Deep Questions to Ask Your Boyfriend

Looking for some deep questions to ask your boyfriend? You're in luck. Take a look at some suggestions below.
So let me state at the outset, that I'm probably not the stereotypical stars-in-your-eyes advocate of happily ever after. I'm more the irreverent, unconventional, and yes, a wee bit cynical sort - and no I don't have a boyfriend or significant other, not at the moment anyway. So, it might make you feel that I don't have the qualifications to give you advice on some deep questions to ask your boyfriend and there I would respectfully, beg to differ. I'm single, for the moment, and thoroughly sick of it, but that's not to say that I don't have enough scars to provide the necessary. It's not my place to wonder why you're looking for deep questions to ask your boyfriend, and online at that, but then I'm not judgmental, and subscribe very firmly to the 'to each his own' philosophy, so, you're not likely to get the obvious from me. And therefore, let's get started with some truly thought provoking questions.

What qualifies as a deep question? Is it one that demands an answer that is profound? Is it one that challenges the intellect or a belief system? Or is it, in the case of a relationship, one that probes to understand depth? The concept of a deep question is as wide open to interpretation as the concept of a relationship in itself. Men were and will always be, I believe a mystery to women. I'm pretty certain that that's the way the good lord intended, and so we continue to struggle to understand the vagaries of a male mind, just as they, I'm certain try to make sense of the neatness that resides in the female brain. So different, and still so similar. When you're in a relationship, there are certain expectations that inevitably arise. Depending on the duration and the intensity, there are questions - questions about the future, questions about commitment, and those dreaded questions about the past: exes, first loves, break ups, best friends.

It's rare that happy relationships have such issues. And that's not judgmental, it's true. It's when you're restless, when you're insecure, when you're worried or threatened that the need for such questions will arise. There are situations though, that may demand a rethink - when your relationship is meandering without conscious direction, or when you're beginning to question the reasons to continue. At such times, you may be tempted to throw some thoughts out there, to understand if you're on the same page, or even vaguely fond of the same author. These are my top picks.
  • What makes for a perfect woman?
  • What do you want to achieve in life?
  • If I were to have had a past relationship, would that bother you? Why?
  • Who is the one person you admire the most?
  • If you were to choose between happiness and wealth, which would you choose?
  • If you could change one thing in your past, what would it be?
  • If you had a chance to mend an ex relationship, or to change its course, would you take it?
  • When your life is close to its end, what would you like to look back on as having achieved?
  • If you could go anywhere in the world, which place would you choose?
  • Do you want to have children?
The risk that you run with deep questions to ask your boyfriend is, well not liking the answers. It takes exceptional confidence and trust to be able to face the truth and deal with it. There is also the chance that you might not get the truth - sometimes a white lie is easier to tell, when you know the truth will hurt. Sometimes, ignorance is truly bliss, and not knowing is easier than dealing with the hurt that accompanies the harshness that is the truth. There are also many good romantic questions to ask your boyfriend, to brighten his mood. In the end, it's how you choose to deal with your relationship, and the choice, is well and truly your own.
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Published: 10/21/2010
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