Streaming is something that popped off pretty early on with Winamp Shoutcast for me personally. I started watching tons of okay and mid anime through it. Even watched early american aired seasons of things like the Simpsons.

The sites are lost to time, Shoutcast doesn't work like that anymore. I used VLC to connected to some stuff, but I soon jumped over to streaming sites. Every few weeks you'd be looking for a new site