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No matter how much “experience” you have with the other gender, you are no more prepared for marriage than anyone else. First of all, if you think about it, except for those rare cases where a couple date all through high school and then get married, any other dating experience is just experience in failed relationships. They may know more about what doesn’t work, but they sure don’t have a clue about what does. In any case, even for those rare couples – they may be more familiar with each other, but they are no more prepared to marry each other than a couple who never spoke to the opposite gender out of the realm of shidduchim. This is because marriage involves an entirely different type of relationship – dramatically different than dating, or even being engaged. No matter how long they knew each other before, spouses learn a million and one new things about each other when they get married, and they learn to communicate with and relate to each other in a totally new way. No matter what, it will be different than any other relationship they have ever had.