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Taylor Swift didn’t have many friends growing up and made her schoolmates roll their eyes at her confident claim that she would be a “star,” people who knew her as a child recently said. Others highlighted Taylor’s wealth, describing the singer as a “brat.”
75-year-old Lois Hamilton, who lives next to the Swifts’ former holiday home in Stone Harbor, New Jersey, USA, said Taylor was “cute and confident” but that she didn’t have a lot of friends.
She told The Sunday Times in an exposé on the music star’s early years published on Saturday (June 8): “She was more solitary, very happy in her own room.”
When she arrived at Hendersonville High School after moving to Nashville, Tennessee, at the age of 14, Taylor reportedly made a notable entrance.
A former classmate told The Times that the Cruel Summer hitmaker told people she was going to be a star.
Image credits: Kevin Mazur/TAS24/Getty Images
The source said: “We kind of rolled our eyes because, being in Nashville, we hear that a lot.
“It was just such a strong statement for someone of that age.”
Almost immediately after enrolling in the Nashville school, Taylor reportedly started dating an “older boy.”
He was reportedly popular and had a “preppy look with a country flair” — he would fray the corners of his cap and stick a fishing hook through it. 
Image credits: talesoftailz
Within months, however, their relationship had ended, The Times reported.
Many students thought the now-billionaire musician was “a bit of a brat,” from the moneyed side of town and modeling clothes for Abercrombie & Fitch.
At 16, Taylor bought a Lexus SC430 convertible, the car driven by Regina George, the meanest girl in Mean Girls, The Times reported.
The exposé touched on the ultra-popular songstress’ father, Scott Swift, a third-generation banker and former radio salesman who spent $10,000 building his daughter a recording studio in their home.
Image credits: jessicamclane/The Independent
By the age of 15, Taylor had a record deal with a company in which Scott had bought a 3 percent stake.
Moreover, the at-the-time teen music protégé was touring in Cher’s former tour bus, which Scott had bought for her.
At the Swifts’ former home, Pine Ridge Farm, a former Christmas tree farm near Reading, Pennsylvania, a couple who now inhabits the location have been instructed to restrict their communication to a specific publication.
“We’re not supposed to talk to anybody but People magazine,” they told The Times, confirming “Swift’s team” had given the order.
Image credits: Frank Mullen/WireImage
77-year-old Maureen Pemrick, Taylor’s first-grade teacher at private school Wyndcroft in Pottstown, Pennsylvania, told the British news outlet: “She was a little sunbeam who just bounced around.”
Barbara Kolvek, 78, a music teacher at Wyndcroft, recalled the time Taylor was given the part of Freddie Fasttalk in the play The Runaway Snowman, noting: “She didn’t care that she had to play a boy.
“She wanted to do it. And so she did.”
At about nine years old, the Pennsylvania native moved schools to Wyomissing Area Junior/Senior High School in West Reading — teachers say to be closer to theatre rehearsals.
Image credits: talesoftailz
57-year-old Cremer, a tech support guy by day who was introduced to the Swift family by his brother, ran the youth theatre in the area.
He reportedly taught Taylor how to play guitar, telling The Times: “She was sweet and kind and eager.
“She was never a guitar virtuoso, but the idea was to teach her how to project into a microphone and play as if on autopilot — to allow her to perform.”
Taylor’s parents reportedly “made a fuss” over their daughter, who they called “T,” “Tay,” or “Tay-Tay.”
March 18, 2006:
15 years ago today
Playing at Wyndcroft school in her hometown of Reading, Pennsylvania pic.twitter.com/osKZK6VgPD
— Taylor Swift History 🖤 (@OnThisTAY) March 18, 2021
Cremer recalled: “Scott was the cash guy.
“He could sell ice to the Eskimos. Andrea (Taylor’s mother) was the one who kept Taylor on point.
“She had her eye on the prize.”
Later, Cremer was threatened with legal action by Swift’s team — which he says was dropped — for creating a website called ITaughtTaylorSwift.com, The Times reported.
Today, he reportedly claims to have been “written out” of the pop star’s biography.
Image credits: CBS Philadelphia
Two years ago, a woman named Jessica McLane went viral on TikTok for claiming to have been a classmate of Taylor’s and for sharing her negative experience with the songstress.
In the video, which was reshared by The Independent’s YouTube page on October 27, 2022, Jessica recalled Taylor leaving high school in 2006 to be homeschooled following the release of her second single from her self-titled debut album, Teardrops On My Guitar.
“When she first started becoming super successful (…) most people hated her,” the TikToker said.
Teardrops On My Guitar was inspired by Taylor’s Hendersonville High School older boyfriend, The Times reported, which Jessica confirmed caused a lot of resentment.
taylor swift Abigail hendersonville highschool pic.twitter.com/8AfS3pGXK6
— @taylorclipes backup (@taylorclipes2) May 4, 2022
“Keep in mind these are her peers,” the Hendersonville High alumni said. “You know this isn’t like just random people on the internet, she’s literally like what 16-17 leaving high school to pursue a career that people are telling her that she could never have, you know.”
Jessica continued: “Also the guys she was writing these songs about, they were still in school, you know, they were still there and now they have a hit song about them talking about what [kind of] boyfriend they are.”
She further revealed: “There were not a lot of people at [the] high school who had nice things to say about her.”
Taylor’s alleged former schoolmate went on to disclose that in 2009, her senior class was invited by the artist to the Country Music Awards (CMAs) of that year as a way to prove them wrong about her stardom dreams.
Jessica recalled: “That’s really cool but it was very random, like, we didn’t know why Taylor Swift was inviting us to the CMAs.
“As we all know 2009 is the year that she killed the game, Entertainer of the Year, Female Vocalist of the Year, Album of the Year, Music Video of the Year.”
The TikToker went on to highlight Taylor’s 2022 Midnight album release on Kim Kardashian’s birthday, which is when she started “learning about all the other petty things that Taylor has done over the years.”
Last month, Barbara Kolvek, who was Taylor’s teacher from first through fourth grade at Wyndcroft, told CBS News: “She was always writing poetry, always.
“Even in music class, even when she shouldn’t.”
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Writer, BoredPanda staff
I’m a journalist who works for Bored Panda’s News Team. The team, which has been launched on the website fairly recently, produces stories focused on pop culture. Whenever I get the opportunity and the time, I investigate and produce my own exclusive stories, where I get to explore a wider range of topics. Some examples include: “Doberman Tobias the viral medical service dog” and “The lawyer who brought rare uterine cancer that affects 9/11 victims to light”.
Writer, BoredPanda staff
I’m a journalist who works for Bored Panda’s News Team. The team, which has been launched on the website fairly recently, produces stories focused on pop culture. Whenever I get the opportunity and the time, I investigate and produce my own exclusive stories, where I get to explore a wider range of topics. Some examples include: “Doberman Tobias the viral medical service dog” and “The lawyer who brought rare uterine cancer that affects 9/11 victims to light”.
Author, BoredPanda staff
As a visual editor in the News team, I look for the most interesting pictures and comments to make each post interesting and informative through images, so that you aren't reading only blocks of text. I joined Bored Panda not that long ago, but in this short amount of time I have covered a wide range of topics: from true crime to Taylor Swift memes (my search history is very questionable because of that). In my freetime, I enjoy spending time at the gym, gaming, binging Great British Bake Off and adding yet another tattoo artist that I would love to get a tattoo from to my pinterest board.
Author, BoredPanda staff
As a visual editor in the News team, I look for the most interesting pictures and comments to make each post interesting and informative through images, so that you aren't reading only blocks of text. I joined Bored Panda not that long ago, but in this short amount of time I have covered a wide range of topics: from true crime to Taylor Swift memes (my search history is very questionable because of that). In my freetime, I enjoy spending time at the gym, gaming, binging Great British Bake Off and adding yet another tattoo artist that I would love to get a tattoo from to my pinterest board.
There are few individuals in the world who go on to become world famous, you can write a list of musicians, actors, athletes, politicians, etc and they will make up a tiny percentage of the world population. They will exhibit traits that are slightly different to everyone else, they have a drive and a focus that’s all theirs, that’s what gets them into that tiny percentage. They may very well be misunderstood by their peers at school or college, they may stand out and folk don’t like that. That’s why articles like this exist. Personally I don’t like her music but she’s a force for good and you ought to respect her desire to be in control of her own destiny, she’s smashing it right now, fair play to her.
And that tiny percentage are because their parents were from the tiny percentage. I can’t think of a billionaire who didn’t come from a wealthy family. Being “self made” is a myth.
There are plenty of famous entertainers, who had never been wealthy before their break-through: the Jacksons, Dolly Parton, Elvis Presley, Eminem and many others. But they did make it because they had their talents and found their audience. And on the flip side: even if you have lots of money or a famous family, you have to convince people that you’re good or you will fail. So I don’t care about Taylor Swift, and I can’t even name any of her songs. But it’s clear that she needed more than her daddy’s money to succeed…
But it‘s easier if you have money. If you don‘t, you really need to find someone who will publish your music or book or whatever. If you have loney, you can just publish it yourself
Still, people have to want to buy what you publish or you will fail.
@Furienna, every celebrity you mentioned is or was WAY LESS than a billionaire. Please read what I wrote before commenting…
But my point was that being self-made isn’t a myth, it is not only about billionaires.
Oprah, Warren Buffet, Sheldon Anderson, etc. the list goes on…
Paul McCartney?
Elon Musk
Just because your parents supported you doesn’t mean you’re not “self made”
It’s quite amazing how she is actually one of the least important people on the planet and yet everybody is making out like she’s somehow super relevant.
Celebrities are entertaining and her music appeals to a lot of people. It’s not that deep
Like fr. She’s not so important to have more than millions of swifties
Please elaborate about how you sold out stadiums around the planet and donated a million dollars to the homeless in each city. And tell me about the time you gave every single person on your staff $100,000 bonuses. Oh wait, you didn’t do any of that. Guess you’re not very relevant. Do some research before posting your opinion like it’s fact.
She’s given people that work for her either money (the truck drivers with all her gear, she gave $100K each to. She donates to cities she plays in. Give me one singer/actor or celebrity that does that. Bet you can’t.
Her concerts cause movement on the Richter scale – both relevant and quite amazing
I’d venture to say she’s more relevant than you.
I don’t know about that. She has made millions and millions of people happy. She makes millions of dollars for each city she does a concert in. She has spent millions on different charities and getting music programs going in schools that couldn’t afford it. She also keeps many people in jobs. I would say she is a lot more than one of the least important people. I’m not actually a fan at 74 but she truly is a phenomenon. You have to respect her for what she has accomplished. I think she would have made it without daddy’s money but it would have taken a lot longer.
That really depends on what you consider relevant. Humans are an easily bored species and have oftentimes given a lot of importance to those who have the talent to entertain them. For example, most people probably have no clue who the heck the US President was back in 1918. But they know about Charlie Chaplin (one of most famous entertainers from that period). So which one is more relevant? Tricky question. I’d let history decide lol
Americans are obsessed with celebrities. The rest of the world worries about other things.
I’m sure she could not care less.
There are few individuals in the world who go on to become world famous, you can write a list of musicians, actors, athletes, politicians, etc and they will make up a tiny percentage of the world population. They will exhibit traits that are slightly different to everyone else, they have a drive and a focus that’s all theirs, that’s what gets them into that tiny percentage. They may very well be misunderstood by their peers at school or college, they may stand out and folk don’t like that. That’s why articles like this exist. Personally I don’t like her music but she’s a force for good and you ought to respect her desire to be in control of her own destiny, she’s smashing it right now, fair play to her.
And that tiny percentage are because their parents were from the tiny percentage. I can’t think of a billionaire who didn’t come from a wealthy family. Being “self made” is a myth.
There are plenty of famous entertainers, who had never been wealthy before their break-through: the Jacksons, Dolly Parton, Elvis Presley, Eminem and many others. But they did make it because they had their talents and found their audience. And on the flip side: even if you have lots of money or a famous family, you have to convince people that you’re good or you will fail. So I don’t care about Taylor Swift, and I can’t even name any of her songs. But it’s clear that she needed more than her daddy’s money to succeed…
But it‘s easier if you have money. If you don‘t, you really need to find someone who will publish your music or book or whatever. If you have loney, you can just publish it yourself
Still, people have to want to buy what you publish or you will fail.
@Furienna, every celebrity you mentioned is or was WAY LESS than a billionaire. Please read what I wrote before commenting…
But my point was that being self-made isn’t a myth, it is not only about billionaires.
Oprah, Warren Buffet, Sheldon Anderson, etc. the list goes on…
Paul McCartney?
Elon Musk
Just because your parents supported you doesn’t mean you’re not “self made”
It’s quite amazing how she is actually one of the least important people on the planet and yet everybody is making out like she’s somehow super relevant.
Celebrities are entertaining and her music appeals to a lot of people. It’s not that deep
Like fr. She’s not so important to have more than millions of swifties
Please elaborate about how you sold out stadiums around the planet and donated a million dollars to the homeless in each city. And tell me about the time you gave every single person on your staff $100,000 bonuses. Oh wait, you didn’t do any of that. Guess you’re not very relevant. Do some research before posting your opinion like it’s fact.
She’s given people that work for her either money (the truck drivers with all her gear, she gave $100K each to. She donates to cities she plays in. Give me one singer/actor or celebrity that does that. Bet you can’t.
Her concerts cause movement on the Richter scale – both relevant and quite amazing
I’d venture to say she’s more relevant than you.
I don’t know about that. She has made millions and millions of people happy. She makes millions of dollars for each city she does a concert in. She has spent millions on different charities and getting music programs going in schools that couldn’t afford it. She also keeps many people in jobs. I would say she is a lot more than one of the least important people. I’m not actually a fan at 74 but she truly is a phenomenon. You have to respect her for what she has accomplished. I think she would have made it without daddy’s money but it would have taken a lot longer.
That really depends on what you consider relevant. Humans are an easily bored species and have oftentimes given a lot of importance to those who have the talent to entertain them. For example, most people probably have no clue who the heck the US President was back in 1918. But they know about Charlie Chaplin (one of most famous entertainers from that period). So which one is more relevant? Tricky question. I’d let history decide lol
Americans are obsessed with celebrities. The rest of the world worries about other things.
I’m sure she could not care less.
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