Britney Spears’ ex-husbands and boyfriends: Who was Britney dating?

BRITNEY Spears announced her engagement to her boyfriend of five years, Sam Asghari. on September 12, 2021.

On Thursday June 9th, 2022, Britney and Sam tied the knot.



NINTCHDBPICT000434650045-1Photo credit: Getty – Contributor

Who are Britney Spears’ ex-husbands?

Jason Alexander

Jason Alexander was only married to Britney Spears for 55 hours


Jason Alexander was only married to Britney Spears for 55 hoursPhoto credit: Getty

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

The couple married after a long night of partying at the Little White Wedding Chapel in Las Vegas before divorcing 55 hours later.

Kevin Federline

Britney Spears with Kevin Federline in 2005


Britney Spears with Kevin Federline in 2005Photo credit: Reuters

Also in 2004, Britney married her backup dancer, Kevin Federline.

The couple had two children together but divorced in 2007.

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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 couple 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 then.”

Justin Timberlake

Britney Spears with Justin Timberlake in her memorable denim outfits at the 2001 American Music Awards


Britney Spears with Justin Timberlake in her memorable denim outfits at the 2001 American Music AwardsPhoto credit: Reuters

Justin Timberlake and Britney were just 11 years old when they met while sharing the screen at the Mickey Mouse Club in 1992.

They remained 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 on the red carpet in double denim.

This moment is still remembered today as one of fashion’s most iconic moments on the red carpet and in love history.

The couple ended their relationship after two years.

Wade Robson

Wade Robson is said to be dating Britney Spears


Wade Robson is said to be dating Britney SpearsPhoto credit: Getty – Contributor

Though never confirmed, Britney has been rumored to have been dating Wade for just under a year, with the possibility of a crossover from her previous relationship with Justin.

Britney and Wade became closer after he co-directed their world in 1999 and 2000, but neither party has commented on the rumors surrounding their relationship.

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

Fred Durst

Fred Durst confirmed he was in a relationship with Britney Spears


Fred Durst confirmed he was in a relationship with Britney SpearsCredit: Redferns

Fred Durst and Britney had a brief fling in 2003 after collaborating on their new album, but it was short-lived as it only lasted about four months.

Fred has publicly confirmed that he was in a relationship with Britney, while she and her friends have all denied this is true.

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

Jared Leto

Britney met Jared at a fancy restaurant called Dolce in LA.

In 2003 Britney and Jared were rumored to be dating, which would have been ironic when his ex Cameron Diaz went public with her new relationship with Justin Timberlake (Spears’ ex).

Colin Farell

Irish actor Colin Farrell sparked dating rumors when they attended the 2003 premiere of The Recruit together.

The couple were later photographed snogging on the balcony of their hotel room.

Farrell has denied the two were ever in a relationship.

Columbus short

As things progressed, Britney began dating one of her backup dancers, Columbus Short.

At the time, Columbus said Britney’s parents were strongly opposed to their relationship.

Their affair was short-lived as Columbus was married to a woman who was eight months pregnant.

Reflecting on their relationship, Columbus told Inside Hollywood that he believes Britney only used him for her own gain and to piss off her parents.

JR Rotem

After Britney’s marriage to K-Fed ended, she didn’t stay single for long and was rumored to have had an affair with music producer JR Rotem in 2007.

Speaking to Complex magazine, JR confirmed they were in a relationship, but he described it as “tricky” as he didn’t want to be “tied down.”

He also mentioned how dating Britney helped increase his popularity as it took him “the furthest”.

Jason Trawick

Britney Spears with her ex-fiancé Jason Trawick in 2012


Britney Spears with her ex-fiancé Jason Trawick in 2012Photo credit: AP:Associated Press

After countless fling rumors, the star decided to pursue another stable relationship with Jason Trawick.

The couple decided to go public with their relationship at the 2012 Grammy Awards when they appeared hand in hand together.

The couple confirmed their relationship in 2010 and even got engaged in December 2011, although that was the furthest their relationship went and ended as they wanted “other things” from life.

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

David Lucado

After her engagement to Jason, Britney began dating attorney David Lucado for a little over a year.

Their romance fizzled out when Britney announced she was single in late 2014, tweeting, “Ahhhhh the single life!”

David was rumored to have been caught dancing and kissing another woman, prompting Britney’s father to buy the video to avoid public embarrassment.

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

Charlie Ebersol

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

The couple has been very public with their relationship, having made several public appearances together, but it didn’t last long as it all ended in 2015.

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

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

https://www.the-sun.com/entertainment/3651463/britney-spears-ex-husbands-boyfriends/ Britney Spears’ ex-husbands and boyfriends: Who was Britney dating?

Aila Slisco

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