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While of course, like you said, the decision cannot and should not lie in our hands, if you're asking "how many time do we break up before..." it sounds bad. Not that I have any idea of the dynamic you guys have, in my experience it's actually very difficult to see the futility in habitual "break ups." It's always kind of obvious in retrospect, but at the time my mind is thinking, "Well signs say we should break up...but what if we shouldn't?" Which makes no sense, really.
Needless to say, those past relationships eventually ended, and I'm obviously glad of that now. So there must be some bias in that.
My default opinion is that if you're asking the question, the answer is most likely yes--it's time. If you're destined to marry them, I know a ton of people who marry people they broke up with for months. So if it's that strong of a relationship, it would stand a real break-up.
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