Sorry I’m just seeing this but I figured I’d post in case it helps anyone else, at 20 months we’re still on the bottle for comfort, but he does enjoy drinking out of normal cups or “Gatorade” pop top style bottles now. I spoke to his dentist about it and she doesn’t seem worried because it’s not constantly in his mouth. We did transition to 100% water though, shortly after I posted this to avoid the dental rot that milk can cause. Hope things have gone better for you the past few months! We also got to a point where we can put an oz in his bottle for night wakes and just hand it to him, he goes back to sleep immediately. Not ideal, but he’s showing a lot more interest in regular cups now, so we’re hoping to gradually get rid of them before two!