30 People Who Dated Rich Share The Most Surprising Things They Experienced

My brother married a spoiled princess with a super rich daddy. She's insufferable and I have to watch as his in-laws buy him a house, a Tesla, take him on luxury month-long European cruises, and pretend I can stomach her presence when she barges into my house like she owns the place. (she's always arguing with my mom because she thinks she should have the last word in everything).

Dated a rich guy once and it sucked. He wasn’t used to being told no and acted like a baby when things didn’t go his way. We went on a few trips which should’ve been great because I didn’t have to pay for anything but he always ended up ruining the vacation in some way. Anytime I disagreed with him on something it would start a fight. The dumbest fights! He’d try to buy me stuff later to make up for it….It got old real fast. I’d rather work a 40 hour job that I hate than to ever spend another day with him.
I’m in no way saying all rich men suck. I just got one of the crappy ones.

Not me but one of my friends is in an undefined sexual relationship with a rich guy. He offers to do a lot for her, but she's hesitant to accept any of it. The biggest thing she described to me is when they were getting intimate while she was on her period. She bled on his comforter that costs over 500 USD. She was extremely apologetic and wanted to try to clean it, but he insisted it was fine and that she relax. He said he could just replace it if it doesn't wash out later. It was shocking to her that anyone could shell out that much to replace something on a whim.

If you’re a poor person dating a rich person it’s kind of s****y. Makes you realize how disadvantaged you were your entire life lol.

Once had a short term relationship with someone who's grandfather was a Canadian senator for like 15+ years. Whole family rich as f**k, old money, super WASP-ey, been in Canada for like 200 years and has always been rich and connected since they got here. My family has been in Canada 250-300+ years, lived in all the same places (like eerily so... same townships in southern Ontario, moved to a different province at same time, same / neighbouring communities stretching back 200 years), but mine has always been lower middle class. She hasn't accomplished much aside from following her dad's footsteps and training to be his occasional assistant. She isn't rich, but knows she can always rely on bumming off dad / gramps and having s**t paid for her like being given dad's used car, endless ski trips, Caribbean resorts, etc. She is very street smart, ambitious and a hard worker, but a complete narcissistic sociopath and liar who knew anytime she batted her large, pretty eyes and pretended to be super nice and bubbly, she would get pretty much anything she wanted. Nobody would believe me if I told them she's a complete c**t (and a world class liar) who is only using them for her own selfish purposes. I feel sorry for anyone who thinks she's their friend or whoever she's living with now- they'll only find out too late who she really is, if they're lucky.

We’re not technically dating. Just getting to know one another. His mom was one of my country’s minister, and he was a diplomat to Europe. I dont speak fancy english and dont own any bachelor. He condemned my english saying its poor (its basic and understandable). I remember he said I pronounced ‘often’ incorrectly (i pronounce it with letter T, and he insisted it should be offen). He also stressed me out that I need to be ‘well educated’ if we were to be married as I will be surrounded with diplomat’s wife. We lasted 3 months.

Mine wasn't that long of a relationship but there were some things that made me realize just how different our lives were.

I grew up poor, we lived in a small one bedroom apartment and I had to share it with my brother until I was like 13. Mom slept in the living room. I helped with chores and was always trying to save any money I got. We never vacationed anywhere far away and I had to take out a loan when I went to university so I could live closer to campus and not have to commute 4 hours total each day.

My boyfriend at the time came from a rich family. They had gardeners, maids, a ginormous home. They frequently vacationed out of country. His parents *bought* him an apartment close to uni so he didn't have to commute approximately 4 hours total each day. That was the biggest 'wow' for me that made me realize how different our lives had been. His family was so rich that they just up and bought an apartment for their son without batting an eye.

Another thing I realized was a difference in the way we thought about our futures. For me it was finish school > get a job > get a nice place to live > pay off debt for the rest of my life but my boyfriend, man, when he was talking about his ambitions and plans for the future, it was like nothing was off limits for him. I remember him talking about succeeding as a game developer, using the money he would earn to invest in science; nanotechnology and cancer research were the main ones. He believed that he could someday find a way to cure cancer if he worked hard enough. There was nothing that was stopping him.

I struggled with planning for my future because I never really knew if I could afford the things I needed to live; at most my future plans involved *hopefully* finding a job in game development, but he was literally talking about *curing cancer*. The difference in our ambitions was baffling and I believe one reason for that is he grew up having everything, no limits, no worries and that influenced his way of thinking about his future. He believed he could do so much whereas I was full of doubt of my own abilities.

Nothing was a problem for him, everything was a problem for me.

I was shocked at how down-to-earth, caring, and giving very wealthy people are in real life. On the internet, they are vilified to the 10th degree, but I have never met anyone in that part of society who wasn't charitable and generally nice to the people around them.

I dated a guy who lives in a loft in East Village Manhattan, his dad is a relatively known artist. When I visited him at his place I had the impression that all New Yorkers live in huge spaces like this. His bedroom alone was twice the size of my entire apartment. He was very doting and would splurge on me, and we would stay in nice airbnbs across NYC over the weekend too. But he didn’t allow me to be fully myself so that was the ultimate dealbreaker. He stil tried to reach out 7 years after we broke up but nah.

It's like having an all-access pass to life's VIP section, but sometimes you find out it's overbooked with drama!