Songs disappear from playlist once in a while but are still in library

Every now and again I notice that a song has disappeared from a playlist. I can copy it back to the playlist from the music library. But what makes the song drop from the playlist? It's either a song I purchased from iTunes or one I imported from cd. Doesn't matter.

Not a Sony Vaio. I have one of the first iPods. It was a gift. It's not that songs disappear from the playlist in the iPod, but from playlists on the computer. They are in the music library and I have to copy and paste them back into the playlist I want them in. I haven't lost any from the music library, fortunately.
The playlists (I have a bunch of them) are blue with a music note. The songs in the playlists have checkmarks next to them, and are all checked. They just drop out of a playlist every now and again and I have to copy it back in. I can go for a while and think "hey, I haven't heard X in a long time". And sure enough it's dropped from the playlist in the computer, and I have to copy it back in from the library, then resynch the iPod. Really weird and mildly annoying.

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