Am I the only one who truly dislikes having small, meaningless conversations with people? I have a constant need to dig into people’s souls and understand how their ideas, values, and feelings work. Whether that’s because I need the info as a measurement tool for my own feelings and thoughts or because I’m just nosy, that’s a topic for another time.
Regardless of the type of relationship I have with someone, I grow tired of asking the same old questions, such as “How was your day?” and “Anything new with you?” I catch myself either reducing our communication (feeling stupid about the lack of topics) or exhausting the four or five well-known subjects we usually cover with that person.
Boring! I know!
Yet, there is a fix for it – having a few thought-provoking, deep conversation topics that I can pull out of my sleeves when the time is right and use them.
There are many things you can still discover about the people around you. Today, I want ot give you a list of deep questions that would spark at least 50 new conversations and make you think, laugh, question each other and yourselves, and much more.
How To Use The Conversation Starters
I have read through the questions below a few times, and while I am proud of coming up with each one, I must warn you that not all topics are suitable for everyone. Use your common sense for both the person and the situation you’re in before opening your mouth and blurting out things about the meaning of life and your biggest fears.
I would suggest saving the pin below the post with all questions to your most relevant Pinterest board, so you have these questions ready to use when the occasion arises.
Also, be mindful of the other person’s personal space, as some of the questions may be seen as “too personal”. If you see things don’t work as you want them, it isn’t the question, but timing, and sometimes, people aren’t in the mood for deep talks. Tread carefully and make sure you are both comfortable with each other.
Lastly, many of these questions are actually really cool suggestions for group talks. Why gossip with your friends for the hundredth time this month when you can sneakily suggest a more philosophical subject? The more people chime in, the better it will get.
50 Deep Questions and Conversation Starters
- Should you fake gratitude until you feel it?
- Is nostalgia a form of self-deception, or does it serve a deeper purpose?
- If no one ever gave you a name, how would you define your identity?
- If you could experience someone else’s emotions for a day, whose emotions would you choose and why?
- Do we truly “own” our thoughts, or are they just reflections of everything we consume?
- If you could erase one defining moment in your life, how would it change who you are?
- What’s worse: losing a memory or discovering it was never real in the first place?
- Can we ever escape the influence of our upbringing, or are we just refined versions of our past?
- Is it ever okay to manipulate a situation for a positive outcome?
- Is forgiveness always necessary, or are there times when holding onto anger is justified?
- Is it more important to be kind or to be honest?
- Can you truly be a good person in a corrupt world, or must you compromise?
- If someone loves you only because of who you are to them, is that love real?
- Are people truly addicted to social media, or are they addicted to being seen?
- If the “best version” of you still isn’t happy, what does that say about personal growth?
- Is extreme self-awareness a gift or a curse?
- Are we more afraid of failure or of the responsibility that comes with success?
- Is being misunderstood worse than being ignored (unseen)?
- Do we seek closure because we need it or because we need to know if we were ever at fault?
- Does suffering actually make us stronger, or does it just make us better at tolerating pain?
- Do we really love people, or do we just love the way they make us feel?
- If you could trade five years of your life for guaranteed success in your passion, would you?
- If no one could ever judge you, how different would your life choices be?
- Is suffering essential for personal growth, or can people grow without hardship?
- Do soulmates truly exist, or is love simply a matter of timing and effort?
- Is lying ever justified if it protects someone’s feelings or well-being?
- Can money buy happiness, or is that just a comforting lie?
- Is it better to have a boring but stable life or an exciting but unpredictable one?
- Is revenge ever justified, or does it always lead to self-destruction?
- Should people always follow their dreams, even if it risks financial stability?
- Is cancel culture a form of accountability or just mob mentality?
- Is it ethical to prioritize your own happiness over the happiness of others?
- Do we truly have free will, or are we merely reacting to our environment?
- Should you always put yourself first?
- Is it wrong to cut off toxic family members, or does blood always matter more?
- Should we always strive for self-improvement, or is it okay to simply exist?
- Can two people ever love each other equally, or is love always imbalanced?
- Does being a good person require action, or is it enough to just “do no harm”?
- Should ambition come before relationships, or should relationships always come first?
- Is happiness overrated? Should we embrace a more neutral or even melancholic life?
- Does success require sacrifice, or can you “have it all”?
- Should people be judged by their intentions or their actions?
- Is it okay to prioritize personal comfort over getting involved in social issues?
- Should we seek closure after painful experiences, or is it better to simply move on?
- Would you rather understand everything about the universe or everything about yourself?
- Do we truly have original thoughts, or is everything a remix of something else?
- Are you more afraid of death or of living a meaningless life?
- If memories could be stored like books in a library, which ones would you check out the most?
- If reality is based on perception, how do you know yours is real?
- If you could erase your worst memory, would you? Or is pain an essential part of growth?
Save these thought-provoking questions to your Pinterest board:
Blogger, dreamer, procrastinator, and lover of everything soul-touching. My mission is to make you laugh, provoke your thoughts, light up your day and inspire you to fall in love with life and yourself.