I know most of these simple things are probably intuitive to most children, but definitely not to mine. J (26 months) came to us two months ago drinking only out of a bottle and only laying flat on his back. We've been able to transition to sippy cups and propping him up on two pillows.

However I would like to transition to him drinking upright. Right now it's really hard to feed him on the go because we have to tilt the stroller back, lay him down somewhere, etc.

Suggestions?