Home  >  My Life  >  Relationships

Tongue-Tied? Here are 35 Brilliant Conversation Questions

Sometimes we feel like we’ve run out of things to say, and it’s awkward. But don’t worry. Here are 35 conversation questions to help you along.

conversation questions

Not everyone is a Chatty Cathy. Some people are just naturally talkative, while others are not. And even if you are a pretty good conversationalist, sometimes you know someone so well that you feel like you know everything about them.

35 brilliant conversation questions

Don’t worry, there is always something that can be talked about. The universe is filled with things to be curious about – from personal things to do aliens exist. So listen up! These will ease your stress at the next party you attend. Here are some conversation questions.

#1 Where are you from? Easy, boring, yet necessary when you are just meeting someone. I mean, it’s just sort of expected.

#2 What do you do for a living? What someone does for a living can be quite interesting – especially when it’s really different from what you do. Maybe you can learn something new.

#3 Where did you go to school? Did they go to college? Do they have a master’s or Ph.D.? What did they study? How did they pick their major? [Read: How to keep a conversation going with the opposite sex]

#4 Do you have any siblings? Or maybe they’re an only child. If not, where are they in the birth order? Do they get along with their siblings, or are they wildly different?

#5 Are you more outgoing or shy? If they’re familiar with the Myers-Briggs personality test, ask them if they know what they are. If not, simply asking them if they are an introvert or extrovert will do.

#6 What were you like in high school? Were they a jock? A band geek? Valedictorian? In the drama club? Homecoming Queen? Have they changed since high school?

#7 Tell me what you love about your job. Hopefully there is something they like. If not, that’s kind of sad. But, it’s one of the typical conversation questions.

#8 Are you in a relationship? If so, is it going well? How long? If they’re single, do they like being single or are they actively looking for a partner? [Read: 50 cheeky, personal questions to ask someone you like]

#9 Are you a Republican or Democrat? I know they say never to talk politics when you first meet someone. But why not? It says a lot about who someone is.

#10 Do you think aliens exist? Ahhh… this is a fun one. People seem to be at either one end of the spectrum or the other. Either way, it’s fun to talk about.

#11 Would you walk naked for 5 blocks in New York City in broad daylight for $500,000? Gotta throw in some fun, wild questions, right? This is a great one to ask because it’s hilarious! [Read: 20 revealing questions to get to know someone better]

#12 What have you done that you’re most proud of? Their career? Their relationship? Did they start a non-profit? The variety of answers are endless.

#13 Are you thinking about a career change? Some people would rather stay in the same career with the same company for the rest of their lives. But how do they feel about it?

#14 What are your mom and dad like? Are they outgoing or shy? How much is the person like one or both of their parents? [Read: 20 ways to perfect your first date conversation]

#15 Do you think the Illuminati exists? Okay, maybe they don’t know who the Illuminati is. But it’s a secret society people suspect exists and is really running the world. And one of the more fascinating conversation questions.

#16 Who do you think really killed JFK? Yeah, I know that happened over 50 years ago, but it’s a part of history. And a controversy.

#17 What’s your favorite movie? This says a lot about a person too. Is it an action-adventure movie or a love story? Or something in between?

#18 What’s your favorite book? Novels, nonfiction, or something else? Maybe they don’t even like reading! [Read: 15 easy conversation starters with a guy you like]

#20 Where do you see yourself in 5, 10, or 20 years? Sure, it sounds more like a question you’d get in an employment interview, but it’s still fun to hear if they have even thought about it before.

#21 Do you stalk people on social media? They probably won’t admit to this one, because then you’ll think that they’ll stalk you. But it’s worth a shot.

#22 What’s your favorite holiday? Is it Christmas? Thanksgiving? Valentine’s Day? Heck, it could even be Flag Day!
#23 What’s your biggest pet peeve? We all have one. Hearing people chew? Liars? People who don’t take responsibility for their actions? [Read: 20 questions to ask on a first date for the perfect conversation]

#24 What’s your biggest strength? They might have a hard time coming up with this, because no one likes to brag. But hopefully they have some healthy self-esteem.

#25 What’s your biggest weakness? Again, no one likes to admit weaknesses either, but it’s a good conversation piece nonetheless.

#26 If you could have dinner with anyone – dead or alive – who would it be and why? They might say their grandparent *or parent*, George Washington, Jesus… who knows? It’s a fascinating question.

#27 Who is your hero? And if they say their mom or dad, ask them to pick again. That’s just too normal of an answer. Ask them to get creative. [Read: 20 funny questions to ask a girl and leave her ROFL]

#28 If you won the lottery, would you quit your job? Seems like a silly question, but some people love their jobs so much that they would not quit.

#29 Do you believe in ghosts? This tests their beliefs about an afterlife. Even more interesting, ask them if they’ve ever seen a ghost or know someone who has. This might turn into one of the most creepy conversation questions.

#30 If you could make a voodoo doll and hurt anyone in the world, would you do it? Okay, this is kind of morbid. But it not only test who they despise, but how far their anger would go.

#31 If your baby was accidentally switched in the hospital *and you took home the wrong child*, but you found this out a year later, would you want your biological child back? Ohhh, this is a tough one, because we would all probably want to keep both babies!

#32 What do you think of psychics? Are they frauds? Or do they think they’re really talking to the dead? Would the ever get a psychic reading? [Read: Do you really know them? 20 fun questions to ask a friend]

#33 If you could travel anywhere in the world, where would it be and why? A cruise around the world? Hawaii? Backpack across Europe? An African safari? Their choice says a lot about them.

#34 Where on earth would you live if cost of living was not an issue? San Francisco? New York City? The Greek Isles? This will tell them what kind of living environment they prefer.

#35 Do you believe in soul mates? This could be a long conversation, because the term soul mates gets thrown around so much. You can look at it from either a spiritual or human perspective.

[Read: 36 racy, random funny questions for flirty guys and girls]

Talking with people doesn’t have to be stressful… it can be fun! With the 35 conversation questions in your back pocket, you’ll never be tongue-tied again!

Liked what you just read? Follow us on Instagram Facebook Twitter Pinterest and we promise, we’ll be your lucky charm to a beautiful love life.

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...