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40 Truth or Dare Questions to Ask Your Boyfriend

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For decades, truth or dare has remained one of the most popular games to play. This timeless game can be hilarious and terrifying all at once. From dares that make you squirm to questions that make you blush, it has all the makings of a great game. If you are running out of truth or dare questions to ask your boyfriend, we have 40 ideas that can help you out.

40 Truth or Dare Questions to Ask Your Boyfriend: It’s Time to Tell the Truth

Let’s start with the best truth questions to ask. This is often one of the hardest options in the game because you quickly run out of new questions to find answers about. If you already know that he likes you, you can’t even ask who his crush is. If you are running out of topics, try these ones out.

1. What are you most passionate about?

This is a good way to find out what your boyfriend is interested in. His passions are key indicators about his personality. Plus, you can use the answer to plan future dates and presents for him later on.

2. What’s your favorite color?

While it might not be the most exciting question, it will at least give you more information about your boyfriend.



3. What’s your dream job?

The best relationships are based on strong communication. Partners share their goals, dreams and desires. This question is a nudge in that direction. Learning about his dream job can help you learn more about him and to find out if your dreams are going to take you two in the same direction.

4. What is the one question you’re dreading me asking you?

Now, this is an interesting truth or dare question. It would be impossible—or, at least, very hard—for you to know this question in advance. By asking it in the truth or dare game, you will be able to find out exactly what he did not want you to ask. On your next turn, ask that question.

5. Who’s your favorite fictional character?

This is not the most exciting question, but it will reveal more insight into your boyfriend’s character.

6. What do you like most about me?

When you are with the right person, it can seem amazing that they were ever willing to be with you because they seem so amazing. Finding out the answer to questions like this will help you realize that your boyfriend is just as passionate about you as you are about him.



7. If you were invisible for a day, what would you do with your superpower?

While many people use this ability to sneak into locker rooms or steal, other people have some extremely interesting answers to the question.

8. What are you most talented at?

You probably already know what he is actually most talented at, but his perception may be different. Often, people are more likely to say the activity that they like the most and are fairly talented at.

9. What’s your perfect date?

Once you find out the answer to this question, remember it because you can use it on future dates.

10. Where would you most like to visit?

Which countries around the world or places in your own country interest him? Are any of these locations places that you want to go to?

11. What’s the most embarrassing moment of your life?

Most people go out of their way to avoid talking about embarrassing moments. Sharing an embarrassing experience can be a bonding moment for you two.

12. What’s your favorite movie?

Learning more about your boyfriend can help to strengthen your relationship.

13. Do you have any guilty pleasures?

While you think that you know everything about your boyfriend, answers to questions like this may prove you wrong and be quite revealing.

14. Have you ever lied in Truth or Dare and was it in this game?

This is a good question to ask. Hopefully, he did not lie in the truth or dare game. After all, the entire point of the game is that you have to be willing to tell the truth or take a chance with a dare.

15. What’s your favorite animal?

If you want a fun date idea, take him to your local zoo and see that animal in person together.

16. What’s your favorite food?

Remember the answer to this question because you can always surprise him with his favorite food or dinner in the future.

17. What’s the cheesiest pick up line you’ve ever used?

This could bring about an interesting answer.

18. What are you most afraid of?

People like to seem more confident and stronger than they are. Questions like this will help you see the other side of his personality. Fears can also be extremely illuminating about the individual.

19. Do you collect anything?

If he does collect something, then you have an easy option for future presents.

20. Who’s your idol?

Learning about the person that he looks up to can tell you a lot about his character. Who does he admire? What qualities does he want to have?

40 Truth or Dare Questions to Ask Your Boyfriend: It’s Time to Do a Dare

Risk-taking players may prefer to take a dare instead of answering another questions. If you need some ideas about what to dare your boyfriend to do, check out the following ideas.

1. Roll a dice. Each dot stands for one day. You cannot watch sports for that time.

This is a rather long-winded dare. Most dares end right after the game, but this one could last for up to six days. Hopefully, he is not too into sports or he may not be able to take this dare.

2. Wear a pair of my underwear for the rest of the day.

If you have already had sex or at least been intimate, then you could make him do this dare. He will feel dirty, but you will get to smile the entire day knowing that he is following through on his dare.

3. Kiss me passionately.

If you have not kissed your boyfriend yet, this is a good way to inspire him to take the first move.

4. Kiss me where you’ve never kissed me before.

This type of dare is great if you want to take the relationship to another level, but were unsure about how to broach that topic with your boyfriend. If you use this dare though, don’t be surprised if his dares are designed with similar goals in mind.

5. Give me a piggyback down the street.

Depending on where you guys are at, this could be an awkward dare for him.

6. Walk up to a stranger and ask them to tie your shoe laces.

This will certainly be an embarrassing dare for him, but it will be hilarious for you and whoever is playing to watch. The poor stranger will most likely have to ask him what he wants multiple times before they figure out that he seriously does want them to tie his shoes.

7. Tuck your shirt in a drop a few ice cubes down there. Leave them until they melt.

This works as both a dare and as an odd sort of foreplay. Every time he thinks about the cold ice cubes, he will think about you and your dare.

8. Let me blindfold you for the next five minutes.

Being unable to see is actually more of a dare than you imagine. It can be incredibly disorientating to be suddenly unable to see. He won’t be able to see your expression, and even a trip to the bathroom could be a stumbling disaster.

9. Get in the shower fully clothed.

This is actually a kind of mean dare—after all, who really wants to clean up after a bunch of clothes were drenched in the shower.

10. Do the splits.

Since most guys cannot do the splits, this will be an amusing dare for you to watch.

11. Stand outside my window playing our song on a boom-box.

Everyone in the neighborhood is going to stare at him.

12. Give me a back massage.

This is not really a dare. It is more of a self-serving wish to enjoy a back massage. As he massages you though, do you really care?

13. Prank call your grandparents and pretend you want to order a pizza.

You can also modify this so that it is someone other than his grandparents. If you don’t want to be mean to his grandparents, have him call one of your mutual friends.

14. Tell me what you really think of me. No holding back.

Hopefully, the answer will be as good or better than what you expected.

15. Wear all your clothes inside out for the rest of the day.

This would be an incredibly annoying dare because everyone he sees throughout the day is going to tell him that his clothes are on inside out.

16. Go topless for the rest of the game.

If you have never seen him topless, this is a good way to check him out. Don’t be surprised if he later gives you the same dare.

17. Do your best impression for me.

While it may be embarrassing for him to mess up an Australian accent, it will be cute for you to watch.

18. Wish a stranger ‘Happy Toenail Appreciation Day’.

This dare is fairly silly.

19. Plan a lovely date for us next weekend.

This is another one of the self-serving, wishful dares on the list.

20. Do a pole dance for me.

Guys aren’t known for their pole dancing skills, so this dare is likely to be hilarious to watch.

Now that you have plenty of truth or dare questions to ask your boyfriend, you are ready to play the game. Keep in mind though—if you ask him a crazy question or dare, he can easily reciprocate. Be careful what you ask for!

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