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In Jane Austen's Pride and Prejudice (1813), differences in social status form the central theme and act as sizable obstacles to the characters. You'd think that now, more than two hundred years later, society would have evolved beyond such rigid structural divisions. However, a recent survey found that roughly 4 out of 10 upper-class members wouldn't even consider entering a long-term relationship with someone from a lower socioeconomic background. So Reddit user Necessary_Ocelot403 got interested in what happens when they do and made a post on the platform, asking everyone who has been romantically involved with a rich person to describe what it was like. And their call was answered!

#1

I dated a guy for a while who, while he wasn't like 1% level of wealthy, his income was almost definitely in the top 10%. At the time, I was raising 4 boys on my own on what I earned bartending, so the income disparity was huge.
He was a genuinely good guy. Kind, generous, absolutely willing to step up and be a father figure to my boys (3 of my own and I had custody of one of my cousins).

He took all of us on some amazing vacations. Bought all of us pretty much anything we wanted. I got a Mercedes convertible for my birthday (my *fun car, he also had already bought me a Dodge Durango for hauling all my kids and dogs around) He wanted to marry me and bought me a ROCK. When I moved out of the state we lived in, he helped me get a place, move, and for the first 6 months, paid all of my bills and gave me a "fun money" allowance of $5K per month. Told me, "you've worked so hard for this, take some time to just relax and enjoy life with your kids"

So what happened? Timing, mostly. And his insecurities. Both of us had just recently divorced. He had literally never really been single and was terrified of being alone. And my divorce and custody battle had been f*****g brutal - I was determined to just be on my own. The harder he clung to me, the harder I pulled away. I felt like he was buying me, and how could my kids respect me, how could I respect myself, if I stayed in a relationship based mostly on money. I felt like I was no different than a street walking prostitute -- I just had a higher price tag. And that he didn't love me, he would latch on to anyone to avoid being alone.

So I gave him back the Mercedes and the rock, went back to bartending, and we ended things. He was in a new relationship within about a week, and I raised my boys on my own.

I've told him - and 100% truly meant every word - that the best gift he gave me wasn't the car or jewelry or the great trips. He gave me the gift of time with my kids. The divorce had been so nasty, we'd spent several years just going thru hell and trying to survive. And for those 6 months, for the first time ever, I had both plenty of time AND money to just enjoy life. And those 6 months were AMAZING. Every day was an adventure. My boys and I lived a life that most people can only dream of and I'll be forever grateful to him for that.

M2LEAR Report

#2

30 People Who Dated Rich Share The Most Surprising Things They Experienced My wife comes from a wealthy family. Her parent’s net worth is low 9 figures. Their apartment and summer house are probably each worth $10m. I grew up middle class with both my parents being teachers.

Honestly, I think I have a pretty perfect life, and it is because of the generosity on my wife’s parents. I work very hard, and make a good salary, but at a nonprofit because I don’t really need the money, and the work is meaningful to me. I have a multimillion dollar home with no mortgage. My kids go to private school, and I don’t have to worry about their tuition. We take nice vacations (probably $50k paid for by my wife’s parents) once a year. We don’t spend our money on needless things, but we don’t have to ever worry about money.

My in-laws didn’t come from money, they actually grew up pretty poor. I think that made a big difference in the way my wife was raised. She had everything she wanted, travelled a ton, but wasn’t(too) spoiled. Today, my in-laws main occupation is philanthropy. They give away millions of dollars a year. They have no financial worries, but never do anything crazy with their money. They have nice things, travel when they want (sometimes flying private, sometimes not), and have a house keeper and property manager. They also have a 10 year old (nice) car, don’t care about luxury items, and lead a very down to earth life.

I’ve been married to my wife for 20 years, and I’m just lucky.

TheDapperDragonfly , Vlada Karpovich Report

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#3

30 People Who Dated Rich Share The Most Surprising Things They Experienced One of my roommates in college dated a wealthy girl for a while and even as a bystander it was weird. I don’t know how rich you have to be to do this, but they self-insured their cars so they weren’t required to carry insurance. I remember she totaled her BMW and had a new Maserati in less than a week.

They would eat dinner at relatively fancy places most nights, and our fridge was constantly stuffed with their leftovers that I was eventually given permission to just eat, because 90% of the time it would just sit there for a week before getting tossed.

She supplied us with a basically unlimited amount of booze, weed, and coke for free.

But in many ways she was SHOCKINGLY sheltered and essentially lived in a different world. Not to say that she didn’t have struggles though - her family was held hostage when she was a kid because their captors wanted a ransom, and she definitely suffered from mental health issues that were verboten in her family so she covered it up with d***s.

She was also extremely kind though, and I hope that things are working out for her.

jon_titor , Zahir Namane Report

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nancy
Community Member
6 months ago (edited) DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Creating your own insurance company (especially in a country that doesn't charge taxes... like the Cayman islands) is actually pretty smart. Especially if you are insuring a lot of homes, cars, properties, etc.

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#4

30 People Who Dated Rich Share The Most Surprising Things They Experienced 20ish years ago I dated a girl for a few months and her family would probably have been worth well into nine figures. She was one of four, all kids very high achievers, all really well grounded, all had a million provided to them for their first home when they were ready to buy. Plus drove $50k+ cars from the time they were 21. Lived in a mansion in a great suburb, had holiday homes on tropical islands and ski fields etc

I went on a holiday with them - paid for my own flight - and couldn't believe how well organised everything was. They owned the villa we stayed at, but when we all arrived the beds were made, all the blinds and windows had been opened, the pantry and fridges were fully stocked (she'd texted me a few days earlier confirming what my favourite beer was which now made sense!) and the pool was glistening. Chef came in on the first night to cook dinner, and then whilst we were eating he cooked up a whole bunch of stuff that we could reheat/eat over the course of the long weekend if we couldn't be bothered going out.

They were really, really lovely, but at the same time they had expectations about things that would just never cross my mind. Despite being unfailingly polite they didn't suffer fools, and nor did they waste any time doing things they didn't want to do (outsourced LOTS!). Her father and grandfather had made their money providing precision manufacturing of parts for assembly lines - they had individual widgets that retailed for $100k+ because they were literally one of two companies in the whole world that were trusted by a particular automotive business to get them back up and running within 48hrs if something specific broke. It really introduced me to the idea that there are so many multi, multi millionaires out there with businesses that we barely even know exist because we just never encounter their products.

Aggravating_Bus_6169 , Lance Reis Report

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#5

30 People Who Dated Rich Share The Most Surprising Things They Experienced I married into a hugely wealthy family. My father in law was President of an international medical staffing firm. He retired 3 times from the company and each time had a bigger retirement package.

My wife is cultured beyond belief, fluent in at least 4 languages and has seen the world that most of us could only dream of seeing in our lifetimes.

My wife is also one of the hardest working people I have ever met and even with all the wealth actually practices charity to the point that I have to stop her.

I never realized how influential the name was until visiting New York and staying at the 4 seasons a manager came over and called my F-I-L by name and pushed us to the front of the line. We were treated like royalty that week.

Or for my wedding to his daughter. Not only did he foot the bill for everything (Wedding reception consumed 12.5 gallons of Patron) he flew my wife and I 3 week honeymoon anywhere in the world on his dime.

He gave us his AMEX black and said have fun. 6 countries well over 100k in a honeymoon never said a word

anonymous , Summer Stock Report

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#6

30 People Who Dated Rich Share The Most Surprising Things They Experienced I once dated a girl born from a *very* rich family... like, "They own sports teams (plural)" level of wealthy.

She had zero concept of working to earn a living. She grew up pretty much having whatever she wanted, whenever she wanted it, and when we met... let's just say she was *very* assertive and it was definitely working for me. When she realized that I traveled for work, she started traveling with me and pretty much financed all the accommodations. I went from living out of 2-3 star hotels where I'd spend about $50 a night to 5 star outings where it was over a thousand bucks a night and I was always told to not worry about the money.

It was almost a year of us bouncing from one city to another, one high class hotel to another. We'd have fun, I'd handle work stuff, we'd make time to see some sights and do touristy s**t. Then her father found out, I guess, because he finally went back over his financials for the year (or maybe his business manager finally tipped him off to it) and he was definitely not happy. She had to go back home immediately, I was told that it'd be in my best interests to meet with him soon... so I took some time, flew out, and met with him.

He had a room that was meant to mimic a beach. Like, it had sand, and salty air, and some sort of elaborate wave pool, but it was indoors. It was weird but also kind of cool... we talked, he questioned if I was taking advantage of his daughter, which was fair given how over 6 months had gone by and she racked up tens of thousands of dollars in travel expenses. I explained the situation, and I was honest, that she insisted on traveling with me and paying for things. How she'd get upset if things didn't go her way, and that while I liked her, she's kind of controlling and bratty and I wasn't sure what the future held for her... but I definitely liked her enough to find out.

He asked me if I liked her because of the money or if it's because of who she is. I explained that I grew up fairly poor, I was always good at making my way and finding ways to be happy with what I could manage. I was fine with the relatively cheap hotels and everything else I did before her because I'm doing what I love and getting to make enough of a living to not have to work some 9-5. He laughed, and said that he liked me, and that if it worked out with her... he'd be more than okay with that. I thought I passed the s**t test.

We kept dating for a bit but let things cool off while she stuck around at home, since neither of us were all that sure of what he'd say or do next... then she got cut off, and she was *irate*, blamed me for it because I said that I didn't care about the money. I tried to explain myself but she wouldn't listen and we pretty much fought every time we spoke until she broke up with me to get back in her father's good graces. Weirdly, it worked, but we didn't talk much more after things ended. She did invite me to her wedding though, and I did go, and it was as awkward as you'd expect... but the food was awesome.

TheTrueGoldenboy , RDNE Stock project Report

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Kalon Suszko
Community Member
6 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

I could never date a woman like that lots of cash to spend etc. I live pretty much a hermit life, enjoy a small place to live, and enjoy the basics of life. OK if you insist, a kick a*s exotic car, top end computer system. LOL. Overall I am more comfortable living a low key simple life.

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#7

30 People Who Dated Rich Share The Most Surprising Things They Experienced I dated a very very rich owner of a national aerospace/heavy mining factory who drank, tried to have absolute control over me and thought it was perfectly acceptable to drink himself unconscious in upscale hotel suites (with me), and wet the bad. Unfailingly. The third time this happened I ghosted him. For a few years he'd contact me on his birthday. Big NOPE on that one...

buckyfur1 , cottonbro studio Report

#8

30 People Who Dated Rich Share The Most Surprising Things They Experienced It feels really f*****g good, but only when their wealth is balanced with self awareness. They’ll have their out of touch moments but their random acts of kindness towards strangers/ me make up for it. Forewarning when/ if the relationship ends you will dread going back to your previous lifestyle more than the breakup. It’s like being exiled from the cool kids table to being forced to eat lunch in the bathroom.

Delicious_Horror8928 , Andrea Piacquadio Report

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#9

30 People Who Dated Rich Share The Most Surprising Things They Experienced I dated a girl with a very rich family right after college. It got kinda weird pretty quick. They liked and approved of me, and immediately started like making plans for me. The mother offered me $5K to quit smoking cigarettes because she “wanted boys, and smoking kills your male sperm count”.

I also had a lot of resentment come up (bc I grew up like stupid poor). They had different wings of a mansion and I grew up thinking people with a garage fridge were loaded. The amount of things they took for granted really got to me.

The girl was great, but stepping into that world damn near gave me PTSD.

notMarkKnopfler , Karolina Grabowska Report

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Royal Stray
Community Member
6 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

I'm not sure if people understand what ptsd is at this point. I highly doubt op woke up because of night terrors, were constantly vigilant about everything, or kept having panic attacks or intrusive flashbacks. He was probably on edge and uncomfortable with some things, but saying that it gave you PTSD is a bit ridiculous

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#10

30 People Who Dated Rich Share The Most Surprising Things They Experienced I’ve been with my partner for 7 years . She’s a multi millionaire and we have a great relationship. I’m absolutely broke but I do work hard. There is a massive disparity in our finances but we just love each other. She’s beautiful, Sex is great. She can be a little bit precious sometimes, she expects certain standards. She’s posh, I’m not. I’m a good cook, she isn’t. we have experienced amazing trips, we have a Good life. I pay for our social life and she gets the holidays.

themagicalmrking , cottonbro studio Report

#11

My ex has very wealthy parents from Moscow. Not oligarchs, but also apparently not too far away from being it. Since I come from a relatively poor household (single mum without college degree), it was very weird to me in the beginning. She was super down to earth and one of the kindest people ever and didn't buy these high end designer brands even though her mum asked her why she doesn't treat herself with Louis Vuitton bags and stuff like that. She really changed my view on how to perceive money. When I grew up my mum always talked about money. For her it was everything for my then gf it was nothing. If you've none of it, money becomes the most important thing in your life. If you've all of it, it's just something you use to get things you want.

Still, it was such a different world. When I booked a flight I'd do it months in advance to save money. She could do it two days before her departure. Missed a flight? No problem, book the next best one. Need money? Here, have 10k. I visited them once and they had an extra fridge just for champagne. Caviar at 1k a kilo. They went to the Maldives once, and I expected them to, of course, book a five-star hotel. Nope, they booked half of an island with a mansion and a butler. She could get any education she wanted. Private language teacher and whatnot.

I was jealous at the beginning but money doesn't make you happy. She was very privileged but still had her problems. All the money in the world cannot heal you from mental health issues. Everybody has problems. Either you have poor people problems or rich people problems. Being poor just doesn't let you compensate with something that costs money.

JaggermanJenson Report

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Angie E
Community Member
6 months ago (edited) DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Being poor or just getting by is by far worse with health/mental health issues because the real empathetic care that's needed without jumping through hoops just to get a Doctor to believe you, get referrals for more testing etc is not even close to how people with money move within our Healthcare system for their issues. Benzos, pain meds and ADHD meds are handed out like candy to them. No one is accusing them of being dramatic or chasing d***s. No one is prescribing SSRIs only for every symptom poor patients are experiencing. It's a racket and 2 totally different worlds within the health care industry for the rich and everyone else including the "middle class" if that even exists anymore. Just sayin.

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#12

30 People Who Dated Rich Share The Most Surprising Things They Experienced It was a chore, always wanting to do things I couldn't afford and always offering to pay. Now, I don't mind a partner paying for me now and then but I want to pay for the stuff I can afford when we do them, like sure I can't afford to treat us to the fancy meal but when we stay in with a pizza let it be on me, a trip to the cinema, it's cool I've got it. Let me do my part even if it can't be as big as yours, I'm a partner not a charity.

She would always jump ahead and pay, would always refund me the few times I managed to get in there first. At first I thought she was trying (misguidedly) to be nice but then 5 months into it I found out her family/friends thought I worked in a bank, which I did, but as a cleaner and not whatever role she had told them. Was all about appearances to her in the end and I'm not one to hide who I am to impress others so that was the end of it for me.

Bean-Penis , Pixabay Report

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TheStormIRide
Community Member
6 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

ha! this reminds me of a dude I worked with. Very chill, finished law, was working in different area (aviation data processing). Every time he met his Super High End Lawyer Friends, he would tell them he works as security at the (equivalent of) Walmart and he loves it. Then would tell them about all the shenanigans he pulls off during night shift and so on just to see the look of envy on their faces. That guy was a genius and a madlad

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#13

30 People Who Dated Rich Share The Most Surprising Things They Experienced He’s from an upper-middle-class family — they go on multiple vacations a year. They have a pool, boat, and a huge property with a beautiful house in a small, quiet neighborhood. My family was barely above the poverty line — my parents made sure I had what I needed, but we definitely went without often. The power and water would get shut off, and we never went on vacation. My S.O. and I met in high school during junior year, and have been together for nine years. The first shock was definitely the first Christmas we spent together. When we went to his house, I saw a mountain of toys (it easily came up to my waist). It was packed with things like Beyblades, Pokémon merchandise, and dinosaur toys. I thought to myself: 'Wow, his brothers made out well this year.' But nope — that was just one of the three piles of toys in the home. His was smaller, but full of more expensive toys — video games, an Xbox, and iTunes cards galore.

The most shocking part? He still had expensive presents at his dad's and grandparents' to open.

vanessag23 , Lisett Kruusimäe Report

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#14

30 People Who Dated Rich Share The Most Surprising Things They Experienced I dated a guy who was living off a trust fund. We got along great on a personal level but there was just such a gap in life experience. Like his family owned oceanfront property that was basically a mansion and summered there. He didn't understand that for normal people like me, just going to the beach at all was a special thing. He didn't understand why I couldn't just buy whatever I wanted if I want it. That if I want something like a video game console I had to save and budget for it. That it was a really big decision. His "job" was basically just a hobby he did a few hours a week when he felt like it so he had no concept of having to actually work for what you have.He would get a car, have it like a month then want and get a new one. But what became the biggest issue was the dynamic between what we could do for each other, which got really uncomfortable. He'd shower me with gifts and take me fancy places, and at first it was awesome, like being a VIP. But it quickly got overwhelming. And I felt really bad because I KNEW he was doing it out of love and didn't understand why it was making me so uncomfortable.

moonbunnychan , Chloe Report

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#15

30 People Who Dated Rich Share The Most Surprising Things They Experienced I have this roommate from high school who was raised up in a pretty wealthy family, and on his visit to me he asked me to company him for days in his luxurious suite and sharing the cost. I told him I was still a student, living a tight budget, and didn't have that much money to spend on this. He was indeed surprised and couldn't understand why someone didn't even have the money to "stay in a hotel". He probably had been working hard to understand what's happening in the lives of the poor, but at that moment I literally felt that our friendship was more like that of a nobleman and his not essential, accompanying servant.

ostsillyator , Pavel Danilyuk Report

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#16

30 People Who Dated Rich Share The Most Surprising Things They Experienced I married into a wealthy family and moved overseas to live with them. They aren’t considered particularly wealthy in their country, but from my home standards, they certainly live in a mansion! I grew up with split parents: one below poverty and one middle-class who always worked. I saw life from both sides of the spectrum. It’s interesting to see how some people have kids (often adult kids) with no concept of money management. Buying designer clothes every week, eating out at expensive fancy restaurants, and ordering in every second night. Then they are surprised how at the end of the month they have no savings.

It’s so common to hear 30-year-olds getting casual handouts of cash from their wealthy parents. My family wouldn’t have been able to afford to do that on one side (albeit would go into debt to help you if it was an emergency). Many of these families had a grandparent or parent that worked hard for the money, but the concept and ability to budget was never taught to the kids.

neelhtaky , Alexandra Maria Report

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Kallen Kneeland
Community Member
6 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

. . . and that's why so much family wealth doesn't last more than 3 generations. It's the families that understand value, teach their children, and create new income steams (vs. just living off what great-granddad put into the trust funds), that keep it going longer.

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#17

30 People Who Dated Rich Share The Most Surprising Things They Experienced I am currently dating one and I made a post about it. It’s feels weird for me. She’s able to buy things without a second thought. She tells stories about how she basically traveled the world while i only remained within the US. She been to Beyoncé and Taylor swift concerts and had front row tickets for both. We could be talking about going to an event or planning a trip, she’ll be ready to purchase/book everything right then and there. Whereas if it was me, i would need a couple days to sleep on it.

My_Cock_Is_Throbbing , Mikhail Nilov Report

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#18

I've said this before.

I was made to take off both mine and my son's shoes prior to entering his Range Rover.

His car seat was on a towel top to bottom and the seat belt was protected with a glove to stop the chair "marking the belt" Never mind the lecture of leather marking. Hence shoe removal.

The front passenger seat just far enough away and the straps tight enough that he can't touch the front seat with his feet and "scuff the f**k" out of the leather.

My son used to say, why do we have to take our shoes off in grandads car daddy?

Because he can't really afford to use it. It has to be preserved for when A, the finance company find it, B, forced to sell through other company debts, C, out of financial comfort. D, needs a new one because he has just f****d over another business/individual


Plot twist tho, this is the life of a "poor looking rich" person.

Disastrous-Yak230 Report

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Natasha Arruda
Community Member
6 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

I have to assume they mean a rich looking poor person since the guy can't afford to keep the vehicle?

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#19

30 People Who Dated Rich Share The Most Surprising Things They Experienced I have no idea myself. But my sister is married to a good dude who's doing very well. They are constantly traveling around the world and even own a yacht. Meanwhile, I haven't dated in ages and just waste my time playing videogames.

MagicPistol , Rachel Claire Report

#20

30 People Who Dated Rich Share The Most Surprising Things They Experienced If they’re really wealthy, you’d be surprised how superficial their relationships are with other wealthy people and just how normal that is. I thought Hollywood made that up for a trope but no. It’s all superficial but they have this weird almost familial obligation to maintain relationships with each other.

And also there are quite a few wealthy people who live somewhat meagerly but it’s not like some poor person cosplay they pat themselves on the back for. They’re either kinda stingy or they just don’t value materialistic things like that.

PurpleHippocraticOof , Mental Health America (MHA) Report

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Angelshark
Community Member
6 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

One of the wealthy people who donates to the institution where I work is like that. Wears regular clothes, drives a normal car. Yet he still expects everyone to know who he is and treat him like a king.

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#21

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).

cunzy4 , Andras Stefuca Report

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Upstaged75
Community Member
6 months ago (edited) DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

That sounds awful! No one is barging in to my house, no matter who they are. Maybe the family needs to go NC with them both?

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#22

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.

RedOrca396 Report

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#23

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

souleaterevans626 , Max Vakhtbovycn Report

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Lyoness
Community Member
6 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

I'm having trouble getting my head around the $500 comforter. What was it filled with? Feathers from a golden goose?

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#24

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

journzy , Engin Akyurt Report

#25

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.

AnniversaryRoad Report

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#26

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

coffeeandbeaches , August de Richelieu Report

#27

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.

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Bec
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6 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

I'd be interested to know where each ended up, because he sounds pretty naive.

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#28

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

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Angelshark
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6 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Hmm. I work in a non-profit institution, and my experience is similar yet opposite. The excessively wealthy absolutely do donate, but it's because they expect tax rebates from the government and control over the institution. They always want receipts, they want everyone to know who they are and fawn over them. I don't see kind people helping others. I see sociopaths trying to buy love.

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#29

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

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Royal Stray
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6 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

I know it's nosy, but I'm kinda curious about what he didn't allow. Was it normal stuff like snort laugh at movies or wear a specific type of clothes, or was it actually something weird/rude?

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#30

30 People Who Dated Rich Share The Most Surprising Things They Experienced It's like having an all-access pass to life's VIP section, but sometimes you find out it's overbooked with drama!

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#31

I once dated a very wealthy Indonesian woman in Singapore. She had family wealth and was doing well for herself

It took some doing to establish boundaries on what I consider a $$ reasonable place to go out. With time she did start enjoying more places of my choice but eventually did revert to her preferred spots (which inevitably always were the top bars of the city)

She on multiple occasions offered to “pay for your share” which I took up only once. I also had to kinda get her into the habit of splitting the bill (she didn’t pay her share when I paid nor asked me when she did. Also she paid very arbitrary amounts)

All in all we didn’t work out for other reasons. But the difference in budgets played a role and I now realise it was tad uncomfortable.

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#32

Was friends with a guy in college who I knew was rich but didn't initially realise how rich. Definitely fit the saying that "people who want to look rich wear flashy clothes, people who are actually rich don't." because he just dressed like a regular person, albeit in much higher quality clothing. Whenever I asked him what he did over the weekend, it was often one-night trips to various European cities (we live in the UK).

After knowing him for about a year, he invited me round his house, which was within walking distance of campus. At least I thought it was a house, but when I got there it was actually a mansion. There was a Ferrari parked out front and, when I asked him about it, his response was "oh that's just the one my dad is driving today." He then showed me around his dad's custom-built parking garage, which had half a dozen other luxury cars and room for more.

I saw several housekeepers inside but there was no sign of his parents or anyone else living in the house. It was immaculate but felt devoid of life. During the tour, he showed me a study with a large beautiful-looking Torah and a massive library of books (I think this is called a beth midrash). I didn't know he was Jewish because he'd never mentioned it but it was clearly a huge part of his life.

It made me reflect on how much I actually knew about the guy and the answer was "very little". I considered him a close friend but it became clear that our relationship was quite superficial and he never spoke much about his personal life or his interests. I don't know if rich people are generally cautious about letting people into their circle or whether he just kept me at arm's length because I come from a very humble background by comparison. We remained friends throughout college but I was more actively aware of the distance between us after that. Haven't spoken to him since.

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#33

My family is friends with a family that used to have a very old and traditional beverages company. Even before they sold it they already were, of course, wealthy, but after selling it they became unimaginably rich. After that, for a while, we didn’t even talk. Nothing bad happened between us, but I guess when you’re that rich you just think that everyone is with you for personal interests, and naturally you push them away. Also, as they are now unemployed and have nothing to keep themselves busy, they just travel all the time and take up administrative roles in various rich people groups. It is clear to me that the money they got for selling their their family’s heritage was more a curse than it was a blessing.
We still do some stuff with them, but they’re not the same they used to be.

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#34

Imagine the highschool drama you saw and experienced. Ramp it up to 11. Then ramp it up again just for good measure.

Wealthy people don’t have the typical tripes of life to worry about such as making rent or deciding which meal for the day they can afford. Hell, even compared to middle class families since middle class families often have to still budget to ensure they stay at their level.

Because wealthy people don’t have “real” problems they very often make up their own problems which typically translates to drama between people. Sometimes it’s outward loud drama and you’ll see folks get into a shouting match or something but what’s interesting is it’s often much more subtle and there’s **A LOT** of backstabbing.

Dating someone wealthy will enable you to really unlock some amazing opportunities but you’ll have to learn how to deal with drama out the a*s. You’re also going to be considered an outsider though they’ll be kind to your face. If you’re wondering why so many politicians come from wealthy families and how they’re so good at being 2-faced, it’s because that’s literally how most were raised to act.

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#35

Chinese girl. They don't care about image when not at a formal event. Sometimes, take the bus to come over, sometimes get a driver off wechat to drive their own car over. Saves money in strange situations such as noticing on sale chocolates, excited to use coupons, but also goes eat $100+ hotpot twice a week.

A lot of family drama fighting over property. Family 9 figures.

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#36

If you want things to work out, you have to learn the arts of zen and patience, so you can sit through the humble bragging sessions, the direct bragging sessions, and snobby parties. 🥱

The food is usually good wherever you go, though, so.... ⚖️.

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#37

Lowkey she were kinda out of touch and i had to explain the reality of how fortunate she has it. finding gifts kinda got bad after a while bc even though i’m sure she was fine with anything i always felt that she was expecting more.

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#38

There’s old money, new money, quiet luxury, etc etc … each has a very different profile.

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#39

Oh man story time. So this was over 10 years ago, but I still remember some of the details. I was about 24-25 (m) living in the Bay Area, California. Matched with a woman on Tinder, she was in her early 40s and from China, had only been in the US maybe a year or so. Normally would have been out of my age range, but was feeling a bit lonely and curious, and she was quite attractive, so figured I'd give it a shot. Met at a bar downtown for a drink. She barely spoke any english, just asked me a bunch of questions, and after about 45 minutes said she had to leave. I'm thinking, "Ok, must be the language barrier, and she's not into it, no worries". Later that night get a message from her asking to meet again the next week. She invites me over to her house in the middle of the city. I get there, and this place is massive (for SF anyway). Multiple floors, 4 bedrooms, she lives there by herself too. Tells me she paid for the place in cash (multiple millions of dollars), and she's going back and forth between China/US trying to set up the US side of her business. Turns out she was the founder and president of this massive Chinese company (won't mention the industry, but her company was in the top 10 of it's kind). I looked her up and find all these pictures of her at huge sporting events, conferences, things like that.


Ended up having a casual thing with her for about a year. She was super busy, essentially always working. But also had no concept of money, or what it was like for me having a normal job. I would say something about having to move to a new apartment, and she would be like "Oh just move in here, I have extra rooms" after like 2 months of knowing each other. One time, we were sitting there, and this is a conversation we had (nearly word for word, but I'm paraphrasing her english):

Her: "What are you doing next week?"
Me: "Just working, like normal"
Her: "I'm bored, do you want to go to the Caribbean?"
Me: "What?"
Her: "Yeah like the British Virgin Islands. Just fly down and meet me there, I'll pay for everything"

Or one time she just said she has to go to China the next day for work, do I want to come with her, I can just stay at her place with her. Now I would have loved to say I took her up on these offers, but it was so weird to me at the time that I made excuses or say I couldn't go because of work or whatever. Looking back I still get mad at myself for not just f*****g off from my job and seeing how far this could go. But I wasn't as adventurous at the time as I am now, and the whole thing weirded me out. To me, that was some massive trip that I would have to spend months planning and putting in all this effort to do. But to her, those sorts of things were something you just did because why not.

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#40

It depends if you date a "self-made" who came from normal circumstances or if you date
someone who got born into it. Secondly is cultural shock I suppose. Me as selfmade, my wife too, live a pretty normal life compared to "old money" people.

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