Britney Spears’ Sons Sean Preston and Jayden With Kevin Federline Are All Grown Up: Photos!

Their Ages

The “Baby One More Time” singer’s oldest child is named Sean, but he goes by Preston. He was born on September 14, 2005, in Santa Monica, California. Crazy enough, the teen is about the same age his mom was when she skyrocketed to fame in the late ‘90s.

Just like his big bro, Jayden is also a Virgo and was born on September 12, 2006, in Los Angeles.

Custody Agreement

The Grammy winner’s downward spiral in 2007 resulted in a temporary loss of custody of Sean Preston and Jayden. The “Womanizer” singer was then put under the conservatorship of her father, Jamie Spears, the following year. 
In 2019, Britney was granted 30 percent custody of her boys, whereas Kevin was given 70 percent. It was reported by multiple outlets during the same year that the “Gimme More” singer was fighting for 50/50 custody. 
Mark Vincent Kaplan, the Los Angeles-based divorce lawyer who represents Kevin, briefly talked about the arrangement. 
“The conservatorship being in place was one of the conditions of the custody early on, and so far, that adds a layer of structure that hasn’t been changed in quite a while, which is consistent in the best interest of the kids,” the attorney said following the 2019 70/30 custody ruling. He noted nothing in the conservatorship “has caused an issue on custodial arrangements.”
On June 23, 2021, the pop star broke her silence about her conservatorship amid the #FreeBritney movement and told the judge via Zoom that she wants her “life back” as well as more freedom to make her own decisions.
Two months later, Jamie agreed to step down as conservator of her estate after 13 years “when the time is right,” according to a filing he submitted. In September, Jamie was suspended from his duties and Britney’s conservatorship was finally terminated by a judge on November 12, 2021.

All Grown Up!

The boys made a rare social media appearance in October 2021. The two teens, who have mostly stayed out of the public eye despite their parent’s celebrity status, posed for sweet photos that were shared via Instagram.

The CEO of Movision Entertainment, Eddie Morales, posted a collage of snapshots that showed Sean and Jayden in good spirits. In both images, the siblings were sandwiched between Eddie, as they flashed wide smiles. Sean and Jayden even twinned in matching black jackets with white T-shirts.

An Update

After her sons’ birthdays in September 2021, Britney gave an update on her teenage kids. “Unfortunately, they are growing up and want to do their own things …. I have to ask their permission to post them because they are extremely independent little men!!!” the songstress wrote via Instagram. “Anyway, we had a small party and the coolest ice cream cakes!!! It makes me crazy because they are so tall, and geez, they are still growing!!!”

She also gushed over her boys being “so handsome” as they’re growing up. “My kids are very private, which I love, but I will tell you they are both extremely talented,” she continued. “I’m so incredibly blessed to have these two little men in my life!!! And if they’re reading this, which I’m pretty sure they’re not, I love you two little devils so much.”

Where Did the Time Go?

“It’s so crazy how time flies … My boys are so big now!!!!” Britney captioned this photo with her sons in March 2021. “I know … I know … it’s very hard for any mama, especially a mama with boys, seeing them grow up so fast.”

Proud Mom

“I’m extremely lucky because my two babies are such gentleman and so kind that I must have done something right!!!!” her caption continued. “I haven’t posted pictures of them for some time cause they’re at the age where they want to express their own identities, and I totally get it.” 

Close Brothers

"Right before the boys went to their play last week #tbt," the proud mom captioned this shot of her sons chilling on the staircase.

Too Cute

"No homework! Best day ever!" the performer said of her smiley boys.

All Together

“Church with the family!” Britney wrote next to this photo, which included her dad Jamie, who used to serve as her conservator.

Adorable

“The @honest bubble bath had us like …” the Louisiana native wrote next to these polaroids of her kids getting creative with suds.

All Smiles

"Before Sky Zone!" Brit wrote before the trio headed to the trampoline park, followed by…

Wiped Out

“After Sky Zone lol,” the “Toxic” singer wrote of her sleepy boys.

Stylish Like Mom

"My son looks so handsome with his new haircut," the Grammy winner wrote of oldest son Sean Preston, who rocked some boy band hair.

Sporty Boys

"The boys with @kennybritt18! Vote for him for Pro Bowl!!" Brit said of the Los Angeles Rams wide receiver.

Cool Kid

“My son and his friend Cole’s project for school!” the singer wrote of Sean Preston’s lego creation.

A Day Out With Mom

All the blonde beauty needed in the caption of this photo was the utensils emoji — but we'd gladly take a few fries as well!

Their Relationship Today

The “Piece of Me” artist shares rare glimpses into her life as a mom with occasional Instagram photos and videos with her sons. They seem to be close, despite the ongoing drama surrounding their family.
Britney hinted she may want to have more children one day during her June 23, 2021, conservatorship hearing. “I have an IUD in my body right now that won’t let me have a baby and my conservators won’t let me go to the doctor to take it out,” the Grammy winner said. In September of that year, Britney announced she was engaged to boyfriend Sam Asghari. The two later wed in June 2022. However, Britney’s sons did not attend the ceremony.

“Although the boys will not be in attendance, Kevin and the boys are happy for Britney and wish her and Sam all the best going forward,” Kevin’s attorney told TMZ at the time.
It was revealed in August 2023 that Britney’s sons had not seen her in months, with KFed claiming that her risqué social media posts were to blame.
“As we all know, raising teenage boys is never easy for anyone … I gave them everything. Only one word: hurtful. I’ll say it,” Britney wrote via social media, adding that she was “saddened” by her ex’s claims. “Reminder that the trauma and insults that come with fame and this business not only affect me but my children as well!!!! I’m only human, and I’ve done my best.”
Despite the drama, her sons said they think their relationship with their mother can “be fixed,” Daily Mail reported on August 1, 2023, about Preston and Jayden filming a documentary with Daphne Barak. Britney seemingly responded to their rare interview in a message via Instagram, where she said they could hopefully sit down “face to face” one day.
In June 2024, Kevin’s attorney Mark Kaplan told Entertainment Tonight that Sean and Jayden were open to mending their relationship with Britney.

“Reconciliations and the reunification of relationships are difficult and take time. They are sometimes complicated and always a lengthy process. The process has not really commenced, let alone [been] completed,” Mark said. “The good thing is that the boys saw their mom was doing well and have a desire to speak with her. There has been some telephonic communication between Britney and her sons, and we think that is a step in the right direction.”

A Christmas Miracle

Jayden and Britney reunited for Christmas 2024, as the pop songstress revealed in an Instagram video shared on Christmas Day. The video featured various clips of Britney leaning into her son and kissing him on the cheek as they chatted and wished viewers a happy holiday.

“Best Christmas of my life!!! I haven’t seen my boys in 2 years!!! Tears of joy and literally in shock everyday koo koo crazy so in love and blessed!!! I’m speechless thank you Jesus!!!” she captioned the post.