Random Topic Generator and Conversation Starter

Headed to a coffee chat and want a conversation starter? Have writer’s block and aren’t sure what your next writing topic should be?  Use our random topic generator below to spark conversation ideas, writing prompts, and more! To get started, just click “Generate Random Topic.”

Click "Generate Random Topics" button above to generate a random topic.

Great Conversation Starters

What is something you can tell me about yourself that will help me remember you over others?

Some believe that our identity is directly correlated to our career. What is your thought?

What is the most difficult thing for you about living in this city?

If money wasn’t a necessity, what career would you choose for yourself?

How do you separate what joy is from happiness?

What do you find is the best remedy to go to sleep on nights when you are restless?

What are the main differences between baby boomers and millennials?

What was your favorite era of music and what was played then?

What type of movies do you like to watch and what are your favorites?

What’s your favorite restaurant and why?

What’s your favorite thing to do with your free time?

Name three words that best describe you.

Funny Conversation Starters

What’s the best Wi-Fi network name you have ever seen?

What candy bar would you be?

If you could hack any computer, whose computer would you pick?

If you could have dinner with anybody, who would you pick for a date?

Would you prefer to never get stuck in traffic again, or to never get another cold in your entire life?

If you had to pick a Disney character to represent you, which one would you pick?

What would you do with your extra time if you didnt need to sleep anymore?

What was the best reason why you ever faked being sick?

What is the weirdest gift you have ever gotten in your life?

If you had to work in a circus, what would you be working as?

Who would you prefer to be able to read your thoughts, your parents or your crush?

If you had to give either caffeine or alcohol for the rest of your life, which would you pick?

Deep Conversation Topics

What are your fears? Fear is one of the primal emotions of humans and knowing the answer to this will give you an insight into the person.

What is your general plan in life? Reflecting on your plan in life is one of the best deep conversation topics.

What is the lowest point of your life? The lowest point always defines the person.

What are the things that you regret? Knowing what the person used to be that they don’t want to be anymore is an effective way to get to know each other.

If you could tell something to your 10-year-old self, what would it be? Know what they value now that they didn’t before.

The thing you hate the most? There are many things that can be revealed by this question.

What do you do over and over again that you hate doing? You’ll have an insight into their routine.

What will you never give up on? You will know what is important to their lives.

How would you describe the color of the sky to a blind person? There are a lot of insightful things that can be said when asked this hypothetical question.

What is your next big step? Other people are stuck in a routine but asking them their next big step can help in reflecting.

Conversation Starters With a Guy

If you’re looking for ideas about what to text a guy to start a conversation, look below.

How was your day? This is always one of the best conversation starters with a guy.

Ask about their dreams. This will reveal their future plans and how responsible they are.

Hypothetical magic powers. Mind-reading or flight? Fire bending or water bending? It’s a fun question to ask anyone!

Worst date ever. Not only can both of you laugh at his stories, but you also know what to avoid if you guys date.

Vacation places he’s been to. You probably have been to the same places and have a lot of stories to tell

Things he’s passionate about. You will be surprised how talkative a guy is when his passion is the topic of the discussion.

Best year in his life. Having something positive and nostalgic thing to discuss is always nice.

Favorite shows or movies? You can bond over your shared taste or you can have new shows to watch!

Pet peeves? Have an insight into his temperament by asking this key question.

What are you most afraid of? This is a very personal topic but it could make you closer.

Conversation Starters With a Girl

If you’re looking for ideas about what to text a girl to start a conversation, look below.

Tell me about your family.

Tell me something about your best friend.

Tell me about your favourite song or movie

What is your ultimate goal in life?

You have three words to describe yourself, what would they be?

What was your childhood career?

What do you notice first about a guy?

Am I boring?

Favourite celeb

Do you have any pets?

The Dumbest thing you have done.

Your regrets in life?

What was your most embarrassing moment?

How long your longest relationship did last?

What are your hobbies?

What do you like most you about a guy?

Are you a dancer? And would you dance with me?

What is a deal-breaker for you?

Your favourite music.

What would your ideal date be like?

Do you have any fears in life?

What is the one thing you used to do as a child that you wish you could still do?

What do you hate most about dating?