Two of my favorite sites [0][1] still online—Lurkers Guide to Babylon 5 and ex-astris-scientia—were started in ‘92 and ‘98 respectively.
Elegant content for a more civilized age.
With that said, its domain has changed a few times iirc… so maybe not the best example given the nature of the article.
2009-2014 is Web 2.0, back when people still thought social media was a good idea.
PNGs? We had (mostly static) GIFs and we liked them.
I'd consider the facebook and mega era to be relatively new, the "old web" for me would be the one without centralization around a few giants, the era of random phpbb forums, private websites with "this site is under construction" banners and internet directories to find stuff.
Hit counters on the front page was mandatory of course.