Britney Spears: The music star’s romantic history has remained a hot topic throughout time. After only 14 months of marriage, her ex-husband Sam Asghari most recently filed for divorce. Sean, 18, and Jayden, 17, who she has with her second ex-husband, Kevin Federline, are also children of Spears.
Spears’ memoir, The Woman in Me, is “a brave and astonishingly moving story about freedom, fame, motherhood, survival, faith, and hope,” according to a press release for the book. The high-profile court battle to end Spears’ conservatorship, which was terminated in November 2021 after 13 years, is also anticipated to be included in her book.
Spears has been in a number of highly publicized relationships during the course of her career in the spotlight, particularly during the 1990s and 2000s. Fans anticipate that Spears’ upcoming album The Woman in Me, which is slated to be released on October 24, may include details about some of her relationships.
Here is everything we know about Britney Spears’ relationships, including her now-ex-husband Sam Asghari and Justin Timberlake.
Justin Timberlake, Spears’ co-star in the Mickey Mouse Club, was the subject of her first publicly publicized romance. While dating, the two appeared frequently together, including the famous occasion when Spears and Timberlake attended the American Music Awards in 2001 wearing identical all-denim costumes.
They split up in 2002, not long after Timberlake and his boy band NSYNC had made their popular song “Cry Me a River” available to listeners. He and Spears apparently split up because of her alleged infidelity at the time the music video for the song, which featured a woman with blonde hair, fueled rumors that she had cheated on him.
The documentary 2021 Framing Britney highlighted some of the public scrutiny that Spears endured during the 2000s, even though the ex-couple never confirmed the breakup rumors. After the documentary’s publication, Timberlake faced backlash for the manner he behaved after splitting from Spears.
On Instagram, he later expressed regret to Spears, writing: “I’ve seen the messages, tags, comments, and worries and I want to react. I sincerely apologize for the instances in my life when I engaged in inappropriate behavior, spoke before I should have, or failed to stand up for what was right. I am aware that I failed in these circumstances as well as many others and benefited from a system that supports racism and misogyny.
He also expressed his support for Spears in June 2021 when she gave a public deposition in an effort to dissolve her father, Jamie Spears’, conservatorship. Spears claimed that she had been forced to take lithium against her will during a court appearance in Los Angeles at the time. She further asserted that by delaying the removal of her IUD, the team in charge of managing her conservatorship had stopped her from becoming pregnant again.
“After what we witnessed today, we ought to all be standing by Britney right now. No matter what happened in the past, whether it was good or awful, or how long ago it was, Timberlake penned on X, then known as Twitter. “It’s absolutely wrong what’s happening to her. Never should a woman be prevented from making choices regarding her own body.
From 2001 to 2002, Wade Robson
Wade Robson, a dancer and choreographer who performed in Spears’ 2009 song “(You Drive Me) Crazy” music video, was said to be seeing her shortly after she split from Timberlake. Spears and Robson, however, declined to comment on these rumors.
2003 Colin Farrell
When they were seen holding hands at the The Recruit premiere in 2003, Farrell and Spears made headlines, leading to rumors that they were dating. However, the actor made it clear that they were simply friends in an interview with Entertainment Tonight at the time.
Farrell reportedly said, “She’s just a mate,” as quoted by People in 2003. We only met a week ago, and we’re already laughing.
2004 Jason Alexander
Spears wed Jason Alexander for the first time in 2004 in a Las Vegas wedding chapel. However, they decided to dissolve the marriage just 55 hours after the wedding.
Alexander gained notoriety in 2022 when he attempted to crash Spears’ wedding to Asghari and was recorded declaring in a video that he was going to do so. According to reports, Alexander reportedly told security, “She’s my first and only wife.” I’m coming to crash the wedding since I’m her first spouse.
A security officer later admitted in court that Alexander tried to break into Spears’ bedroom when he crashed the wedding and was later detained for trespassing, damage, and violence.
2004 to 2007 for Kevin Federline
Before beginning their romance, Kevin Federline and the “Gimme More” singer first connected in a bar in 2004. The couple wed in September of that year during a surprise wedding ceremony after only three months of dating. They welcomed son Sean Preston, their first child, a few weeks before their one-year wedding anniversary.
They welcomed Jayden James, their second son, in 2006. With his ex-fiancée Shar Jackson, Federline was already a parent to his daughter Kori Madison, now 20, and son Kaleb Michael, then 18.
In November 2006, Spears filed for divorce from Federline, citing “irreconcilable differences” as the cause of their separation. The couple was given shared legal and physical custody of their two children as part of the initial divorce settlement. Even though it seemed like they were getting along following their divorce, things changed in 2018 when Federline asked Spears for an increase of $20,000 per month in child support payments.
After months of court proceedings, Federline upped his demand to $40k per month in place of Spears’ proposed child support amount. In September 2018, the two sides eventually came to an agreement, with Spears boosting the amount of child support she pays Federline each month from $20,000 to $35,000.
Since they split up, Federline has moved on and wed volleyball player Victoria Prince in 2013. They currently have two daughters: Peyton, age 8, and Jordan, age 10.
2016 to 2023 Sam Asghari
When Asghari was chosen to play Spears’ love interest in the music video for the song “Slumber Party,” from her 2016 album Glory, the two initially became acquainted. They declared their relationship on Instagram official in 2017 and continued to support one another through many life milestones, such as Spears accepting the Vanguard Award at the 29th annual GLAAD Media Awards for her efforts advancing equality and acceptance.
Spears made the announcement that she was expecting her third child, as well as the first child she would have with Asghari, in April 2022. However, she claimed in a statement published to Instagram the following month that she had miscarried. In a statement, the parents said, “We have lost our miracle baby.”
A star-studded guest list, which included Selena Gomez, Paris Hilton, Drew Barrymore, and Donatella Versace—who created Spears’ wedding gown—attended their opulent wedding in June at her California home.
Asghari allegedly confronted Spears about rumors that she had cheated on him in August, months after he put an end to divorce rumors. The fitness teacher filed for divorce on the same day, designating July 28, 2023 as the date of separation and cited “irreconcilable differences” as the cause of the breakup.
In a statement published online, Asghari said: “My wife and I have decided to conclude our journey together after six years of love and dedication to one another. We will continue to value and cherish our relationship, and I always wish her the very best. Things happen. Since asking for privacy seems absurd, I’ll just ask that everyone, especially the media, be courteous and considerate.
Asghari disclosed that he had acquired an early copy of Spears’ memoir days before its scheduled publication. He stated that he wasn’t concerned about anything being published in the book that would cast him in a poor light in an interview with TMZ on October 13.