The shuffle feature in winamp sux...

ITUNES > *

FUCK BILL GATES MICROSOFT FUCKERS HALO BUNGIE EAT FUCKERS APPLEWORKS > OFFICE IMOVIE NUDE MALAMUTE FUCK DONKEY NIPPLES>
 
i've got 5,000 tracks at home and 1,100 here at work.

version 5 seems to do a better job than the other versions. but i've never used foobar or anything of the like, so they might be a lot better. but i like winamp.
 
just click REPEAT if it's selected so the same song won't play over and over..