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Over-bearing Dads.....
My friend just had a baby and she is SO laid back about it, but her husband is Mr. Paranoid. How can she communicate with him that it's ok for the baby to go outside, even if they do live in NYC?
Plant little clues in his mind by making suggestions randomly. Then sit back and wait for your plantings to germinate. No sense fighting about it, especially when you balance each other's extremes so well. Just give him time.