August 1, 2019

How to play 20 QUESTIONS with your partner

This short story is taken from my self-published dating book... I've decided to add parts of the book to my blog so that you'll get to enjoy reading all my fun stories!


“Dating is about finding who you are, and who others are. If you show up in a masquerade outfit, neither is going to happen.” ~Henry Cloud




One of my favorites “ice breaker” games is called 20 Questions. Especially when you are still getting to know each other. I can assure you that I played this game with every single guy I dated. It is a texting game, so it is perfect for you to play after a long day and you’re just laying in bed relaxing. The purpose of this game is to get to know your partner by asking questions you might be too shy or afraid to ask face-to-face. There are different ways to play this game, but I decided to create my own version and it goes like this:


You each think of 20 questions, then you take turns texting each person the question. The opponent can also answer the question being asked (this makes it extra fun). This game can either be very PG13 or rated R. It’s up to you and your date. It’s all about how comfortable you are with each other. Fun right? Okay, so I decided to come up with a list of questions that you should ask your partner. It will start out easy then get steamy as we go down the list. You decide the order you want to go! Don’t be shy!


  1. What is your favorite TV Show?

  2. What is your favorite Food?

  3. If you could spend one day in someone else’s shoes, who would it be and why?

  4. If you had to describe yourself only using three words what would it be?

  5. If you could be an expert at anything, what would it be?

  6. What did you think was silly until you tried it?

  7. Who is your favorite author?

  8. Do you have a Bucket List? Name one thing on it!

  9.  If you could teleport anywhere in the world right now where would it be?

  10. What’s the most ridiculous fact you know?

  11. What are your views on Marriage? Kids?

  12.  What is the craziest place you’ve had sex at?

  13.  What is your biggest fantasy?

  14. Do you like dirty talk?

  15. What is your favorite position?

  16. Do you prefer to cuddle or make out?

  17.  What is your favorite place to be touched?

  18. What is your biggest turn on?

  19.  What do you think is attractive about me?

  20. Have you ever had a friend with benefits?


Honestly, this list could go on and on. I just want you to get your imagination going. Think of questions you have always wanted to ask someone then ask away. I promise you this game will keep you and your partner entertained and guess what? When you meet face-to-face again there will be fireworks!




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