60 Funny and Dirty This Or That Questions For Boyfriend
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60 Funny and Dirty This Or That Questions For Boyfriend

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In every relationship, it’s important to keep the spark alive and maintain a strong connection with your partner. One fun and engaging way to do this is by playing the game of “This or That questions” with your boyfriend. This game involves asking each other a series of questions where you have to choose between two options. It’s a simple yet effective way to learn more about each other’s preferences, likes, and dislikes. Here are fun, dirty, and engaging “This or That” questions that you can ask your boyfriend to deepen your bond and have a great time together.

Related: How well do you know me Questions for couple 

Benefits of using “This or That” questions in your relationship

Playing “This or That” questions with your boyfriend offers several benefits for your relationship. Firstly, it provides an opportunity to discover new things about each other. The questions can range from silly and light-hearted to deep and thought-provoking, allowing you to explore different aspects of your boyfriend’s personality. It can lead to meaningful conversations and help you understand each other on a deeper level.

Fun “This or That” questions for your boyfriend

  1. Would you rather go on a romantic beach vacation or an adventurous mountain trip?
  2. Are you more of a morning person or a night owl?
  3. Pizza or burgers?
  4. Would you rather watch a movie at home or go to the cinema?
  5. Dogs or cats?
  6. Would you prefer a road trip or a luxury cruise?
  7. Sweet or savory?
  8. Coffee or tea?
  9. Would you rather have the power of invisibility or the ability to fly?
  10. Comedy or action movies?
  11. Dancing or singing?
  12. Beach or pool?
  13. Would you rather have a superpower of your choice or a million dollars?
  14. Pancakes or waffles?
  15. Summer or winter?
  16. Books or movies?
  17. Would you prefer a quiet night in or a night out with friends?
  18. Chocolate or vanilla?
  19. Camping or glamping?
  20. Early bird or night owl?

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Funny “This or That” questions to make your boyfriend laugh

  1. Would you rather always have to sing instead of speaking or dance instead of walking?
  2. Toilet paper roll: over or under?
  3. Would you rather have a rewind button for your life or a pause button?
  4. Singing in the shower or in the car?
  5. Would you rather always have to speak in rhyme or speak in a foreign accent?
  6. Socks with sandals or Crocs?
  7. Would you rather have a permanent clown face or a permanent clown wig?
  8. Ketchup on pizza: yes or no?
  9. Would you rather have a personal theme song that plays everywhere you go or have your own theme music every time you enter a room?
  10. Dancing like nobody’s watching or singing like nobody’s listening?
  11. Would you rather always have to wear mismatched socks or always have to wear your clothes inside out?
  12. Singing karaoke with your friends or performing stand-up comedy?
  13. Would you rather have a talking pet dog or a pet dinosaur?
  14. Laughing uncontrollably at inappropriate times or never being able to laugh again?
  15. Would you rather be able to read minds or have the ability to teleport?
  16. Talking in your sleep or sleepwalking?
  17. Would you rather have a personal chef or a personal masseuse?
  18. Accidentally sending a text to the wrong person or accidentally liking an old social media post?
  19. Would you rather have a third eye or a third arm?
  20. Wearing underwear inside out or backward?

Related: Trap questions to ask your boyfriend

Dirty “This or That” questions to spice up your relationship

  1. Would you rather have a candlelit dinner or a steamy night in the bedroom?
  2. Lingerie or naked?
  3. Would you rather explore a new intimate position or try out a new sex toy?
  4. Shower sex or bedroom sex?
  5. Would you prefer a sensual massage or a strip tease?
  6. Blindfolded or handcuffed?
  7. Would you rather have a quickie in a public place or a long, passionate session in the bedroom?
  8. Role-playing or sexting?
  9. Would you rather have morning sex or late-night sex?
  10. Dirty talk or whispers in your ear?
  11. Would you prefer watching adult movies together or reading erotic novels together?
  12. Spanking or biting?
  13. Would you rather try out a new fantasy or revisit a favorite one?
  14. Foreplay or afterplay?
  15. Would you rather experiment with food in the bedroom or use sex toys?
  16. Soft and slow or rough and fast?
  17. Would you prefer an intimate massage or a lap dance?
  18. Public display of affection or private intimacy?
  19. Would you rather have a quickie in the car or in the shower?
  20. Striptease or lap dance?

How to come up with your own “This or That” questions

Creating your own “This or That” questions can be a fun and creative process. Start by thinking about your boyfriend’s interests, hobbies, and preferences. Consider what makes him laugh, what excites him, and what he enjoys doing in his free time. From there, you can brainstorm a list of options for each question. Keep the questions balanced between two equally appealing choices to make it more challenging and engaging.

You can also draw inspiration from your own experiences as a couple. Think about memorable moments you’ve shared, inside jokes, or favorite activities you both enjoy. Incorporating these personal elements into the questions can make the game even more special and meaningful.

Rules and guidelines for playing “This or That” with your boyfriend

To ensure a smooth and enjoyable game, it’s important to establish some rules and guidelines beforehand. Here are a few suggestions:

  1. Take turns asking the questions: Allow each person to ask a question and answer it before moving on to the next one. This ensures that both you and your boyfriend have an equal opportunity to participate.
  2. Be respectful: Remember to respect each other’s choices and opinions. Avoid judging or criticizing your partner’s answers, even if they differ from your own.
  3. Keep it light-hearted: While it’s okay to explore deeper topics, try to keep the overall tone of the game light-hearted and fun. This will help create a positive and enjoyable atmosphere.
  4. Be open and honest: Encourage open and honest communication during the game. Use this opportunity to learn more about each other and share your thoughts and feelings.
  5. Have fun: The most important rule is to have fun! Enjoy the game, laugh together, and create lasting memories.

Other variations of “This or That” questions to try with your boyfriend

If you want to add some variety to your “This or That” game, here are a few other variations you can try:

  1. “Would You Rather”: Instead of using the phrase “This or That,” replace it with “Would You Rather.” This variation allows for more elaborate and imaginative questions.
  2. “Favorites”: Instead of choosing between two options, ask your boyfriend about his favorite things. For example, “What’s your favorite movie genre: comedy or action?”
  3. “Guess the Answer”: Instead of answering the questions yourself, try guessing your boyfriend’s answer. This variation can lead to interesting and surprising revelations.
  4. “Relationship Edition”: Focus the questions on your relationship and future plans together. For example, “Would you rather travel the world together or start a family?”
  5. “Time Travel”: Ask questions that involve time travel scenarios, such as going back in time to change a past event or traveling to the future to see what lies ahead.


Playing “This or That” questions with your boyfriend is an entertaining and effective way to deepen your bond, create lasting memories, and have fun together. Whether you choose to ask fun, funny, or even dirty questions, the game offers a platform for open and honest communication. It allows you to explore different aspects of your partner’s personality, preferences, and desires. So, why not give it a try? Grab your boyfriend, choose a few questions from the list, and enjoy a delightful game of “This or That” that will bring you closer than ever before.

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