I've been looking into headphone alternatives for biking, like speakers on the handlebars, or there's a backpack with speakers in the shoulder straps, or speakers in a helmet...another thing I may try is a cheap pair of behind the head earphones, just hooked around my neck, and not on my ears. Though I suspect the wind may drown that out.

As far as what I have on my iPod, I've got nearly 2500 songs, so too much to name. However, I do have an account at iTunesregistry.com that has my entire library listed on it here.