I remember using Winamp even before Napster! 1997, I think? The first version with the basic look. I remember my machine was so old that the mp3 I downloaded wouldn't play at the full bitrate. Instead, it played at 64kbps. I remembered thinking how "crappy" mp3s sounded and was lost why everyone thought they were so great. When I finally upgraded (shortly after), my music world completely changed. Ended up buying a Rio PMP300. Amazing how far we've come.

Rio was tad expensive... but it was so light compared to a discman...

It really whips the llama's ass! Back in 1997, I had a massive 2 GB collection of MP3s.

Edit: The best part was having to sort everything into 45-minute playlists so I could run a cable from my computer's sound card to a tape recorder to make mix tapes for my car.

There's a delightful amount of irony in the title "Winamp for Mac"

And Justin Frankel. He and his peeps at Nullsoft cranked out some great stuff