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The flash-game portal that gave "I'm bored" a URL. AddictingGames launched in 2002 as a constantly updated grid of free browser games, became one of the sites school IT departments most loved to block — and somehow outlived Flash itself.
The web filter loophole that became a school institution. Cool Math Games' "math" branding kept it off the blocked-site list while every other gaming site got nuked, making it the de facto arcade of every school computer lab in the mid-2000s.
The website where you could adopt a digital pet, battle it in the Battledome, and waste hours playing Flash mini-games to earn Neopoints. Launched by UK students Adam Powell and Donna Williams in 1999, Neopets became a certified after-school phenomenon, drawing tens of millions of users at its mid-2000s peak.