LW's media player is somewhat basic. Skipping can occur. Lw's mp is good to use for trialling music you're still dwnlding. Whilst u can use it to open files from shared folders etc., I can only guess why it sometimes doesn't handle the songs properly. It might be to do with the format (there's many types of mp3 formats out there) & or the quality of the file. There's many mp3 players out there that can't play all mp3 formats & some you need to purchase xtra codecs for.
To make your favourite mp3 player the default player see:
How to set an mp3 player to work with LW, Tip 1 And also
mp3 Player for LW Tip 2. Hope this at least finds a simple solution for you.