Sharing Life Lessons: 50 People Shared What It Feels Like To Have Dated Millionaires

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People Shared What It Feels Like To Have Dated Millionaires

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If you aren’t one of them, stepping into a millionaire’s world is like a fish that gets on dry land. It’s not your world, so you can never know what it feels like. 

Having so much money you can buy whatever you want is such a big dream and flex for the middle-class to average people. They can only watch from afar how the rich and affluent live. 

The truth though is, all is not gold that glitters. They may have a lot of money, but millionaires are humans too. You’d be surprised how very ordinary some of them are.

Since most of us can only imagine what a millionaire’s life is like, let’s get firsthand accounts from those who have dated them.

In this article, we bring you 50 life’s lessons from people who have dated millionaires. 

Table of Contents

Sharing Life Lessons: 50 People Shared What It Feels Like To Have Dated Millionaires

1. Some millionaires don’t want you to know they’re millions 

People Shared What It Feels Like To Have Dated Millionaires

Another word to describe this is modesty. Although you might look at their life, the stuff they can afford, what they buy, their expensive homes on the hill, the cars, and think this represents their personalities.

It isn’t always the case. The material things you consider luxury, is to the millionaire an essential property. That big house is simply a house. 

2. Some millionaires can’t relate with your poverty 

People Shared What It Feels Like To Have Dated Millionaires

Another lesson from someone who’s dated a millionaire is that some of them don’t have a concept of how rich they are.

Especially those millionaires who have only millionaire friends. Their reality is limited to that amount of money. This means your average millionaire can’t process what it is like to be on your level.

In the example shown below, the millionaire ex couldn’t fathom how a human could live on £50 a month. 

3. You might resent some things about millionaires 

People Shared What It Feels Like To Have Dated Millionaires

Once you get close to millionaires and you know just how fabulous their lives are, it’s possible to begin to wish you owned what they have too. 

The feeling of ownership is one of the most intoxicating feelings in the world. It is a feeling of power.

And money is a kind of power. The lack of it is as powerful as having it too. As shown below, upon getting close to millionaires, the lady here begins to resent them.

Though she doesn’t elaborate much, we get the hint. 

4. They don’t feel attachments to material things

People Shared What It Feels Like To Have Dated Millionaires

—and the reason is simple enough—they can afford it, anytime and every time. As shown below, if they lose some belonging, they can always replace it.

It doesn’t matter how expensive the thing is. Most millionaires are so rich they don’t even know how much they have.

As in the case below, they are focused on exigencies—do I need this? Yes? Then I’m getting it.

From the outside looking in, you might conclude that a millionaire’s life is easy. And you’d be right. 

5. If they have it, they flaunt it

People Shared What It Feels Like To Have Dated Millionaires

As stated earlier, having a lot of money is a type of power. In the example below, the rich girl wanted a pie so she called the restaurant and had them make her favorite pie.

It cost $170. Middle-class people will go down to the restaurant to buy what’s available. Millionaires buy the restaurant and have them wait on them.

Meanwhile, it’s totally nothing to the millionaire’s daughter or son. It’s just another meal. 

6. They can lack respect for personal space. 

People Shared What It Feels Like To Have Dated Millionaires

It boils down to money being a form of power. A millionaire can become so used to getting his or her way to the point where he or she feels even your personal space is up for sale too.

And they’d do this unconsciously, not necessarily to offend you. As shown below. These millionaires booked out a 20 lane bowling alley.

While his date considered this wasteful spending, the millionaire thought it was merely necessary for privacy. 

7. No workdays.

People Shared What It Feels Like To Have Dated Millionaires

Here’s another life’s lesson about millionaires: most have no workdays. Podcasters would like to make you believe millionaires have the same schedules as most other humans.

This is far from true. Millionaires have their money work for them. Most of them enjoy what’s called financial freedom.

While many are hopping the bus or train to get to work, millionaires are on some beach rubbing tanning cream all over their bodies.

Do they have time when they work? Yes. They work differently. 

8. They get stuff for free 

People Shared What It Feels Like To Have Dated Millionaires

This is expected since the resources are plentiful—millionaires get stuff for free. There’s some psychology to it. People often give to people like them who already have enough.

It keeps the resources in the circle. The lesson here is, networking with like minds not only for business but also for favors.

Contrary to what many think, millionaires receive favors from each other. It is expected, even. A fellow millionaire doesn’t feel used when another millionaire like the one below expects to share a box that costs $180. 

9. They often pay for future favors

People Shared What It Feels Like To Have Dated Millionaires

The truth is no millionaire ever gets there by himself alone, without greasing the hands of a few people on their way up.

Even in the United States where democracy is more refined than most, judges have their palms greased.

It is not an outright case of bribery but everyone involved knows what follows when a judge receives those kinds of money gifts.

It is usually from one millionaire to the other. As shown below, for a millionaire, it is like stepping over a rock in a driveway when they send millions of dollars as gifts. 

10. They always believe things will work out fine for them. 

People Shared What It Feels Like To Have Dated Millionaires

Millionaires understand the importance of money and the power and influence it allows them to wield. Their mindset about money is quite different from those of poor people.

They understand money, the poor don’t. They are not ashamed to use their money to their advantage if they have to.

While the poor feel restrained in their thought of money, the rich are unabashedly seeking it. They are not afraid to lose things because they can replace it. 

11. Most millionaires don’t know what it is like to be poor. 

People Shared What It Feels Like To Have Dated Millionaires

Most poor people don’t understand what it is like to be rich, to be a millionaire. It’s the same with millionaires too.

They can’t relate with the life challenges of poor people—the public school, using the bus, not vacationing and so on.

So when you see a millionaire stare at you broodingly, it may be out of fascination for your plight, not necessarily out of pity. A side lesson here is about the nature of old money.

The person in this example below believes old money is more potent than new money. And they belong in special clubs that include people like them—other millionaires. 

12. They don’t know how to cut back 

People Shared What It Feels Like To Have Dated Millionaires

For millionaires, cutting back is the same as displaying poverty tendencies. They can’t bear the thought of not being able to have what they are used to, or buy what they want.

To some extent, it is about the optics of being a millionaire. It is a status that must be maintained at all cost. One of the reasons the rich get richer is because they don’t want to become poor. 

13. No concept of saving money—for some millionaires 

People Shared What It Feels Like To Have Dated Millionaires

Millionaires are so used to having a lot of money that at some point, they have no idea how much they have anymore.

All real millionaires have accountants that manage their many portfolios and their many income streams.

Once your money begins to work for you, you’re likely to begin to use money this way too. As shown below, a millionaire boyfriend gave his girlfriend $300 to pick up basics for dinner. 

14. Money becomes a factor sooner or later. 

People Shared What It Feels Like To Have Dated Millionaires

 

And whoever says money doesn’t become a factor in a relationship with a millionaire hasn’t been with one.

If the factor doesn’t come up with the millionaire, it will be with their family, relatives, colleagues or friends. 

The truth is, the way millionaires think, their world view is vastly different from non millionaires. As an average person, there is stuff you can’t afford, ever.

A millionaire can afford those things, too easily, to the point that your inability irritates them. One day your millionaire’s mother advises her, ‘why don’t you date your own kind.’ 

15. Their kids…

In the example below, the person involved isn’t a millionaire but his father is. The experience of the ex shows that sometimes, millionaires are blessed with kids who don’t understand the value of money.

They are usually lavish and disrespectful of others. All they’ve learned from their rich parents is how to use others, because this is how they think money is made.

They can be generous too, but not because they like you but because it makes them feel good to see you grovel. 

16. Daddy and mummy issues

People Shared What It Feels Like To Have Dated Millionaires

This person below didn’t elaborate but what they said is true about how not even wealth can erase trauma. Can rich kids experience trauma? Of course.

Parents may be millionaires, along with a terrible childhood, which causes aggression that is transferred on their own children.

Poor kids look at rich kids and hope that when they become rich too, they’d better be able to deal with their trauma. This is why some say money can’t buy happiness. 

17. They can take being a millionaire for granted

People Shared What It Feels Like To Have Dated Millionaires

Being a millionaire for so long makes them relax in the thought that they’ll always be rich. Very often, they stay rich across generations, passing on this confidence in their wealth.

What a poor person gawks at, the millionaire considers as a normal way of life.

In the example below, the dude is awed by the stuff his girlfriend’s family has but those ones don’t even feel special at all. 

18. They think non millionaires are dumb

People Shared What It Feels Like To Have Dated Millionaires

—and why not? Dumb people hardly become millionaires by sheer luck. And this is the thought process of the millionaire in the example here.

He was surprised to find that his girlfriend was smart about stuff that he couldn’t even contribute to in a conversation.

Some millionaires date women they think are low intelligent people because they’re easy to 

impress. And talking about impressing someone—some millionaires can only impress you with their money, nothing else. 

19. Money is their only pleasure

People Shared What It Feels Like To Have Dated Millionaires

The life lesson here is: be consumed by your passion. Millionaires are this way. It is essential for them to stay rich. What the person below said about millionaires is true.

They’d often continue to talk about money making opportunities even in the most awkward circumstances or situations. Nothing gives them pleasure than making money. 

20. You’re really poor—LOL. 

People Shared What It Feels Like To Have Dated Millionaires

This is most definitely a life lesson. First you have to admit that you’re poor or broke. This is identifying the problem so you can come up with a working solution.

Also, you need to know what millionaires do to make money. Also know their processes. The person in the screenshot is smart because after dating a millionaire he or she quickly came to terms with his situation.

This person’s association with millionaires paid off in a way. 

21. Generational wealth

People Shared What It Feels Like To Have Dated Millionaires

This is definitely an important lesson to learn from a millionaire—generational wealth. According to this man below, the billionaire Arab father fixed his kids into a wealth that’s taken generations to build.

Each of the kids starts their own businesses and investments.

Another lesson is, you may never benefit from the wealth you’re trying to build now. But if done right, your generation to come will continue the custom. 

22. Rich or poor, you can suck

People Shared What It Feels Like To Have Dated Millionaires

The life lesson this person learned from dating a rich person was, they suck too. Many have this same experience with millionaires who turn out to be stingy.

However, being stingy has nothing to do with being rich. Stinginess is simply a personality flaw.

In fact, this personality may have contributed to the success of this millionaire, in some cases. Also, do not expect a millionaire to give you money just because he or she has it. 

23. They have serious personality flaws too

People Shared What It Feels Like To Have Dated Millionaires

Millionaires are humans too. They have their own quirks. Many low income people know this. Some don’t.

Awestruck by the riches, some people think too highly of millionaires. When they hear unsavory stuff about the rich and affluent, they become disillusioned.

Some even give up on the dream of becoming millionaires thinking the money would turn them into despicable people too.

Millionaires are just like you and me. They can sometimes be conceited, and yes, wealth can heighten these terrible attitudes.

24. Value your privacy 

People Shared What It Feels Like To Have Dated Millionaires

The really rich have no social media accounts. And the ones who do rarely post about their private life, or their riches.

This is a personal preference, yes, but it comes with great benefits. Posting about your private life constantly is a sign of deep loneliness—something is missing.

You only need to check out the lifestyle of the popular billionaires and millionaires you know. Take Mark Zuckerberg who’s a billionaire. He wears dark color shirts and denim pants mostly. He wears no jewelry.

You might argue that his shirts aren’t colorful but quite expensive. The point is, he’s not very noticeable based on his wealth.

When you think about some of these wealthy folks, you think about what they’ve achieved, not what they own materially.

Elon Musk has Twitter and SpaceX, Zuckerberg owns Facebook, but Floyd Mayweather owns a 3 million dollar watch. 

25. Proper investing is important 

People Shared What It Feels Like To Have Dated Millionaires

From this post, you can tell that there’s proper investing and improper investing. It doesn’t take long to know the difference once you begin your journey towards your first million dollars. 

You’d meet with bogus and flat out stupid investments.

If you have a millionaire mentor in your corner they can make a real difference in your financial success. Also, investing is the way out of poverty in case you’re wondering. 

26. Quality over quantity 

People Shared What It Feels Like To Have Dated Millionaires

Quality is very important to the rich—millionaires. The cost is a secondary consideration most times.

They want the best employees, the same way as they prefer the best food. As the post below shows, a peep in a millionaire’s refrigerator is all you need to tell that his taste is very high.

The life lesson here is, a quality mindset helps in all areas of life. From the books you read, the shows you watch, places you go, and the people you associate with.

A millionaire who has lived this way for all his life may find a poor person’s taste awful. 

27. Build wealth to help your children 

A life lesson for those who aren’t millionaires yet is, build wealth. In some cultures, parents educate their kids so the kids can take care of them in the future.

Things don’t always go as planned. Some parents retire poor and die wretched. This happens when the kids who are their ‘retirement plan’ don’t start making money early enough.

This troubling way of raising kids can be turned around if parents build wealth early. They are able to start their kids up in business too once they finish college. 

28. The secret to wealth

People Shared What It Feels Like To Have Dated Millionaires

This is a very enlightening post about how the rich think about making money. The rich believe if you work smart, are intelligent, you’ll succeed. And they believe it.

They say it on podcasts all the time. In reality those are not the only things you need to succeed.

You need a strong network of supportive people who can help you with coaching and finance. The rich know this for a fact.

They don’t say it because they think it’s a given that you have such a network, it’s normal for them. It’s needless to say, that is. 

29. Buy expensive carpets 

People Shared What It Feels Like To Have Dated Millionaires

Life lesson no. 29: buy expensive carpets. What’s the lesson here? Invest in the aesthetics of your home. There’s nothing wrong with that.

As simple as a carpet might appear, it is an important element of your living room. Millionaires spend money this way.

They buy expensive furniture, carpet, etc. Having great taste is something we must all aspire to. You owe yourself this. 

30. Learn the value of money 

People Shared What It Feels Like To Have Dated Millionaires

Although that is not expressly what this post is saying, a life lesson here is learning the value of money is essential to become financially stable or independent.

In the example below, the rich girl worked 10 hours a week to earn $300 what regular folks earn for 15 to 20 hours of weekly work. The girl’s rich dad made her work so she can learn the value of money.

This is one way to teach children, rich or poor, how to value money. It helps them see that each dollar in existence has the stains of someone’s sweat and blood, figuratively.

When such children become adults, they’re better able to manage money. 

31. Trust will be a huge issue

People Shared What It Feels Like To Have Dated Millionaires

There’s a lot of truth in the post below. Once you become a millionaire, people will jostle to join your circle.

Everyone wants to be friends with you. Friends will want to be closer than ever. You will lose friends too.

Overall, trust will be a big issue for you. What usually happens is, you’d prefer to be friends with other millionaires because they’re the ones you can trust who aren’t after your money.

They have theirs. This is why some rich people shun the association of poor or average people. You’d have to choose what sort of person you want to be. 

32. Your core values matter 

People Shared What It Feels Like To Have Dated Millionaires

The life lesson you can learn from the post below is, you can be a millionaire and be despicable. Despite wealth, some manage to be nice to people and generous.

As you work your way to becoming a millionaire yourself, you need to examine your attitude, your core values as a person. Wealth often amplifies what’s already in us. 

33. It can be stressful too

People Shared What It Feels Like To Have Dated Millionaires

Elon once said in an interview that people think his life is easy, but it’s not. The reality is, most wealthy people have difficult lives too.

As humongous as their wealth, so are their life’s issues. To each his own kind of thing. In the post below, two brothers who are worth many millions quarrel over $40.

Why? Was it really about the 40 bucks or their relationship is just strained? You’ll quickly find that there are things money can’t buy, like a really sound health, peace of mind, a happy marriage, great friendship. 

34. Overall, money makes life easier

People Shared What It Feels Like To Have Dated Millionaires

On the flip side, money has its own place in our lives. It is not everything, but Kanye West once said, ‘not having it is.’

This truth is captured well in the post below. From a firsthand experience the person here has seen how the quality of life is better for the billionaire.

Rich people can afford and access better health care, better homes and neighborhoods, and can afford better, healthier food. There’s a lot money can help you accomplish that will enhance your overall existence. 

35. Time freedom

People Shared What It Feels Like To Have Dated Millionaires

Being in control of your time is one huge flex for millionaires. Beyond this, if you’re looking to date a millionaire, here is your life lesson: if the person is into it, be ready for trips and vacations.

This is potentially your life with him or her. Millionaires have a lifestyle. You might have to level up. If you aren’t a millionaire yourself, it might be difficult to match up in ideology, and finance. 

36. Some dating advice

People Shared What It Feels Like To Have Dated Millionaires

Dating advice here for those looking to date millionaires: if you don’t have it like a millionaire, it might be difficult for you.

If he or she goes 50/50 with you, this might limit how much you’re able to do together.

Especially if he’s concerned about being taken advantage of by you. You’ll try to level up but there’s only so much you can do.

Like the example below shows, he’ll probably sacrifice some pleasures just because there’s no way you can split the bill on those things.

For example, if you both go on vacation and stay in an expensive hotel. 

37. You can’t just go out and get it.

People Shared What It Feels Like To Have Dated Millionaires

There’s a life lesson here. Millionaires don’t know it all. The presence of wealth isn’t a real indication that a person is smarter than you.

Although it takes some sense to become wealthy, consistency at a high income skill is even more effective.

Besides this, what this example here teaches is, some millionaires are ignorant of the nature of poverty, or being poor.

It is true that some people are poor because they’ve made many stupid financial decisions. Quite a majority of people are poor because they inherited generations of poverty inducing attitudes and behavioral patterns.

The spectrum of it is wide. Certain rich people think if they could do it, you should. Many who feel this way were born into wealth, or have the means handed to them by their parents.

They think everyone has this kind of parent too. 

38. Dating them can be stressful if you’re poor

People Shared What It Feels Like To Have Dated Millionaires

 

The dating pool for poor people doesn’t contain many millionaires.

The occasional ones who drop into this dating pool find themselves floundering with the relationship because they have demands a poor person can’t meet.

If you find yourself in a case like the one below, you will suffer the grief of not being able to do much for your rich girlfriend.

If she’s the type who believes her boyfriend must spend on her at all cost—even when it’s clear she’s richer—you’ll not be able to keep up. She’ll likely dump you before you do. 

39. Time is more valuable than money

People Shared What It Feels Like To Have Dated Millionaires

The person below learned from dating a millionaire that time is more valuable than money.

There’s a sense in which this is true. Rich people would often and usually pay someone else to do something that they consider mundane and a waste of their time.

They do this so they can focus on what they consider important.

This is why they have a whole staff working at their homes doing things that regular people do for themselves—chefs, maids, cleaners, gardeners, chauffeur, even in house plumbers, etc. 

40. Social classes exist

People Shared What It Feels Like To Have Dated Millionaires

The truth of this issue is clear: ignore social class at your own risk.

This means if you’re going to date a millionaire or wealthy person, be ready for the possibility that you’d be looked down upon by his or her people.

You’ll stand out, not as the richest of them, but as the poorest, which itself is an eyesore for your date and their family.

It is as the person here says, ‘certain levels of wealth will only accommodate certain levels of wealth.

Even among the wealthy, there is class too. There’s old money which looks upon new money with disdain for their loudness. Before you date a millionaire, weigh your options properly. 

41. The rich and the poor are worlds apart 

People Shared What It Feels Like To Have Dated Millionaires

An important life lesson to remember is that the rich and poor are worlds apart in many ways. Their ideology about life differs, so do their goals.

Wealthy people have jarringly different life experiences. For example, while a poor person is worried about the consequences of a flat tire, the wealthy are worried about a stock crash.

The two live in two different worlds. Do flat tires happen to the wealthy? Yes, but rarely. When it happens, it doesn’t have dire consequences.

The wealthy man may never even know about the flat tire incident until much later when it shows up on his account report. Different realities, different approaches to living.

A poor person would be shocked to hear there are people living on this planet with him who don’t worry about making it from month to month. 

42. You need to aspire too

People Shared What It Feels Like To Have Dated Millionaires

This lesson may well be for you too. If you’ve dated a millionaire, or a wealthy person, you may begin to aspire to riches.

There’s nothing wrong with wanting to better your lot. Everyone needs the push. Some poor people resent rich people.

This is counterproductive if you want to be rich yourself. You can’t hate what you aspire to and succeed. The fellow in the example below learned that he wanted to be rich too.

His reason is after tasting what the millionaire fed on regularly, he didn’t want to go back to his former life indefinitely. Success must first occur in the mind, then we begin to work to build it. 

43. Money doesn’t equal happiness 

People Shared What It Feels Like To Have Dated Millionaires

Life lesson: money doesn’t equal happiness. The equivalence is pretty much clear here. Money and happiness isn’t like studying and passing exams.

The two go together quite well many times. But they’re not a product of each other. The presence of money doesn’t make you less miserable if you, say, are very sick with cancer and the doctors have given you two months to live.

At that point you can take an inventory of your wealth and feel like it’s all a useless pursuit.

The things that bring misery to people are sometimes deep inside them, or purely existential issues like failed relationships, fake friends and so on.

No amount of money can buy true loyalty. Somewhere in the comments to this post, we have other opinions: being rich and miserable is better than being poor and miserable.

This is because you can afford to do something about your misery if you’re wealthy. “You may not be able to shit if you’re poor.” 

44. They’re humans too

People Shared What It Feels Like To Have Dated Millionaires

The life lesson here is, the rich are human too and can be as messed up as poor people, despite the money.

This fellow below told about how he noticed substance abuse, parental neglect, abuse of children, insecurity, shame, and self loathing among the rich and wealthy. 

If you notice a wealthy person’s attitude is off, they may be a victim of any of these issues. A closer relationship with the wealthy can reveal so much helplessness. 

45. Still—human 

People Shared What It Feels Like To Have Dated Millionaires

The fellow in the example below had a clearly terrible experience from dating a millionaire. They complained about the arrogance of the wealthy, which is something we all have a consensus on.

Even wealthy people complain about the arrogance of other wealthy people. He mentioned they can be self absorbed, self righteous, and especially narcissistic.

Many of these bad attitudes could develop if they become rich too. It comes down to what happens to a person’s personality if they have enough resources to get everything they want.

The life lesson here is that, we are all susceptible to all of these attitudes and this should not make you loathe wealthy people. 

46. Obsession with the value of things

People Shared What It Feels Like To Have Dated Millionaires

This fellow here noticed an obsession with the value of things rather than the value of people when he or she dated a millionaire.

The lesson here is to learn to develop a proper perspective on what’s valuable. Money is valuable, so are things.

If one is not careful, they might begin to value things more than people. For example, the rich are obsessed with how much things cost. The higher the cost, the better for their wealthy ego.

However, it is difficult to place a price on how much a person is worth so we would usually not do it. People are discarded for this inability to price them. 

47. Dating may not lead to marriage 

People Shared What It Feels Like To Have Dated Millionaires

If you date a millionaire, bear in mind that this may not lead to marriage for many reasons. One of the most important reasons is your partner’s family.

They may not think you’re good enough for their child, as shown in the example below. The wealthy don’t know how to pretend not to like you.

This is because they usually don’t have to if you’re poor. Their wealth places them above you—at least this is how they perceive the situation.

The rich is bold to say disparaging stuff about you, and around you, if you’re poor. 

48. You gotta have money to make money—

People Shared What It Feels Like To Have Dated Millionaires

—because nothing comes from nothing. The lesson here is, you need a measure of monetary investments to grow your finances to the point where you become a millionaire.

Does this mean that a poor person is doomed to remain in poverty? Not so. The lesson states the bare truth that you have to pay something forward.

If you’re going to start a business even from your bedroom, you’d need to pay for the internet, for a laptop or for an LLC. You need money for all these.

There are free tools, free online courses that teach business and finance. But they can only take you far.

This truth is simple, yet powerful. It can help you value what amount of money you have and invest it wisely. 

49. Self-made wealthy is better(?)

People Shared What It Feels Like To Have Dated Millionaires

The fellow here shares an opinion: self made wealthy is better in the dating scene. His reason is, they remember what it was to be poor. They accord you respect as a human.

They also appreciate the little things which we can’t say for other types of wealthy people.

The truth here is, self made millionaires can either become vindictive of their success or become passionate about helping others too. They’re the ones who usually become philanthropists. 

50. You’ll be labelled a gold digger 

People Shared What It Feels Like To Have Dated Millionaires

Finally, if after reading this lessons you’ve decided to date a millionaire, be warned: you might be labelled a gold digger. It’s a risk you have to take.

First though, consider why you want to date a millionaire. You can’t hide your motives for too long. They’ll know. Also, the millionaire may not want you for a long term relationship too if he or she knows you’re poor. 

Final Thoughts 

Millionaires are people too. And people are complicated. It’s impossible to say everything here covers the base when it comes to lessons learned from dating millionaires.

Although some of the lessons people learned have been conveyed somewhat harshly, this is no reason to hate millionaires or wealthy people. 

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