarre food you’ve tried?”
- “How would you describe your sense of humor?”
How to Make a Girl Laugh on the First Date
- “I tried to impress my last date with a magic trick… it didn’t end well.”
- “What’s the deal with airplane food? Is it ever actually good?”
- “I can’t promise I’m funny, but I do bring awkward vibes to the table.”
- “How do you feel about bad puns? Because I’m a pro.”
- “I’m known for my awkward charm… it’s a gift, really.”
- “How do you feel about awkward silences? Because I’m a master at them.”
- “If I told you a bad joke, would you laugh or just leave me hanging?”
- “What’s your guilty pleasure? Mine’s embarrassing dance moves.”
- “Do you have any good ‘awkward moment’ stories? I have a few.”
- “I hope you like bad jokes, because I’m about to bring them all out.”
- “My dance moves are a work in progress, but that’s part of the fun, right?”
- “So, if this date ends awkwardly, let’s just call it ‘memorable.’”
- “Are you ready to witness my incredible talent for terrible impressions?”
- “Do you like puns? Because I’ve got a collection of bad ones.”
- “My microwave once caught fire while I tried to make lasagna. True story.”
- “I think we’re doing great if we’re both still here after my last joke.”
- “I’m secretly hoping you laugh at my jokes so I feel less awkward.”
- “You may not believe it, but I’m an expert in making things awkward.”
- “I don’t know how to dance, but I’m willing to give it a shot if you are.”
- “If I said I could read your mind, would you think I was joking or creepy?”
- “I think I might be the only person who can trip over air. It’s a skill, really.”
- “If this date goes poorly, let’s blame it on the universe, not me.”
Read Also: “Thank You for Update” – Unique Ways to Express Your Appreciation
Funny Things to Say on First Date

- “I hope you don’t mind awkward silence because I brought a few.”
- “Are you made of copper and tellurium? Because you’re Cu-Te.”
- “I think we might be related… I’m just waiting for the DNA test.”
- “Are you French? Because Eiffel for you.”
- “I don’t have a sweet tooth, but I’ll make an exception for you.”
- “If we were in a movie, I’d definitely be the sidekick. But the cool one.”
- “Do you believe in love at first sight, or should I walk by again?”
- “I hope you like bad puns, because I’m kind of a big dill.”
- “You’re the kind of person I could easily get lost with for hours.”
- “If you were a vegetable, you’d be a cute-cumber.”
- “Are you on Wi-Fi? Because I feel a connection.”
- “If you were a fruit, you’d be a fineapple.”
- “You had me at ‘hello.’ Actually, you had me at ‘coffee.’”
- “I know we just met, but are you ready for our second date already?”
- “Are you a parking ticket? Because you’ve got ‘fine’ written all over you.”
- “I may not be a photographer, but I can picture us together.”
- “You’ve got that ‘I’m about to win the lottery’ kind of smile.”
- “Can I offer you a snack, or do I just offer my charm?”
- “Are you doing my homework? Because I can’t stop thinking about you.”
- “Do you have a name, or can I just call you mine?”
- “If I had a penny for every time I thought about you, I’d be rich by now.”
- “I hope you like awkward, because I’m great at it!”
- “I wasn’t expecting to meet someone so cool tonight, but here we are.”
- “I’m just here to make sure we both have a good time, no pressure.”
Funny Things Not to Say on First Date
- “I usually don’t do dates like this. Are you always this high-maintenance?”
- “So, how long do you think this will last? Three weeks? Maybe four?”
- “I used to be married, but that was a whole other adventure.”
- “You remind me of my ex… only better, of course.”
- “So, do you have any nice exes I should know about?”
- “You’re really cool. I can’t believe I’m even here with you.”
- “I’ve been thinking about how we could handle a breakup. Too soon?”
- “I just want to make sure you’re not secretly a serial killer. No offense.”
- “I could never date someone who doesn’t understand my love for pizza.”
- “So, have you ever been on a terrible date? I can top it.”
- “I’m just glad you showed up! I wasn’t sure I’d make it to this point.”
- “Let’s skip the small talk. I’ll tell you my life story if you do the same.”
- “Honestly, I’m just here to enjoy free food. Does that sound terrible?”
- “Let’s get this over with. I’ll decide if I like you by the time we’re done.”
- “I know we’re on a date, but I’m definitely not the best at dating. Not my thing.”
- “I’ve been on a diet, but let’s pretend I’m eating for two tonight.”
- “Did I mention I’m the worst cook in the world? I hope that’s not a dealbreaker.”
- “I just have to say this: I’m not really sure how I ended up on this date.”
- “I’m trying to think of a deep conversation starter, but honestly, I’m lost.”
- “I’m not great on first dates. Want to go have some fun anyway?”
Deep First Date Questions
- “What’s the most important lesson you’ve learned in life?”
- “If you could change one thing about the world, what would it be?”
- “What’s your idea of a perfect day?”
- “What’s your biggest fear?”
- “What’s the best advice you’ve ever received?”
- “How do you stay motivated in tough times?”
- “Do you believe in fate or do we create our own path?”
- “What’s the biggest risk you’ve ever taken?”
- “What makes you feel truly alive?”
- “If you could live anywhere, where would it be?”
- “What’s the most challenging thing you’ve overcome?”
- “How do you handle stress?”
- “What’s your idea of true happiness?”
- “What’s something you’re passionate about?”
- “What do you value most in a relationship?”
- “If you could change one thing about your life, what would it be?”
- “How do you stay grounded?”
- “What do you think is the meaning of life?”
- “What’s the best decision you’ve ever made?”
- “What do you believe is the key to a lasting relationship?”
- “What’s something you’re really proud of?”
- “How do you deal with failure?”
- “What does love mean to you?”
- “What’s the most important quality you look for in a friend?”
- “What’s the best book you’ve ever read?”
- “What are your goals for the future?”
- “What do you think about second chances?”
- “What do you want to be remembered for?”
- “How do you stay inspired?”
- “What’s one thing you’ve learned about yourself recently?”
- “What’s your definition of success?”
- “How do you overcome fear?”
- “What would you want to change about your past if you could?”
- “What do you think is the most important part of a relationship?”
- “What does independence mean to you?”
- “What’s your philosophy on life?”
- “Do you think everything happens for a reason?”
- “What’s one dream you’re still working toward?”
Funny But Romantic Things to Say

- “If I had a penny for every time I thought about you, I’d have enough to take you out for dinner.”
- “I can’t promise I’ll always be perfect, but I’ll always be here to make you laugh.”
- “If love was a puzzle, you’d definitely be the missing piece.”
- “I never believed in love at first sight, but then you walked in.”
- “If you were a vegetable, you’d be a cute-cumber, and I’m just here for it.”
- “I can’t decide if I want to get lost in your eyes or in a deep conversation with you.”
- “You’re like the perfect song I can never stop playing in my head.”
- “You had me at ‘hello,’ but you sealed the deal with that smile.”
- “In a world full of temporary things, you’re my favorite constant.”
- “If my heart had a GPS, it would lead me straight to you.”
- “I think we’d make a great team: you bring the looks, and I bring the laughs.”
- “I can’t help but smile whenever I’m with you, I guess you’ve got a magnetic charm.”
- “If kisses were snowflakes, I’d send you a blizzard.”
- “I’m glad I met you, even if it was just for one night. Hopefully, many more to come.”
- “You’re the kind of person I could easily see myself spending the rest of my life with… but no pressure, haha!”
- “Are you a camera? Because every time I look at you, I smile.”
- “If we were stars, I’d say we were destined to shine together.”
- “It’s not just about the chemistry… it’s the entire equation that makes us perfect.”
- “They say ‘you complete me,’ but I think you make me a better version of myself.”
First Date One-Line Jokes
- “I tried to be a comedian, but my jokes are just pun-ishing.”
- “Why did the tomato blush? Because it saw the salad dressing.”
- “I used to date a vampire, but it was all one-sided.”
- “Are you a parking ticket? Because you’ve got fine written all over you.”
- “If I were a cat, I’d spend all my nine lives with you.”
- “If you were a vegetable, I’d totally call you a cute-cumber.”
- “I tried to tell a chemistry joke, but all I got was no reaction.”
- “What do you call an argument over pizza? A saucy debate.”
- “What do you call an awkward first date? A date.”
- “Why don’t skeletons fight each other? They don’t have the guts.”
- “I used to be a baker, but I couldn’t make enough dough, so I quit.”
- “Do you like jokes about pizza? Never mind, they’re way too cheesy.”
- “I was going to give you a joke about construction, but I’m still working on it.”
- “I know I’m funny, but let’s get to the punchline: how’s the food?”
- “I’m here for a good time, not a long time, so let’s get the laughs rolling.”
- “I tried being a personal trainer, but I got a little too tired of the job.”
- “I have a joke about a pencil, but it’s pointless.”
- “Are you an angel? Because every time you smile, I see heaven.”
- “I think this date might be ‘pun’-derful, don’t you?”
- “I must be a snowflake, because I’ve fallen for you already.”
- “What’s a skeleton’s least favorite room? The living room.”
- “Why don’t we ever tell secrets at a bakery? Because it’s a crumby idea.”
- “You’ve got a great sense of humor, but let’s see how you do with mine.”
- “I’m not saying I’m funny, but I’m definitely not boring either.
Conclusion
400+ Funny Things to Say on First Date offers a great variety of humorous lines that will help you feel confident and relaxed. These lines are perfect for making a good first impression and breaking the ice with your date.
By using these funny and clever phrases, you can keep the conversation light and enjoyable. The right words can help you feel at ease and make your date more fun. Remember, humor is a great way to connect and show your personality. Enjoy your date and let the laughter flow!
Daryl is an experienced blogger with a passion for creating engaging and inspiring content. With years of expertise, he shares witty, motivational, and entertaining posts on Smarts Reply, always aiming to connect with and inspire his readers.