Probably watching an old Ed Edd N Eddy fan animation I found on yt that I cannot find a trace of anymore, or just the old yt shit post videos in general. That, or things like getting on Nitrome or any other site to play flash games. Mutiny on Nitrome was one of my absolute favorite flash games and one I never beat since I was still young.
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Alt.tv.x-files was wonderful on Usenet. When the new eps aired, people would post at every commercial break, commenting on the previous segment, in nearly real time. Show creator Chris Carter said in interviews that they read fan feedback and analysis of episodes from the group. It was a great Fandom vibe.
...and before that, watching postage sized video clips from Woodtock 2 as it was happening, through a dial up Prodigy account, and accruing a huge long distance phone bill doing it.
being on prodigy chat and seeing people posting "LOL" and i was like, what is that
Configuring my UUCP connection to provide my BBS users with « electronic mail ».
Stock options.
friv.com
The dancing Spider-Man gif.
I fondly remember spending hours and hours in the T-Online BTX, which looked something like this: https://www.spiegel.de/fotostrecke/btx-jubilaeum-so-sah-der-internet-vorlaeufer-aus-fotostrecke-34503.html
There was this chat "village" themed based around Asterix & Obelix. I think it was the first chat I ever used, so it was magical. My older sister would mostly chat, while I watched. I still remember her handle from back then: Gutemine.
We later found out the chat cost 5ct/min (or 5 Pfennig per minute?)
I bought an Internet connection and read from a computer magazine that I'm able to connect to an FTP server for downloading files. (I don't think I needed it for anything, I was just curious of the new technology.) I remember that when I connected to the server, it displayed instructions that one should use "cd x/y/z" to change to a subdirectory, instead of separate commands "cd x", "cd y", "cd z", to save network bandwidth.
Richtig :)
Working for a large computer company long before the internet that had their own private network and talking to people (via text) across the world. Had a trip to the States and asked for a party on the Friends server, got an invite and met a bunch of complete strangers I identified by their nodename/username.
Another friend had a stretch limo waiting for me to take us back to the airport on my way home. Wow, fun days.
Going to an internet café, filling a CD-R to the brim with whatever I could fetch in 1 hour, and enjoying whatever I brought on my very offline home computer for the next week