http://genius.com/3349845 for some background on the song, Watsky actually comments on some lyrics (green text) but nothing on the session singer, I could see it being a generic thing and not specific in thise case too, generally he uses personal pronouns when its a personal thing, in this case "theres a session singer" is very general and non-personal
Don't need premium, just an account in general. I you don't wanna sign up, use maildrop or another burner email tool to get an email to sign up with so that it's not tied to you