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Unfortunately, not everyone is gifted with confidence and charisma to easily and smoothly start an engaging conversation. But worry no more, we made this list of awesome questions to spark up conversations wherever and whenever…

Best 5 Funny Questions

Time to loosen up the mood and have fun with these interestingly hilarious questions that will make you and your friends laugh!

  1. What’s your most epic fail experience?
  2. Have you ever been mistaken to be someone else?
  3. When was the last time you felt so dumb?
  4. Have you ever been caught lying?
  5. What’s the worst joke you’ve ever told?

Best 5 Deep Questions

Talking about life and one’s feelings is very engaging. It really feels good to talk to someone who will understand you in your serious mode, too!

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  1. What do you think is the most important thing in your life right now?
  2. Do you have a guiding principle in life?
  3. Can you see yourself growing old with someone?
  4. What’s the most foolish thing you did for love?
  5. Do you believe in a higher power?

Best 5 Questions about Work

Don’t you just want to rant about work sometimes? Well, now you can with these conversation starters that will definitely “work”!

  1. Do you see yourself succeeding in life with your current job?
  2. Do you support the notion that romance in the workplace should not be allowed?
  3. When can you say that the company you’re working for promotes a healthy working environment?
  4. What’s the worst work-related crisis you’ve ever had?
  5. If given the chance to work anywhere you want, where would you go?

Best 5 Questions about Hobbies

Simple topics like things you love to do are great talking points. One should never underestimate the power of small talks like these!

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🤓 Suggested read: Random Questions To Ask

  1. Reading the actual book or watching the movie version? Which would you do first?
  2. Do you have a secret hobby?
  3. Tell us about your newest hobby.
  4. Do you have a hobby that can also earn you money? Do share!
  5. Which hobby of yours do you share with your special someone?

Best 5 Questions about Pets

Everyone loves to talk about their babies (and by “babies” I mean their pets!). People just really adore the wonderful creatures with all their hearts.

  1. What is your favorite dog breed?
  2. Are you a dog person or a cat person?
  3. Tell us about the most expensive thing you’ve ever bought for your pet.
  4. How did you train your dog/cat/pet to do that?
  5. How much do you love your dog?

Best 5 Questions about Family

The happiness one’s family brings is just amazing. Talking about and talking to them can bring good vibes to you!

  1. What is the secret to being a very close family?
  2. What things do you bond over as a family?
  3. When was the last time you went on a family trip?
  4. What were the top three things your parents used to say when you were young?
  5. What’s the warmest and happiest memory you have of your family?

Best 5 Questions about Friendship

Friendships should be cherished for a lifetime. You’ll realize how much your friends mean to you with these questions!

🤓 Suggested read: Funny Questions to Ask - Conversation Starters

  1. Why do you consider ____ (insert name here) as your best friend?
  2. When can you say that someone is your true friend?
  3. What’s the sweetest thing you’ve done for a friend?
  4. When was the last time you’ve had a fight with your best friend?
  5. Do you believe in friendship breakups?

Best 5 Questions for Lovers

Love is in the air! It might be a bit awkward to answer these questions but admit it, you get butterflies in your tummy while answering right?

  1. When can you say that you’re already in love?
  2. When is the perfect time to get married?
  3. How do you make up after a huge fight?
  4. What is your favorite thing about your partner?
  5. What type of lover are you?

Best 5 Questions about Social Media

The modern world mostly exists online. It’s mostly what everyone talks about, that’s why these questions are a hundred percent interesting!

  1. What was your last tweet about?
  2. Who was the last person you followed on Instagram and why did you follow him/her?
  3. Do you secretly dream of becoming an influencer on social media?
  4. What types of videos do you watch on YouTube?
  5. Who is your favorite social media influencer and why?

Best 5 Questions about Current/World Events

It pays to also discuss more about the real world around us. You have to remember that you have a voice and your opinions matter during these times.

  1. How do you feel about the tragic events of 2020?
  2. In your opinion, what can eradicate poverty?
  3. How did you feel when you heard the news about Kobe Bryant?
  4. What’s the best investment you can make as of now?
  5. Do you believe in everything the government tells everyone?

In need of more questions and conversation starters to last you a lifetime? Follow this link to have access on how to start conversations, tips and more!

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Conversation Starters

Looking for some conversation starters and icebreakers? Check out our collection of articles full of tips, tricks, and ideas to help get the conversation flowing! Get to know how to talk to anyone anytime, anywhere!