Some iTunes users have noticed that the media player will only play one song, then stop. The player will not continue, forcing users to keep pressing play.
"For some reason my iTunes player is playing only one song at a time. When the song ends it doesn't go on to another song. This happens no matter the setting...shuffle, playlist, etc."
This problem seems to have randomly started for some users, but it appears to be associated with some iTunes settings. If users toggle between shuffle and sequential play modes it seems to temporarily fix the problem, which indicates that a problem with the preferences file may be to blame. While some might suspect the iTunes update to be at fault, this problem started happening for some users after iTunes 8 had been running fine for a while. Currently, users have found that updating to 10.5.5, or reapplying the 10.5.5 system update seems to fix the problem.
Remove the iTunes plist file Locate and remove the iTunes preferences file, which should be called com.apple.iTiunes.plist and will be located in the /username/Library/Preferences/ folder. Doing this will force iTunes to go through it's initial setup again, but Library contents should be left untouched. Hopefully this will fix the problem and not require users to reapply system updates.
Update to, or reapply the latest system update Currently the latest OS X update is 10.5.5, and users who have not updated should download the standalone "combo" update and apply it. Some users who have experienced this problem with 10.5.5 installed seem to have performed the update via Software Update, and upon reapplying the update via the standalone updater have fixed the problem. MacFixIt always recommends that users approach system updates in a conservative manner, and use the standalone installers when booted into safe mode to ensure minimal interference with the updating process.