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Funny Conversation Starters: 40 Lines to Instantly Fit Right In

Not everyone is a social butterfly. So, if you don’t know how to begin talking to someone, here are some funny conversation starters to try.

Funny Conversation Starters

Maybe you have a crush on someone, and you don’t know how to approach them. Or you’re invited to an important party, but the thought of talking to strangers gives you hives. Whatever your reason for being nervous, don’t worry. Talking to people doesn’t have to be scary, especially if you use a few funny conversation starters anyone can connect with.

Why some people uncomfortable starting conversations

#1 They are shy. Not all introverts are shy. But if you are one of the shy ones, you might feel much more comfortable being a hermit in your shell rather than venturing out and talking to people.

#2 It’s a learned behavior. Maybe you’re not shy, but your parents were. If you never witnessed them starting conversations with strangers, then you subconsciously learned that it’s something you shouldn’t *or can’t* do.

#3 They’ve gotten rejected down before. Maybe you have tried starting conversation in the past, but you have gotten rejected in one way or another. Even if you don’t remember, it could still be affecting your behavior today. [Read: How to get someone to like you immediately]

#4 Anxiety issues. Some people have biological makeups that make them prone to anxiety, including social anxiety. There are other mental health issues that could be contributing factors as well.

40 funny conversation starters that can help you out

Even if you see yourself in one of the above four reasons why someone might find it difficult to start a conversation, just know that with a little practice, you’ll do just fine. In fact, here are 40 funny conversation starters to give you a nudge. Because, I mean, who doesn’t like humor?

#1 Do you believe in love at first sight? And this doesn’t have to be a pickup line. Just a general question.

#2 Would you cut off your little toe for $1,000,000? This is a bizarre question that most people have never even thought about! But it’s a good, deep conversation starter. [Read: Drawing a blank? Try these easy 25 conversation starters]

#3 What present would you buy me if you won the lottery tomorrow? Of course, if you just met the person, this is funny because they probably wouldn’t buy you a present!

#4 If you were a vegetable, what would you be and why? It’s a weird question, but you can have fun with it. It might also give you some insight into the person’s personality.

#5 If you worked at a circus, which job would you want to have? Everyone loves the circus! This will test their sense of humor and light-heartedness. [Read: How to start a conversation with a crush and woo them]

#6 Tell me something funny that happened to you this week. This will get them laughing and reflecting on the good things in their life.

#7 What is the worst first date you have ever been on? We all have hilarious stories of bad dates! This is one of the greatest funny conversation starters.

#8 What is your most embarrassing moment? Some people may not want to talk about it, but it sure is funny when they do.

#9 Have you ever stalked someone on social media? No one really wants to admit this one, but it’s hilarious when people really do start talking about it. [Read: 15 easy conversation starters you can use with a guy you like]

#10 Are you a selfie queen/king, and why? You might get two extremes with this question… YES or NO!

#11 If you could have one magical power, what would it be? It can be anything from predicting the future to having the ability to fly.

#12 What would be your dream job? Everyone has a dream job. Get them to fantasize about their hopes and dreams.

#13 What’s the worst advice you’ve gotten… but you actually followed? We’ve all followed some bad advice, and it usually leads to some pretty funny stories. [Read: How to keep a conversation going with the opposite sex]

#14 Do you know any funny conversation starters? Hahahaha. Get it?

#15 What is the last really dumb thing that you did? We all do dumb things. This question will bond you guys as you share your dopiest moments.

#16 What are the top 3 things on your bucket list? Everyone should have a bucket list. And you can also make it one of your funny conversation starters.

#17 What do you think you were in a past life? *or do you believe in past lives?* Stay away from religion and just have fun with this one. [Read: 41 conversation starters for couples who are just starting to get serious]

#18 What’s your favorite celebrity scandal? Britney Spears shaving her head? Kanye’s rants?

#19 Do you think Jack could have really fit on the headboard at the end of the movie, Titanic? If they haven’t seen the movie, then you need to fill them in.

#20 Who’s your favorite comedian? Everyone loves comedians! Talk about their jokes.

#21 If you could get a free pass for a day to do anything legal or illegal, what would you do? Rob a bank? Sneak into an amusement park without paying?

#22 What’s the most valuable lesson you’ve learned in your life? This will tell you how self-reflective they are. [Read: The socially awkward person’s complete guide to flirting]

#23 When was the last time you faked being sick? We’ve all done it… calling into work or staying home from school.

#24 What’s the funniest joke you ever heard? Everyone loves a good joke!

#25 If you were immortal for day, what would you do? Dive off a cliff? Skydive?

#26 What’s the biggest change you would like to make to your life? A career change? Dump their significant other?

#27 If you had a voodoo doll and could hurt anyone in the world, would you do it? A politician? Their annoying neighbour? [Read: How to be funny and make people love your company]

#28 If God appeared to you in a series of vivid dreams and told you to move to a deserted island alone, would you do it? Would anyone actually do this?

#29 Would you skydive… willingly? It tells you how adventurous they are and if they like adrenaline rushes.

#30 Would you bungee jump… willingly? Ditto.

#31 What makes you unique? Don’t let them get away with saying “nothing.” [Read: How to keep a conversation going with a girl you really like]

#32 What kind of weird quirks do you have? Are they OCD? Do they hate sharing their food?

#33 What’s your biggest pet peeve? People who are late? Something else?

#34 What’s the funniest movie you’ve ever seen? Elf?

#35 What’s your favorite song to dance to? A classic like YMCA or something more modern? [Read: 15 guaranteed ways to get your crush to like you back]

#36 If reincarnation exists, what would you like to come back as? Royalty? A billionaire? A super model?

#37 What is one thing you can’t live without? A person? Money? Coffee? This will tell you a lot about them.

#38 What’s your worst habit, and do you want to break it? They may not want to admit this one either, but it’s funny.

#39 I bet you can’t make me laugh! Challenge accepted!

#40 Have you ever had an imaginary friend? If they have, hopefully it was as a child *and not currently*!

[Read: 20 signs of attraction in the first conversation]

Even if you’re uncomfortable being the first one to talk to someone, if you try these funny conversation starters, you can’t go wrong. So try one at your next party!

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Carol Morgan LP
Dr. Carol Morgan
Dr. Carol Morgan has a Ph.D. in communication and is a professor at Wright State University where she loves corrupting young minds. As a relationship and succes...