Britney Spears' dating history - from K-Fed to Sam Asghari (2025)

BRITNEY Spears tied the knot in June 2022, to her partner of six years, Sam Asghati, but separated only a year later in August 2023.

Before Sam, Britney has been romantically linked to an array of men, and here's everything to know about them.

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Who are Britney Spears' exes?

Jason Alexander

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Britney Spears shocked everyone in 2004 when she decided to marry her childhood friend, Jason Alexander.

The pair married at Little White Wedding Chapel in Las Vegas after a long night of partying before getting divorced 55 hours later.

Kevin Federline

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After three months of dating, in 2004, Britney married her backup dancer, Kevin Federline.

Britney and Kevin got married in an intimate wedding in their then-home in Studio City, California.

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After their wedding, Spears spoke to PEOPLE telling them: "I just thought it would be too much if we had done it when we were supposed to.

"It became this huge thing and I was like, 'What are we waiting for? We know this is the real thing, why not just do it now?'

"That's why I wanted to sneak and do it our little way."

However, the couple divorced in July 2007.

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The pair share two children together, sons Sean Preston and Jayden James.

Who are Britney Spears' ex-boyfriends?

Reg Jones

Reg Jones is Britney’s first boyfriend back in high school from her hometown in Kentwood, Louisiana.

The pair dated for two years before deciding to call it quits.

Reg has since come out and said how he remembers how shy she was when he asked her out.

He said: "She just didn't believe me when I asked her.

"I was the one everyone looked up to. I was the famous one then."

Justin Timberlake

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Justin Timberlake and Britney were just 11 years old when they met, as they shared the screen in the Mickey Mouse Club in 1992.

They stayed friends until 1999 when the couple went public with their relationship.

They made fashion history at the 2001 American Music Awards when they both arrived wearing double denim on the red carpet.

This moment is still referenced today as one of the most iconic moments of red-carpet fashion and in the history of love.

The couple ended their relationship after two years.

In Britney's upcoming memoir The Woman in Me, the pop star revealed she was pregnant with Justin's child but had an abortion.

According to People, the book reads: "It was a surprise, but for me, it wasn’t a tragedy. I loved Justin so much. I always expected us to have a family together one day. This would just be much earlier than I’d anticipated.

"But Justin definitely wasn’t happy about the pregnancy. He said we weren’t ready to have a baby in our lives, that we were way too young."

Britney's tell-all memoir is set to be released to the public on October 24, 2023.

Wade Robson

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While never confirmed, it was rumored that Britney dated Wade for just under a year with the possibility of there being a cross-over from her previous relationship with Justin.

Britney and Wade grew close after he co-directed her 1999 and 2000 world, but neither party has commented on any of the rumors about their relationship.

The pair weren't the most liked couple but were rumored to have been together for just under a year.

Fred Durst

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Fred Durst and Britney had a short fling back in 2003 after they collaborated on her new album, but it was short-lived as it only lasted for around four months.

Fred has publicly confirmed that he had a relationship with Britney whilst she and her friends have all denied this to be true.

He also accused Britney of “playing him out” and that it was more than just a platonic relationship.

Columbus Short

Moving on, Britney started hooking up with one of her backup dancers, Columbus Short.

At the time, Columbus said Britney's parents were firmly against their relationship.

Their fling was short-lived as Columbus was married to an eight-month pregnant wife.

Reflecting back on their relationship Columbus told Inside Hollywood that he believes Britney was just using him for her own gain and to make her parents mad.

JR Rotem

Once Britney’s marriage to K-Fed was over she didn’t stay single for long and was rumored to have a fling with music producer JR Rotem in 2007.

JR spoke with Complex magazine and confirmed that they did have a relationship but he described it as “tricky” as he didn't want to be “tied down”.

He also mentioned how dating Britney helped grow his popularity as she had “gotten him the furthest”.

Jason Trawick

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After having countless rumored flings the star settled for another stable relationship with Jason Trawick.

The couple decided to go public with their relationship at the 2012 Grammy Awards, as they showed up together hand-in-hand.

The pair confirmed their relationship in 2010 and even got engaged in December 2011, although that’s the furthest their relationship got and ended as they wanted “different things” out of life.

Many fans believed that the couple had been married for some time before the split as numerous sources pointed out that Britney had accidentally referred to Jason as her “husband.”

David Lucado

After her engagement with Jason, Britney began dating lawyer David Lucado for just over a year.

Their romance didn't blossom into anything serious as in late 2014, Britney announced that she was single by tweeting, “Ahhhhh the single life!”

It was rumored that David was recorded dancing and kissing another woman, to which Britney's father purchased the video to avoid public embarrassment.

Eventually, David addressed the situation and confirmed that the man in the video was not him.

Charlie Ebersol

Britney then began dating Charlie Ebersol, a producer and son of Saturday Night Live co-creator Dick Ebersol in 2014.

The couple was very public with their relationship making multiple public appearances together but it didn’t last long as it all ended in 2015.

Many sources weren't surprised that their relationship didn't work out as they described it as “written in the clouds”.

Both parties have said that it just fizzled out due to busy work and life schedules.

Who is Britney Spears dating now?

As of October 2023, Britney Spears is single.

Following her divorce from Kevin Federline, Britney remained unmarried, mainly due to her conservatorship, for years.

It wasn't until she met her ex-husband, Sam Asghari, that she would get married again.

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The pair met in 2016 on the set of her music video for Slumber Party.

Sam and Britney eventually began dating shortly after their encounter.

In September 2021, Sam proposed to Britney but the two couldn't tie the knot until Britney's conservatorship was terminated.

In November of that year, Britney won the legal battle ending her conservatorship.

By June 9, 2022, the couple tied the knot in a California ceremony.

On August 16, 2023, a source told TMZ the pair would be separating after a year of marriage.

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Britney took to Instagram to speak on the divorce.

The pop star said: "As everyone knows, Hesam and I are no longer together ... 6 years is a long time to be with someone so, I'm a little shocked but ... I'm not here to explain why because it's honestly nobody's business !!!"

Britney Spears' dating history - from K-Fed to Sam Asghari (2025)
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