I still haven't been able to master the side laying position, I wish I could!
I think the first time I nursed him was the cradle hold, and then we alternated between cradle and football. I almost always nurse him on the left boob because that one works better, and he just lays on the boppy pillow on his side and I surf the internet
If I feed him on the right boob we use the football hold though, that's the only way I can do it for some reason, it's really weird lol!