My first season was War of the Worlds... and I know all about CT being booted twice, the Bananas backpack, Kenny and Evan, poor Tonya. I remember laughing at my older sister for watching the show when MTV first came to Canada when I was in high school.
In the oldest seasons they used to all be on big teams, like 2 or 3 teams for the whole cast. They've sorta gotten away from that. I remember one season they selected a team captain, and only later it was revealed the captain had to go in elimination anytime the team lost. One team had Derrick as a captain, dude went in every elimination all season and only finally lost one episode before the finale. Heartbreaking.
I love everytime TJ is disappointed and angry when someone quits. Never gets old. Best host ever.
One of the good things about the Challenge is they really respect their history. I love when they do Challenge trivia. At other points, they'll give flashbacks to past relevant eliminations or whatever. It really helps it feel like a continuous sport.
Kenny and Evan...yeah things were different back then lol. Nowadays they're far more strict on the partying. Don't see many instances of CT coldcocking a rival anymore.
The Bananas backpack was incredible to see for the first time, but my favourite elimination shocker was the Redemption House reveal. There was one season where Wes had played an absolutely perfect game. He was right before the final and had engineered everything beautifully, he was coasting. But then TJ unveiled the existence of a Redemption House for the first time. Wes had gotten Bananas eliminated previously, but now he returned with a vengeance. Johnny being reintroduced in the game totally flipped the balance of power and Wes ended up losing. I admit to being a Wes fan and felt like he got screwed by rule changes. But you can never feel safe on the Challenge and it was a great moment.