She’s So Lucky? How Britney Spears’ Family Molded Her Career

At one point, Pop Princess Britney Spears was the most beloved celebrity on the planet. But as we all know, fame has a dark side. Today, the pop icon has no control over her life and is forced instead to answer to her father, Jamie. But while she needs her father’s permission for every financial decision she makes, there’s one thing that he allows her to do—and that’s work.

Source: Twitter, @britneyspears / Instagram, @britneyspears / Instagram, @jamielynnspears / Instagram / Photo by Broadimage, Shutterstock / Source: Instagram, @jamielynnspears / Instagram, @britneyspears / Photo by Rob Latour, Shutterstock

As Britney’s conservatorship and her multiple breakdowns dominate the headlines, we’re taking a look at what led her to this point. From her parents’ questionable actions and her siblings’ fame (or lack of), to what really happened before that 2007 VMA performance and the bad people who have seemed to have leeched off of her, this is the full Britney Spears story.

Humble Beginnings

These days, Britney may not care much what we think of her, but it was all she cared about when she was younger. It started when her mother, Lynne, encouraged Britney to enter the beauty pageant circuit when she was just a little girl. Lynne was the daughter of a strict Baptist milkman and a British war bride who had big dreams of escaping the small-town life.

Britney and Lynne Spears posing together on the red carpet
Britney and Lynne Spears. Photo by Paul Skipper / Shutterstock

Lynne was raised in Kentwood, Louisiana, along with Britney’s dad, Jamie—a young guy who popped wheelies on his motorcycle and divorced his first wife just two weeks before he married Lynne. Like the other 2,200 people in Kentwood, Britney’s parents had a hard time making ends meet.

Product of Very Bad Genes

Other than a mineral water bottling plant, very few businesses were opening their doors. Lynne worked as a second-grade teacher at the nearby elementary school, while Jamie worked as a contractor. With most of his projects a few hours away in Memphis, Jamie only came home on the weekends.

Jamie and Britney Spears posing backstage at an event
Jamie and Britney Spears. Source: Instagram

“Jamie is clean now, but when Britney was growing up, he was a horrible addict,” one of Jamie’s former managers told Rolling Stone Magazine in 2008. “She is the product of some very, very bad genetics.” As a way of relieving some of the pressure in her marriage, Lynne became fixated on her talented daughter. When Britney was just three years old, she was already enrolled in the choir and gymnastics and dance lessons.

Investing in Britney

By six, Britney had already won Miss Talent Central States, and at eight years old, Lynne drove her daughter eight hours to Atlanta to audition for The Mickey Mouse Club. Lynne knew that her daughter was too young for the show, so she passed her off as nine.

Britney Spears on 01.02.1999 in München / Munich
Photo by Fryderyk Gabowicz/picture alliance via Getty Images

While Britney didn’t make the cut (this time), she did catch the casting director’s eye, who recommended that Lynne get her daughter a talent agent in New York. As Jamie’s construction company began to falter, the couple decided to invest in their daughter. If Britney could make it as a star, the family would be saved from financial ruin. So, they sent her to Manhattan.

Her First Break

Over the next couple of years, Britney and Lynne split their time between Kentwood and New York as Britney was booked for job after job. She acted in commercials, landed the lead in a Broadway play, and performed on Star Search in 1992. Then, in 1993, at 12 years old, Britney’s dream (or rather her mother’s) finally came true.

The cast of the Mickey Mouse Club / Ryan Gosling and Britney spears posing on the floor sitting back-to-back
Photos by Disney / Kobal / Shutterstock

She was cast on The Mickey Mouse Club alongside future stars Ryan Gosling, Justin Timberlake, and Christina Aguilera. Tony Lucca, who was 17 at the time, says that Britney impressed everyone with her dance moves. He says that the older kids “would always ask Britney how the [dance] combinations went because she was really great at committing them to memory.”

The Next Big Thing

After thriving as a Disney star, Britney began to apply her skills to a nearly identical demographic. Thanks to Generation Y, the teen music scene was exploding thanks to the Spice Girls and the Backstreet Boys.

Nick Carter and Britney Spears posing at an event April 1999
Nick Carter and Britney Spears April 1999. Source: Shutterstock

Britney was quickly picked up by Larry Rudolph, a manager who was in the process of forming ‘NSync with Johnny Wright, the manager of the Backstreet Boys and New Kids on the Block. Rudolph and Wright sent Britney to Sweden to record with Swedish pop master Max Martin, who had just written her future smash hit, Baby One More Time.

Still a Normal Girl

After returning home from Sweden, Britney headed back to her Christian day school in Mississippi. When Britney was at school, her life was normal. She had basketball practice and a boyfriend, Reg Jones. However, Jones didn’t fit Rudolph’s marketing plan for his new teen pop star.

Britney Spears on the red carpet
Britney Spears September 1999. Photo by Davila / Mediapunch / Shutterstock

At the beginning of 1999, Britney came out with her music video for Baby One More Time. Although she was on her way to becoming a full-blown star, Britney was humble. She washed her own dishes, did her own laundry, and called her assistants “ma’am.” But life on the road was tough.

A Girlie Girl Goofball

“We would wake up Britney at 6 a.m., and she’d work on a video for three or four days straight for twenty hours a day,” her driver Abe Sarkisyan told Rolling Stone Magazine. “She was a kind, generous sweetheart with a big heart and no poor habits.”

Britney Spears listening to Mick Jagger during an interview
Photo by Matt Baron / BEI / Shutterstock

Back then, Britney was a girlie girl goofball who burped a lot and liked practical jokes. In almost all aspects, she was sheltered and naïve. Although she covered Satisfaction in 2000, when she ran into Mick Jagger in an elevator, she had no idea who he was.

Jamie Was a Mess

Lynne had a minor role in her daughter’s management at the beginning of Britney’s career. But she soon disappeared from Britney’s side as she began to lay the groundwork for her second daughter’s career in Hollywood, Jamie Lynn.

Lynne and Jamie Lynn Spears posing on the red carpet / Lynne and Britney Spears posing on the red carpet
Photo by Stewart Cook, Shutterstock / Chris Weeks, BEI, Shutterstock

Britney’s father was out of the picture completely. “It was upsetting for Britney to be around her dad,” a source told reporters in 2008. “He came backstage one night, and he was wasted. She was devastated.” Britney told friends that Jamie was emotionally abusive and that she didn’t want anything to do with him.

The Spears’ Golden Goose

Britney’s first two albums, Baby One More Time and Oops!… I Did It Again, sold more than 39 million records, making her one of Jive Record’s best-selling acts. Some people in the singer’s camp argued that she was way too young to be pushed this hard. Britney was only a teenager.

Britney Spears photographed in front of a blue background at a young age / Britney Spears holding three MTV Europe Awards in 1999
Photo by Malluk, Mediapunch, Shutterstock / Globe Photos, Mediapunch, Shutterstock

They wanted her to go back to Kentwood to reconnect with her childhood friends. “There were meetings where people would fight about giving Britney a break, but in the end, the machine always won,” an anonymous friend shared. “Britney wanted it too, but she wasn’t aware of the price tag.”

First of Many Red Flags

The people who advocated for a break were pushed aside. This was the first red flag. The second was when things began changing backstage. Although she had a squeaky-clean image, Britney became involved with the wrong crowd, and her management did nothing to stop it.

Britney Spears being guided by her bodyguard Big Rob backstage
Britney Spears and her bodyguard Big Rob. Photo by Matt Baron / BEI / Shutterstock

“There were all these slick businessmen for Britney who let seedy people come around, offering her drinks and drugs, and she thought it was fun,” the friend continued. “If Britney wanted to party to blow off stress, that’s what her team wanted her to do.”

Britney’s First Love

The pop star’s savior was her former Mickey Mouse Club castmate, Justin Timberlake. Career driven, the ‘NSync member had his head on straight. “He became the great force in her life, but it started a pattern,” the singer’s friend says.

Britney and Justin on the red carpet in 2001
Photo by Globe Photos / Mediapunch / Shutterstock

“She began to look for guys to help her get away from the people who control her.” When the two began dating in 1999, Britney was one of the biggest stars in the world. Timberlake, on the other hand, was just a member of a boyband. While this power imbalance may have bothered other couples, it wasn’t a problem for them.

No Control Over Her Life

But once again, Britney had to follow her manager’s strict rules. At first, their relationship had to be kept under wraps. When tabloids finally did find out, Britney and Timberlake were instructed to tell everyone that they planned on staying abstinent until marriage—which was simply not the case.

Justin Timberlake and Britney Spears on the red-carpet holding hands in 2002
Photo by Globe Photos / Mediapunch / Shutterstock

The singer’s management, who were all middle-aged men, were hell-bent on keeping her image as innocent as possible. Britney, however, wanted to be taken more seriously. In her mind, mature women wore promiscuous outfits. Not wanting to scare off her fanbase, her managers prohibited it.

I’m a Slave 4 U

With the release of her third album, Not a Girl, Not Yet a Woman, Britney was told that she could change, but just a little. However, the pop star was ready to leave her innocent image behind. This time, the singer had backup.

Britney Spears performing with backup dancers grabbing her from behind the curtain
Source: Shutterstock

Her main creative collaborator, Wade Robson, also thought it was time for Britney to blossom into a woman. Britney introduced this new version of herself by draping a yellow snake around her shoulders as she performed I’m a Slave 4 U, at the VMAs in 2001 (just to put into perspective, the 2001 VMAs premiered just five days before 9/11).

Taking It Too Far

Soon, her sexual awakening began to get the best of her. Britney allegedly began sleeping with Robson, who also happened to be Timberlake’s close friend. Both Robson and Britney have denied the affair, but according to Rolling Stone Magazine, it’s a different story.

Britney Spears holding a billboard music award on the red carpet / Wade Robson posing on the red carpet at a release party for Britney Spears
Photo by Moviestore, Shutterstock / Erik Pendzich, Shutterstock

Timberlake found a love letter in Britney’s room in February 2002. It coincidently happened on the same day the couple was set to perform on Saturday Night Live together. Britney and Timberlake sat backstage together, miserable, as Britney apologized profusely. Timberlake, however, refused to accept her apologies.

The End of an Era

The couple officially called it quits in March 2002. Their breakup was a terrible shock, especially as it was followed by Jamie and Lynne’s divorce just two months later. But even though her personal life had just been turned upside down, her management didn’t seem to care.

Justin Timberlake looking curiously at Britney Spears while she gives an interview on the red carpet in 2002
Photo by Bonomo / Mediapunch / Shutterstock

“No one took the time to say to Britney, ‘Let’s take some time off here, let’s get you some counseling,’” an ex-assistant manager said in 2008. “They expected her to have the drive, to dust it off.” The pop star realized that her career was no longer making her happy—she needed a man.

Love in the Wrong Places

Almost immediately after their breakup, Britney began looking for love in nightclubs with inappropriate bachelors like Colin Farrell and at the studio with Fred Durst—who later boasted about their affair on The Howard Stern Show. Without a strong sense of identity, Britney began dating anyone that came her way.

Britney Spears and Madonna posing together / Britney and Madonna greeting each other backstage before the VMAs
Source: Pinterest / Twitter

After the singer’s kiss with Madonna at the 2003 VMAs, she reportedly began to think that the two were soulmates. “Maybe she was my husband in another life,” Britney told reporters after the performance. The two became friends, and according to the pop star’s ex-manager, Britney began to feel more confident.

That Infamous Vegas Trip

After seeing that Madonna answered to no one, Britney began to think that she could do the same. “But Madonna doesn’t need to be told what to do. Britney does,” the pop star ex-manager said in 2008. A few months later, Britney flew back to Kentwood for the holidays.

Britney Spears at an event in 2002 / Jason Alexander on the red carpet in 2006
Photo by Araldo Di Crollalanza, Shutterstock / Jim Smeal, BEI, Shutterstock

She stayed at a small house on her parents’ property with a couple of old friends—including her childhood crush, Jason Alexander. After getting into a fight with her mom one morning, 22-year-old Britney packed her bags and headed to Vegas on a private plane with her friends for a trip that was heard around the world.

The 55 Hour Marriage

According to Alexander, the group did every drug imaginable. Then, on January 3, 2004, at 3:30 in the morning, Britney and Alexander took a lime green limousine to the Little White Wedding Chapel and tied the knot. A few hours later, the couple called their parents to share the news.

Jason Alexander and Britney Spears posing together in a living room
Jason Alexander and Britney Spears. Source: Twitter

Lynne was furious, to say the least. She flew out to Vegas, separated the couple, and hired lawyers to annul the marriage. But the news of Britney’s nuptials had already spread like wildfire. Her wedding pictures were plastered on the cover of every tabloid.

No Going Back

Unfortunately, Alexander buckled under the pressure of national fame and eventually dropped out of college. Britney was furious about the entire situation. But even though she continued to wear her wedding ring in defiance, her mother put her foot down, or at least she tried to.

Britney Spears at the Grammy Awards in 2000
Photo by Luongo / Shutterstock

Lynne forbade Britney to attend the Grammy Awards by keeping her in Kentwood and making her go to church instead. Within a few months, however, Britney hit the road to promote her new album, In the Zone. By the time she filmed the video for Everytime, she was already down the rabbit hole, and there was no going back.

Cue Kevin Federline

Britney found her “soulmate” a few weeks later. His name was Kevin Federline: a 25-year-old cornrowed dancer who just had a kid with his baby mama Shar Jackson. Nicknamed “Meat Pole,” Federline was pretty prominent in the L.A. nightlife scene.

Britney Spears on Kevin Federline’s back on the beach
Photo by MB Pictures / Shutterstock

Coincidently enough, the dancer had previously worked with Timberlake. Britney became infatuated with him, but many say it was for all the wrong reasons. “Part of it was that she wanted to pimp Justin’s dude, get his spot and throw it in Justin’s face,” an anonymous friend told Rolling Stone in 2008.

A Whirlwind Romance

Soon after meeting Federline at a club one night, Britney invited him on tour. The two got matching tattoos (of dice on their wrists, no less) and videotaped each other nonstop. With little else on her mind except for her new boyfriend,

Britney Spears and Kevin Federline toasting on their wedding day
Source: YouTube

Britney was somewhat relieved when her knee gave out in the middle of the tour since the doctors prescribed four months of rest. A week later, Britney proposed to Federline, who said no, pretended to be horrified, and then proposed to her a few minutes later. He sure sounds like a keeper.

The Beginning of the End

While the nuptials were originally planned as a large October wedding in Santa Barbara, the couple were forced to drastically change their plans after the paparazzi found out the wedding date and location. The couple’s wedding planner Alyson Fox was then left with less than ten days to organize a new wedding.

Britney Spears and Kevin Federline posing under an archway of pink, red, and green flowers /
Source: Twitter

The paparazzi was ruthless. Not trusting other venues to keep Britney and Federline’s wedding a secret, Fox held it at her own home. So, after three months of dating, the couple officially tied the knot on September 18, 2004. In many people’s eyes, this date also marked the beginning of her downfall.

A Family of Four

Two weeks after their September wedding, Britney decided to fire her manager Rudolph and her mother, Lynne. “Kevin convinced Britney that he was going to get the users out of her life,” a friend of the couple told Rolling Stone Magazine. “They were going to run her business together.”

Britney Spears with her sons Sean Preston and Jayden on the baseball field in 2013
Photo by Broadimage / Shutterstock

Instead of focusing on music, the couple decided to turn their life into a business. They sold their wedding photos to People Magazine for a whopping $1 million, and Britney began a blog, which charged a $25 membership fee. The two began having kids almost immediately. Sean Preston was born a year after they married, and Jayden two years later.

Fully Embracing Her Roots

With close to zero interest in her recording career (the singer recorded three songs in three years) and a new family, Britney began to fully embrace her white-trash roots. She walked into gas station bathrooms barefoot and dumped dirty ashtrays from hotel windows.

Britney Spears noticing someone in the distance with an ashtray just emptied over her balcony
Britney Spears noticing paparazzi photographing her emptying her ashtray over the balcony. Photo by MB Pictures / Shutterstock

She also wore t-shirts that read “I’m a Virgin, but This Is an Old Shirt” and was photographed not strapping her kids into their car seats. Federline didn’t seem to mind. He was too busy living it up with his newfound money. He was often seen driving around Hollywood in his $250,000 Ferrari with tacky, monogrammed rims.

Further Down the Rabbit Hole

When Federline wasn’t out trying to get the paparazzi’s attention, he was getting stoned in the recording studio while making his rap album. Federline seemed to act more like a boy than the man that Britney needed in a relationship.

Kevin Federline at a New Year’s party surrounded by girls
Kevin Federline at a New Year’s party December 2006. Photo by Sara Jaye / Shutterstock

“He was a boy to her, turning his back on her for his bros and that fame.” Soon, all her old insecurities, like fear of abandonment and loneliness, began to creep up on the pop star. Her unstable relationship, post-partum depression, and a loss of purpose took their toll, and Britney began on an even further downward spiral.

Rehiring Her Former Manager

Fortunately for Britney, she finally realized that Meat Pole wasn’t the one. After two years of marriage, she asked for a divorce via text message. She rehired her former manager, Larry Rudolph, who took her ice skating in Manhattan for a photo op, in hopes of rebuilding the pop star’s image.

Larry Rudolph explaining something to Britney while she sits behind a table to sign autographs
Britney Spears and Larry Rudolph. Photo by Matt Baron / BEI / Shutterstock

Unfortunately, Britney was too far down the rabbit hole. She didn’t want to be a little girl again. Night after night, the singer was photographed hitting the clubs and vomiting in public with her new gal pal, Paris Hilton.

Rebelling Against Everyone

Rudolph squashed the friendship, and while it may have been the best thing to do at that moment, it made it very clear to Britney that she had no say in her life. It was clear to everyone that Britney had to go to rehab, but she could no longer handle being told what to do.

Britney Spears and Paris Hilton out at a party
Britney Spears and Paris Hilton at a party in December 2007. Photo by Picture Perfect / Shutterstock

One day after arriving at Eric Clapton’s Crossroads in Antigua, she stormed out and flew coach to L.A. to see her boys. Her management sadly abused their role in running her life, but now that she needed to listen to them the most, Britney rebelled.

The Edge of Destruction

Britney arrived at Federline’s L.A. mansion to see her babies, but he refused to let her in. Her ex-husband had joined forces with Lynne and Rudolph. All three agreed that she couldn’t see her kids unless she went to rehab. Furious and dealing with her own demons, Britney drove to a random hair salon and asked hairdresser Esther Tognozz to shave her head.

Britney Spears posing bald / Britney Spears shaving her head at the hair salon, with the top half of her hair gone
Source: Twitter / Pinterest

The hairdresser refused, but when her back was turned, Britney grabbed the clippers and began shaving her own head. Although Britney had two bodyguards who were supposed to protect her from the paparazzi, they did nothing as more than 70 photographers took her picture.

No One Cared About Britney

Britney then drove to a tattoo parlor where she asked for two tattoos: a pair of a woman’s lips and a cross. “[There was] an insane roaring sound outside,” tattoo artist Emily Wynne-Hughes told interviewers in 2019. “I wasn’t sure what was happening if there was a riot outside, and then the flashes came.”

Britney Spears with her assistant and bodyguard posing in the driveway / Britney Spears photographed from behind shaving her head in front of a mirror
Britney’s assistant Alli Sims, her bodyguard Tony Barretto, and Britney Spears. Source: Shutterstock / Twitter

Wynne-Hughes also said that her bodyguards didn’t seem to care about how Britney was feeling and what she was going through. “I’ve felt this insane sense of anxiety and energy that felt so negative,” Wynne-Hughes continued. “It just seemed like everybody was waiting for the crash to happen.”

Ghosts of Boyfriends Past

Following her very public meltdown, Britney cut out every person in her life who believed she needed help: her parents, her ex-husband, Rudolph, and even her childhood friends. She refused to admit that she had a problem, and she wasn’t surrounded by people who genuinely cared about her.

Britney Spears being followed by paparazzi in a parking lot
Photo by MB Pictures / Shutterstock

She signed a new contract with The Firm and began working out a few times a week, which was an improvement, but not enough. Then came her disastrous performance at the 2007 MTV Video Music Awards. On the day of the show, Britney arrived early to rehearse and saw Timberlake up on stage.

Not Ready to See Him

Her face suddenly fell, and the anxiety kicked in. What was Timberlake going to think of her performance? What were her peers and her fans, who so wanted a comeback, going to think? She bolted to her dressing room backstage was pacing back and forth when Timberlake came to the door, according to Rolling Stone Magazine.

Britney Spears with her hair extensions on the red carpet
Photo by Peter Booker / Shutterstock

But Britney wasn’t ready to face her ex-boyfriend. She thought that maybe after getting her hair put in, she would feel more confident. It had been seven months since she shaved her head, and her real hair was less than half a foot long.

Another Nervous Breakdown

There was a blonde wig waiting for her by wig master Ken Pavés. But in the middle of a nervous breakdown, Britney couldn’t bring herself to sit still for hours while the Pavés glued the wig to her headpiece by piece. She refused to let Pavés touch her head, which offended the wigmaker.

Britney Spears posing on the red carpet in 2007
Photo by Matt Baron / BEI / Shutterstock

He stormed off, and by the time Britney’s management calmed her down, there was only an hour until her performance, which wasn’t enough time. Someone grabbed Nelly Furtado’s stylist, who immediately began gluing in some straight blonde strands of hair.

The Opposite of a Comeback

Then, it came time to get dressed. She put on a corset dress over her sparkly black bikini, but then she immediately took it off. According to Rolling Stone Magazine, Britney refused to wear the dress. She wanted to go on stage as natural as she could be.

Britney Spears performing at the 2007 MTV VMA’s / Ken Paves on the red carpet in 2008
Source: Twitter / Photo by Matt Baron, BEI, Shutterstock

For Britney, this meant just a bikini. She wanted her fans to love and accept her for who she was. Unfortunately, Britney was ridiculed for her performance. The sad thing is, looking back years later, fans and critics either didn’t know or didn’t care that she was struggling.

Her New “Life Coach”

In the wake of her performance, Britney again refused to answer any phone calls, including those from her management at The Firm. They eventually stepped down as her management, which was right around the time she met her “life coach,” Osamah Lutfi, also known as Sam.

Britney in the back seat of a Range Rover with “Sam” Osamah Lutfi in the passenger’s seat with paparazzi lined up beside her car
Photo by Picture Perfect / Shutterstock

After meeting at a party for the first time in 2007, Lutfi called Britney’s assistant, Kalie Machado. Lutfi claimed that he had some insight dirt on Federline and arranged to meet Machado at a Starbucks. According to Machado, Lutfi claimed that he worked as Federline’s private investigator.

Leave Britney Alone!

Lutfi also claimed that Federline had tapped Britney’s phone and that police had a search warrant to search her home for drugs. It’s important that Federline denied having any connection to Lutfi, who previously had two temporary restraining orders against him for harassment.

Kevin Federline on the red carpet in 2018
Photo by Kcr / Shutterstock

For some reason or another, Britney befriended Lutfi, who slowly began taking over her life. He answered all her phone calls, controlled her finances, and, according to Britney’s parents, he began drugging her to be more in control. So, what made Britney’s parents finally step in and file a restraining order against Lutfi?

Keeping Her Under Control

According to the petition, there was an incident in January 2008 that concerned Britney’s parents. In January 2008, Lynne, her friend, and Jamie went to visit Britney at her home. However, Lutfi would only let Lynne, her friend, and paparazzi inside the home—Jamie was told to wait outside.

Lynne and Jamie Lynn spears at a film premiere in 2006
Jamie Lynn and Lynne Spears. Photo by Matt Baron / BEI / Shutterstock

Not only did Lynne find bottles of prescription pills, but she also allegedly saw Lutfi grind up pills and put them in Britney’s food. She wrote that Lutfi admitted to disabling Britney’s cars, throwing away her phone chargers, disconnecting the home phones, and hiding her dog.

A Celebrity Leech

“She looks for him all over the house crying, and then Sam brings out the dog from the hiding place and acts like her savior,” Lynne wrote in 2008. She also said that Lutfi claimed to have control over everyone in Britney’s life. “I control Howard Grossman, Britney’s business manager.”

Britney Spears posing with her puppy in 2013
Photo by Broadimage / Shutterstock

“I control her attorneys and the security guards at the gate. They don’t listen to Britney, they listen to me.” That’s when Jamie and Lynne decided to not only file a permanent restraining order against Lutfi but to apply for a conservatorship—a legal guardianship enacted for those who are unable to make their own decisions.

The Conservatorship

Jamie petitioned for an emergency, temporary conservatorship in 2008 after his daughter was put in a 5150 hold twice for a mental health evaluation. It was granted, meaning that Jamie was given complete control of her estate, health, and negotiating business deals.

Jamie and Lynne Spears after the Lufti vs. Spears court case in 2012
Jamie and Lynne Spears at the courthouse for the Lufti v Spears court case. Source: Shutterstock

He also decides whom she marries and if she can have kids. However, twelve years later, this conservatorship is still intact today despite the fact that Britney has recorded several albums and even did a Las Vegas residency. While Britney works and cannot make her own decisions, her father takes home a six-figure income.

“Everyone in Vegas Heard Stories”

The Free Britney movement was formed by her fans with the hopes of freeing Britney from her conservatorship. It has gained a lot of media attention in recent years, with people who are around the singer speaking out.

Cher on the red carpet in 2010 / Britney Spears posing on the red carpet with a man helping her adjust the three awards she is holding
Photo by Amanda Schwab, Starpix, Shutterstock / Jim Smeal, BEI, Shutterstock

Hollywood icon, Cher, has even tweeted that Britney works hard and is a “golden goose” for those around her. “Does anyone making money off her being sick want her (to get) well?” the singer Tweeted to her millions of followers. “Everyone in Vegas heard stories.” However, not everyone believes that the conservatorship is a bad thing.

Bryan Spear’s Rare Interview

Besides her manager and her father’s lawyer, who believe that “the conservatorship is not a jail,” Britney’s older brother, Bryan, has also spoken out in favor. In a rare interview, the TV producer says that the conservatorship has been great for the family.

Lynne, Jamie Lynn, Bryan, and Jamie Spears posing together at Jamie Lynn’s birthday party in 2004
Lynne, Jamie Lynn, Bryan, and Jamie Spears. Photo by Bei / Shutterstock

He also adds that their father has done the best he could, given the situation. “One person might be on stage and doing this, but it’s a sacrifice from everybody,” Bryan said of Jamie in July 2020. “Everyone is putting in, to some degree, a little bit to keep everything going.”

Free Britney!

Bryan, whose wife Graciella manages his youngest sister Jamie Lynn, also said that Britney talks of the conservatorship constantly. “Whether someone’s coming in peace to help or coming in with an attitude, having someone constantly tell you to do something has got to be frustrating,” he continued.

Britney and Bryan Spears waving to paparazzi from her balcony
Photo by MB Pictures / Shutterstock

“She’s wanted to get out of it for quite some time.” As of September 2020, the Spears family is in an all-out war with one another. Britney has been trying to make changes to her conservatorship by filing requests to have her father removed and has engaged with the #FreeBritney movement on Instagram.

Wants to See Her Boys

It turns out that Lynne thinks that her daughter is ready to take control of her personal life and finances; however, Jamie disagrees. As of the end of 2020, the conservatorship is set to expire in February 2021. Britney is desperate for it to be over.

Jamie Lynn, Britney, and Bryan with five of their children posing on the couch
Jamie Lynn, Britney, and Bryan with their children. Source: Instagram

It’s especially hard on the singer since her two boys are living with her ex-husband, his wife, and their kids 70 percent of the time. “She needs to see the boys much more than she currently is,” a source told Business Insider. Federline, however, still wants 14-year-old Jayden and 15-year-old Sean to have a meaningful relationship with their mother.

Is That a Baby Bump?

Britney left fans wondering if her third child is on the way after a post in April 2022. She posted a photo of a pink tea set and matching flowers with a lengthy caption about her vacation to Maui.

Source: Instagram/@britneyspears

“I lost so much weight to go on my Maui trip only to gain it back 🤷🏼‍♀️🤷🏼‍♀️🤷🏼‍♀️ … I thought ‘Geez … what happened to my stomach ???’ My husband said ‘No you’re food pregnant silly 🤪 !!!’ So I got a pregnancy test,” Spears wrote, “and uhhhhh well … I am having a baby 👶🏼 …”

But fans are confused. Is it a baby or did she just eat too much?

Jamie Lynn Spears

Besides her mother, it seems that Britney has another person in her corner: her little sister Jamie Lynn. The youngest of the Spears children is known for her role as Zoey Brooks on the Nickelodeon sitcom Zoey 101. But a few months after Britney’s breakdown in 2007, Jamie Lynn also found herself in the midst of media scrutiny.

Jamie Lynn Spears on the red carpet in 2007
Photo by Jim Smeal / BEI / Shutterstock

At 16 years old, Jamie Lynn announced that she was pregnant with her then-boyfriend’s child. Given her age and her show on Nickelodeon, Jamie was accused of “glamorizing” teenage pregnancy, while fans were disappointed with her on-screen “good girl” act and her real-life pregnancy.

Keeping the Fame-Train Going

Right before Jamie Lynn found out she was pregnant, she was sent by her manager to audition for a role in Twilight. Her contract with Zoey 101 had just ended, and they were keen on keeping the fame-train going. However, the actress wasn’t interested in the role for a few reasons.

Alexa Nikolas, Jamie Lynn Spears, and Kristin Herrera posing in front of a red background
Source: / Copyright: Nickelodeon

“They had to force me. Force me,” Jamie Lynn told Nylon magazine in 2020. “I remember just thinking like, ‘Y’all are insane. I’m not playing a vampire. That is so stupid. Why would I do that?’” Not only did she not connect with the material, but she was also nauseous and unknowingly pregnant.

Staying Out of the Spotlight

After announcing her pregnancy, Jamie and her then-boyfriend/fiancé, Casey Aldridge, moved to Mississippi and bought a house. After the birth of their daughter, Maddie, the couple separated, and Jamie Lynn took a five-year break from the spotlight to focus on being a mom.

Jamie Lynn Spears with Casey Aldridge on the red carpet in 2007 / Jamie Lynn and James Watson on the red carpet in 2014
Jammie Lynn with Casey Aldridge (left) and Jamie Lynn with James Watson (right). Photo by Alex Berliner, BEI, Shutterstock / Broadimage, Shutterstock

A few months after breaking up with Aldridge (for the second time), Jamie Lynn finally found her happy ever after. She met and fell in love with businessman Jamie Watson. The two wed in 2014 in New Orleans, with Britney serving as one of her bridesmaids.

Separating Herself from Britney

Despite her sister’s fame, Jamie Lynn says that she was never jealous. “I always looked at her with pride, and she was my biggest cheerleader guiding me in an honest way,” she told The Guardian in 2020. Jamie was approached by music producers multiple times to become a pop star; however, she wasn’t ready to become a singer.

Jamie Lynn Spears performing in 2014
Photo by Amy Harris / Shutterstock

“I think I was a little naïve to what I maybe was turning down,” she told Nylon in 2020. “That probably was a good thing.” Jamie Lynn was more focused on becoming an actress, and maybe subconsciously, separating herself from her sister’s fame.

Having a Hard Time

While Jamie Lynn cannot speak about her sister’s conservatorship for legal reasons, she can say that the entire situation has been very difficult. “It makes me really sad because I love my family. All I can do is look for the good, not the bad,” the youngest Spears sibling continued.

Jamie Lynn and Britney Spears at an event
Source: Pinterest

“You can’t open that can of worms publicly. I don’t think it’s fair to anyone.” Jamie Lynn is now the trustee of her older sister’s fortune, but as for the conservatorship, her dad is still in charge. Despite everything that’s happened with her family, Jamie Lynn is focused on making a slow comeback.

Making Her Comeback

She is currently working on a Zoey 101 reboot and is preparing to start filming the second season of Netflix’s Sweet Magnolias. Although it took a while, Jamie Lynn is finally ready to open herself back up to the media spotlight.

Jamie Lynn Spears and Chris Klein in the tv show Sweet Magnolias
Photo by Eliza Morse / Netflix / Kobal / Shutterstock

“I was always able to kind of have that bird’s eye view of the bigger picture [of fame],” the actress continued. “[Britney] was open with me about it. She taught me to protect myself. And I think that I learned how to be strong, but also keep it honest, and it was 100% helpful in every single way.”

Framing Britney Spears

In February 2021, Britney made headlines again. This time it was for the shocking documentary, Framing Britney Spears (which can be found on Hulu). The documentary shines a light on everything that’s been going on with Britney’s conservatorship, as well as the Free Britney movement.

Britney Spears and boyfriend Justin Timberlake
Britney Spears and boyfriend Justin Timberlake arrive at the premiere of her movie “Crossroads” at the Mann Chinese Theatre in Hollywood, Ca., Feb. 11, 2002. Photo by Kevin Winter/Getty Images

It also exposed how her ex-boyfriend, Justin Timberlake, benefited from the couple’s breakup, while Britney was the laughingstock. Let’s just say that Timberlake received quite the backlash from fans all over the world, which led to an apology on the singer’s part. “The industry is flawed,” Timberlake began his post on Instagram.

Justin’s Instagram Apology

“It sets men, especially white men, up for success. As a man in a privileged position, I have to be vocal about this,” the Cry Me a River singer continued. “I specifically want to apologize to Britney Spears and Janet Jackson both individually because I care for and respect these women, and I know I have failed.”

Justin Timberlake and Britney Spears
Justin Timberlake and Britney Spears during The 44th Annual GRAMMY Awards – Clive Davis Pre-GRAMMY Party at Beverly Hills Hotel in Beverly Hills, California, United States. Photo by L. Cohen/WireImage

While Timberlake can never take back what he did to Britney or Janet (remember that 2004 Superbowl Halftime show that ruined her career?), the singer is now older and wiser. Hopefully, this entire situation will force the music industry to make some changes.

The Latest Ruling

February was a big month for Britney. Not only was Framing Britney released, but the court handed down the latest ruling on her conservatorship case. It may seem like a huge victory for Britney, but in reality, nothing about her situation actually changed.

Banners at the Britney Spears #FreeBritney Protest
LOS ANGELES, CALIFORNIA – SEPTEMBER 16: Banners at the Britney Spears #FreeBritney Protest outside Los Angeles Courthouse at Stanley Mosk Courthouse on September 16, 2020 in Los Angeles, California. Photo by Frazer Harrison/Getty Images

Long story short, this latest hearing was because Jamie Spears had a few minor objections to the wording of an agreement between him and the Bessemer Trust. He says that the agreement went too far in reducing his control over Britney’s estate. However, the judge ruled against Jamie.

Cut Him Off

According to the judge, both the Bessemer Trust and Jamie have equal power over his daughter’s finances. While this is still a small victory for Britney, since Jamie is forced to work with the bank, Jamie still remains largely in charge of her life.

Supporters of the singer Britney Spears
Supporters of the singer Britney Spears attend the #FreeBritney Rally on December 16, 2020 in Orlando, Florida. Photo by Gerardo Mora/Getty Images

The singer’s lawyer, Samuel Ingham III, has made it very clear that he will continue to fight for Britney and his plan is to cut Jamie out of the conservatorship entirely. “It’s no secret that my client does not want her father as co-conservator,” Ingham said in court.

Britney Finally Broke Her Silence

For the first time in years, Britney Spears finally spoke up about her troublesome situation. “I just want my life back,” she said as she begged the court to end her conservatorship. In a span of 23 minutes, Britney talked about being drugged and forced to perform and sing against her will.

Britney Spears attends a premiere.
Photo by Axelle/Bauer-Griffin/FilmMagic/Getty Images

She told the judge she was completely traumatized and has spent the last decade crying every single day. She said she wants to marry her current boyfriend and have more children but isn’t allowed to due to the oppressing conservatorship.

“I’m so proud of her for using her voice,” Britney’s sister, Jamie Lynn posted on Instagram.

The Judge Denied Her Request

Sadly, the judge shot down Britney’s request to have her dad removed from her conservatorship. “The conservator’s request to suspend James P. Spears immediately upon the appointment of Bessemer Trust Company of California as sole conservator of estate is denied without prejudice,” the documents read.

Britney Spears attends the 2016 MTV Video Music Awards.
Photo by Anthony Harvey/Getty Images

The statement sent Britney’s fans over the edge. Many are still flocking to protests, holding up banners, and spreading the word on social media: “Free Britney!” Hopefully, in the years to come, the iconic singer will be able to make decisions of her own. We’re crossing our fingers.

“Best Day Ever”

As of November 2021, Britney is officially free. After 14 years, the 39-year-old’s conservatorship has been terminated. Judge Brenda Penny dissolved the legal arrangement, granting Britney’s earlier request for it to end without having to undergo additional mental evaluations.

Britney and her fiancé Sam Asghari rock matching “Free Britney” t-shirt.
Source: Twitter

“The conservatorship of the person and estate of Britney Jean Spears is no longer required,” the judge declared. Britney then shared a video to her #FreeBritney supporters. “I love my fans so much it’s crazy. I think I’m gonna cry the rest of the day !!!! Best day ever…”

Another Child Star Who Identifies With Britney

Former child star Mara Wilson wrote an essay expressing solidarity with Britney, speaking about how she was “sexualized” by the public and media growing up. The Mrs. Doubtfire and Matilda actress revealed that she had been “photoshopped into child pornography” before she was even 12 years old.

Photo by Jon Kopaloff, FilmMagic, Getty Images / Ron Galella, Ltd., Getty Images

Her opinion piece came after the airing of the Framing Britney Spears documentary. “Many moments of Spears’s life were familiar to me,” Wilson wrote. “We both had dolls made of us, had close friends and boyfriends sharing our secrets and had grown men commenting on our bodies.”

Now in her mid-30s, Wilson says she and Spears are being written into a “narrative” about the “dark paths” child stars are taken on. “Our culture builds these girls up just to destroy them,” she wrote. Wilson walked out of the limelight when she became a teenager and is now a voice artist and author.

Photo by Amy Sussman/Getty Images

While she’s never actually met Spears, Wilson empathizes with the pop star as a former child star herself, calling the conservatorship “terrible.”