Intentionally Speaking: Conversation Starters
Mindful conversations are perfect for deepening our relationships, and fostering meaningful discussions and dialogue—whether it’s within ourselves, or with others. We often “go with the flow” and use organic dialogue, but at times having starter questions and topics show how excited & intentional we feel about actually deepening our connections and truly getting to know one another, and ourselves.
Pull from the questions below, or create your own list, regardless, here’s to never wondering what to ask next, and talk about again.
Conversation Questions & Topics
What small joys bring light to your day?
Favorite People? Why?
Anyone in your life that needs to be forgiven?
The last person you said "I love you" to?
Biggest tur n-on? Biggest turn-off?
If you had to have a fetish, what would it be?
What is something in your childhood that shaped you into the person you are today?
What's your perception of God?
One thing you could change about yourself?
What advice would you give your younger self?
If you had 3 wishes, what would they be?
Why do you think people stay in toxic relationships?
Which parent are you closest to? Why?
How do you feel about kissing on the first date?
What's your idea of the perfect person?
What feelings do you experience the most?
What annoys you the most about people?
What is a dream you had but never told anybody?
What's a deal-breaker for you in a relationship?
Would you ever take back a cheater?
What kind of parent do you think you'll be?
Do you stay friends with your exes?
Is it possible to live a life without lies?
Is suffering a normal part of life?
What is the biggest obstacle you had to overcome? How are you have to overcome it?
Do you have a fear of commitment?
What do parents do that ruin their children at an early age?
What keeps you up at night?
Most traumatizing experience of your life?
Why are so many people in the world lonely?
What do you look for and need in your friendships?
How do you feel that you best offer love and support to your friends?
Tell me about your childhood best friend.
When do you feel most authentically yourself?
What's one form of self-expression you've been too hesitant to explore?
What’s one habit you want to get rid of and one habit you want to keep?
What was your first experience with sex like?
If you were to perform a duet with a famous musician, who would it be and why?
Do you have any recurring dreams? If so, what do you think they are trying to tell you?
Who do you most admire, and how has that impacted the way you live your life?
If you didn't have to sleep, what would you do with your time?
What was the best/worst advice you were given?
Something you love about yourself?
If you found out when you'd die, would you change your lifestyle? Why/why not?
Most afraid of?
The hardest decision you had to make?
How do you handle frustration?
How do you deal with disappointment?
What triggers you to cry?
Name a time you felt you weren't good enough?
Do you believe in true love?
Does your life have meaning?
What would you want your final words to be?
What impression do you think you give when you first meet someone?
If you had the chance to know when and how you'd die, would you take it?
Do you believe in Heaven & Hell?
5 things that irritate you about the opposite/same sex?
Something you regret?
What do you find funny that other people don't?
3 words that best describe you?
What feature of mine do you find most attractive?
If today was the last day of your life, how would you spend it?
What advice do you think your 45-year-old self would tell you?
What is your definition of cheating?
When was the last time you felt loved?
Greatest accomplishment?
Something you wish you could spend more time on?
What's your favorite part of being in a relationship?
A favorite song lyric?
If money didn't exist, where would you be?
Dream job?
Would you rather have the power of time travel or the power to see the future? Or, what superpower do you wish you had?
If you had one last meal, what would it be?
Do you believe in ghosts?
What’s one act of kindness that you’ve done or experienced today?
What was the last movie you watched?
What’s one thing your loved ones would be surprised to learn about you?
If you woke up one morning and all your problems were solved, how would go about your day?
Most grateful for?
Who do you rely on for support?
What was the first big purchase you made as an adult?
How did you know when you fell in love?
Have you kept any memorabilia from your childhood?
What do you miss most about being a child? A teenager? My age?
What about the current world would be most surprising to your younger self?
If you could travel back in time, which part of your life would you go back to?
What are some of your favorite memories of your parents?
If you could have one cartoon character be your real-life best friend, who would you choose and why?
What’s your earliest memory?
What do you love most about school?
Who are your best friends?
What does a perfect day with the family look like?
What is your favorite season?
If you could have any animal as a pet, which would you choose and why?
What does a perfect day look like?
What do you love most about our house?
How do you feel best supported in hard times?
Dogs or cats?
What do you wish people better understood about you?
What does ‘alone time’ look like for you?
What lessons from your childhood have most impacted your worldview?
If we could live in another country for a year (no strings attached), where would we go?
What do you love most about our relationship?
What do you wish to work on?
How can we better practice sustainability as a couple?
What’s a favorite memory you have of us together?
What's your favorite part of being in a relationship?
What’s one of your favorite memories from your childhood?
What do you think everyone in the family will be doing 10 years from now?
Which characteristics do you think you inherited from our parents?
Do you have a morning routine?
What was your favorite subject in school? Favorite teacher?
If you could return to school, what would you study?
What show or movie are you currently watching?
What are you currently reading?
What food reminds you most of home?
What do you love most about yourself?
What accomplishments are you most proud of?
What projects are you working on right now that bring you joy?
How do you unwind after work?
Do you listen to any podcasts during your commute? If so, which ones?
How do you track your work goals and accomplishments?
What do you enjoy most about our company?
Where do you need support that you’re not getting it?
Do you enjoy networking? Why or why not?
What was your very first job?
What skills are you focused on cultivating right now?
How are you truly doing?
What do you do for enjoyment?
Do you enjoy being complimented? If so, try and describe how it makes you feel.
What is the compliment you receive most often?
If you had a day to yourself, what would it look like, where would you go, and what would you do?
Do you recharge by being around other people or by spending time alone?
Do you collect anything?
Oceans or mountains? Why?
Which scents do you find the most soothing?
What is a language you love to listen to even if you don’t speak or understand it?
Describe the most captivating painting or art piece you’ve ever seen thus far.
Do you remember the first novel you ever read? If so, what was it?
What is your favorite thing about your personality?
If you could have a fictional superhero for a best friend, who would it be?
What color would you choose to describe yourself?
What is something you have accomplished as an adult that your younger self would be proud of?
Is there a place in the world that you feel most represents who you are most?
Somewhere you’ve been or never before?
If your pet could talk, what would their voice sound like? What would they say about you?
What does your name mean?
What tasks make you feel like your best self?
Any particular self-care practices?
Where do you feel most centered?
Your favorite comfort food/snacks?
What do you wear when you’re feeling your best, and why?
What is the best meal you’ve ever had?
What’s the best meal you’ve ever cooked?
What do you love most about your home?
Story of your first kiss?
What’s something you’d say to your high school self? What’s one for your current self?
What gives you goosebumps?
Do you know your astrology sign? How about your birth chart?
How are you consciously practicing sustainability?
Do you have any tattoos?
Scuba diving or skydiving?
What are you most grateful for in this season of life?
Do you give back or volunteer with any organizations? Or would you like to?
