143 Truth Or Dare Questions To Ask Your Boyfriend

Truth Or Dare Questions To Ask Your Boyfriend

If you’re in a relationship and are looking to spice things up, playing truth or dare with your boyfriend is a great way to do so. Not only will it bring you closer together, but it’ll also allow you to learn more about each other. Plus, it can be a lot of fun!

To help get you started, we’ve compiled a list of 50 truth-or-dare questions that are perfect for couples. Trust us, you won’t regret it!

Best truth and dare questions for boyfriend

Here is a list of interesting truth questions for your boyfriend. It allows you to get to know him better and both of you will have a good time laughing together. The dare questions are challenging and well-thought too, which will make the truth or dare session together more fun than ever.

1. Truth: How do you think we both have changed since we first started dating?

This is a great question to check his feelings about the relationship. You want to know does he love you more, or if there’s some resentment in the relationship which you should quickly rectify it.

2. Dare: Sing “let it go” loudly in the park.

This is going to embarrass him in the park especially if there are a lot of kids around. After he is done with the singing, you can shout “Elsa, it’s time to go home” to embarrass him even more and have a good laugh at him.

3. Truth: What is your biggest fear in this relationship?

Most people avoid talking about difficult topics in relationships. But this is not healthy because insecurity and fear can build up and eventually break the relationship. So, these questions allow him to be vulnerable and open up his deepest feeling with you. You want to pay full attention to what he has to say and understand why he feels that way.

4. Dare: Order Domino’s pizza at KFC and tell them you want extra cheese.

This is a challenging dare because he might get scolded by the restaurant staff. He will probably sweat a lot and get very nervous during the execution. You can take a video of the process and laugh at him for years later.

5. What’s the dirtiest fantasy you’ve ever had?

This is a flirty truth question you can throw at your boyfriend and let him surprise you. His answer might be totally out of your expectation. It is also great to know what kind of sexual fantasies he has, so maybe you can try it out with him next time to spice up your relationship.

6. Dare: Call your mum and ask her to get you a small-sized condom.

This is going to be very embarrassing for him because he needs to specifically ask for a small-sized condom, which indirectly lets his mom knows that his private part is small. He might also get scolded by his mum because of a random request. So, he will probably be very nervous when he makes the call.

7. Truth: Have I ever accidentally turned you on without knowing it?

This is also a flirty truth question but it is interesting to know the answer. You might never realize some small little things or a simple move you did can turn him on. After you know what turns him on, you can purposely demonstrate it again in front of him but do not let him touch you. It is a fun way to tease him sexually.

8. Dare: Let me blindfold you and do whatever I want to you.

This is a sexy truth-or-dare challenge. It will remind him of the fifty shades of grey and be very anticipated about what dirty things you are going to do to him. You can choose to do light bondage, and then whisper dirty things to him. Or you can choose to tickle him or play with him however you want. This is both a sexy and fun thing to do with your boyfriend.

9. Truth: What is the sweetest thing I have ever done for you?

This question allows you to know what has touched him before. Is it a bear hug after work that touches him the most, or is it your companionship when he is sick that makes him feel loved the most? Once you know what touches him, you can do more of it to improve the relationship.

10. Dare: Tell 3 of your neighbors you are madly in love with me.

This is a funny yet rather random dare challenge. Imagine he has to go to his neighbor’s house, press the bell, and just tell them that he loves you very much. Isn’t that hilarious? The neighbors might be scratching their heads and wondering what’s wrong with him. Some of them might roll their eyes or chase him out of the house with a broom.

Fun Truth Questions

Here are more fun truth questions you can ask your boyfriend and have a great laugh together. Some of them are about relationships, in which you can have a small discussion and get to know each other better.

  1. Do you believe in love at first sight?
  2. What is the most challenging thing you have ever done?
  3. If you could change one thing about our relationship, what would it be?
  4. What is your biggest achievement?
  5. What is the most illegal thing you have ever done?
  6. What is the most challenging thing you have ever done?
  7. If you could change one thing about our relationship, what would it be?
  8. What is your biggest achievement?
  9. What is the most dangerous place you have ever been to?
  10. What is the most disgusting thing you have ever eaten?
  11. Which friends of mine you do not like?
  12. What is the most spontaneous thing you have ever done?
  13. What is the best piece of advice you have ever received?

Sexy Truth Questions

I have also compiled a list of sexy and flirty truth questions. If you are feeling naughty and you want to turn him on while playing the truth or dare game, you can definitely use some of the questions below. If you want to escalate things to bed quickly, then be sure to ask him the fifth truth question below.

  1. What is the first thing you notice on our first date that is sexy?
  2. Who is your favorite porn star?
  3. What is the dirtiest thing you have ever done?
  4. When did you have your first kiss?
  5. What is the sexual position you secretly want to try?
  6. What is something you have always wanted to do but never had the guts to do?
  7. Which part of me attracts you the most?
  8. How many girls you have slept with before?
  9. What turn you off in bed?
  10. When did you have your first sex?
  11. What’s the naughtiest thing you’ve ever done?
  12. Which part of me never fails to turn you on?
  13. How many times do you masturbate per week?
  14. Have you ever touched yourself by looking at my picture?
  15. Which part of me do you want to lick the most?

Random Truth Questions

Here are some random truth questions. It opens up his imagination, and creativity and also helps him to share more about himself with you. You will get some unexpected answers from him as he answers some of the truth questions below.

  1. What’s one thing you will bring with you if you’re stranded on an island alone?
  2. Who is your first crush?
  3. What is the most daring thing you have ever done?
  4. What is the one thing you wish to change about yourself?
  5. What is your biggest insecurity?
  6. What is the most dangerous thing you have ever done?
  7. What are the top 3 things on your bucket list?
  8. When was the last time you cried and why?
  9. What is the most beautiful thing you have ever seen?
  10. What is the most serious thing you have ever done?
  11. What do you like the best about me?
  12. What is the most random thing you have ever done?
  13. What is the most embarrassing thing that has ever happened to you?
  14. What is your greatest fear?
  15. What is the stupidest thing you have ever done?
  16. What would you change if you go back to the past?
  17. What is the funniest joke you know?
  18. What is the most adventurous thing you have ever done?
  19. What is the worst thing you have ever done?
  20. What would do if you can travel to the future?
  21. What is the worst piece of advice you have ever received?
  22. What is your deepest, darkest secret?
  23. Which aspect of our relationship needs to improve?
  24. What is the most childish thing you have ever done?
  25. What is the best thing you have ever done?
  26. What is the sweetest memory you have?
  27. What is your biggest regret?
  28. Who is your celebrity crush?
  29. What is the best compliment you have ever received?
  30. When was the last time you lied to me?
  31. What is the weirdest thing you have ever eaten?
  32. Who do you hate the most?
  33. What was your first impression of me?
  34. What is the weirdest dream you’ve ever had?
  35. What do you like the most about yourself?
  36. What’s your biggest pet peeve?
  37. What is the most unbelievable thing you have ever seen?
  38. What do you find the most attractive about a person?
  39. What is the funniest prank you have ever pulled?
  40. What did I do that has made you jealous?
  41. What would you do if you have one million dollars now?

Fun Dare Challenge

Here are some fun dare challenges for him if he chose not to answer the truth questions. The key is to have some fun together like kids and you get to laugh at him when he gets embarrassed.

  1. Treat me like a queen.
  2. Eat a tablespoon of pepper.
  3. Drink a glass of milk with 5 tablespoons of soy sauce.
  4. Smell your socks for 1 minute.
  5. Style your hair with butter.
  6. Convince 3 strangers to dance with you.
  7. Eat spaghetti noodles without cooking them.
  8. Act like a cat for 3 minutes.
  9. Dance like you are on the disco floor now.
  10. Call your dad and sing him a song.
  11. Undress yourself with only 1 finger from each hand.
  12. Let me text whoever I want on your phone.
  13. Wax your leg and chest.
  14. Hold an ice cube in your hand until it is melted.
  15. Pretend like your mom for the next 2 minutes.
  16. Make me laugh with your best joke or you gotta wash the toilet.
  17. Dress formally and buy 10 condoms from the store nearby.
  18. Turn on the air cond and stay naked for the next 20 minutes.
  19. Paint your toenails pink.
  20. Sing a love song loudly for me.
  21. Say his cheesiest pick-up line to whoever passes by.
  22. Call 3 random people in your phone list now.
  23. Eat raw eggs.

Sexy Dare Challenge

These are sexy and flirty dare challenges. If you are feeling more dominant, you can ask him to do as you command in bed tonight.

  1. Wear a g-string for a whole day.
  2. Touch yourself in front of me.
  3. Give me a lap dance.
  4. Give me a sensual back massage.
  5. Do a strip tease for me.
  6. Have sex in a public place.
  7. Try out some new sex positions.
  8. Try out some light bondage tonight.
  9. Take 3 sexy pictures of yourself and send them to me.
  10. Experiment with different forms of foreplay.
  11. Do as I command on the bed tonight.
  12. Get close to me and whisper something naughty in my ear.
  13. Go out in public and kiss me passionately.
  14. Send me a picture of you in your underwear.
  15. Lick your toes.

Random Dare Challenge

If you want something creative and spontaneous, here is the list of random dare challenges where he has to call random people on the phone and start talking to them, or do some silly random act in the park and embarrass himself.

  1. Confess your love to me live on social media.
  2. Let me post anything I want on your social media.
  3. You can’t use your phone for a day.
  4. Show me all the search history on your phone.
  5. Ask a stranger for advice on being addicted to porn.
  6. Use condoms as balloons to decorate your room.
  7. Call your most recent contact and say “I love you. Goodbye.”
  8. Make your own music while breaking dance for 2 minutes.
  9. Pour some coke in your mouth and then put in the mentos.
  10. Let me style your hair before we go out for dinner.
  11. Carry my bag for me when we go shopping
  12. Act like my servant wherever we go later.
  13. Dip your white shoes into the mud.
  14. Act like an ape until the next round.
  15. Laugh at 3 strangers and walk away without saying anything.
  16. Kiss 3 people on the cheek and compliment them.
  17. Go into a public place and act like you’re on a first date.
  18. Put on a blindfold and let me do whatever I want to you.
  19. Fart in front of your parents while they are watching the news.
  20. Act like a girl for the evening.
  21. Walk in the park without wearing any shoes.
  22. Put a handful of ice in your pants.
  23. Bow down everything you talk to me until tomorrow.
  24. Do 100 squats without any breaks.
  25. Call the person you hate the most and ask him/her out for a drink
  26. Eat raw chili.


I hope I have given you enough truth-or-dare questions to have a great time with your boyfriend. These truth-or-dare questions are a great way to get to know your boyfriend better and have some fun. They can also help to spice up your relationship if it’s starting to feel a bit boring. So, go ahead and give it a try today.