101 Fabulous Conversation Starters



Try as we might, sometimes it can be hard to connect. I put together this list of conversation starters to help.

 So, go ahead. Strike up a chat. You never know where it’ll lead…



What do you think are some of the pluses and minuses of social media?

What quote has had the most impact on your life?

Who would you like to shadow for a few days & why?

There’s absolutely no substitute for ______.

What is your favorite gift to give?

If you saw a giant package on your front doorstep, what would you hope was in it?

If you had $5,000, what would you do with it?

If you had $5,000,000, what would you do with it?

What would you like to be remembered for after your death?

What is your most prized possession?

When you get impactful news who is your first phone call?

What is the most influential book you’ve ever read?

What tv character reminds you of yourself?

If you could go on a vacation anywhere, where would you go?

If you could change one thing about the world, what would it be?

What’s the most frustrating thing a person can do when you’re conversing with them?

If you could find out the date of your death would you want to know it?

What do you want to be remembered for after you die?

What’s the best gift you ever received?

What was the happiest day of your life?

Which of your personal traits do you hope your children will receive?

If you had one year to live what’s the first thing you’d do?

What is your idea of a happy family?

Share a phrase that comforts you.

What do you think your purpose is in life?

What do you like most about yourself?

What do you think others feel is your best quality?

Is it harder for you to see good in others or good in yourself? Explain.

What do you do when you are depressed or feeling down?

What can you identify as a turning point in your life?

What’s an important goal you’d like to accomplish in the next year?

Where do you grow the most – in solitude or in relationships?

What person in your life has had the most impact on you.

If you could be invisible for a day what would you do?

If you won the lottery would you quit your job?

Are you more patient with yourself than with others?

What’s your biggest fear?

How would you spend your ideal day?

Where do you go when you want to be alone?

What’s something about you that you hope others will notice?

Which of your emotions do you find most difficult to control?

What do you do when you want to get out of something?

Tell about a gift you have given and are proud of.

Where do you go to get validated or appreciated?

As you look at the world what is something you sometimes wonder about?

What’s one thing you’d like to try before you die?

What do you like most about your closest friend?

What’s one thing no one should ever give up on?

Will you raise your children more or less strictly than you were raised?

Name one thing you can do now that you couldn’t a year ago.

Name one thing you want to do better.

What thrills you?

How do you show someone you like them?

Tell about something good that has happened as a result of a choice you’ve made.

What is one quality you would want in a friend? Why?

When you were a child, for what did you receive the most criticism or punishment?

Which of your responsibilities do you wish you could eliminate?

Describe your ideal mate.

What makes you dislike a person on sight?

What do you see everywhere you go?

What was the hardest decision you’ve ever had to make?

What makes someone a hero?

What is one of the temptations you struggle with a lot?

What would you like to feel more confident about?

What frustrates you?

What are three things you are really sensitive about?

What are three things you like to be complimented on?

What are some things you like or brag about?

What’s something you think others believe about you?

What things complicate your life?

What feelings do you have the most trouble expressing?

What dreams are you still trying to make come true?

What is your favorite time of the day?

If you could trade places with anyone in the world for one day, who would it be?

What one quality do you look for most in friends?

What one word would you use to describe each person in the group?

It you could receive a sixth sense, what would you want it to be?

What do you believe will likely never happen?

What makes you frustrated?

What is success?

How do you feel about growing older?

How would you describe peace?

What always seems to distract you?

In what ways are you your own worst enemy?

What makes a house a home?

What’s something you purchased but haven’t used or gotten rid of?

What talents do you wish you had?

How would you describe a happy family?

What’s the closest you have come to fearing for your life?

In what ways do you act like a child?

What job would you refuse to do regardless of the pay?

If you wrote a book about yourself, what would it be titled?

Would you be friends with you?

What makes a ‘good neighbor’?

What is your favorite room in your house? Why?

What are some of the things that make you feel like weeping?

What is the most unique thing you own?

How do you feel about the way you use your money and your lifestyle in general?

What one simple fact do you wish everyone understood?

What are your top five personal values?

When did you first realize that life is short?