The act of connecting and disconnecting your iPod or iPhone in order to retain the songs that you have been listening to, so they will "scrobble" to your lastfm profile.
Man, if this software wasn't so shitty I wouldn't have to waste so much time Scrobble Milking.
When a persons song choices are defined by how it will affect their scrobbles on Last.fm
Joe: Hey, have you listened to Drakes new album?
Billy: Yes. I listened to it 8 times in a row
Joe: Why?
Billy: My scrobbles on Drake this week were really low
Joe: I think you suffer from Scrobble Syndrome, Billy
Sleep scrobbling is the act of allowing last.fm to scrobble your song plays while you sleep. You would really only do this if you wanted to appear as if you listen to an artist more than you actually do. Only a depraved individual would commit such a heinous act so don't do it.
"Did you hear Jackie sleep scrobble the entirety of Joanna Newsom's discography? I mean, Have One on Me is a two hour album so I get it but c'mon!: