I too have been thinking about posting a thread for advice on the side lying position. I have been using it more, due to falling asleep sitting up at night bfing and back pain, but my nipples are a little tender in the morning. It seems like my breast isn't high enough. Propping it seems like a good idea, but I am not sure about falling asleep with the loose fabric that close to her head. I already worry about her smothering. I am not sure where to put my arm that is down on the bed side and I am having trouble picturing cradling the head; with which arm?