40 Truth Or Dare Questions To Ask Your Boyfriend

By on December 8, 2013

Truth or Dare – the timeless game that can be simultaneously fun and terrifying. It’s a game to make you squirm, a game to make you laugh and, more importantly, a game that can teach you an awful lot about another person (and yourself!). That’s why we think it’s the perfect game to play with your other half. It’ll let you in on their inner most secrets, it’ll teach you how they behave under pressure and, of course, it’ll teach you what they’d like to know about you. Just be sure you’re ready to step up to the mark and spill your secrets too!

Here’s the 40 ultimate Truth or Dare question’s to ask your boyfriend and the reasons they’re great…


Tell Me The Truth…


1. What are you most afraid of?

Reason – Men aren’t all as macho as they seem. Whether it’s spiders of lions, this question proves he’s human. Plus it takes a lot for someone to reveal their innermost fears – him answering shows he trusts you.


2. What’s your dream job?

Reason – This one will tell you whether he’s ambitious, realistic or perhaps even a dreamer. It’s important to know what he wants out of life and if you can go there together.

3. What’s your favourite movie?

Reason – A classic question but it’s classic for a reason. It will tell you more about what he likes, whether it’s an action, a sci-fi or a rom-com. Just be sure to be supportive whatever it is.

4. What’s your perfect date?

Reason – You might see him as the macho man who likes cars and DIY but when it comes to romance he’s likely to have a soft side. This will allow you to see the other side of him.


5. What do you like most about me?

Reason – Of course we had to throw this one in there. Does there have to be a reason? We just want to know!

6. What’s your favourite colour?

Reason – Simple but effective. Colours reflect moods and people. Are his inner thoughts passionate or calm? Dark or daring, bright or innocent? This will let you know!


7. Do you have any guilty pleasures?

Reason – Whether it’s a soppy song or a TV show, we all have guilty pleasures. It’s the things people don’t usually admit to that tell us the most about them, making this a fab  question.

8. What’s your favourite food?

Reason – This is a great question because it’s useful. If you want to book a surprise meal or cook for him one night, it always helps to know what he loves. He’ll love you all the more for remembering too.

9. What are you most talented at?

Reason – Here you can tell if he’s an artist or a sportsman, a musician or a chef. Plus, whether he answers shyly or full of bluster can tell you a lot about what he thinks of himself.


10. What are you most passionate about?

Reason – This is important simply because it’s important. If you want to be with him, you need to know what makes him tick and why. Here’s your chance to find out what it is!

11. Who’s your idol?

Reason – Who he looks up to and admires can tell you a lot about him. Does he admire fashion icons or entrepreneurs? World leaders or writers? Whoever they are, you’ll find he probably takes after them in some way and aspires to be like them.

12. Where would you most like to visit?

Reason – Whether he wants to visit somewhere full of history and culture or sun, sea and fun can tell you a lot about what type of guy he is inside.


13. Who’s your favourite fictional character?

Reason – As well as telling you if he sees himself as an action hero or the romantic type, this tells you what types of setting he sees himself in. Is he a realist from New York or was he made of the for the stricken lands of Middle Earth? You’re about to find out!

14. Do you collect anything?

Reason – People often collect quirky things so what and the extent of their collection can be eye opening. It’s not something people often share either so you may find yourself surprised.


15. What’s your favourite animal?

Reason – Our favourite animals are often a reflection of ourselves. Here you can see if he sees himself strong like a lion, wise like an owl or happy like a dog.

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

Reason – This one will divide the cheeky chaps and the bad boys from the ones with hearts of gold and the shy ones. This is a real ‘show your true colours’ question.


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

Reason – Is he hiding anything or keeping something back? Now’s your chance to find out. Just be sure you really want to know before asking though.

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

Reason – Of course, you know how you pair got together, but what was he like before you came along?


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

Reason – Truth or Dare can sometimes be a little too serious, this question will lighten the mood.

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

Reason – No explanation necessary.


I Dare You To…


1. Kiss me passionately.

Reason – Simple and predictable but we love this question all the same. Do we really need to explain the reason?


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

Reason – He’ll be at your mercy for this time, yours to do whatever you want with be it tickle him senselessly, taunt him with kisses or something a little more adventurous.

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

Reason – It’s hilarious for you and you’ll get to see the colour of his blush as he does it.

4. Give me a piggyback down the street.

Reason – It’s cute, it’s fun, it’s out of the ordinary and it’ll have you both laughing until your sides hurt. What more could you want?


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

Reason – Okay, so maybe this one should be in truth but we never get tired of hearing how much he loves us. It’s great to hear him confess to things he may not have otherwise.

6. Do a pole dance for me.

Reason – This one will have you both in stitches and it’s a great way for you to relax around one another and show you feel comfortable together.

7. Get in the shower fully clothed.

Reason – Wouldn’t it be nice to see him soaking wet, clothes clinging to him Mr. Darcy style? You know you can’t resist!


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

Reason – Simply because we all need a good laugh.

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

Reason – It was an unforgettable moment in the movie ‘Say Anything’ that made our hearts melt. Don’t we all want a guy like that, even if we have to dare him into it?


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

Reason – It’s a great way to steal his attention for potentially the next six days. This one’s even better if the World Cup is just starting!

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

Reason – Role playing shows how far he’s willing to go and lets you see another side of him. We advise calling family or friends over strangers though, they’re more likely to see the funny side.

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

Reason – For no other reason than we want to see him squirm.


13. Do your best impression for me.

Reason – This will show how confident he is and might just give you both a few laughs at the same time.

14. Do the splits.

Reason – Here’s another one to make you both laugh. Bonus, he’ll probably ask you to do the same and he’ll love it if you can!

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

Reason – For the rest of the day you’ll both have your own little secret. You’ll both love being the only ones in on it and it might well bring about a bit of intimacy between you.


16. Go topless for the rest of the game.

Reason – If you’re already dating this shouldn’t be a hard one for him. It may not be anything out of the ordinary but at least you’ll get a great view for the rest of the game.

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

Reason – It shows his level of embarrassment tolerance and once again gives you a lot of laughs.


18. Kiss me passionately.

Reason – Oops, did we put this one in twice? Such a shame. We don’t hear you complaining though!

19. Plan a lovely date for us next weekend.

Reason – You shouldn’t have to dare him into this but you’ll love the results all the same.

lovely date

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

Reason – Whether it’s your back, neck, arms or feet this is sure to bring about a unique sense of intimacy…And maybe an abrupt end to the game.


We hope you’ve enjoyed our suggestions, now you’ve just got to go out there and use them. Just remember though, ladies, whatever you ask him, he can reverse and ask you so beware and be prepared to get a taste of your own medicine!


  1. Avatar


    March 31, 2020 at 2:12 pm

    these r the best they help..

    • web admin

      web admin

      March 31, 2020 at 10:31 pm

      Thank you for sharing your supportive comment. Please share more of your thoughts and feelings in the future.

  2. Avatar

    Katelyn Rodgers

    March 14, 2020 at 2:06 pm

    I did this on my boyfriend and then I saw him shirtless for the first time. Thanks

    • web admin

      web admin

      March 15, 2020 at 2:25 pm

      Thank you for sharing your supportive comment. Please share more of your experiences in the future.

  3. Avatar


    February 23, 2020 at 7:08 am

    Very good article,, really nice questions….

    • web admin

      web admin

      February 23, 2020 at 6:30 pm


  4. Avatar

    Ryle is my ship name

    February 22, 2020 at 6:59 pm

    I am not yet dating a guy, but I like a guy, he likes me back, and using truth or dare to my advantage, I got him to tell me that he will ask me out this summer. I would like some advice on what to do in a relationship, and what is considered normal, because I have never been in a relationship, and this will be my first…

    • Avatar

      Ryle is my ship name

      February 22, 2020 at 9:47 pm

      I would also like to know if you think that reassuring him that I will say yes because he is worried about my answer, and telling him that I love him… when should I say that, and reassure him? Or do I just leave it until he asks me?

      • web admin

        web admin

        February 25, 2020 at 4:21 pm

        Give him the time he needs to make a decision about what he wants for the future. When he speaks with you in the future, speak with him about your thoughts and feelings at that time.

      • Avatar


        April 22, 2020 at 7:06 pm

        When it comes to saying I love you, be very patient with those words because it can push him away if he is not ready to feel “love” at the moment. And reassure him that you like to date him and u wouldnt say No.

        • web admin

          web admin

          April 23, 2020 at 5:51 pm

          Thank you for sharing your thoughts and feelings. Please share more of your supportive comments in the future, as it is certain that it will help other members of our community.

    • web admin

      web admin

      February 25, 2020 at 4:27 pm

      This will be your first relationship, so it is important to go into this relationship with an attentive mind. Make a decision about what you want for the future of this relationship. Speak with him about your thoughts and feelings, and give him an opportunity to share himself with you as well. Nourish your connection by spending additional time with him in person.

      • Avatar

        Katelyn Rodgers

        March 14, 2020 at 2:06 pm

        I did this on my boyfriend and then I saw him shirtless for the first time. Thanks

        • web admin

          web admin

          March 15, 2020 at 2:24 pm

          Thank you for sharing your supportive comment. Please share more of your experiences in the future.

    • Avatar


      April 22, 2020 at 7:04 pm

      Don’t rush anything..take your time. Also, being yourself around each other and have fun. Don’t do anything your not ready for , especially if it involves sexual activities. Lastly, it’s okay for your first relationship do be awkward don’t push anything on each other. Much Luck!!

      • web admin

        web admin

        April 23, 2020 at 5:51 pm

        Thank you for sharing your insights and experiences. We always appreciate when members of our community share their supportive comments.

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