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.
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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
Having a weak ejaculation, usually companied by a wimpy sound or phrase.
Hey, I think I have an issue scrobbling, my girlfriend said I wasn't a man.