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    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. Sarah

      January 12, 2018 at 8:34 pm

      I feel rushed in my relationship with my boyfriend. We haven’t even kissed yet, we’ve only dated for like a month and he is asking for sex and nudes even when I say I’m not comfortable. When I’m on the phone with him and I have my cam on if, i show any cleavage he screenshots it and zooms closer into it and sends it to me.

      • web admin

        web admin

        January 13, 2018 at 5:32 pm

        He is interested in developing a physical relationship with you, but he may not be interested in developing an emotional relationship with you. Take this time to determine what you want for the future of this relationship. Speak directly and honestly with him about your thoughts and feelings. If you believe that his actions are inappropriate, then be clear about your position. Have a great day, Sarah!

    2. Kanika

      January 12, 2018 at 3:39 am

      Hi.i m a relationship 4 yrs in a serious relationship my boyfriend loved me soo much and i also loved infinity but now in college there is a girl my boyfriend get attraction and a reltionship 8 months with this girl but in 2017 i know everything about this relationship but i never broke our relationship and my boyfriend promised me that he never leave me and never do this again. Can i trust now please tell me

      • web admin

        web admin

        January 12, 2018 at 2:28 pm

        If he has broken your trust, then you need to determine if you believe that his actions are acceptable for your relationship. If he wants to nourish a relationship with you, then he should do so. Take this time to determine what you want for the future of this relationship. Speak directly and honestly with him about your thoughts and feelings. Give him an opportunity to share himself with you as well. Have a great day, Kanika!

    3. Aves

      December 8, 2017 at 4:49 am

      I’m not allowed to kiss or hold hands yet because my parents are overprotective but he wants to hold hands and possibly kiss (he knows that in not allowed and doesn’t try to, he respects me) and I really want to try this game but I’m afraid that I might say one of the ones that I can’t do yet and he’ll actually do it, do I play this round of truth or dare?

      • web admin

        web admin

        December 8, 2017 at 9:26 pm

        Take this time to determine if you value the limitations that your parents have placed on you. Determine if you believe that it is best for you to listen to your parents, or if it is best to attempt to establish a relationship with this person. There will be consequences to whatever decision that you may. You may want to speak with this person and with your parents about your thoughts and feelings. Have a great day, Aves!

    4. Lakhota

      December 3, 2017 at 2:32 pm

      My boyfriend is my absolute best friend and we talk all the time, but neither of us feel comfortable telling our parents we are together. My parents are moving here next year (I live with my grandparents) and we are trying to figure out how to tell my parents.

      • web admin

        web admin

        December 3, 2017 at 7:05 pm

        Take this time to determine what course of action you believe would be best. You may find benefit in speaking with his parents before your parents arrive. When your parents arrive, his parents will be able to give them a positive explanation about your relationship. Have a great day, Lakhota!

    5. Death fairy

      August 20, 2017 at 12:18 am

      Umm hi me and my boyfriend are shy with eachother he’s much nicer to me on texts but the thing is he’s mean to me in public he’s played alot of pranks on me in the past and my heart says I love him but my head says he’s a bad person I don’t know what to believe I’m also very uncomfortable with my body and I think my boyfriend thinks I’m fat I don’t know what to do pls help me!! This is my first relationship I really need you help

      • web admin

        web admin

        August 20, 2017 at 10:30 pm

        There is no reason for you to continue a relationship that causes you to feel unappreciated and disrespected. It would be beneficial for you to take this tie to determine what you want for your future. Speak directly and honestly with him about your thoughts and feelings. If he ignores you, then you should allow that to speak directly to you. If he is respectful and changes his action, then allow that to influence you. Have a great day, Death!

    6. Hagah

      April 5, 2017 at 2:59 pm

      I really love my boyfriend please how do I know if he loves me more

      • web admin

        web admin

        April 6, 2017 at 9:53 am

        There isn’t really a test or anything you can do to find out for sure. It is actually quite common for one person to love the other slightly more in a relationship. Normally, it isn’t a problem unless the partners love each other in drastically different amounts.

    7. Nunu

      March 14, 2017 at 9:59 pm

      I am shy about my body but my boy friend try to convince me that I am a beautiful young lady what should I do ?

      • web admin

        web admin

        March 15, 2017 at 3:39 pm

        You can either continue to have sex in the dark and be concerned about showing your stomach, or you can build up the confidence that you need to share your stomach with him. Determine why you don’t want to show your stomach and work on your concerns. Have a great day, Nunu!

      • Destiny

        November 25, 2017 at 11:14 pm

        ask him why he thinks ur beautiful

        • web admin

          web admin

          November 26, 2017 at 5:36 pm

          Thank you for sharing your thoughts. Please feel free to share more of your insights in the future. Have a great day, Destiny!

    8. Nunu

      March 14, 2017 at 9:56 pm

      I am afraid of showing off my stomach to my boy friend and I always want to have sex in the dark what should I do

      • web admin

        web admin

        March 15, 2017 at 3:37 pm

        You can either continue to have sex in the dark and be concerned about showing your stomach, or you can build up the confidence that you need to share your stomach with him. Determine why you don’t want to show your stomach and work on your concerns. Have a great day, Nunu!

    9. beautiful chocolate man

      February 21, 2017 at 11:16 am

      I’m realty shy about my body, and my boyfriend tries to convince me not to be and I’m beautiful. What can I do to accept how I look and his comments about me?

      • web admin

        web admin

        February 21, 2017 at 1:14 pm

        Simply accept what he is saying. He thinks that you are beautiful. He would not have developed a relationship with you if he was not attracted to you. Move on from your shyness. Love your body and yourself. Have a great day, Beautiful!

    10. ShadowRose

      February 16, 2017 at 4:52 pm

      My boyfriend wants to kiss me and i want to kiss him to but im so nervous i dint kniw what to do.

      • web admin

        web admin

        February 16, 2017 at 5:33 pm

        If the both of you want to kiss each other, then kiss each other. There is no reason to hold off from doing something that the both of you want to do. Tell him that you want to kiss him and smile. He will almost certainly agree. Best of luck, ShadowRose!

    11. Aoibh

      January 29, 2017 at 2:53 pm

      Me and my boyfriend are long distant and havnt seen each other in a while and we are scared incase we have changed and that I’m scared that he will leave me.

      • web admin

        web admin

        January 29, 2017 at 3:21 pm

        Your best option is to maintain communication with him. Long distance relationships often fail because of a lack of communication or trust. Continue to speak with him about your feelings and concerns. It may be best to attempt to visit him. Best of luck, Aoibh!

    12. At giGirl

      January 1, 2017 at 7:11 pm

      Me and my boyfriend both want to makeout. But I don’t know how. I am scared I’ll mess up somehow and he’ll not love me anymore

      • web admin

        web admin

        January 3, 2017 at 11:21 am

        He will not stop loving you if you two have an awkward kiss. If he does want to leave you because of an awkward kiss, then he is not someone who you want to be around. Since he does not know how to kiss either, he likely has the same concerns that you do. Kiss him and enjoy it. The two of you will teach each other through your actions how to kiss each other. If you want him to change something, then tell him that you want to practice kissing again. He will certainly be all for it. Enjoy!

    13. Jordan

      December 30, 2016 at 3:43 am

      My boyfriend and I are trying to get me more comfortable with my body, using repeated exposure I would flash him. He asked me to try and get him back but I dont know how I even can. Help, he is insecure about his legs

      • web admin

        web admin

        December 31, 2016 at 12:50 pm

        You will grow more comfortable around each other naturally over time, and there isn’t any real way that you can rush the process. As for his leg discomfort, all you can do is let him know that you love him just the way he is and you like his legs. As he grows more comfortable with you and secure in the relationship, he will hopefully start to feel more confident in his body.

    14. Amy

      October 26, 2016 at 8:56 pm

      I really want my boyfriend to show pda but hes really shy in person but confident in text , what do I do??

      • web admin

        web admin

        October 27, 2016 at 10:43 am

        Some people do not feel comfortable with PDA, and some people do not feel comfortable with having intense text based conversations. Your best bet to change his feelings about PDA is to speak with him directly. Tell him that you like it and it makes you feel more confident in your relationship. Perhaps this will change his mind. Keep in mind that some people do not do PDA because their family is against it or for other reasons. Enjoy and remain positive, Amy!

    15. dachocolatecake

      July 20, 2016 at 2:18 pm

      .. I havnt kissed my boyfriend yet were both quite shy …and I want to kiss him but I dont know how to make it happen without it being awkward …pls help

      • web admin

        web admin

        July 21, 2016 at 12:12 am

        The next time that the two of you are together and you feel comfortable with displaying affection, you should kiss him without thought. After you give him a kiss, look him in the eyes and tell him how you feel about him. Smile and be ready in case he kisses you back.

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