Inside Kevin Federlines Private Family World

Inside Kevin Federline's Private Family World
Kevin Federline has worn many hats, but father of six—including two sons with ex-wife Britney Spears—is the job title he's living for these days.
Kevin Federline, Victoria Prince
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For a few brief but tumultuous years, Kevin Federline put it all out there for everyone to see.

Then he packed it in and maybe never would have been heard from again, except for the fact that he shared two children with one of the most famous women on the planet, Britney Spears.

He didn't score any style points in the beginning, when he broke up with his pregnant girlfriend, whom he'd already had a daughter with in 2002, and promptly married Spears, then proceeded to go down in pop culture infamy with Britney and Kevin: Chaotic while living that tooling-around-in-a-Ferrari life. Then, two months after their second child together was born in 2006, Spears filed for divorce and the rest is history. As well as the haunting subject of the recent New York Times Presents episode "Framing Britney Spears." 

But people can change. Or at least grow up.

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"Things don't really bother me unless it's really something serious," Federline told VladTV in 2016. "Something that's going to harm my children, or personally harm somebody that I love, or that's next to me, that's close to me… So, like, talk is cheap. I'm pretty strong when it comes to all that stuff, which I think is how I personally survived through it—emotionally, mentally—I'm still the same person that I was when I moved to L.A. 20 years ago."

Recalling his fraught time with Spears, being trailed by paparazzi everywhere they went ("I've met guys that built companies off of following us around for two years") and the turmoil that followed the implosion of their marriage, the Fresno, Calif., native said, "That was at the, like, height of everything and you're thrown into this thing and you're thrown into that thing and the in-between stuff. I know it happened. I know why it happened. That's pretty much all that I'm going to say."

And though Spears' staunchest supporters will never forgive him for disrupting her life in any way and ending up on the receiving end of five-figure monthly child support payments for his time, these days Federline is otherwise just your average family guy, remarried and now a father of six. And even the woman he wronged in the beginning has always had kind things to say about him as a parent.      

"He's an amazing dad," Shar Jackson, mother of Federline's 19-year-old daughter, Kori, and 16-year-old son, Kaleb, who was born two months before her ex married Spears, told People in January 2007, just months after he and the "Baby One More Time..." singer split up. 

"He's a great dad," she continued, "and if you said his name right now, Kori would go crazy. That's the love of her life." Asked to describe the child's bond with her father, Jackson said, "He was there for her every minute of her life until, you know, we weren't together anymore. He did everything for her, so I guess that's why." (He wasn't paying her child support, Jackson, also mom to a son and daughter with ex Corey Jackson, told Inside Edition in November 2006. But Federline was paying for school, "and they go to a very expensive private school.")

The Moesha actress said, "It's not really hard [to co-parent] because we were friends even before we were romantic and we were friends through being romantic and there was no reason to change that." As for Federline, "Everything he does, as far as his career, and everything like that, he does it for his kids. When he's doing that, I'm super mom. Hopefully we'll get to alternate but we always know the kids are first."

And the many angry fingers pointed at Federline following the demise of his and Spears' two-and-a-half-year marriage? 

"He's a trouper," Jackson said. "He knows that everything in life is, you know, an experience and you learn from it and then you get past it. I'm not worried about him."

Britney Spears, Kevin Federline, Grammy Couples
Matthew Simmons/Getty Images for Rolling Stone
It was Spears who started to spiral that year, the paparazzi's relentless hounding, the media scrutiny, the pressures of stardom and her concerted efforts to defy expectations and do as she pleased ultimately colliding in an explosion of erratic behavior and concern for her well-being. Having previously been granted joint custody, a judge gave Federline sole physical custody of their sons, then 2-year-old Sean Preston and 12-month-old Jayden James Federline, on Oct. 1, 2007. Fighting her way back from that arrangement would prove a long slog, made all the more complicated by the conservatorship that's been managing her personal and financial affairs since January 2008.

"It was extremely tough watching her go through a phase where she was clearly not OK right after the divorce," Federline reflected to Us Weekly in 2015. "There's a lot more I could have done to help. Taking full custody of the boys sucked the life out of me, but it was for them."

He told Vlad TV, "All I was trying to do was get 50/50 custody. You know, events that unfolded over time, if you want to Google them and go back and look at them, then you'll see why it turned out the way that it did. But now, none of that matters. Everything is cool. Both of us have moved on, our kids are doing great."

They did eventually return to 50/50, but in August 2018 the arrangement was altered to the boys being with their dad 70 percent of the time and their mom 30 percent, the court formally signing off on those terms a year later. "The boys love their mother but the existing arrangement, as reflected in the terms of the most recently entered order, are reflecting what Kevin believes is in the children's best interest," Federline's longtime family law attorney Mark Vincent Kaplan told E! News in September 2019.

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Kaplan confirmed last month that the 70-30 arrangement was still in place, and "Kevin enjoys the full extent of the custody that he has. Both parties are working well in exchanging custody." 

At the time, Kaplan reiterated that Federline made it a point to stay out of the still-roiling conservatorship conversation surrounding his ex-wife, but that he felt Spears' care manager, Jodi Montgomery, had been doing an "admirable job." (Spears had petitioned the court last year to have Montgomery permanently replace her father, Jamie Spears, as co-conservator of her person after she temporarily filled in while Jamie had some health issues, but the judge opted to leave Jamie in place. Spears' request to have Bessemer Trust Company come onboard as co-conservator of her estate was accepted.)

Most importantly, Sean, 15, and Jayden, 14, "are doing great and Kevin is enjoying watching them grow up and evolve," the lawyer said.

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Aside from the occasional photo snapped in past years of Federline and Spears watching their boys plays soccer or otherwise having a familial reason to hang out, they keep the inner workings of their co-parenting relationship entirely private.

In March 2018 Federline's legal camp requested an increase from the $20,000 he was receiving in monthly child support, as explained in court documents, "given that the kids are older and the financial circumstances of the parties are significantly different than when the child support was originally resolved." Asked about the sizable sum that had made him the target of ridicule in some circles, he told Vlad TV back in 2016, "It's not something that I asked for, either. It's all about the kids. That's what it's for...They're supposed to be able to live a life that they're accustomed to. If the shoe was on the other foot, I'd be in those shoes. Smiling and being full-willing."

But other than the occasional custody-related proceeding he's had to tend to, his name inevitably invoked publicly, the former dancer, aspiring rapper, occasional actor, reality show participant and, more recently, sometimes-DJ has largely kept his head down and focused on his family.

Yet he did have to atone for his past bad behavior to get to this more even-keeled place.

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Appearing on Celebrity Fit Club in 2010, he publicly apologized to Jackson six years after flying off into the sunset with Spears, telling her, "I know I've caused you a lot of pain and I've been really selfish. I guess I got so wrapped up in all this other s--t that I never really sat back and had a chance to apologize to you. I really do want you to know that I am sorry."

Jackson told him, "I felt like the whole relationship was not real by the way you handled it ending, and that killed me."

To which he admitted, "I think I got caught up in my own selfishness. When you're in a moment like that you don't really think about anyone else. It's just been a wild ride the last few years and I'm sorry that you got a big s--t at the end of that stick."

Jackson said it was the first time since the breakup that she had glimpsed the man she thought she knew all those years ago, explaining on the show, "'For the past few years I felt, I don't know who this dude is inhabiting Kevin's body, but that's not him. But at that moment I saw Kevin and thought, That's awesome."

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Meanwhile, Federline had quietly been dating former volleyball player turned special educat