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35 People Who Dated Rich Share The Most Surprising Things They Learned
RelationshipsNOV 14, 2022

35 People Who Dated Rich Share The Most Surprising Things They Learned

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Those who venture into the dating arena know there’s a popular notion that "opposites attract". Now, matching with someone who leads a different life is definitely exciting, and your differences may complement each other at first. But with time, you'll definitely recognize the struggle of dating a person who basically lives on an alternate planet. Especially when they lead a luxurious lifestyle separated from you by a yawning wealth gap.
It's no secret that the enviable wealth of the super-rich makes them seem worlds away from the lives we lead. And it’s easy to think that finding someone well-off is a cure-all for all your troubles. But that’s not always the case.
So what does it mean if you’re dating someone wealthy and you’re well, poor? There’s one viral 'Ask Reddit' thread that may just give us the answer. After Redditor zipzap21 reached out to the community and invited them to share what they’ve learned from the experience, people were eager to offer us mere mortals a peek into what goes on behind the scenes. Below, we gathered some of the most illuminating responses they shared, so continue scrolling! Be sure to upvote the most surprising ones and share your own experiences with us in the comments.

#1

35 People Who Dated Rich Share The Most Surprising Things They Learned
My ex-wife had a grandfather that was a multi-millionaire. Christmas time at their house was like being in another world.
All of the different family members would try to get a moment with the King and kissed a*s as much as possible.
I spent my time down on the ground playing with my kids and was happy to get out of there.
About a week or two after the second Christmas I got a phone call from Grandpa. He wanted to know what he could do for my family.
I told him I didn't want any of his money but I would like my kids to know their great grandfather.
Later that year he showed up at our place unexpected and spent most of the afternoon telling stories with me about his youth.
He set up a trust fund for each one of my kids to have their college paid for a little bit after that.
He told me out of all of his in-laws I was the only one that never asked him for anything but to be himself.
362points

#2

35 People Who Dated Rich Share The Most Surprising Things They Learned
Mine’s a bit on the positive side I guess.
I grew up dirt poor and I guess got to a point where I couldn’t dream big. My family is still poor.
I dated a guy who not only was a trust fund baby but he also had a job as chief engineer and was making over $250k a year from that job. He didn’t need the money. I was making $70k.
He’d organise spontaneous holidays overseas and fun weekend activities that cost money. Told me to leave my card at home. Then in the short time we dated, he coached me into how to get a better paying job. Helped me learn and understand my worth and the value of my education and experience.
While dating him I quit my $70k job and landed a $100k one, then broke into the $200k a few years later.
Now I have money and can take my parents and siblings on holiday as well as put my siblings through university and help them out.
233points

There’s an abundance of stereotypes about the ultra-rich being mean, condescending, selfish, and so out of touch that they seem to evolve into a completely different species from everyone else. But if we can agree on one thing, it's always fascinating to get a peek into the way they live.

Guessing from responses to the viral thread, people who get into relationships with the wealthy, their enormous fortunes, incredible extravagance, and lavish lifestyles, often learn a lot about what goes on behind the curtain. And as it turns out, coupling with someone who doesn’t have to worry about their next paycheck sheds light on a very different mindset that can manifest in a variety of ways.

To gain more insight into what it actually means to see someone moneyed when you’re not financially stable from an expert, Bored Panda reached out to Anna Eden, a dating and intimacy coach aiming to help career-focused people who’ve "made it" in life to make it in love so they can feel 100% fulfilled.

#3

35 People Who Dated Rich Share The Most Surprising Things They Learned
I learned just how productive having money can be. Something needs to be fixed/ replaced? We can afford to. Want to do something fun or adventurous? Sure let's do it now. Want to eat healthier? We can afford all the ingredients.
Like what do you mean your life isn't slowed down by a million different things that need fixing/ upgrading/ replacing/ saved for?
141points

#4

35 People Who Dated Rich Share The Most Surprising Things They Learned
I only went on one date with him. He booked out the entire bowling alley so we'd have privacy for our date. It just seemed so shockingly wasteful to me, and it was bizarre to have a 20-lane bowling alley just to the two of us plus a fair sized staff who were left with nothing to do but look after us. I learned I'm very uncomfortable with that level of casual assumption that the world will rearrange itself to suit my whims.
Also he had absolutely no respect for personal space. I don't think he was used to women not liking to be touched by folks they barely knew.
133points

According to Eden, there are certain opportunities and obstacles to dating the wealthy. "If you’re dealing with a person who’s rich and also generous as a giver and provider of energy, I’d say it can be fun and exciting to be treated to nice restaurants and trips without worrying about money. Who doesn’t like to be swept away like that?" the coach asked.

But having said that, Eden also noted that just because someone is loaded doesn’t mean they’re a match for you: "Compatibility is so much more than money of course."

#5

35 People Who Dated Rich Share The Most Surprising Things They Learned
How much easier it is to make money when you already have money.
129points

#6

35 People Who Dated Rich Share The Most Surprising Things They Learned
My wife's family has no concept of what a workday is.
116points

#7

35 People Who Dated Rich Share The Most Surprising Things They Learned
You’ll miss the lake house more than them.
114points

When it comes to the disadvantages some daters inevitably notice in the relationship, some of the most common ones are dependency and a feeling of inequality. "It’s important to talk openly about money in a relationship," Eden explained. "It’s one of the top reasons couples split, due to different views on money."

A survey of more than 1,000 people by The Cashlorette found that nearly half of married or partnered Americans (48%) reported arguing with each other over money. Whether it’s disagreements about splitting the bills, spending habits, or financial priorities in life, fights like these ones can leave a dent in the relationship.

In fact, it can even lead to divorce. A 2019 study done by researchers at the University of Denver found that financial problems were one of the most often cited reasons for split-up at the individual level. Although some participants noted financial troubles were "not the most pertinent reason for their divorce, but instead contributed to increased stress and tension within the relationship."

#8

35 People Who Dated Rich Share The Most Surprising Things They Learned
I dated two dudes with trust funds.
I learned no amount of money can make you forget your mommy/daddy issues.
105points

#9

35 People Who Dated Rich Share The Most Surprising Things They Learned
Dated a man who didn't work - lived off of a TrustFund. Oddly, since he could afford nearly anything - nothing had any value. He'd buy a $400 KitchenAid mixer - and burn it up making Christmas candy the first week. If he decided to make more candy - he'd just go buy another $400 mixer. Nothing meant particularly ANYTHING to him.
100points

#10

35 People Who Dated Rich Share The Most Surprising Things They Learned
If you have a lot of money, people give you so much free stuff all the time trying to earn your business or procure donations. Ironic that the people who can best afford to pay for the items get comped the most!
94points

Having conflicting ideas about money can be detrimental to couples, and it can even affect their well-being. Eden explained that the person with poor finances could even feel they have to compensate by giving back in other ways. "If it’s a woman and her masculine energy and sense of safety is not balanced within herself, and on top of that she has unresolved 'daddy issues,' there could potentially be an endless hole to fill and a lot of pressure of not feeling enough in that dynamic."

"It’s an art to give and receive gracefully," Eden added. "Which this kind of dating situation can teach us about."

#11

35 People Who Dated Rich Share The Most Surprising Things They Learned
How real the 'network' or 'bubble' of it is.
It's like the other side from the 'it's expensive being poor' concept. It's this weird internal community of people with money, and thus power, who are willing to make things happen as long as you're 'in'. I mean, I would meet people at a fundraiser or something and five minutes later, they're happy to make a call that will get me a job at some huge firm. Or like, my then-boyfriend would say let's go this concert. Tickets are $180 but it's okay but a friend's parents have a box, so we'll just join them. Or even one time the dishwasher in our flat broke - but we didn't have to pay a dime for repairs, because his friend from high school's parents own the building, so they're fixing it for free as a favour.
88points

#12

35 People Who Dated Rich Share The Most Surprising Things They Learned
Grew up poor (now middle class) and at 18 dated a superrich guy. First thing I noticed was the food. Not just quantities but I also discovered so much food (like oyster, fresh fish, olives,..) things my parents could never buy.
I also had to learn etiquette. My parents brought me up well, I read books all the time, was a decent student and well-behaved kid.. but the way his family interacted was SO different. I had to learn a lot of unwritten rules that I wasn’t aware of.
I think in the end what I actually learned was that even though my childhood was rough (the amount of stress of not having enough money has probably impacted me for life), I valued my parents so much more. Once I had seen what life was like for rich people, I was just so proud of my family for making it work with so much less.
87points

#13

35 People Who Dated Rich Share The Most Surprising Things They Learned
That we're hardly even playing the same game, nevermind by the same rules.
I dated a girl from old money, generational inherited wealth. Grandpa's money, some corporate bigwig banker or something to that effect. I don't think her father ever worked a day in his life, and her mother clearly came from money as well. Outside of her, I found every one of her family members out of touch and completely unrelatable. I got real good at biting my tongue when my ex's siblings would complain about not getting a new car for their birthday when last year's model is sitting in the driveway. They had no concept of the value of money and never had to do anything for themselves to get what they wanted. I wasn't exactly poor growing up, but for the most part if it wasn't strictly necessary for survival I didn't have it. It was really eye opening how everything was taken for granted. Those specific people would be helpless in the real world if they lost all their dough.
77points

Dating someone well-off can feel daunting, especially when you’re barely afloat yourself. But Eden noted that even when it seems you two live in separate worlds, it doesn’t necessarily mean you lead completely different lifestyles.

However, when there’s an actual gap between your attitudes toward life, she suggested looking at the bright side instead of zooming in on the differences. "It can be interesting to visit each other’s worlds from a curious perspective."

"Let’s not forget that we are all abundant, and it’s not money that makes us abundant but our mindset and the energy we choose to live in," Eden noted. "Money for sure gives you more freedom but being poor teaches you to be humble, grateful and I believe there can be a beneficial exchange of wisdom in that kind of relationship."

#14

35 People Who Dated Rich Share The Most Surprising Things They Learned
Just made me realise how expensive being poor is. They never have debt, never need to look at their balance too see if they can buy food, never pay interest on overdue bills etc.
74points

#15

35 People Who Dated Rich Share The Most Surprising Things They Learned
How much their rich parents resent/think you're not worthy of their precious angel.
Overheard my ex's mum telling her that she wouldn't be happy with me and that I wouldn't be able to provide the kind of lifestyle that she wants (my ex was into horses that cost upwards of 100k). My ex sort of fought my corner a bit, to which her mum replied, "you need to marry someone rich." When my ex asked what if she doesn't find someone rich that she loves/is attracted to, her mum told her that she can always have a f**k buddy on the side.
Suffice to say that that relationship didn't last. She's now married to a millionaire that cheats on her constantly. Their marriage is a toxic shitshow. You reap what you sow I guess.
72points

#16

35 People Who Dated Rich Share The Most Surprising Things They Learned
My ex was having problems with roommates at university. Her parents bought a $300000 condo for her to stay at while she finished her degree (2 years). They sold it for a profit immediately after. I can't imagine not only being able to solve my problems with money, let alone make more off of them. She also assumed her family was lower middle class because she didn't live in a mansion like her friends. She was very humble and was smart with her money, but it was very clear she could just call her parents if something didn't work out. Meanwhile my parents were struggling to pay rent, meaning I was their fallback. Not the other way around
69points

However, alignment is also important whenever we reach the dating phase. "Be clear with yourself if financial wealth is important to you and stop ending up in a poor-rich relationship if that’s not what you’re calling in," the coach suggested.

Eden also pointed out that the same goes for any other quality. "For example, when I was younger, I had a phase when I unconsciously was calling in poor working-class guys or students into my field to realize it’s not what I’m looking for right now, and got conscious about the mechanism that upheld this pattern. Now I’m calling in men who've got [everything] together and who have drive and ambition."

#17

35 People Who Dated Rich Share The Most Surprising Things They Learned
He didn’t have any concept of saving money, it was always just there because his money was always earning money. Having money was an income stream of itself. Also he had no concept of how much anything cost. Was going to get some groceries for dinner and he gave me $300 to pick up some basics.
67points

#18

35 People Who Dated Rich Share The Most Surprising Things They Learned
I have been both really poor (chapter 7 bankrupt) and then pretty well off years later. I never thought of myself as rich until we replaced the roof on our house because it was time to. No insurance claim, no hail damage, just it was time. We had that “remember when we lost our home in a foreclosure sheriffs sale? Now we just replace a roof cause we should”.
What I’ve learned is that you make up new ways to stress about financial stuff but it’s all extra discretionary spending issues. New cars, new flooring, redone bathrooms, nice restaurants, kids colleges etc. Lifestyle issues, not life issues. The ability to just handle the necessities is such a massive relief to any family and should be really humbling to any of us fortunate enough to live that way.
65points

#19

35 People Who Dated Rich Share The Most Surprising Things They Learned
I've thought about this a lot as someone who grew up poor, but has been in a number of relationships with women from upper or upper middle class castes. I think what it boils down to is that they have a kind of certainty in the idea that things will work out for them that I don't. Growing up, it felt like we were always at the precipice of catastrophe. I always felt that one wrong move would result in us losing our house or all of our money. As such, I kept immaculate care of things that I bought knowing that I could not replace any of it if it were gone. The women I've been in relationships with, though, seem to have none of this fear. They always assume that things will work out. Plans don't need to be made because there's always some way to solve a problem with money. Objects don't get much respect because they're always readily replaceable. I always think about Nick Carraway's quote from *The Great Gatsby*: "They were careless people, Tom and Daisy--they smashed up things and creatures and then retreated back into their money or their vast carelessness or whatever it was that kept them together, and let other people clean up the mess they had made."
63points

To all of you mortals finding yourself in the world of the super-rich, unsure of how to make your relationship work, Eden advised: "Talk! Communication is always key. Many of us have a dysfunctional relationship with money because we grew up hearing 'money doesn’t grow in trees' for example, so we get to look at our beliefs and be open with everything."

"It’s also an excellent opportunity to practice polarity and really step into masculine vs feminine poles of giving and receiving, if that’s something you want to explore," Eden said, adding this doesn’t have to be gender-based. "I think sometimes strong independent feminist women have a lot to learn from being taken out and taken care of (if that’s the nature of the rich person)."

"And once again, I think it’s important also to remember that being rich doesn’t mean a person is more valuable as a human so we don’t get into a power imbalance in the relationship where. We are all whole, complete, and 100 % worthy as we are, always," Eden concluded.

#20

35 People Who Dated Rich Share The Most Surprising Things They Learned
Dated a girl for 3 years who came from old money.
She was fine but her family was beyond out of touch with the real world. They were nice people but incredibly removed from the rest of the world. They looked at me like I was zoo animal in the sense that they were so curious about my life/family. They'd ask me what it was like going to public school. How my parents immigrated. They were baffled that not everyone had vacation homes or traveled a lot.
The most interesting thing is that old money is much more powerful than new money. They belonged to these "clubs" that consists of other rich families and the influence they had was mind-blowing. Want to build a factory in an area not zoned for it? Within a week that was changed.
63points
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