Britney Spears: Don't Miss Her Journey Through Her Relationships

Britney Spears' first big relationship was with Justin Timberlake, her co-star from "Mickey Mouse Club." They started dating in 1998 and were together for four years. Their relationship gave us some famous moments, like their matching denim outfits at the 2001 'American Music Awards.'

When they broke up in 2002, it caused a stir, especially after Timberlake released the song "Cry Me a River," hinting at infidelity. In 2021, Timberlake publicly said sorry to Spears for his past actions. In her memoir, Spears also talked about getting pregnant with Timberlake's child and ultimately deciding to have an abortion because Timberlake wasn't ready for parenthood at the time.

In 2004, Britney Spears met Kevin Federline, a former backup dancer for Timberlake, at a club. They hit it off right away and decided to get married on Sept. 18, 2004, after only three months together. They welcomed their sons, Sean Preston and Jayden James, on Sept. 14, 2005, and Sept. 12, 2006.

Unfortunately, in November 2006, just eight weeks after Jayden's birth, Spears filed for divorce, citing "irreconcilable differences." Despite trying to work things out, their relationship couldn't survive.

In late 2007, photographer Adnan Ghalib said he and Spears began dating, though he was already married. His agency published private photos of them together. A month later, while his wife filed for separation, Ghalib publicly stated he and Spears were in love and their relationship was far from over. In March 2009, Jamie Spears got a restraining order against Ghalib, preventing him from seeing or contacting the singer for three year

Britney Spears and David Lucado started dating in March 2013 after meeting at a party. They hit it off, and Spears found him attractive and charming. They dated for a few months, and Spears admitted to being very fond of him, especially because he was strong-willed. Unfortunately, in August 2014, things took a bad turn when Spears found a video of Lucado being unfaithful with another woman. She talked openly about this during her Las Vegas show.

In 2009, Britney Spears started dating her agent, Jason Trawick. After two years, they got engaged. Jason later shared that Britney actually made the first move. He eventually left his job as her agent, prioritizing time with her and her children. They announced their engagement in December 2011 and even became co-conservators, alongside Britney's father. However, in January 2013, they decided to end their engagement, choosing to remain friends as mature adults.

Britney Spears started dating Charlie Ebersol, who is the son of a former NBC executive. They took things slow, and their first date was a success. However, by June 2015, they decided to end their relationship. Charlie, who highly values family, was quite upset, as he had envisioned a future with Britney.

Britney Spears met Sam Asghari in October 2016 on the set of her "Slumber Party" music video. They went public with their relationship in January 2017 and quickly became very close. Sam supported Britney through tough times, including her father's illness in 2018 and her mental health treatment in 2019. During Britney's conservatorship trial, Sam stood by her side, showing his unwavering support. They got engaged in September 2021 and tied the knot in a private ceremony in June the following year with 60 close guests, including Madonna, Paris Hilton, Drew Barrymore, and Selena Gomez.

Sam Asghari filed for divorce a year later, stating their separation date as July 28. He shared on Instagram, "After 6 years of love and commitment, my wife and I have decided to end our journey together. We will hold onto the love and respect we have for each other, and I wish her the best always." According to a source, Spears appeared positive despite the circumstances, stating, "It's never easy, but she’s staying positive and looking ahead."