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Richie Rich’s roller coaster
This one doesn’t need a whole lot of explanation. Building a roller coaster in your own backyard is as excessively cool as it gets when you’re 12. And when it comes to all the awesome stuff Richie Rich had in his fairy tale mansion (which was actually a real private estate owned by the descendants of the Vanderbilt family in North Carolina), the coaster was just the beginning. Macaulay Culkin’s snobby suit-wearing character in the 1994 movie also had his own private McDonald’s, a professional baseball coach, a sleek-at-the-time cell phone, a personal trainer (Claudia Schiffer, naturally, because using super models as props was also big in the ’90s), and a freaking Mt. Rushmore-style monument of his and his parents’ faces.
Of course, the lesson of the movie as a whole was supposed to be that money can’t buy you happiness. Even though Richie had literally everything a 12-year-old would want and more, he was lonely. Lonely, that is, until he convinced the group of what appeared to be scrappy Oliver chorus members playing in a nearby park to come hang out, presumably because he was able to impress them with all his cool stuff.
Spoiler alert: the other kids were eventually able to see past their initial first impressions, beyond Richie’s material possessions and band together to fight off a bad guy after the Rich family’s money, often using, yep, those same cool gadgets and possessions.
So, really, we’re still unclear if having a lot of cool stuff and a backyard roller coaster is good or bad, but it was certainly cool for all the jealous 12-year-olds watching in real life.