Why won't some songs play on 1st generation iPod Touch after paying to update to software version 3.1.3 (7E18)?

This weekend I purchased the software update for the 1st generation touch from iTunes to update it to version 3.1.3.  Prior to the update, the iPod was still 100% working.  The only reason I paid for the upgrade was so I could get the App Store.  Since upgrading, approximately 50% of my songs won't play.  When the problem occurs, the album art will show up on the screen, but after a few seconds of silence, the "play" button pops up indicating that the song paused or stopped.  If I push play again, it looks like it will play for a second or two, but then it does the same thing.  Then if I skip to the next song, and its a song the iPod likes, I can hit play and that song will play without a problem.  All the songs on my iPod have been downloaded from iTunes or ripped from CD's I purchased, so it's not like I have a bunch of shady, corrupt music files.  I'm just frustrated because Apple wants to charge me for support since this is an older product.  However, the product was working fine until the other day when I PAID for their software update.  If anyone went through a similar issue and has info it would be much appreciated.

Try the standard fixes:
- Reset. Nothing is lost
Reset iPod touch: Hold down the On/Off button and the Home button at the same time for at
least ten seconds, until the Apple logo appears.
- Restore from backup
- Restore to factory defaults/new iPod.

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