Multiple Audio Player in Sidebar

I don’t know why I’ve made this so difficult. I’m attempting to put an MP3 player in my sidebar.

The trick here is that:
1. The player must support multiple audios (there are 15 in all, I think).
2. I must be able to separate the “groups” of audios by category (Acoustic, New Releases, etc).

I’ve tried the flash audio player (looks great but after the 2nd song, it won’t play) AND WP Audio Player (but cannot get it to play – multiple audios – in my sidebar).

ANY suggestions at this point are SO WELCOME!

The site in question is http://www.dreamakermusicproductions.com. I’ve taken all audio players off the site to ensure that whatever audio player I’m testing doesn’t conflict with another audio player plugin.

Thanks in advance!
Rachel