ANSWERS: 3
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Actually, the closer they are to the "family" the more you can "watch" them.
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Don't let them start it. One of them may become your children's step father in future.
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You prejudge the answer by your reference to "to many" male friends becoming "too close". Yes, there are male friends "of the family" who seem to have a great interest in my wife's bust. What they're in for, if they ever get their hands on it, is going to be a disappointment, though, because it's almost entirely an illusion created by steel underwiring and padding. I suspect their interest in her will disappear if they ever find out the reality.
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