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Probably Yahoo. I had dialup in the 90s and Yahoo was the gold standard for search.
I remember trying Ask Jeeves later, but always went back to Yahoo when it inevitably failed to find what I wanted.
I played a ton of Yahoo games and remember getting into their "gambling" games as a kid (mostly blackjack, but also holdem on occasion). I would play at night when my parents were asleep because I want allowed to tie up the phone line during the day unless I headed to for school.
I remember setting up actual black jack games during recess in high school. I would be bank, and the other kids would play. I made decent money before the games got busted by the teachers.
I also brewed hooch in my locker.
Yes, I am very proud of who I was then and now.
We did something similar, but with a game called "13" in high school, but we played in Biology class and during lunch (we didn't have recess in high school) when we finished early.
My brother also sold candy bars in middle and high school from his locker. He'd go to Costco to stock up, then sell for double, then rinse and repeat. A bit more same than your hooch ;)
Yahooligans was elite.