Stories From People Who Had Surprising Experiences with Very Rich People

Ever wondered what it’s like to spend time with the super-rich? It’s not always sports cars and fancy handbags (though that happens too). From strange behavior and crazy spending to surprising shows of wealth, these stories reveal that their lives can be even stranger than you might think.

Story 1
I’m an art student working as a gardener. My client is a very rich man. When he found out I was studying art, he invited me inside to show me something. I said yes, but started feeling nervous as he led me to the bathroom. My heart dropped when I walked in and saw an original Picasso painting above the toilet.

Story 2
I used to work as a personal trainer, and one of my clients was very wealthy. Over time, he started showing extra interest in me, hanging around after sessions and trying to flirt. He even offered me money to cancel sessions with other clients so he could spend more time with me. One day, he offered me a high salary to train him alone and be available 24/7, but it felt too controlling, so I turned it down. The next day, he came to the gym with his own equipment, saying he could afford better anyway. It was one of the strangest experiences I’ve ever had.

Story 3
My dad works in shipping and has friends who have worked on luxury yachts. In the 90s, one of his friends was asked to bring a billionaire’s yacht from Sydney to New York and have lunch ready for 50 people at a specific time. They arrived, set up the food, and waited, but the guy never showed up. He was hosting a party overlooking the harbor and wanted to point down and say, “That’s my boat.” He never used the yacht, so all the food went to waste, and they sailed back to Australia without ever seeing him.

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