Sure, here are 100 questions designed to help build and maintain a long-term connection:

### Personal Interests and Hobbies

What hobbies or activities do you enjoy most?

What is your favorite book or author?

What kind of music do you like to listen to?

Do you have a favorite movie or TV show?

What's your favorite way to relax after a long day?

Do you enjoy any sports or physical activities?

Have you ever tried a hobby that you didn’t expect to enjoy but ended up loving?

What’s a hobby you’d like to take up in the future?

What is your favorite type of cuisine?

Do you prefer cooking or dining out?

### Life Experiences

What's the most memorable trip you’ve ever taken?

Have you ever lived in a different city or country?

What is one of your favorite childhood memories?

What's a life lesson you learned the hard way?

Have you ever met anyone famous?

What's the craziest thing you've ever done?

What’s an experience that changed your perspective on life?

What is the most challenging thing you’ve ever accomplished?

Have you ever volunteered for a cause you care about?

What's something you’ve always wanted to try but haven’t yet?

### Relationships and Family

Do you have any siblings?

What's your relationship like with your family?

What qualities do you value most in a friend?

How do you like to spend time with your friends?

What’s the best piece of advice you’ve ever received from a family member?

Do you believe in the idea of a soulmate?

What’s your favorite family tradition?

What do you think makes a strong, lasting relationship?

How do you handle conflicts in relationships?

What’s your love language?

### Career and Aspirations

What do you do for a living?

Do you enjoy your job? Why or why not?

What’s your dream job?

What motivated you to choose your current career path?

What are your professional goals for the next five years?

Have you ever considered starting your own business?

What’s the most important lesson you’ve learned in your career?

Who has been a mentor to you in your professional life?

What accomplishment are you most proud of in your career?

How do you handle stress at work?

### Values and Beliefs

What are your core values?

How do you define success?

Do you believe in fate or free will?

What role does religion or spirituality play in your life?

How do you make decisions when faced with difficult choices?

What cause are you most passionate about?

How do you think people should handle disagreements?

What’s your philosophy on life?

Do you believe in life after death?

What do you think is the key to happiness?

### Future Plans

Where do you see yourself in ten years?

Do you want to have children someday?

What kind of legacy do you want to leave behind?

What are your top three priorities in life right now?

How do you envision your retirement?

What’s on your bucket list?

Do you prefer city life or rural life?

What kind of impact do you want to have on the world?

How do you stay motivated to achieve your goals?

What’s one thing you want to achieve this year?

### Fun and Quirky

If you could have any superpower, what would it be?

What’s the strangest food you’ve ever tried?

Do you believe in aliens or other forms of life?

What’s the funniest thing that has ever happened to you?

If you could travel anywhere in the world right now, where would you go?

What’s your guilty pleasure?

Do you have any strange or unusual talents?

If you could live in any time period, when would it be?

What’s the most unusual job you’ve ever had?

If you could meet any historical figure, who would it be?

### Deep and Reflective

What’s your biggest fear?

How do you handle failure or setbacks?

What’s the most important lesson life has taught you?

What’s something you wish you could change about yourself?

How do you want to be remembered?

What’s the most meaningful gift you’ve ever received?

What’s the best advice you’ve ever given?

What do you think is the biggest challenge facing the world today?

How do you find purpose and meaning in your life?

What’s a question you’ve always wanted to be asked?

### Hypothetical Scenarios

If you won the lottery, what’s the first thing you would do?

If you could change one thing about the world, what would it be?

If you could have dinner with anyone, dead or alive, who would it be?

If you had to live in a different era, which one would you choose?

If you could switch lives with someone for a day, who would it be?

If you were stranded on a deserted island, what three things would you want with you?

If you could have any animal as a pet, what would it be?

If you could instantly learn any skill, what would it be?

If you could be famous for one thing, what would it be?

If you could relive any moment in your life, what would it be?

### Just for Fun

What’s your favorite holiday and why?

Do you have a favorite quote or saying?

What’s your favorite game to play?

Do you like surprises, or do you prefer knowing what’s coming?

What’s your favorite season and why?

Do you have a favorite superhero or fictional character?

What’s the best concert you’ve ever been to?

What’s your favorite way to spend a weekend?

Do you prefer the beach or the mountains?

What’s the best gift you’ve ever given someone?

These questions can help spark meaningful conversations and deepen your understanding of each other over time.

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