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Windows 98
Windows XP
Dialup
The Old Internet aka when 90% of it was html and shockwave flash
Weird childhood obsessions; some were good, some were bad, some became things that defined me as an adult.
A lot of the edutainment games I played as a child. I actually went back and installed them to see what they were like through the eyes of an adult. There were a few that were still fun, but as you might be able to guess, most were pretty shitty.
That said, there have been a few things that ended up being 100% worth revisiting. CRT monitors, for an example, are unironically still kinda awesome. I just wouldn't replace my main monitors with one.
For me I'd put the old Internet and the edutainment games in the good category -- most were pretty good, only some were bad that I can remember.
Although Gmail, digg, and reddit pretty much changed the game for what was possible on the Internet.
I, unfortunately, have had all nostalgia for WinXP removed after having to support it in corporate environments. I wish I could say that was a decade ago, but no, I'm still supporting it periodically.
RIP
The edutainment games were great! I still remember one where you would fight robots through a factory to build your vehicle that you would race against the villain. It was all about bigger engines being more powerful but weighty, larger tires and their racing characteristics vs. smaller tires, airplane wing styles... I think it's why my brother is an engineer now, lol.
The ones I had were pretty shitty, lol. Like, I had some good ones like Zoombinis or Freddi Fish, but most of them were stuff like "Milly's Math House".