Very thoughtful post!
I never thought I'd say this, but...I am going to have to agree with UF_Pike on this. Parents, even though we don't always want to realize it, see things that we don't--especially if we're close with our parents. I know parents who have urged their daughters to stay away from certain men--I guess mothers have some sort of crazy intuition about this sort of stuff--and it turns out that the guys really are bad news. I guess after a certain amount of time, someone with experience can see sketch from a million miles away. Or, maybe it's just easy to realize a younger person's faults.
Dealing with the opposite sex parent in matters of the heart can be difficult. I've just realized that my father has very very high expectations of us, and that includes our romantic partners. It's not that we'd be encouraged to break up with our partners, just that they aren't what was expected of us. I guess it's like in Father of the Bride--you just don't want to imagine your little girl growing up and dealing with men.
Does that make sense? It felt like rambling to me.
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