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Britney Spears’ Dating History: Everything About Current & Ex Husbands Explored



Britney Spears’ Dating History

Britney Spears is one of the most popular and successful pop stars in the world. Everyone’s been curious about Britney Spears’s dating history. 

Britney has a net worth of over $200 million. Spears has earned her fortune through her music sales, tours, and endorsements. 

She has also had an open dating life. She has been married twice and has dated a number of high-profile celebrities. Let’s take a more detailed look at Britney Spears’ spouse and marriage life!

Also Read: Emma Watson’s Dating History: Everything About Her Ex & Current Boyfriend

Britney Spears Dating History: From Justin Timberlake To Sam Asghari

Spears’s first marriage was to Jason Alexander in 2004. The marriage was annulled after just 55 hours. Spears then married Kevin Federline in 2004. They had two sons together, Sean and Jayden, before divorcing in 2007.

Since her divorce from Federline, Spears has dated a number of celebrities, including Justin Timberlake, Colin Farrell, and David LaChapelle. She has also been linked to Adnan Ghalib, Jason Trawick, and Charlie Ebersol.

In 2021, Spears announced her engagement to Sam Asghari, her boyfriend of five years. The couple got married in June 2022. 

1. Justin Timberlake [1999-2002]

Britney Spears and Justin Timberlake started dating in 1999 when they were both at the height of their teen pop stardom. They were one of the most popular couples in the industry, and their relationship was closely scrutinized by the media.

In 2002, Timberlake released his hit single ‘Cry Me a River,’ which many believe was about his breakup with Spears. The song’s video featured a Spears look-alike, and it fueled rumors that she had cheated on him.

Spears and Timberlake have never confirmed or denied the cheating rumors. However, in her 2023 memoir, ‘The Woman in Me,’ Spears wrote that she and Timberlake had a “very intense relationship” and that she was “very devastated” when they broke up. 

Britney Spears and Justin Timberlake

2. Colin Farrell [2003]

Britney and Colin were spotted kissing at a famous nightclub in Los Angeles. Since then, rumors of them being together sparked. After that incident, the two were spotted kissing again. On this, Colin made a statement and said “She’s [Britney] just a mate. Seriously, we just met a week ago, [we’re] having a laugh.”

Britney Spears and Colin Farrell

3. Jason Alexander [2004]

In January 2004, Spears married her childhood friend, Jason Alexander, in a Las Vegas wedding chapel. The marriage was annulled 55 hours later, with Spears’ lawyer stating that she “lacked understanding of her actions.”

In a 2012 interview, Alexander said that he and Spears were “both drunk” when they got married and that he did not regret the annulment.

Britney Spears and Jason Alexander

4. Kevin Federline [2004-2007]

Spears met backup dancer Kevin Federline in 2004, and they were married three months later. The couple had two sons together, Sean Preston and Jayden James.

Spears and Federline’s marriage was tumultuous, and they were often in the tabloids for their messy public spats. In 2006, Spears filed for divorce, and the divorce was finalized in 2007.

Britney Spears and Kevin Federline

5. Adnan Ghalib [2007]

In 2007, Spears began dating paparazzo Adnan Ghalib. Britney Spears and Adnan Ghalib were one of the most talked about couples at that time. The relationship was short-lived, and Ghalib was later accused of exploiting Spears for money.

Britney Spears and Adnan Ghalib

6. J.R. Rotem [2007]

After that, Britney and Rotem were considered as the new pair. Their fling eventually came to an end. J.R. Rotem talked about it and said, “She’s great. She’s like a master at what she does. She’s a lot more experienced than most people. She just has the ‘it’ factor that not every artist has. So it’s always nice to work with her.”

Britney Spears and J.R. Rotem

7. Jason Trawick [2009-2013]

Spears began dating her agent, Jason Trawick, in 2009. Trawick was eventually named co-conservator of Spears’ estate, along with her father, Jamie Spears. Spears and Trawick got engaged in 2011, but they called off their engagement in 2013.

A representative said, “Britney Spears and Jason Trawick have mutually agreed to end their one-year engagement. As two mature adults, they came to the difficult decision to go their separate ways while continuing to remain friends.”

Britney Spears and Jason Trawick

8. David Lucado [2013-2014]

Spears dated attorney David Lucado for about a year in 2013 and 2014. Britney talked about David on screen and said, “I think it was instant. He’s very passionate and he’s funny and he’s sexy.”

Britney Spears and David Lucado

9. Charlie Ebersol [2014-2015]

Spears dated television producer Charlie Ebersol. But later they called it quits. A source revealed, “Charlie has been pretty torn up about all of this. He really thought she could be the one. He is a very private, family guy and saw Britney fitting right in.”

Britney Spears and Charlie Ebersol

10. Sam Asghari [2016-2023]

Spears began dating fitness model and actor Sam Asghari in 2016. The couple got engaged in September 2021 and married in June 2022. Later the two separated. Asghari filed for divorce. 


Britney Spears and Sam Asghari


The complex love life of Britney Spears included many high-profile relationships and marriages. Spears has always been rumored about and speculation of breakups has always followed her career. Spears has denied most of these rumors, however, they remain circulating in the media.

Britney Spears has had a highly publicized dating life. What are your speculations on this? Feel free to drop them in the comment box. We will keep coming back with more content like this!

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