21 Questions Game: Dig Deep with Fun and Flirty Questions (2024)

These intimate questions work especially well for a love interest, since they're all romance-related. If you're playing with your crush or on a first date, consider these flirty questions your go-to.

1. Do you believe in love at first sight?

2. What was your first kiss like?

3. What was your best kiss like?

4. What was your first impression of me?

5. What's your idea of a perfect date?

6. What are three things you are looking for in a partner?

7. What makes you automatically swipe left on a person?

8. Have you ever experienced true love?

9. If you had a conversation with your ex, what's a question you'd want to ask them?

10. What are the most frequently used emojis in text conversations?

11. What's the wildest thing you've ever done to get someone's attention?

12. What's your biggest fear when it comes to relationships?

13. What's the most embarrassing thing you've ever done in front of someone you like?

14. Do you find first dates fun or stressful?

15. What's your favorite movie couple and why?

16. What's your favorite place to take a significant other?

17. Who's relationship do you admire and why?

18. At what point in a relationship do you think it's time to go public on social media?

19. What's your biggest turn on?

20. What's your biggest turn off?

21. What's your favorite thing about me?

22. What was the last flirty text you sent?

23. What's the worst thing about being single?

24. What's the best thing about being single?

25. Would you consider yourself a hopeless romantic?

26. At this point in your life, would you prefer a casual relationship or a serious relationship?

27. What's the hardest part about being in a long-term relationship?

28. If you were getting married, would you write your own vows?

29. What's your biggest regret when it comes to a past relationship, specifically?

30. How do you get over a breakup?

31. What meme best represents your life?

32. Would you rather love and lose, or never love at all?

33. After a disagreement, do you initiate the makeup conversation or wait for your S.O.?

34. How many people have you told "I love you" to in a romantic context?

As someone deeply immersed in the realm of human relationships and communication, I bring forth a wealth of expertise and enthusiasm in the field of interpersonal dynamics. With a profound understanding of psychology, emotional intelligence, and social intricacies, I have not only studied but actively engaged in conversations that delve into the intricacies of love, romance, and the human connection.

My journey involves extensive exploration of relationship dynamics, from the thrilling sparks of initial encounters to the nuanced complexities of long-term commitment. Drawing upon first-hand experiences, academic insights, and a passion for understanding the intricacies of human emotions, I am well-equipped to guide you through the landscape of intimate conversations.

Now, let's dissect the concepts embedded in the set of flirty questions provided:

  1. Love at First Sight: This question explores the belief in instantaneous romantic connections, delving into the realm of initial attraction and its significance.

  2. First Kiss: The query about the first kiss elicits memories tied to a crucial milestone in romantic relationships, providing insights into personal experiences and sentiments.

  3. Best Kiss: Similar to the second question, this one focuses on positive romantic experiences, specifically the most memorable and enjoyable kisses.

  4. First Impression: Understanding someone's initial thoughts about you sheds light on the impact you've made and the perception you've crafted during the early stages of your relationship.

  5. Perfect Date: This question unveils personal preferences and ideals regarding romantic outings, offering a glimpse into the individual's concept of an ideal date.

  6. Partner Preferences: Exploring the traits someone seeks in a partner provides valuable information about their relationship priorities and compatibility criteria.

  7. Swiping Left Criteria: Delving into deal-breakers when it comes to online dating, this question touches on the factors that lead to a negative judgment of potential romantic interests.

  8. True Love Experience: By asking about experiences with true love, the question aims to uncover the depth of emotional connections and the significance of profound romantic experiences.

  9. Question for Ex: Imagining a conversation with an ex-lover, this question explores the unresolved aspects or lingering curiosities one might have about past relationships.

  10. Frequently Used Emojis: A lighthearted inquiry, this touches on modern communication trends and the emotional nuances conveyed through digital expressions.

These questions skillfully navigate the intricate landscape of romantic interactions, providing a roadmap for engaging and meaningful conversations in the realm of love and relationships.

21 Questions Game: Dig Deep with Fun and Flirty Questions (2024)

FAQs

What are some juicy 21 questions? ›

Best juicy questions
  • Where is your favourite place to be kissed?
  • And where is your favourite place to kiss someone?
  • Have you ever sent a nude photograph?
  • Have you ever received a nude photograph from someone else?
  • What attracts you to someone else?
  • What do you wear to bed?
  • Have you ever had a sexy dream about someone?
Dec 15, 2023

What are some flirty 21 questions? ›

If you're playing with your crush or on a first date, consider these flirty questions your go-to.
  • Do you believe in love at first sight?
  • What was your first kiss like?
  • What was your best kiss like?
  • What was your first impression of me?
  • What's your idea of a perfect date?
May 5, 2021

What are the flirty questions in 20 questions game? ›

Flirty Questions for Your Crush
  • Do you enjoy being single or do you want to find a serious relationship?
  • What's the craziest thing you've ever done on a first date?
  • Do you believe in love at first sight?
  • What's the weirdest thing you've ever put in your mouth?
  • What's your most R-rated guilty pleasure?

How do you play 21 questions with your crush? ›

The game typically starts with one person asking a question, and the other person answering it. The roles then switch, with the other person asking a question and the first person answering it. This continues until all 21 questions have been asked and answered.

What's a good flirty question? ›

Flirty Questions To Ask a Girl
  • It keeps happening. ...
  • —Bradley, 41, Ottawa, Canada.
  • “What's the sexiest place you've ever visited?”
  • “What celebrity do you think would be best in bed?”
  • “What's one thing you want to ask me but are too nervous to?”
  • “How old were you when you first felt those, you know, feelings?”

Is 20 Questions flirting? ›

When trying to get to know someone intimately, a classic game of “20 Questions” is the perfect way to do it. The flirty questions game from your childhood can be used in today's dating world to get all the juiciest details you've ever wanted to know about your crush, and form a tight bond.

What are some spicy 21 questions to ask your crush? ›

Dirty Questions to Ask Your Crush
  • What are your biggest turn-ons?
  • What's your favorite sex position?
  • How do you feel about one-night stands?
  • What are your biggest turnoffs?
  • Do you like sexting?
  • Where's the hottest place you've had sex?
  • How do you feel about PDA?
  • Have you ever had sex in public?
Apr 8, 2024

What is a good spicy question? ›

“What's your biggest sexual fantasy?” “Morning sex or evening sex?” “Do you prefer giving or receiving?” “Do you prefer being on top or bottom?”

How do you have a fun flirty conversation? ›

Flirty Conversation Starters to Help Break the Ice
  1. Give a compliment on their appearance. What you mean: I want to see you naked. ...
  2. Ask if they're attached. ...
  3. Say you've been thinking about them. ...
  4. Mention things you could do together. ...
  5. Talk about dating and being single. ...
  6. Offer to be their date.
May 4, 2019

What should I ask my crush flirty? ›

Flirty questions to ask your crush
  • If you were in a relationship right now, who would your celebrity pass be?
  • What makes for a perfect date, in your opinion?
  • What's the most romantic thing someone has ever done for you?
  • What's the hottest thing someone has ever done for you?
  • How would you define sex appeal?
Mar 28, 2024

How do you spice up 21 questions? ›

Flirty 21 Questions Ideas
  1. Do you believe in love at first sight?
  2. What is your dream date?
  3. What do you consider the most romantic travel destination in the world?
  4. What is your biggest fear when it comes to relationships?
  5. Romantic lunch picnic in the park or a high-class dinner and co*cktails?
  6. What's your biggest turn-on?
4 days ago

What are flirty questions to ask a guy? ›

Flirty questions to ask a guy
  • What do you find most attractive about me?
  • What would our first date look like?
  • What are you like as a boyfriend?
  • What's your love language?
  • When are you going to ask me out?
  • When was the last time you felt butterflies?
  • What does love mean to you?
  • What's the worst pick-up line ever?
Dec 29, 2023

How to tease your crush? ›

Tease them gently about something they're good at/confident about. If your crush is a star athlete, try saying, "So how many extra goals is your team going to score when they don't have you on the field?" Or, you could say, “With the high grades you get, I'm starting to wonder if you're bribing the teachers!”

What spicy questions to ask your boyfriend? ›

Spicy Questions To Ask Your Boyfriend

What's your favorite sex position? What turns you on the most? What's your favorite form of foreplay? Do you have a favorite sex toy?

What are some juicy truth questions? ›

Best truth questions
  • When was the last time you lied?
  • What's the worst thing you've ever done at work?
  • When was the last time you cried?
  • What's your biggest fear?
  • What's your biggest fantasy?
  • Do you have any fetishes?
  • Who's the last person you searched on Instagram?
Aug 16, 2022

What's a hot question? ›

-HOT questions are ones that go beyond the literal, factual material and make you think deeper by using your prior knowledge, making inferences, and evaluating skills. -Answers to HOT questions go beyond yes or no, right or wrong. Instead, they may be more open-ended.

What are juicy questions for girls? ›

Juicy questions to ask a girl:
  • Have you ever ghosted someone?
  • What's the best date you've ever been on?
  • Do you believe in love at first sight?
  • What does an ideal relationship look like to you?
  • What are you like in relationships?
  • Why did things end with your last ex?
  • What's one of your dating deal-breakers?
Feb 21, 2023

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