Britney Spears' Love Life, Engagement To Jason Trawick, Two Children, Marriages, And More

Britney Spears has been one of the most successful singers over the years. Starting from her debut album, …Baby One More Time, released in 1999, Britney built a big fan base which continued expanding following the arrival of other albums like Oops!... I Did It Again, In the Zone, Blackout, and more.

While pursuing her journey in the music industry, Britney’s personal life grabbed a lot of attention, starting with the conservatorship case, which was dissolved four years ago in 2021. Furthermore, her relationship history has also become a topic of discussion due to her name being linked to many popular faces from the world of entertainment. Britney Spears is currently a mother of two children. Her last marriage was to Sam Asghari, and the duo separated in 2024. Keep reading to know more about Britney’s love life!

Justin Timberlake was the first love of Britney Spears

Before entering the music industry, Britney played different roles in The All-New Mickey Mouse Club from 1993 to 1994. She even had the opportunity to work with Justin Timberlake. The duo started dating in 1999 and was spotted together on a few occasions, including the American Music Awards. Although they separated in 2002, Justin supported Britney Spears while she was battling with her conservatorship case.

Britney Spears’ first marriage to Jason Alexander was declared invalid in a few hours

Britney Spears and Jason Alexander were close friends since childhood. However, the pair’s wedding ceremony started trending for another reason. The former couple initially acquired a marriage license and tied the knot at the Las Vegas-based Little White Wedding Chapel in 2004. Around two days after the wedding, Britney opted to annul the marriage. Notably, Britney claimed in her book, A Woman in Me, that she and Jason were reportedly not in love.

Britney Spears was married to Kevin Federline for two years

Shortly after Britney’s marriage to Jason created headlines, the former exchanged vows with Kevin Federline in 2004. The pair was attracted to each other when they first met at a club the same year. They organised a small wedding ceremony since Britney was not willing to wait and planned to expand her family. Britney and Kevin had two children, Sean Preston and Jayden James, in 2004 and 2006. However, the marriage did not last long, with Britney Spears filing for divorce due to irreconcilable differences in 2006.

Britney Spears allegedly dated two people after her divorce from Kevin Federline

Britney and Kevin’s divorce was finalised in 2007. The same year, reports of Britney dating a photographer named Adnan Ghalib started going viral. Adnan was the one who made the alleged claims. While Adnan and his wife were separating, the former said during a conversation with the reporters that he was in love with Britney. Although Britney never gave a direct response to the matter, her father, Jamie Spears, acquired a restraining order that prevented Adnan from meeting or speaking to Britney through any medium.

Britney Spears’ love life started trending again when she was reportedly dating music producer, J.R. Rotem. The reports of the dating were creating headlines in 2007. The duo had allegedly collaborated on one occasion, and the reasons behind their split remain unknown.

Britney Spears got engaged to Jason Trawick in 2011

Jason Trawick was active as an agent for Britney Spears when they reportedly started dating in 2009. The former was not an agent for Britney at one point. After dating for two years, Jason proposed to Britney in 2011. However, the relationship ended in 2013. While a reason was not revealed, Britney’s representative said in a statement that although it was a difficult decision, the pair has decided to continue their friendship.

Britney Spears reportedly dated David Lucado and Charlie Ebersol

Shortly after the end of her engagement with Jason Trawick in 2013, Britney Spears was introduced to a man named David Lucado. Britney had claimed during an interview that she and David were immediately attracted to each other. The pair dated for a few months in 2013 and separated in 2014 when Britney allegedly found a clip featuring David getting intimate with someone else.

Following her split from David, Britney Spears started dating Charlie Ebersol the same year. Britney recalled her first meeting with Charlie in an interview, describing the latter as “adorable” and that he made her feel “peaceful.” The duo separated for unknown reasons in 2015, with an insider claiming that Charlie was allegedly “torn up” after the breakup.

Britney Spears and Sam Asghari were together since 2017

The dating rumours of Britney Spears and Sam Asghari initially emerged in 2016. The relationship reports were confirmed when Sam was featured in Britney’s social media post in 2017. The duo appeared on various occasions together and continued sharing glimpses of the same. Back in 2021, Britney and Sam got engaged, followed by their marriage in 2022.

Around a year after the wedding in 2023, rumours of marital problems between Britney and Sam started going viral. Although Sam’s representative, Brandon Cohen, dismissed the reports, an insider confirmed Britney and Sam’s split in August 2023. The divorce was finalised in May 2024. The duo was even expecting a child before their marriage. However, Britney revealed on Instagram in 2022 that they lost the baby “early in the pregnancy.”

What are your thoughts about Britney Spears and her relationship history over the years? Let us know.

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