1mystery

Relics of the Internet

Loss

Loss is a 4 pannel comic strip from the webcomic Ctrl+Alt+Del, during a storyline where the two shown characters were set to have a baby, instead suffering a miscarriage.
The strip gained wide spread criticism and internet meme status because of its dramatic shift in tone from earlier strips that focused more on gaming humor and one-off gags. The Comicstrip is mostly seen nowadays as a minimalistic version with lines.

wikipedia

Max Headroom Incident

The Max Headroom Incident or Max Headroom signal hijacking happend on the 22nd of November, 1987 when two stations in Chicago were hijacked by a man wearing a Max Headroom mask. The Speaker rambles on screen for a little bit then gets his bare ass spanked by a fly swatter.
To this day the hijacker hasn't been caught.

Wikipedia

Dear Sister

An SNL sketch that mocked the end to the OC season 2's finale.
This was one of the first internet memes I can remember seeing a ton of. It was very popular in gmod videos around the time. I remember the swep very vividly.