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Drinking Games: Best Questions To Ask During Truth Or Drink

This article is written by a student writer from the Her Campus at Delaware chapter.

If you’re having a low-key evening in with your roomies and another round of PowerPoint night won’t cut it, you’re getting to know new people in your dorm, or you’re skipping the theme party this weekend, drinking games like Truth or Drink can be a fun way to connect (when played responsibly, of course).

The premise is simple. All you have to do is gather some friends, take turns asking juicy questions, and if you don’t want to answer, you take a sip. To help you get started, we’ve put together some of the most amusing drinking game questions to ask when you’re ready to learn a lot about the folks you’re hanging out with. Whether you’re grilling your bestie about her new relationship or learning the story behind your girlfriend’s first kiss, these best questions to ask during Truth or Drink will help couples (some of them do get dirty!), and friends get up and personal. May the (drinking) games begin.


Lighthearted drinking game questions

  1. What’s your guilty pleasure movie, TV show, or book?
  2. What’s the most adventurous thing you’ve ever done?
  3. What was the last thing you Googled?
  4. Who is the last person you stalked on Instagram?
  5. What’s something you like about yourself?
  6. If you could pick anyone to play you in a movie about your life, who would it be?
  7. What’s the most ridiculous thing you’ve ever gotten away with?
  8. Who is your celebrity crush?
  9. What’s the best thing that happened to you this week?
  10. Who is your favorite musician, author, actor, etc.?
  11. What’s your go-to date outfit?
  12. What are you most proud of?
  13. If you could have any superpower, what would it be?
  14. When was the last time you laughed so hard your stomach hurt?
  15. If you had to get a tattoo, what would you get?
  16. What’s your dream job?
  17. If you could only keep 5 apps on your phone, what would they be?
  18. What was your nickname growing up?
  19. If you could switch places with anyone in the world for a day, who would it be?
  20. What’s the craziest dream you’ve ever had?

The best drinking game questions for couples

  1. What was your first impression of me?
  2. What’s the first thing you found attractive about me?
  3. When did you know you wanted to be with me?
  4. Which one of my features do you love the most?
  5. If you had to describe our relationship in one word, what would it be?
  6. What’s a hobby you’d never give up for me?
  7. What kind of parent do you think you’re going to be?
  8. Do you have any fears about our future together?
  9. If we could visit anywhere in the world together, where would you choose?
  10. What’s your favorite memory of us?

Juicy questions to ask your friends

  1. What’s something we’d be surprised to know about you?
  2. What’s the #1 thing you would never want your parents to find out about you?
  3. What’s the biggest secret that you’re keeping from everyone in this room?
  4. What’s the biggest misconception about you?
  5. What’s the worst thing you’ve ever done at work?
  6. What is your biggest fear in life?
  7. When was the last time you cried, and why?
  8. What’s the best piece of advice you’ve ever given?
  9. What’s the best piece of advice you’ve ever received?
  10. What is your greatest strength?
  11. What is your greatest weakness?
  12. What words of advice would you give to your younger self?
  13. How would your therapist describe you?
  14. Where do you hope to be 5 years from now?
  15. What were you like when you were a little kid?
  16. What’s one thing you love about yourself, and one thing you would change?
  17. If you had 24 hours left on earth, what would you do?
  18. If you had to choose between friendship or money for the rest of your life, which would you choose?
  19. Do you believe in a higher power?
  20. What’s something you’d change about your life right now?

personal (& slightly embarrassing) questions to ask anyone

  1. What’s the most embarrassing thing you’ve ever done?
  2. What’s the most embarrassing thing you’ve ever been caught doing?
  3. What’s the longest you’ve gone without showering?
  4. What’s the most illegal thing you’ve ever done?
  5. What is the most embarrassing song you listen to?
  6. What’s the weirdest thing you’ve ever purchased?
  7. Have you ever cheated on a test or exam?
  8. What’s something you’ve done while drunk that you would never do sober?
  9. What’s the most embarrassing thing you’ve ever done while drunk?
  10. If you could only drink one cocktail/beer/wine for the rest of your life, what would it be?

Dirty questions about sex & dating

  1. Who’s the most scandalous person you’ve had sex with?
  2. What’s the closest you’ve ever come to cheating?
  3. What’s the biggest age difference you’ve had between yourself and a sexual partner?
  4. What’s the most scandalous location you’ve had sex in?
  5. What’s your most outrageous sexual fantasy?
  6. What’s the biggest lie you’ve ever told a significant other?
  7. What’s the least amount of time you’ve known someone for before sleeping with them?
  8. What’s the kinkiest thing you’ve ever done?
  9. What’s your biggest turn-off, “red flag,” or relationship deal-breaker?
  10. If you had to sleep with one person in this room, who would it be?
  11. What’s your favorite/deepest darkest BookTok trope/fantasy?
  12. Have you ever hooked up with someone you shouldn’t have?
  13. What’s the best and worst date you’ve ever been on?
  14. Have you ever sent nudes to someone?
  15. Do you believe in soul mates?
  16. What’s the story behind your first kiss?
  17. What’s a zodiac sign you regret hooking up with/most want to hook up with?
  18. If you had to play matchmaker for any two people in this room, who would you match?
  19. Have you ever gone on a date with two people within the same day?
  20. What’s the wildest sex position you’ve ever tried?
Kaylee is the former President and Editor in Chief for Her Campus at the University of Delaware. She held this title from 2017-2020 and wrote for Penn State's chapter as a contributor prior to this. Now a proud UD class of 2020 alum (B.A. in Public Policy and Writing), Kaylee is completing her Masters in Public Health. Aside from writing, Kaylee was involved in many activities as an undergrad. She wrote for three college publications, was a Blue Hen Ambassador tour guide, worked as a Starbucks barista, and was the Director of Operations for the Model United Nations at UD.