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100 Questions to Ask a Guy

Deepen your connection, spark meaningful conversations, and understand him better.

Explore mindfulness: Do Nothing for 2 Minutes or understand emotions with the Feelings Wheel.

Questions List

  • What's your favorite childhood memory?
  • What kind of music do you enjoy?
  • Do you prefer mornings or nights?
  • What's your dream vacation?
  • Do you like cooking or eating out?
  • What's your favorite sport or activity?
  • What is your favorite movie or TV show?
  • Do you have any hidden talents?
  • What's your idea of a perfect weekend?
  • What motivates you the most?
  • What's a goal you're currently working towards?
  • Do you enjoy reading? What's your favorite book?
  • How do you usually spend your free time?
  • What's your favorite food?
  • Do you like pets? Dogs, cats, or both?
  • Do you enjoy traveling? What's your favorite destination?
  • What's your favorite holiday?
  • Do you enjoy surprises?
  • How do you usually celebrate your birthday?
  • Do you like playing video games?
  • Are you more introverted or extroverted?
  • What's the best advice you've ever received?
  • Do you like attending parties or prefer small gatherings?
  • What's your favorite season?
  • Do you enjoy outdoor activities?
  • What's your favorite type of weather?
  • Do you like watching sports?
  • What's your favorite sport to play?
  • What's your proudest achievement?
  • Do you enjoy learning new skills?
  • What's your favorite hobby?
  • Are you more of a planner or spontaneous?
  • Do you like trying new foods?
  • What's your favorite dessert?
  • Do you prefer coffee or tea?
  • What's your favorite childhood cartoon?
  • Do you like board games or card games?
  • Do you enjoy puzzles?
  • What's your favorite app on your phone?
  • Do you enjoy cooking?
  • What's your favorite restaurant?
  • Do you prefer sweet or savory foods?
  • Do you enjoy singing or playing instruments?
  • What's your favorite genre of music?
  • Do you like to dance?
  • Do you enjoy hiking?
  • Do you enjoy the beach or mountains more?
  • What's your favorite animal?
  • Do you enjoy watching movies at home or in theaters?
  • Do you prefer action, comedy, or drama movies?
  • What's your favorite childhood game?
  • Do you like amusement parks?
  • Do you enjoy art or painting?
  • Do you enjoy photography?
  • What's your favorite color?
  • Do you enjoy writing or journaling?
  • Do you prefer city life or countryside?
  • What's your favorite holiday destination?
  • Do you enjoy volunteering?
  • Do you like to plan surprises for others?
  • Do you enjoy camping?
  • Do you like sports cars or regular cars?
  • Do you enjoy watching documentaries?
  • What's your favorite historical period?
  • Do you enjoy meditation or mindfulness practices?
  • Do you like yoga or fitness workouts?
  • Do you enjoy swimming?
  • Do you enjoy biking?
  • Do you enjoy winter sports?
  • Do you enjoy summer activities?
  • What's your favorite snack?
  • Do you enjoy coffee shops?
  • Do you like going to concerts?
  • Do you enjoy theater performances?
  • What's your favorite board game?
  • Do you enjoy reading comics or graphic novels?
  • Do you enjoy museums?
  • Do you enjoy festivals?
  • Do you enjoy science or technology topics?
  • What's your favorite gadget?
  • Do you enjoy astronomy?
  • Do you like learning languages?
  • Do you enjoy cooking for others?
  • Do you enjoy baking?
  • Do you prefer mornings or evenings for productivity?
  • Do you like listening to podcasts?
  • Do you enjoy motivational content?
  • Do you enjoy puzzles or riddles?
  • Do you enjoy social media?
  • Do you enjoy blogging or writing online?
  • Do you enjoy learning history?
  • What's your favorite memory with friends?
  • Do you enjoy learning about psychology?
  • Do you enjoy debates or discussions?
  • Do you enjoy gardening?
  • Do you enjoy taking walks?
  • Do you enjoy visiting new cities?
  • Do you enjoy photography of nature?
  • Do you enjoy watching sunsets or sunrises?
  • Do you enjoy painting or drawing?
  • Do you enjoy crafting or DIY projects?
  • Do you enjoy reading fiction or non-fiction?
  • Do you enjoy learning about philosophy?
  • Do you enjoy playing instruments?
  • Do you enjoy listening to live music?
  • Do you enjoy exercising outdoors?
  • Do you enjoy relaxation activities like spa or sauna?
  • Do you enjoy stargazing?
  • Do you enjoy attending lectures or workshops?
  • Do you enjoy journaling or mindfulness exercises?

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