Looking to make your next gathering more fun and engaging? Pick a number questions are a great way to spark interesting conversations and get to know each other better. Whether you’re with friends, family, or on a date, these questions add an element of surprise and excitement.
Simply pick a number and answer the corresponding question. It’s a simple and entertaining way to break the ice and learn new things about the people around you. Get ready for some laughter and intriguing revelations with these pick a number questions!
Pick a Number Questions to Get to Know Someone
Want to break the ice and learn more about someone? These questions are perfect for getting to know each other better. Just pick a number and see where the conversation takes you!
1. What is your favorite childhood memory?
2. If you could live anywhere in the world, where would it be?
3. What’s your dream job?
4. What are your top three favorite movies?
5. Do you have any hidden talents?
6. What’s the best gift you’ve ever received?
7. If you could have dinner with any historical figure, who would it be?
8. What’s your favorite book and why?
9. What’s one thing you can’t live without?
10. What’s the most adventurous thing you’ve ever done?
11. Do you prefer the beach or the mountains?
12. What’s your favorite way to spend a day off?
13. What’s the best concert you’ve ever been to?
14. Do you have any pets?
15. What’s your favorite food?
16. What’s your biggest fear?
17. If you could meet any celebrity, who would it be?
18. What’s your favorite holiday and why?
19. What’s the most interesting place you’ve visited?
20. Do you prefer coffee or tea?
21. What’s your favorite sport to watch or play?
22. What’s the most embarrassing thing that’s ever happened to you?
23. What’s your favorite season and why?
24. If you could time travel, where would you go?
25. What’s your favorite type of music?
26. What’s the best advice you’ve ever received?
27. What’s your favorite thing about yourself?
28. If you won the lottery, what’s the first thing you’d buy?
29. What’s your favorite animal?
30. What’s the most important lesson you’ve learned in life?
31. Do you have any siblings?
32. What’s your favorite thing to do on a rainy day?
33. What’s your favorite restaurant?
34. What’s the weirdest food you’ve ever tried?
35. What’s your favorite app on your phone?
36. What’s your go-to karaoke song?
37. What’s your favorite TV show?
38. What’s the best compliment you’ve ever received?
39. Do you prefer reading books or watching movies?
40. What’s your favorite hobby?
41. What’s the best trip you’ve ever taken?
42. If you could be any fictional character, who would you choose?
43. What’s your favorite ice cream flavor?
44. What’s the most spontaneous thing you’ve ever done?
45. Do you believe in ghosts?
46. What’s your favorite quote?
47. What’s your dream car?
48. What’s the best meal you’ve ever had?
49. What’s your biggest pet peeve?
50. If you could switch lives with someone for a day, who would it be?
Pick a Number Questions for Friends
Looking for fun ways to bond with your friends? Try these questions to spark interesting and hilarious conversations. Pick a number and share some laughs!
1. What’s the funniest thing that’s ever happened to you?
2. If you could have any superpower, what would it be?
3. What’s your go-to comfort food?
4. What’s the most embarrassing thing you’ve done in front of a crowd?
5. If you could switch lives with any celebrity for a day, who would it be?
6. What’s the craziest thing you’ve ever done on a dare?
7. What’s your favorite memory of us hanging out?
8. What’s the weirdest dream you’ve ever had?
9. If you could travel anywhere in the world right now, where would you go?
10. What’s the most spontaneous thing you’ve ever done?
11. What’s your favorite game to play with friends?
12. Have you ever met anyone famous?
13. What’s the best prank you’ve ever pulled or had pulled on you?
14. What’s your favorite inside joke we share?
15. What’s the most adventurous thing you’ve ever done with friends?
16. What’s your favorite movie to watch with friends?
17. If you could attend any event in the world, what would it be?
18. What’s the strangest food combination you enjoy?
19. What’s the most ridiculous fashion trend you’ve tried?
20. What’s the best piece of advice you’ve ever been given?
21. What’s your favorite way to spend a weekend with friends?
22. What’s the most surprising thing you’ve learned about a friend?
23. What’s the most epic road trip you’ve been on?
24. If you could create a holiday, what would it be?
25. What’s the most memorable party you’ve attended?
26. What’s the weirdest talent you have?
27. What’s the most trouble you’ve gotten into with friends?
28. What’s your favorite thing to do during a sleepover?
29. If you could invent anything, what would it be?
30. What’s the funniest movie you’ve ever seen?
31. What’s the most awkward situation you’ve ever been in?
32. What’s the best concert you’ve been to with friends?
33. If you could be any animal for a day, what would you be?
34. What’s the weirdest habit you have?
35. What’s your favorite song to sing at karaoke?
36. What’s the most daring thing you’ve done?
37. If you could live in any era, when would it be?
38. What’s the most creative thing you’ve ever done?
39. What’s the best gift you’ve ever given to a friend?
40. What’s the most unusual place you’ve visited?
41. What’s your favorite fictional character?
42. If you could be on any TV show, which one would it be?
43. What’s the funniest nickname you’ve ever had?
44. What’s the most delicious dish you’ve ever cooked?
45. If you could learn any skill instantly, what would it be?
46. What’s the best book you’ve ever read?
47. What’s the most impressive thing you’ve ever built or created?
48. If you could throw a themed party, what theme would you choose?
49. What’s the most hilarious thing you’ve seen someone do in public?
50. What’s your favorite way to relax and unwind with friends?
Pick a Number Questions for Couples
Want to deepen your connection with your partner? These questions are perfect for couples to explore and enjoy together. Pick a number and discover something new about each other!
1. What’s the first thing you noticed about me?
2. What’s your favorite memory of us together?
3. What’s a song that reminds you of our relationship?
4. What’s your idea of a perfect date night?
5. What’s the most romantic thing you’ve ever done for me?
6. If we could travel anywhere in the world together, where would it be?
7. What’s one thing you’ve always wanted to do with me?
8. What’s your favorite way to spend a lazy day with me?
9. What’s the best gift you’ve received from me?
10. What’s a movie that describes our relationship?
11. What’s the funniest thing we’ve done together?
12. If you could relive any moment from our relationship, what would it be?
13. What’s the most thoughtful thing I’ve done for you?
14. What’s your favorite thing about our relationship?
15. If you could change one thing about our relationship, what would it be?
16. What’s a secret desire you have about us?
17. What’s your favorite way for us to spend a weekend?
18. What’s a new activity you’d like us to try together?
19. What’s the best meal we’ve cooked together?
20. What’s your favorite inside joke we share?
21. What’s something you want to learn to do together?
22. What’s the most adventurous thing you’d like to do as a couple?
23. If you could describe our relationship in one word, what would it be?
24. What’s a book or movie that you think we should experience together?
25. What’s the best advice you’ve received about relationships?
26. What’s something small that makes you think of me?
27. What’s your favorite way to show affection?
28. If we could spend a day doing anything, what would it be?
29. What’s the most surprising thing you’ve learned about me?
30. What’s your favorite compliment you’ve received from me?
31. If we could host a dinner party, who would you invite?
32. What’s a habit of mine that you find endearing?
33. What’s a dream vacation you’d like us to take?
34. What’s a skill you’d like us to learn together?
35. What’s the best advice you’d give to a new couple?
36. What’s your favorite way to celebrate special occasions with me?
37. What’s a tradition you’d like us to start?
38. What’s the most romantic place we’ve been to together?
39. If you could surprise me with anything, what would it be?
40. What’s your favorite thing to do when we’re apart?
41. What’s a goal you’d like us to achieve together?
42. What’s your favorite story to tell about us?
43. What’s something new you’d like to experience with me?
44. If we could volunteer for a cause together, what would it be?
45. What’s your favorite photo of us and why?
46. What’s something you think we could improve as a couple?
47. What’s your favorite way to spend a holiday with me?
48. What’s a special place you’d like to visit together?
49. What’s the most memorable surprise you’ve planned for me?
50. What’s a unique date idea you’d like us to try?
Pick a Number Questions for Family Gatherings
Family gatherings can be more fun with the right questions. Use these to learn new things about your relatives. Just pick a number and start the family fun!
1. What’s your favorite family tradition?
2. What’s the funniest family memory you have?
3. What’s your favorite family vacation spot?
4. Who in the family has the most unusual job?
5. What’s the best recipe that’s been passed down in our family?
6. What’s the most memorable holiday we’ve spent together?
7. Who is the best storyteller in the family?
8. What’s your favorite childhood memory involving a family member?
9. Who is the most adventurous person in the family?
10. What’s the funniest thing a family member has ever done?
11. What’s your favorite family game or activity?
12. Who in the family do you think is the best cook?
13. What’s the best piece of advice you’ve received from a family member?
14. What’s the most surprising thing you’ve learned about our family history?
15. What’s the most unique family tradition we have?
16. Who in the family has the best sense of humor?
17. What’s the craziest thing that’s happened at a family reunion?
18. Who’s the family member you look up to the most?
19. What’s your favorite family photo and why?
20. Who in the family is the best at keeping secrets?
21. What’s the most memorable family project or event you’ve participated in?
22. Who’s the most musical person in our family?
23. What’s the most meaningful gift you’ve received from a family member?
24. Who’s the best dancer in the family?
25. What’s the most creative thing a family member has done?
26. Who in the family is the best at telling jokes?
27. What’s your favorite family holiday tradition?
28. Who’s the most athletic person in the family?
29. What’s the best story you’ve heard about a family member’s past?
30. Who’s the most likely to start a family dance-off?
31. What’s the most interesting thing you’ve learned about our ancestry?
32. Who in the family is the most likely to win a game show?
33. What’s the best family meal you’ve ever had?
34. Who’s the most fashionable person in the family?
35. What’s the most heartwarming family moment you can remember?
36. Who in the family has the most unusual hobby?
37. What’s the funniest miscommunication you’ve had with a family member?
38. Who’s the most likely to become famous in the family?
39. What’s the best family road trip you’ve been on?
40. Who in the family is the most tech-savvy?
41. What’s the most memorable family movie night you’ve had?
42. Who’s the most likely to play a prank in the family?
43. What’s the best family outing you’ve been on?
44. Who in the family is the best at storytelling?
45. What’s the funniest nickname a family member has?
46. Who’s the most photogenic person in the family?
47. What’s the most spontaneous thing a family member has done?
48. Who in the family is the best singer?
49. What’s the best advice you’ve given to a family member?
50. Who in the family is the best at organizing events?
Pick a Number Questions for Parties
Make your next party unforgettable with these fun questions. They’re perfect for getting everyone talking and laughing. Pick a number and let the good times roll!
1. What’s the wildest party you’ve ever been to?
2. What’s the craziest thing you’ve ever done at a party?
3. Have you ever crashed a party? How did it go?
4. What’s your go-to dance move at a party?
5. What’s the most unusual party theme you’ve attended?
6. Have you ever hosted a party? What was it like?
7. What’s your favorite party snack?
8. What’s the funniest thing you’ve seen happen at a party?
9. Have you ever played a party game that got out of hand?
10. What’s the best costume you’ve worn to a themed party?
11. Have you ever met someone famous at a party?
12. What’s the most awkward moment you’ve experienced at a party?
13. What’s the longest you’ve stayed at a party?
14. Have you ever performed karaoke at a party? What song did you sing?
15. What’s the best dance-off you’ve witnessed at a party?
16. Have you ever had a surprise party thrown for you?
17. What’s the best party prank you’ve been involved in?
18. Have you ever lost something important at a party?
19. What’s your favorite party game?
20. Have you ever DJed at a party? How did it go?
21. What’s the most creative party decoration you’ve seen?
22. Have you ever attended a party where things got out of control?
23. What’s your favorite party drink?
24. What’s the best toast you’ve heard at a party?
25. Have you ever had a romantic moment at a party?
26. What’s the most people you’ve ever had at a party?
27. What’s the funniest costume you’ve seen at a party?
28. Have you ever been to a party where you didn’t know anyone? How was it?
29. What’s the best themed party you’ve attended?
30. Have you ever organized a surprise party? How did it turn out?
31. What’s the most unusual location for a party you’ve been to?
32. What’s the best photo you’ve taken at a party?
33. Have you ever been to a party with live entertainment? What was it?
34. What’s your favorite memory from a New Year’s Eve party?
35. Have you ever had to make a speech at a party? What did you say?
36. What’s the best holiday party you’ve attended?
37. Have you ever played a drinking game at a party? Which one?
38. What’s the most unexpected thing that happened to you at a party?
39. Have you ever been to a masquerade ball? What was it like?
40. What’s the best party favor you’ve received?
41. Have you ever had to leave a party early? Why?
42. What’s the most memorable birthday party you’ve been to?
43. Have you ever been to a pool party? What happened?
44. What’s the funniest thing you’ve overheard at a party?
45. Have you ever been to a block party? How was it?
46. What’s the best icebreaker you’ve used at a party?
47. Have you ever thrown a surprise party for someone else?
48. What’s the most unusual party invitation you’ve received?
49. Have you ever attended a party where the theme was a decade (e.g., ’80s, ’90s)? What did you wear?
50. What’s the best live performance you’ve seen at a party?
Pick a Number Questions for Kids
Kids love asking and answering fun questions. These are great for keeping them entertained and engaged. Pick a number and watch the kids light up with excitement!
1. What is your favorite animal and why?
2. What’s the coolest superpower you can imagine having?
3. If you could be any character from a movie or book, who would you be?
4. What’s your favorite game to play with friends?
5. What’s the best adventure you’ve ever been on?
6. If you could have any pet, what would it be?
7. What’s your favorite thing to do on the weekend?
8. If you could invent a new holiday, what would it be?
9. What’s your favorite food to eat?
10. What’s the funniest thing that’s ever happened to you?
11. If you could have any job when you grow up, what would it be?
12. What’s your favorite subject in school?
13. What’s the best gift you’ve ever received?
14. If you could travel anywhere in the world, where would you go?
15. What’s your favorite movie and why?
16. What’s the coolest thing you’ve ever built with LEGO or blocks?
17. If you could meet any cartoon character, who would it be?
18. What’s your favorite thing to do outside?
19. What’s the best book you’ve ever read?
20. If you could have a magic power, what would you do with it?
21. What’s your favorite ice cream flavor?
22. If you could make up a new game, what would it be like?
23. What’s the most exciting thing you’ve done with your family?
24. If you could be any animal, what would you be?
25. What’s your favorite song to sing or dance to?
26. If you could design your own playground, what would it have?
27. What’s the silliest thing you’ve ever done?
28. If you could be invisible for a day, what would you do?
29. What’s your favorite holiday and why?
30. What’s the best thing about being a kid?
31. If you could have a super-fast car, what color would it be?
32. What’s your favorite candy or treat?
33. If you could fly anywhere, where would you go first?
34. What’s the funniest joke you know?
35. If you could be any superhero, who would you choose?
36. What’s your favorite thing to do with your friends?
37. If you could live in a treehouse, what would it look like?
38. What’s the coolest thing you’ve learned at school?
39. If you could make a movie, what would it be about?
40. What’s your favorite sports team or player?
41. If you could have a robot, what would you want it to do?
42. What’s the best party you’ve ever been to?
43. If you could have any animal’s ability, what would you choose?
44. What’s your favorite thing to draw or color?
45. If you could visit any planet, which one would it be?
46. What’s your favorite thing to do on a rainy day?
47. If you could be the principal of your school for a day, what would you do?
48. What’s the most interesting fact you know?
49. If you could have any kind of house, what would it be like?
50. What’s your favorite way to help others?
Pick a Number Questions for Work Settings
Spice up your work meetings with these engaging questions. They’re perfect for team building and getting to know your colleagues better. Pick a number and start the conversation!
1. What’s your favorite thing about working here?
2. If you could switch jobs with anyone in the company, who would it be and why?
3. What’s the most challenging project you’ve worked on?
4. If you could have any superpower to help you at work, what would it be?
5. What’s your go-to productivity hack?
6. Who inspires you the most in our workplace?
7. What’s the best piece of career advice you’ve ever received?
8. If you could add any perk to our office, what would it be?
9. What’s your favorite team-building activity?
10. What’s the most interesting thing you’ve learned from a coworker?
11. If you could attend any professional development event, what would it be?
12. What’s your favorite way to unwind after a long workday?
13. If you could redesign our office space, what changes would you make?
14. What’s the most memorable moment you’ve had at work?
15. Who in the office do you think is the most creative problem-solver?
16. What’s your favorite office tradition?
17. If you could take on any role for a day, what would it be?
18. What’s the best project you’ve ever collaborated on?
19. How do you stay motivated during tough projects?
20. If you could improve one skill to advance your career, what would it be?
21. What’s your favorite way to celebrate a team success?
22. If you could have lunch with any industry leader, who would it be?
23. What’s the most surprising thing you’ve learned about your job?
24. If you could implement any new technology in the office, what would it be?
25. What’s the best way to start your workday?
26. If you could mentor someone in the office, who would it be and why?
27. What’s the most interesting part of your job?
28. If you could change one thing about your daily routine, what would it be?
29. What’s the funniest thing that’s happened during a meeting?
30. If you could work from anywhere in the world, where would it be?
31. What’s the best team-building experience you’ve had?
32. Who in the office is the most likely to become a CEO one day?
33. What’s your favorite way to brainstorm new ideas?
34. If you could create a new office holiday, what would it be?
35. What’s the most valuable lesson you’ve learned at work?
36. If you could add any piece of equipment to your workspace, what would it be?
37. What’s your favorite coffee break activity?
38. Who do you think has the most interesting job in the company?
39. What’s your favorite memory from a work event or party?
40. If you could shadow anyone in the office for a day, who would it be?
41. What’s the best part about working in a team?
42. If you could change one company policy, what would it be?
43. What’s the most innovative idea you’ve had at work?
44. Who in the office do you think is the best mentor?
45. What’s your favorite professional development resource?
46. If you could take a sabbatical to learn something new, what would it be?
47. What’s the best way to handle work stress?
48. If you could start your own company, what industry would it be in?
49. What’s your favorite way to stay organized?
50. If you could host a workshop for your coworkers, what would it be about?
Pick a Number Questions to Ask Your Crush
Want to get closer to your crush? These flirty questions will help you break the ice. Just pick a number and see what they say!
1. What’s your idea of a perfect date?
2. If you could travel anywhere in the world with someone special, where would it be?
3. What’s the best compliment you’ve ever received?
4. What’s one thing you’re really passionate about that not many people know?
5. What’s the most adventurous thing you’d like to try with a partner?
6. What’s your favorite romantic movie or TV show?
7. If you could have dinner with any celebrity, who would it be?
8. What’s your go-to song when you’re feeling happy?
9. What’s your favorite type of music to listen to on a date?
10. What’s one quality you admire in a partner?
11. If you could have any superpower to impress someone, what would it be?
12. What’s the most memorable trip you’d like to take with someone special?
13. What’s your favorite way to relax and unwind after a long day?
14. What’s the most thoughtful gift you’ve ever given or received?
15. If you could host a talk show, who would your dream guest be?
16. What’s your favorite way to spend a lazy weekend?
17. If you could instantly learn any skill, what would it be?
18. What’s the best piece of advice you’ve ever received about relationships?
19. If you could live in any time period, which would you choose and why?
20. What’s the most romantic thing someone has ever done for you?
21. What’s your favorite memory from a past relationship?
22. If you could meet any fictional character, who would it be and why?
23. What’s your favorite outdoor activity to do with friends or a partner?
24. What’s the coolest place you’ve ever visited?
25. What’s the most fun you’ve ever had on a date?
26. What’s your favorite way to stay active and fit?
27. What’s your favorite way to show someone you care?
28. If you could redesign your bedroom, what theme would you choose?
29. What’s the best surprise you’ve ever planned for someone?
30. What’s the most unexpected thing you’ve learned about yourself in a relationship?
31. If you could host a party, what would the theme be?
32. What’s the most beautiful place you’ve ever seen?
33. If you could invent a holiday, what would it celebrate?
34. What’s your favorite way to spend time with someone you’re interested in?
35. If you could be any fictional character’s partner, who would it be?
36. What’s the most daring thing you’ve done to impress someone?
37. If you could have a dream job, what would it be?
38. What’s your favorite way to make someone smile?
39. If you could instantly speak any language, which would it be and why?
40. What’s your favorite romantic song?
41. What’s the most meaningful compliment you’ve ever received?
42. If you could go on a road trip with anyone, who would it be?
43. What’s the most important quality you look for in a partner?
44. What’s your favorite way to celebrate special occasions?
45. If you could write a love letter to anyone, who would it be?
46. What’s the best meal you’ve ever had on a date?
47. If you could change one thing about the world, what would it be?
48. What’s your favorite ice cream flavor to share with someone?
49. What’s the most inspiring thing someone has done for you?
50. If you could plan the perfect weekend getaway, what would it include?
Flirty Pick a Number Questions
Add some playful fun to your conversations with these flirty questions. Perfect for light-hearted and romantic moments. Pick a number and flirt away!
1. What’s your favorite way to flirt with someone?
2. If you could take me anywhere on a date, where would it be?
3. What’s the most romantic gesture you’ve ever made?
4. What’s your favorite feature about me?
5. If you could describe our chemistry in three words, what would they be?
6. What’s your idea of a perfect kiss?
7. What’s the most daring thing you’ve done to get someone’s attention?
8. What’s your go-to move to show someone you’re interested?
9. If we were to go on a spontaneous adventure, where would you want to go?
10. What’s the most memorable compliment you’ve received?
11. If you could pick a song that reminds you of me, what would it be?
12. What’s the sexiest outfit you like to wear on a date?
13. What’s the most romantic thing you’ve ever said to someone?
14. If you could spend an entire day with me, what would we do?
15. What’s your favorite way to be pampered by a partner?
16. What’s the most romantic movie scene you’d like to recreate?
17. If you could give me a nickname, what would it be?
18. What’s your idea of a perfect surprise for a partner?
19. What’s the most flirtatious text you’ve ever sent?
20. If we were stuck on a deserted island, what’s one thing you’d want to do with me?
21. What’s your favorite way to make someone feel special?
22. If you could write a love poem for me, what would the first line be?
23. What’s the most spontaneous thing you’ve done in the name of love?
24. If you could whisper sweet nothings in my ear, what would you say?
25. What’s your favorite way to cuddle with someone?
26. If you could plan a romantic getaway, where would we go?
27. What’s the most flirty thing you’ve done in public?
28. If you could choose a pet name for me, what would it be?
29. What’s your favorite type of date: dinner, movie, or something adventurous?
30. If you could describe your perfect romantic evening, what would it look like?
31. What’s the most unexpected place you’ve flirted with someone?
32. If you could wake up next to me anywhere in the world, where would it be?
33. What’s your favorite way to be surprised by a partner?
34. If you could steal a kiss from me right now, would you?
35. What’s the most romantic song you’ve ever danced to?
36. If you could send me a flirty message right now, what would it say?
37. What’s your favorite way to say “I like you” without words?
38. If we were to watch the sunset together, where would it be?
39. What’s the most creative way you’ve asked someone out?
40. If you could hold hands with me anywhere, where would it be?
41. What’s your favorite flirty emoji to send?
42. If you could plan a picnic for us, what would you include?
43. What’s the most romantic thing someone has done for you?
44. If you could take me dancing, where would we go?
45. What’s the sexiest thing you find attractive in a partner?
46. If we could have our own song, what would it be?
47. What’s your favorite way to tease someone you like?
48. If you could leave me a flirty note, what would it say?
49. What’s the most romantic book you’ve ever read?
50. If you could plan a surprise date for me, what would it be?
Dirty Pick a Number Questions
Ready to heat things up? These dirty questions are perfect for spicing up your conversations. Pick a number and get ready for some naughty fun!
1. What’s the naughtiest thing you’ve ever done in the bedroom?
2. Have you ever had a secret fantasy about me?
3. What’s your favorite position and why?
4. What’s the wildest place you’ve ever had sex?
5. What’s the kinkiest thing you’ve ever tried?
6. Have you ever had a one-night stand?
7. What’s the most risqué text you’ve ever sent?
8. What’s your favorite part of my body?
9. Have you ever used sex toys with a partner?
10. What’s the most erotic dream you’ve had about someone?
11. Have you ever been skinny dipping?
12. What’s your biggest turn-on?
13. What’s your favorite type of foreplay?
14. Have you ever had a threesome or considered having one?
15. What’s the dirtiest thought you’ve had about me?
16. Have you ever role-played in the bedroom?
17. What’s the sexiest outfit you’ve worn or want to wear for a partner?
18. What’s the most public place you’ve done something naughty?
19. What’s your favorite thing to do to pleasure your partner?
20. Have you ever made a sex tape?
21. What’s the most unexpected place you’ve been aroused?
22. Have you ever been caught in the act?
23. What’s your favorite type of dirty talk?
24. Have you ever had sex in a car?
25. What’s the hottest thing a partner has ever done for you?
26. Have you ever sent a nude photo?
27. What’s the most adventurous thing you’ve done during sex?
28. Have you ever tried BDSM?
29. What’s the longest you’ve gone without sex?
30. What’s the most daring place you’ve touched yourself?
31. Have you ever watched adult films with a partner?
32. What’s the most intimate secret you’ve shared with a partner?
33. Have you ever tried mutual masturbation?
34. What’s the sexiest dream you’ve ever had about someone you know?
35. What’s your favorite part of your partner’s body?
36. Have you ever used food during sex?
37. What’s the most daring thing you’ve done while being intimate outdoors?
38. Have you ever tried tantric sex?
39. What’s the naughtiest thought you’ve had in public?
40. Have you ever taken a sexual dare?
41. What’s the most intense org*sm you’ve ever had?
42. Have you ever been to a sex club or party?
43. What’s your favorite way to be touched?
44. Have you ever had sex on a beach?
45. What’s the most seductive thing you’ve whispered to a partner?
46. Have you ever been aroused while at work or in a class?
47. What’s the most intimate moment you’ve had without having sex?
48. Have you ever had sex in a pool or hot tub?
49. What’s the dirtiest thought you’ve had about a stranger?
50. Have you ever tried an erotic massage?
Freaky Pick a Number Questions
Looking for some unusual and intriguing questions? These freaky questions will definitely spark interesting discussions. Pick a number and dive into the weird and wonderful!
1. Have you ever had a paranormal experience that you can’t explain?
2. What’s the weirdest dream you’ve ever had?
3. If you could have any mythical creature as a pet, which would you choose?
4. What’s the most unusual conspiracy theory you believe in?
5. Have you ever tried communicating with spirits?
6. What’s the creepiest place you’ve ever visited?
7. If you could time travel, what’s the freakiest era you’d visit?
8. Have you ever had a déjà vu experience that freaked you out?
9. What’s the strangest thing you’ve ever seen in the sky?
10. If you could be any supernatural being, what would you be?
11. What’s the most bizarre coincidence you’ve experienced?
12. Have you ever had an out-of-body experience?
13. What’s the freakiest urban legend you’ve heard?
14. Have you ever been hypnotized or tried to hypnotize someone?
15. What’s the most unusual ritual you’ve participated in?
16. If you could visit any haunted location, where would you go?
17. What’s the weirdest superstition you follow?
18. Have you ever had a prophetic dream that came true?
19. What’s the most inexplicable thing that’s happened to you?
20. If you could explore any parallel universe, what would it be like?
21. What’s the strangest thing you’ve ever found?
22. Have you ever felt like you were being watched when no one was around?
23. What’s the creepiest story you’ve heard from someone you know?
24. If you could talk to any deceased person, who would it be?
25. What’s the most mysterious place you’ve been to?
26. Have you ever experienced sleep paralysis?
27. What’s the weirdest thing you’ve seen in nature?
28. If you could have any supernatural ability, what would it be?
29. What’s the most unusual food you’ve tried and liked?
30. Have you ever seen something that you couldn’t logically explain?
31. What’s the freakiest dream you’ve had that you still remember vividly?
32. If you could live in any fictional world, which one would you choose?
33. What’s the most unsettling thing you’ve ever heard in the middle of the night?
34. Have you ever been involved in a freak accident?
35. What’s the strangest rumor you’ve heard about yourself?
36. If you could witness any historical event, what would it be and why?
37. What’s the weirdest thing you’ve ever done on a dare?
38. Have you ever experienced a bizarre coincidence that felt like fate?
39. What’s the most unusual talent you have?
40. If you could have dinner with an alien, what would you ask?
41. What’s the most eccentric thing you own?
42. Have you ever felt an unexplained connection with a stranger?
43. What’s the freakiest weather phenomenon you’ve experienced?
44. If you could solve any unsolved mystery, what would it be?
45. What’s the most bizarre habit you have?
46. Have you ever been part of a strange or unexplained event?
47. What’s the most unusual thing you’ve done for fun?
48. If you could swap lives with anyone for a day, who would it be and why?
49. What’s the most out-of-place object you’ve ever found?
50. Have you ever encountered a person who seemed otherworldly?
