50 Questions To Ask Your Boyfriend To Test His Love

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Are you looking for questions to ask your boyfriend to test his love? Questions to test his love which are designed to help you establish how he feels? And if so, how can you ask them properly so that it doesn’t come across as an interrogation, but instead – an interesting conversation? Well my friends, we’ve got you covered. As in this post, we’re going to break down it all.

Why Are You Testing His Love?

So before we jump into the questions themselves, I want to start by asking you, why? Why are you trying to test your boyfriends love? This is really important.

  • Is it because your boyfriend isn’t good at expressing himself, and you want a little clarity?
  • Or maybe it’s not clarity even – you simply want to hear how he feels for the… niceness of it all?
  • Are you seeking reassurance for your own self-doubt or insecurities?
  • Or seeking reassurance as your relationship is a little rocky and you genuinely don’t know how he feels?
  • Has something bad happened in your relationship? Perhaps he’s betrayed your trust and so now you’re trying to decide if he deserves it back?
  • Or maybe “testing his love” isn’t quite as intense as it sounds? You simply want to ask a few questions and direct the conversation over to your relationship a little more? You’re doing this for a “bit of fun?”

Well for some more fun, lighthearted relationship questions, I highly recommend bobbing over to this article with 100 Cute Questions To Ask Your Boyfriend. (It’s got some of my favourite questions in there! There’s some really great conversation starters.)

Just make sure that if you’re going to fire through these questions to test your boyfriends love – it’s not driven by the wrong reason. It’s not toxic or unhealthy. Agreed?

Questions To Ask Your Boyfriend To Test His Love

So how do you ask these questions to test your boyfriends love? How do you go about it in the right way? Well, there’s a few “rules” before we go any further.

1) Pick Your Timing

If you’re going to ask your boyfriend these kind of questions, you DON’T want to ask them post-argument, or when he’s tired or busy. You just won’t get the answers you want – or even the answers he necessarily means.

Instead, ask them when the two of you are good, and getting on. Ask them when you’re at home, chilling, or having a “heart to heart” conversation. Or, ask them when you’re having a serious conversation. But make sure you’re both level headed.

2) Don’t Ask Them All In One Go

To avoid an “integration” feel, don’t get this list out, reading it down, one by one. No, no, no! Instead, throw these questions into conversations where you can. Read the list, remember the ones that stand out to you the most – the ones you most want to know – and start with those.

3) Listen To The Answers

If you’re looking for questions to ask your boyfriend to test his love – automatically – that doesn’t always put you in the best frame of mind. 

After all, if you see it as a “test”, you’re most likely to have a “right” or “wrong” answer in your mind. But this is the biggest mistake you can make.

Don’t make judgements. Don’t have expectations. And try not to be disappointed if your boyfriend doesn’t say the EXACT THING you wanted him to, or the exact thing that you would say. 

Everyone’s different, remember? So instead, ask these questions, be open-minded, really hear what he’s saying and try to understand it. Try to understand him.

BONUS: Remember, You Can Make This Fun!

The last thing I want to throw out there, is the fact that you may not be asking your boyfriend questions to test his love because you’re in a bad place! 

For this reason, I’m going to throw in some fun questions – questions that are most based on seeing how much he remembers about you and your relationship and how well aligned you are. Does that sound good? Alright then…

Does He Love Me?

50 Questions To Ask Your Boyfriend To Test His Love

Let’s get started with the questions now then. Here’s our top 50 questions to ask your boyfriend to test his love. In no particular order (and remember, don’t have any expectations or set answers in mind here. It’s not REALLY a test!)…

1) What’s your favourite thing about our relationship?

2) What’s your favourite thing about me?

3) Are there any small things, that you love about me, that others perhaps don’t know or notice?

4) At which point did you know that you’d fallen in love with me?

5) How did you know that you was in love with me?

6) And what does being in love feel like to you?

7) Have you ever had doubts about our relationship?

8) Have you ever had doubts about our compatibility? 

9) What things don’t you like about me? Or which you would change about me if you could?

10) What do you think is one area of our relationship we should / could work on?

How Does This Test His Love?

As you can see, these questions are designed to understand your boyfriends views on you, and your relationship. 

Remember, you’re not looking for him to not say ANYTHING negative. Love is loving a person for all their flaws and all. 

But within his answers, he shouldn’t be saying any things that are “deal breakers” to him. There should also be more positives than negatives over all.

Questions To Ask Your Boyfriend To Test His Love

11) Are there any things you think we’ve said we’d work on but which we haven’t?

12) Are there any things that you think should change, but you think won’t or can’t?

13) What do you think are the biggest challenges we’ve overcome in our relationship?

14) What are you most proud of us doing in our relationship?

15) In what ways do you think we work well together? What makes us good for each other?

16) Are there any things you think could get in the way of our relationship moving forward?

17) How committed are you to this relationship? What would you, or wouldn’t you be willing to do to make it work?

18) Can you genuinely see a future with me? And how confident are you that this will happen?

19) What does that future look like to you?

20) Do you think we’re looking for the same things from this relationship?

21) Do you think we feel the same way about each other? Our love is equal? 

22) What do you think you could do, to make me feel more loved?

23) What could I do to make you feel happier, or more loved?

24) Do you think we both put the same amount of effort into the relationship? And if so, how?

25) Do you feel like you could talk to me if you had any concerns about the relationship? And, why / why not?

Questions To Ask Your Boyfriend To Test His Love

Let’s Keep Them Coming

Remember, the way in which you ask these, the tone and the moment that you pick to ask them, will significantly change the way you come across. So be mindful of thing when asking your boyfriend questions to test his love…

26) Are you satisfied with all of the types of intimacy that we share?
(Emotional, Intellectual, Physical, etc. Run through each one and discuss.)

27) Do you think that anything’s missing or lacking in our relationship?

28) Do you think our relationship could ever turn into more of a friendship? Why / why not?

29) Do you think we could ever break up and things be left on bad terms? (Touch wood it never comes to that!)

30) In what ways do you think we’ve changed as individuals since meeting each other?

31) In what ways do you think we haven’t changed as individuals since meeting each other?

32) How well do you think we resolve conflict?

33) How much conflict do you think could be avoided? And if so, how?

34) How strong do you think the trust is in our relationship?

35) What things would bother you in our relationship?

36) What’s your happiest memory (or a few of your happiest memories) of our relationship?

37) Do you think we spend enough time together? Have we got the right balance in our relationship?

38) Who do you think wears the pants in our relationship? (Click here to find out for sure!)

39) How do you think we positively and negatively influence each other?

40) What’s one thing you’ve never told me (or anyone perhaps for that matter) but which you would like to?

Recommended Read: 10 Signs He Actually Sees Himself Marrying You

Questions To Ask Your Boyfriend To Test His Love

Woah, we’ve got through some heavy questions now, huh? We’re onto the final set. Let’s finish off with some lighter questions to ask your boyfriend to test his love. These last 10 WILL be like a quiz – but a fun one! 

Know the answers, write them down and see if yours and his match up! Ready? Set… Go, go, go!

41) When did we go on our first date? What was the day and date of it?

42) Where did we share our first kiss? And who initiated it? How did it happen?

43) What are three things that I love the most about you?

44) When and where did I first tell you I love you? And how did you respond?

45) What’s my idea of an ideal date? What would I most like to do?

46) What makes me feel the most loved? (What’s my love language, even? Guess each others!)

47) How would I most like to celebrate our next significant anniversary?

48) How did we celebrate our last anniversary and when was it?

49) What did my friends and family first think of you when they met you?

50) What’s one of the funniest things that’s happened in our relationship so far?!

That’s All For This One

So there we have it – 50 questions to ask your boyfriend to test his love. Remember what we said, with how to go about it, and don’t forget to throw in the lighter ones at the end too!

Have confidence in yourself, your worth, and your relationship. And if you are having any major doubts – talk them through properly with your partner… not in code through a “test!”

Good luck. Wishing you all the very best.


Questions To Ask Your Boyfriend To Test His Love

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