W.O.
My kids never had a bottle, but they had no clue how to use a sippy cup when we started introducing water at meals (at 6 months). I switched to a straw cup and it was a miracle! Both my kids took to that very easily, they didn't have to tip it up which helped and they learned how to hold it themselves. My dd finally got the hang of the regular cups that you tip up to drink from closer to 2yo. My ds is 16 months and uses the straw cup. If I give him a regular cup I have to tip it up for him, I am confident that he will learn how before long. So I just use the strawcups most of the time and every once in a while try a regular one.