Not sure what you experienced, but I definitely had an eye-opening moment in high school. I attended an exclusive private school, and most of the people there were quite wealthy. We were comfortable, but about six social classes below my fellow students. Anyway, I finally became somewhat popular my senior year, and I got invited to an 18th birthday party for a couple that had been dating forever and shared the same birthday. Awesome, right? I'm picturing celebrities trashing hotel rooms....what I actually got was the most boring night of my life.
It wasn't so much a party as a networking event. Sort of like a debutante ball, only it was all about presenting the birthday kids and their friends to the city business community. Lots of older men standing around in tuxes, sipping champagne and randomly quizzing us on business topics. We happened to be playing the Stock Market Game in school, and I happened to be good at it. And somehow it happened to get mentioned, which meant I ended up cornered by a broker who must have been at least 70 years old talking stocks for about two hours.
I'm not saying all wealthy families are like that, but man, what a freaking letdown. So not how I pictured popularity my senior year.