Britney Spears and Sean Preston Federline at the Los Angeles premiere of ‘Smurfs 2’ in 2013. ; Sean Preston Federline.Photo:Britney Spears Instagram

Britney Spears and Sean Preston Federline at the Los Angeles premiere of ‘Smurfs 2’ in 2013. ; Sean Preston Federline.

Britney Spears Instagram

ForBritney Spears, becoming a mom to sonSean Preston Federline, 18, will always be her “dream come true.”

Spears welcomed Sean Prestonwith her then-husbandKevin Federlineon Sept. 14, 2005, and his little brother Jayden James Federline joined the family almost exactly a year later on Sept. 12, 2006. While Spears admitted to PEOPLE in 2017 that “the balance between work and my personal lifecan be a challenge,” she still made sure to put her son “first, always.”

Spearsfiled for divorcefrom Federline in November 2006, but they worked hard to co-parent as peacefully as possible, sharing varying levels of custody through the years. “I always do my best to plan my schedule around my family whenever possible,” she told PEOPLE in 2017.

Nowadays, the boys spend most of their time with their dad, but stay in touch with Spears. “I have to ask their permission to post them [on Instagram] because they are extremely independent little men,” she shared in abirthday postto her sons in 2021.

Federline also supportsSpears and Sean Preston remaining close. “The best thing would be for their mom to be healthy and happy,” Federline’s lawyer told PEOPLE in 2021 amid Spears’ conservatorship case. “[Kevin] certainly respects Britney and only hopes the best for her … The kids love their mother and he wants there to be a healthy and strong relationship.”

For her part, Spears says “starting a family was[her] dream come true,” and she was willing to do anything to stay close with her sons, including staying in a conservatorship for 13 years.

“My freedom in exchange for naps with my children — it was a trade I was willing to make,” she wrote in her memoirThe Woman in Me. “And so I went along with it.”

Here’s everything to know about Britney Spears and Kevin Federline’s older son, Sean Preston Federline.

Sean Preston was born in September 2005

Britney Spears and baby Sean Preston Federline.

Jamie McCarthy/WireImage

Spears and Federline welcomed their first child, son Sean Preston, on Sept. 14, 2005, at Santa Monica UCLA Medical Center. Spears’ momLynn Spearsand sisterJamie Lynn Spearswere there to support the popstar as she planned for a scheduled C-Section, but ended up going into labor a day before.

“We are ecstatic to announce the birth of our son!” the former couple said in a statement to PEOPLE at the time. “Everyone is happy, healthy and doing wonderful. Thank you all for your love and well wishes!” Sean Preston was 6 lbs. 11 oz., and the pair brought him home to their newly renovated estate in Malibu, CA.

In 2021, Spears opened up about being a“very young” mom. “I had my babies very young … at all the pools we went to on tours, all the babies flocked to me because I always brought the most toys,” she shared onInstagram.

He has 5 brothers and sisters

crownv_16/Instagram

Kevin Federline’s wife Victoria Federline with kids and grandma

Sean Preston is one ofsix children on his father’s side, and he was born in the middle of the pack. Federline has two kids — daughter Kori Madison and son Kaleb Michae — with his ex-fiancée Shar Jackson. He then welcomed Sean Preston and his brother Jayden with Spears before becoming a dad to two daughters, Jordan Kay and Peyton Marie, whom he shares with his wife,Victoria Prince.

“You fall into your routine and it’s really easy now,” he said of his blended family on Bravo’sPersonal Spacein June 2017. “It wasn’t always easy, but it’s a lot easier now.” Despite feeling like he’s “trying to control a basketball team,” Federline is proud that his kids are all “great” and all “get along” with each other.

He accompanied his mom to red carpets at a young age

Britney Spears poses with Maddie Briann Aldridge, Sean Preston Federline, and Jayden James Federline in the press room at the 2015 Teen Choice Awards.Steve Granitz/WireImage

Britney Spears poses with Maddie Briann Aldridge, Sean Preston Federline, and Jayden James Federline in the press room at the 2015 Teen Choice Awards.

Steve Granitz/WireImage

Considering his mom was already one of the biggest stars in the world when he was born, Sean Preston was in the spotlight at an early age, and attended his fair share of major celebrity events.

In 2013, Sean Preston joined his mom attheSmurfs 2premiere, and in 2015, he walked the red carpet at the Teen Choice Awards alongside his brother Jayden and cousinMaddie.

A few years later, Sean Preston even joined Spears on her Piece of Me Tour in 2018. “They’re such sweethearts,” she told PEOPLE of the boys. “I love them to death. It’s the greatest gift being a mother.”

He was “very expressive” as a child

Britney Spears with son Sean Preston Federline during a game against the San Diego Padres at Dodger Stadium on April 17, 2013 in Los Angeles, California.Jon SooHoo/LA Dodgers/Getty

Britney Spears with son Sean Preston Federline during a game against the San Diego Padres at Dodger Stadium on April 17, 2013 in Los Angeles, California

Jon SooHoo/LA Dodgers/Getty

Spears loved watching her boys grow into “little men” and develop their personalities.

“Preston is very opinionated, very expressive, and if he doesn’t like something, he’s going to tell you,” she told PEOPLE of her older son in 2015. “But he has a huge heart, he’s a good kid, and he has manners. It’s been enlightening for me to see him growing and changing.”

When Sean Preston was little, Federline told PEOPLE that he had a “sensitive” personality. “His feelings get hurt real easily,” he said. “He is the one that is always under my wing; he doesn’t want to go anywhere without Daddy.”

Sean Preston has lots of hobbies and interests

Britney Spears with her kids, Sean Preston and Jayden James Federline.Britney Spears Instagram

Britney Spears with her kids, Sean Preston and Jayden James Federline.

Sean Preston has had a lot of passions in his young life, from DJing to dreaming of becoming “a race-car driver,” as his dad told PEOPLE. One thing is for sure — he loves staying active.

He’s even more passionate about skateboarding. “After school sometimes they’ll go to gymnastics, which they love,” the “Gimme More” singer told PEOPLE in 2015. “Or I take them to the skate park. They’re obsessed. We have a half-pipe at the house.”

That same year, she posted a photo throwing up peace signs with the boys holding skateboards, captioningthe snap, “Just your typical proud skate mom.”

He loves music like his parents

Britney Spears, Sean Preston and Jayden James Federline pose for a selfie.Britney Spears/Instagram

Britney Spears Sweetest Pics with Her Sons

Britney Spears/Instagram

While Federline showed his son a few tricks, he’d rather see him “figure it out on his own.” “He’s got a good ear, he really does. It will be interesting to see where he’s at in a couple of years.”

However, the “Circus” singer wasn’t always thrilled at the idea of her kids joining the music industry, telling PEOPLE she would “try to steer them away" — unless they really had a passion for it.

“It’s about what that little person wants for their life, you know?” she said.

Sean Preston has had ups and downs with his mom

Britney Spears with her kids, Sean Preston and Jayden James Federline in 2021.Britney Spears Instagram

Britney Spears with her kids, Sean Preston and Jayden James Federline in 2021.

In August 2022, Federline toldDaily Mailthat his sons hadn’t seen Spears in “a few months” and “have decided they arenot seeing her right now” after Spears posted photos of them online. “It’s tough. I can’t imagine how it feels to be a teenager having to go to high school,” he said of the situation.

Jayden echoed his dad’s sentiments in his own interview, saying Sean Preston “asked my mother not to post his photos, and she did it anyway. Soit didn’t go well."

“My love for my children has no boundaries and it deeply saddens me to know his outcry of saying I wasn’t up to his expectations of a mother,” she added in an earlier post. “Maybe one day we can meet face to face and talk about this openly!”

He did not attend Spears’ wedding to Sam Asghari

britney spears/instagram

britney spears

In June 2022, Spears marriedher now-ex Sam Asghariat her California home. While Sean Preston and Jaydendid not attend the nuptials, they wished their mom well. “They’re happy for their mom and they are hopeful that Sam and Britney are starting a great future together,” Mark Vincent Kaplan, Federline’s longtime attorney, told PEOPLE ahead of the event. “It’s their night and they didn’t want to take away from them.”

Jayden further elaboratedon their absence to theDaily Mailin September 2022. “At the time it just wasn’t a good time to go,” he said. “I’m not saying that I’m not happy for her. I’m really happy for them, but she didn’t invite the whole family, and then if it was just going to be me and Sean Preston, I just don’t see how that situation would have ended on good terms.”

He also has a complicated relationship with his grandfather, Jamie Spears

Federline sought a protection order from the courts in 2019 afterJamie Spearsallegedlygot into a physical altercationwith Sean Preston when he was 13 years old and his mom was still under her conservatorship.

Though Sean Preston discontinued contact with his grandfather, his dad would be open tothem reconciling. “I would absolutely welcome Jamie Spears back in the boys' lives,” he toldDaily Mailin 2022. “Especially if that’s what the boys wanted. I don’t have any hard feelings towards Jamie Spears. People make mistakes. I feel bad for him. I feel like he’s been put through the wringer.”

For his part, Jamie “misses” his grandson “really, really bad.” “We were very, very close,” he toldDaily Mail. “It’s been a tough three years without them. The family’s a mess. All we can do is keep praying.”

Sean Preston currently lives in Hawaii with his dad

Sean Preston Federline.Britney Spears Instagram

Sean Preston Federline.

In 2023, Federline and his wife made the decision to move to Hawaii with their family to pursue professional opportunities. Federlinereached out directly to Spears for permission, and the singer “consented” to her children’s relocation.

“It’s an opportunity for Kevin and his wife, and the boys are ready to get away from the L.A. microscope,” Kaplan told PEOPLE.

“Britney has always faithfully supported her children and wants them to be happy,” a source told PEOPLE at the time.

The move was set to happen in the summer after Sean Preston graduated from high school. A few weeks after Spears agreed to Federline’s request, sheshared a sweet throwback photoof her older son on Instagram.

“My first love!!!” she captioned the post.

source: people.com