Here is a list of links to sites that i find interesting and the type of content they contain.

Cornica - Retro video hosting site, mac focused but should work on windows machines.

Channel99 - Cool site that hosts shows for viewing on retro machines via the old NSV streaming format.

Macintosh Garden - Best retro macintosh software site, has a wide range of software for 68k, PPC and intel macs.

Nina - Nina is a work in progress AOL and AIM revival project.

Escargot - Escargot is a similar project to Nina, however it has more services available, plus making an escargot account automatically gives you access to it and nina.

AnimangaX - Old anime site seemingly abandonned in the mid 2000s, still has period correct wallpapers and more up.

Thats all for now, I'll add more later!