5 Deep Meaningful Questions to Ask in Conversation

Engaging in conversation is a simple thing. Most any one can do it, and do it effectively. At least when it comes to the superficial types of conversation, the ones designed for killing time through idle chit-chat. Making a conversation deep and meaningful, however, takes a little more. It raises the stakes, and requires of you more time, focus, determination and effort.

The fruits of this effort can be more than worth it, for deep, meaningful conversations have a way of forging bonds and fostering intimacy between two people in a way that not much else can. Here are five good and deep conversation starters to get you going.

When you were a kid, what did you want to be when you grew up?
This kind of question allows the other person to reflect on their childhood hopes and dreams, and have a life and the wonderfully naive ambitions they had way back when. Feel free to share your own childhood ambitions, compare notes, and it will likely be obvious after a little discussion that both you and your counterpart have lived lives that are actually pretty impressive to your seven-year-old selves.

Is it more important to you in a relationship to be loved or understood?
This is one conversation starter that will help reveal your counterpart's frame of mind, and allow a deep, fruitful discussion regarding what is most important in a relationship - love or understanding.

If you could be happy and poor, or rich and miserable, which would you choose?
Though this is a rather common question, it is a great springboard to a deep conversation topic on which is most important - money or happiness. Obviously, after some conversation on the initial topic, feel free to switch up the premise and suggest that money may in fact buy happiness.

What do you find meaningful in a relationship?
This conversation starter is a little more open-ended and a great relationship communication skill to get your counterpart to think a little outside of the box in their response. Though be prepared for the fact that this question may take a bit of time for the other person to compose their response. Give them that time, and a deep conversation will be your reward.

Would you rather be seen as a person who did their duty or who forged their own path?
This is a meaningful conversation starter that will get both you and your counterpart talking about the grand concepts of duty, leadership, personal responsibility and of all the points where those concepts overlap and contradict each other.

Engaging in conversation is a simple thing. At least when it comes to the superficial types of conversation, the ones designed for killing time through idle chit-chat. Making a conversation deep and meaningful, however, takes a little more. The fruits of this effort can be more than worth it, for deep, meaningful conversations have a way of forging bonds and fostering intimacy between two people in a way that not much else can. Here are five good and deep conversation starters to get you going.

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