deeper conversation starters

Deeper Conversation Starters: List of 110+ Deep Sentences


Deeper conversation starters can be a great way to get to know someone on a more personal level. These conversations can help create a stronger bond between two people and can open up new topics of conversation that may not have been discussed before.

Some conversation starters that can help create a deeper conversation include asking about someone’s hopes and dreams for the future, their biggest fear, what they are most proud of, and what they would like to accomplish in the next few years.

Another great way to start a deeper conversation is to ask what they think of a certain topic or issue, such as the current political climate or the state of the environment.

Asking someone to explain their views, opinions, and beliefs can help create an engaging conversation and can help you get to know someone on a deeper level.

In addition to asking questions, engaging in activities together can also help create a deeper connection. For example, playing board games, doing puzzles, going on a walk, or cooking a meal together can help create a more meaningful conversation.

It is important to remember that although conversations can help create a deeper connection, it is also important to listen to what the other person has to say. Listening without judgment can help create a safe space for both people to express their thoughts and feelings.

deep conversation starters
deep conversation starters

Ultimately, deeper conversation starters can help create a deeper connection between two people and can help to build trust and understanding.

Deeper Conversation Starters! It’s not easy to o deep in any conversation. But for some reasons, you have to go deep in conversation with your partners, colleagues and customers as well to understand things better.

Here are some of the examples of deep conversation starters through which you can start very deep conversation with anyone.

Deeper Conversation Starters

  • It’s great talking to you.
  • I’m listening to you and I want to understand.
  • Today, I’m hoping we can discuss…
  • Please feel free to speak openly.
  • As far as I’m concerned, this conversation is over.
  • My apologies if I choose to not waste my time with this conversation. [sarcasm]
  • There’s no need to discuss this any further.
  • I can’t believe how wonderfully our talk went.
  • I regret I can’t pursue this conversation any longer.
  • Whatever results from our discussions will be just fine.
  • I’d like for our conversation to lead to something concrete.
  • This topic disturbs me quite a bit.
  • We could talk about it for 10 years and we still wouldn’t have an answer.
  • What are the rules you want to establish at home? What would you do if someone broke one of them?
  • We may as well get going with this—I haven’t got all day.
  • I’m calling you out!
  • Get in here and talk to me now!
  • More talk would simply be a waste of our time.
  • I just don’t want to speak about this now.
  • I’m not interested in this topic any more.
  • Please help me get comfortable with your side of the argument.
  • I wish we didn’t have to talk about this, but there isn’t any way around it.
  • The only reason you’re here is so I can hear you out.
  • I can’t wait to get deeper into this topic with you.
  • I’ve wanted to talk with you for a long time.
  • Let’s take a whack at this, shall we?
  • What is something that the majority of people discover when it is too late?
  • What was your most memorable “culture shock” encounter while visiting another country?
  • To you, what constitutes a meaningful conversation?
  • What do you think will be ridiculous in ten years that is currently quite popular?
  • What are the three most essential things in your life?
  • I’d like to talk to you about something for a moment.
  • Do you have a minute? I would like to discuss something with you.
  • It would help me a lot to know your opinion on…
  • I’d like to elaborate a bit on…
  • Would you rather have a simple task for someone else or a challenging job for yourself?
  • Do you enjoy working there or are you just there to make money?
  • Do you think humans are really good for this planet?
  • I learned a lot talking to you, thanks for everything.
  • I’m sorry this is over—I was learning a lot.
  • I’ve always been good with conversing freely—how about you?
  • I would appreciate having a conversation with you.
  • This is a tricky subject—let’s talk about it for a while.
  • This is probably pointless, but let’s see how far we can get.
  • When you think of love, who or what comes to mind?
  • At this point, the more we talk, the better it will be.
  • I need to get my point across.
  • Sorry, I prefer not to continue.
  • This is as good a place to end our discussion as any.
  • I have nothing more to say to you.
  • This conversation is over!
  • Talking to you just makes my brain hurt.
  • Did your parents allow you to stay up late on school nights when you were growing up?
  • Is there something I can do better as your daughter/son that I am not doing now?
  • Is your family’s discipline fair and equal?
  • Where in the world would you like to live? What’s the reason for it?
  • If budget were no object, where would you go on vacation?
  • Who would you prefer if you had to choose a character from a book, movie, or TV show who is the most similar to you? Why?
  • When was the last time you put in a lot of effort?
  • Tell me about two of your lifelong friends and why they matter so much to you. What factors made you choose them?
  • Do you think it’s right for children to help with household chores?
  • I really want to have a dialogue with you about this.
  • Talking to you is always a pleasure.
  • We won’t be able to get anything out of such a big subject in just a day.
  • I can’t be of any use to you from this point on.
  • Can we talk about something else, please?
  • You’d better shut your mouth before you put your foot in it.
  • Why not simply talk about it? What could be the harm in that?
  • I’m not looking to simply talk—I’m in this to make something happen.
  • I’m seeing you today to hear you out and possibly help you.
  • We should have started this discussion long ago.
  • Do you feel like you could talk with your family about anything at all?
  • Is there a situation in your life where you’ve been influenced by the church?
  • I’m not listening… [musically]
  • We’ve spoken enough about this.
  • Let’s stop this right here.
  • Let’s pull back before we go too far.
  • This discussion isn’t appropriate any longer.
  • Is it more important to you to do things right or to do the right things?
  • Is it possible to be happy without being sad?
  • It was great talking to you.
  • I got a lot out of our conversation.
  • I apologize, but I must leave.
  • This dialogue was very helpful, thank you.
  • For you, what’s the true meaning of life?
  • Is it ethical to spend money on expensive food while other people are starving?
  • What do you think is the best part of being you?
  • We’ll get further if we can get along from the start.
  • My goal is for this to become less ambiguous.
  • Thank you, I enjoyed our talk immensely.
  • Sorry, but I’m needed elsewhere.
  • I could listen to you for hours but, alas, I must go now.
  • I’d like to continue with this, but I’m late for…
  • I have pressing matters to attend to now.
  • Who is your hero, and why did you choose him or her?
  • How has your ability to succeed been aided by your strengths? In what ways have your flaws hindered you?
  • Do you think you’re doing more harm than good on this planet?
  • Can you explain how you learned to accept yourself and other people?
  • Would you rather paint a room or start a garden with your family?
  • Which family member do you hate the most? Why?
  • Does your mom have a weird trait?
  • Do you consider yourself a truth seeker?
  • Can you tell me about a time when someone showed you kindness or compassion over something?
  • Is it more important for people to help others or should they be accountable for their own well-being?
  • Can you live a meaningful life without your friends and family?
  • Is it possible for good to exist without evil?
  • How exactly would you like to die?
  • Do you think it’s possible for men and women to only be friends?
  • What would you call this year if you had to give it a name?
  • What’s one mode of self-expression that you’ve been afraid to try?

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