Stickam was pre-Twitch insanity when I was a teen. But I know that site ain't still around.
Lostbush.com was the first porn site I ever visited. Back when sites relied on thumbnail galleries. I have no idea if it's still around or completely changed as I write this.
Xbox-scene.org
Gamespot.com
Ign.com
Egm.com
Gamepro.com
Gamespy.com
Gametrailers.com
I frequented all the major commercial game sites and I have no idea if most of them are still around.
Iwantmyflashtv.com
Website that hosted lots of top tier flash animations.
Maddox.xmission.com
The original "male humor" internet God. Seems like guy just completely fell off and stopped writing. Last I checked, ain't been updated in years.
Piratebay.org
Sconex.com
Fireball20xl.com
I THINK this was the URL. It was a series of Sonic the Hedgehog sprite comics hosted by a person named "psyguy" if I remember right. Thought they were funny when I was 11 years old. I seriously wonder what happened to this guy or if those comics are lost.
Youruleschool.com
Some shyt I remember visiting as a kid with a bunch of games and grocrry store cereal characters. This was 90s.