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I don't know of a reason to start that early, since you have to help them anyway. DD was probably 15 months before we started having her learn how to use an open cup with water and milk.

We started around 7 months, with water during solids meals. Within a few weeks he could drink by himself without much spilling. I'm a proponent of starting early because it makes it easier when you go out or to someone's house and you forget a sippy/straw cup. But, I never gave breast milk in a cup until he was closer to 1...no point in risking liquid gold.

WJ is almost 3 and we still don't let him use an open top cup!! I just cannot deal with the spills and he's way too active. He regularly has spills/leaks with his straw cups alone, no matter how much we tell him to be careful. So it's just straw cups with us. We started at 12 months with just water.