I don’t think anything compares to being in a room of your favorite people with your stomach full of good food and heart filled with love for your friends — and that starts with some deep conversation starters. If there’s any time of the year to get sweet, sappy, and sentimental with your friends, it’s Friendgiving. As the wine flows, so does the conversation with your friends: How have you been? How’s work going? What do you have planned for Thanksgiving?
While yes, it’s always nice to catch up, Friendsgiving offers a unique experience to get deep and emotionally intimate with your friends. If you’re anything like me, then you’re a sucker for a deep conversation with your friends (and good food).
Let’s be real though — figuring out how to start a deep convo isn’t the easiest thing in the world, and it’s easy to fall into the habit of asking your usual go-to catch-up questions, but that’s where these conversation starters come in.
If you’re looking to start deep, meaningful conversations at Friendsgiving, then these conversation starters are for you. These questions cover a variety of topics — from growing up to relationships to even the deep, existential stuff — and can lead to some good (and emotional) conversations. Here are 60 deep conversation starters for Friendsgiving. Warning: Tears may be shed.
60 Deep Conversation Starters for Friendsgiving:
- What’s something about your childhood that you didn’t realize was significant until you got older?
- What version of yourself do you miss the most?
- What’s a childhood belief you held onto for way too long?
- What is something you wish the adults in your life had understood about you growing up?
- When was the first time you felt truly independent?
- What’s a memory you wish you could experience for the first time again?
- What experience changed the way you see the world?
- Do you think you’re becoming the person your younger self imagined you’d be?
- What’s something you’ve forgiven yourself for?
- What is one thing you wish you could tell your 15-year-old self?
- What makes you feel genuinely loved by your friends?
- What’s the difference between being someone’s friend and truly knowing them?
- Have you ever outgrown a friendship but struggled to let it go?
- What’s something a friend has done for you that you’ll never forget?
- Do you believe people come into your life for a reason, or is meaning something we create afterward?
- What’s one thing you wish people understood about the way you experience friendship?
- When do you feel most like yourself around other people?
- What’s a friendship lesson you learned the hard way?
- Do you think it’s possible to love someone and still not belong in each other’s lives?
- What do you think makes a friendship last decades?
- What’s something about yourself you’re still trying to understand?
- What part of your personality do you think people misunderstand the most?
- When do you feel the most confident in who you are?
- What’s an opinion you’ve completely changed your mind about?
- Do you think people ever truly know themselves, or are we constantly becoming someone new?
- What’s something you do differently now because of how much you’ve grown?
- What is a side of yourself that only a few people get to see?
- Are you living a life that you genuinely want, or one that you feel expected to live?
- What’s something you’ve been afraid to admit to yourself?
- If you could remove one insecurity from your life, what would it be?
- Do you think there’s one person we’re meant to meet, or multiple people who could change our lives?
- What does a fulfilling life look like to you outside of career, money, and relationships?
- Would you rather be deeply understood by a few people or liked by everyone?
- Do you think everything happens for a reason, or do we give meaning to things that happen?
- What’s scarier: being alone or being surrounded by people who don’t really know you?
- Do you think you can ever fully move on from someone?
- What do you think people waste the most time worrying about?
- If you knew nobody would judge you, what would you change about your life?
- What does happiness mean to you at this stage of your life?
- Do you think the person you are today would be friends with the person you were five years ago?
- What’s something you haven’t given yourself enough credit for surviving?
- What’s a decision that completely changed the trajectory of your life?
- What’s something you’re currently grieving that isn’t necessarily a person?
- What are you afraid your future self might regret?
- What’s one thing you hope never changes about you?
- What is something you want to experience at least once in your lifetime?
- What does being emotionally available mean to you?
- What’s a fear you’ve outgrown?
- If your life stayed exactly the same for the next five years, would you be happy?
- What do you hope the people sitting around this table remember about you?
- What’s something you wish people would notice about you without you having to say it?
- What do you think you’re still trying to prove, and who are you trying to prove it to?
- When was the last time you felt truly seen by someone?
- What’s a version of yourself you’ve had to let go of to become who you are today?
- What do you think people love about you that you struggle to love about yourself?
- What’s something you pretend doesn’t hurt anymore?
- If someone could hear your inner dialogue for a day, what would surprise them the most?
- What’s a question you wish someone would ask you but nobody ever does?
- In what ways have you mistaken being needed for being loved?
- If everyone at this table had to describe the impact you’ve had on their life in one sentence, what do you hope they’d say?
Hopefully, the conversations from these questions will leave everyone feeling a little more grateful for each other.