20 Questions

Questions to Ask High

Fun and thought-provoking questions to ask when you're high that spark deep conversations, philosophical discussions, and create memorable bonding experiences with friends.

1

If you could experience one moment from your life again, which would it be and why?

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Why this works

Opens up nostalgic and meaningful conversations while allowing people to reflect on their most cherished memories and experiences.

2

What do you think happens to consciousness after we die?

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Why this works

Philosophical questions about existence and consciousness often lead to deep, meaningful discussions that can be both profound and entertaining.

3

If you could have dinner with anyone from history, who would it be and what would you ask them?

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Why this works

Combines historical curiosity with personal interests while creating opportunities for fascinating hypothetical conversations.

4

What's the most beautiful thing you've ever seen or experienced?

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Why this works

Encourages sharing of meaningful experiences while creating opportunities for deep, emotional connections and appreciation of beauty.

5

If you could instantly master any skill or talent, what would it be and how would you use it?

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Why this works

Reveals aspirations and dreams while creating opportunities for creative and imaginative discussions about potential and possibilities.

6

What do you think is the meaning of life, or do you think there even is one?

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Why this works

Philosophical questions about purpose and existence often lead to deep, meaningful conversations that can be both profound and entertaining.

7

If you could live in any time period, past or future, when would it be and why?

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Why this works

Combines historical curiosity with personal interests while creating opportunities for fascinating hypothetical conversations about different eras.

8

What's the most profound realization you've had about yourself or the world?

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Why this works

Encourages sharing of personal insights while creating opportunities for deep, meaningful conversations about growth and understanding.

9

If you could ask the universe one question and get a guaranteed answer, what would it be?

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Why this works

Philosophical questions about existence and knowledge often lead to deep, meaningful discussions that can be both profound and entertaining.

10

What do you think is the most important quality a person can have?

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Why this works

Reveals values and priorities while creating opportunities for deep, meaningful conversations about character and what matters most.

11

If you could experience life from the perspective of any animal, which would it be and why?

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Why this works

Combines curiosity about nature with personal interests while creating opportunities for creative and imaginative discussions about different perspectives.

12

What's the most interesting thing you've learned recently, and how has it changed your perspective?

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Why this works

Encourages sharing of knowledge and insights while creating opportunities for deep, meaningful conversations about learning and growth.

13

If you could create a new holiday, what would it celebrate and how would people observe it?

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Why this works

Combines creativity with personal interests while creating opportunities for imaginative and fun discussions about traditions and celebrations.

14

What do you think is the most mysterious or unexplained thing in the universe?

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Why this works

Philosophical questions about mystery and knowledge often lead to deep, meaningful discussions that can be both profound and entertaining.

15

If you could have a conversation with your younger self, what advice would you give?

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Why this works

Encourages reflection and wisdom sharing while creating opportunities for deep, meaningful conversations about growth and life lessons.

16

What's the most beautiful sound you've ever heard, and why did it affect you so deeply?

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Why this works

Encourages sharing of meaningful experiences while creating opportunities for deep, emotional connections and appreciation of beauty.

17

If you could solve one world problem, what would it be and how would you approach it?

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Why this works

Reveals values and priorities while creating opportunities for deep, meaningful conversations about social issues and potential solutions.

18

What do you think is the most important lesson you've learned from a mistake or failure?

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Why this works

Encourages sharing of personal growth while creating opportunities for deep, meaningful conversations about resilience and learning.

19

If you could experience any emotion for the first time again, which would it be and why?

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Why this works

Encourages reflection on emotional experiences while creating opportunities for deep, meaningful conversations about feelings and human experience.

20

What's the most profound question you've ever been asked, and how did it change your thinking?

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Why this works

Encourages sharing of meaningful experiences while creating opportunities for deep, meaningful conversations about questions and their impact on our lives.

Creating Meaningful High Conversations

Expert tips and techniques for getting the most out of these questions.

Best Practices for High Conversations

Be Open and Non-Judgmental

Create a safe space where everyone feels comfortable sharing their thoughts and experiences without fear of judgment or criticism.

Listen Actively and Show Interest

Pay attention to what others are saying and ask follow-up questions. This shows you value their thoughts and encourages deeper sharing.

Embrace the Philosophical

Don't be afraid to explore deep, philosophical questions. These often lead to the most meaningful and memorable conversations.

Question Sequences

The Philosophical Explorer

1
What do you think is the meaning of life?
2
What's the most profound realization you've had?
3
If you could ask the universe one question, what would it be?
4
What do you think happens to consciousness after we die?

The Personal Reflection Sequence

1
If you could experience one moment again, which would it be?
2
What's the most beautiful thing you've ever seen?
3
What advice would you give your younger self?
4
What's the most important lesson you've learned?

Common Pitfalls

Don't Judge or Dismiss Others' Thoughts

Everyone's perspective is valid. Avoid dismissing or judging others' ideas, even if you disagree. This creates a safe space for open sharing.

Don't Rush or Interrupt

Give people time to think and express their thoughts. Interrupting or rushing can break the flow of meaningful conversation.

Don't Avoid Deep Topics

While light topics can be fun, don't shy away from deep, philosophical questions. These often lead to the most meaningful conversations.

Conversation Templates

The Philosophical Inquirer

1
Step 1: Start with: 'I've been thinking about... What do you think?'
2
Step 2: Ask: 'What's the most profound realization you've had?'
3
Step 3: Follow with: 'If you could ask the universe one question...'

The Personal Explorer

1
Step 1: Begin with: 'If you could experience one moment again...'
2
Step 2: Ask: 'What's the most beautiful thing you've ever seen?'
3
Step 3: Request: 'What advice would you give your younger self?'

Further Reading

"The Art of Conversation" by Catherine Blyth
"How to Have Impossible Conversations" by Peter Boghossian
Philosophy and deep conversation resources

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