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Britney Spears finally tied the knot with her longtime partner Sam Asghari, 28, on the evening of June 9, 2022.
The 40-year-old songstress and her boyfriend have been going strong since linking up in 2016, but their love follows of string of short-lived romances for the pop superstar.
Below is a history of Britney's relationships going back to her earliest days as a rising performer.
Wedding bells: Britney Spears, 40, tied the knot with her longtime partner Sam Asghari, 28, (pictured) on June 9, 2022. Below is a history of Britney's relationships going back to her earliest days as a rising performer; seen in 2019 in Hollywood
Donald 'Reg' Jones (1996–1998)
Britney got her first official boyfriend, Reg Jones, when she was only 14 and he was 17. In Lynne Spears's 2008 memoir Through The Storm, Britney's mother claimed that it was actually Jones to whom her daughter lost her virginity, not her future boyfriend Justin Timberlake.
In 2001, Jones revealed two handwritten letters the singer had penned him while she was in New York and he was back home in Mississippi, including one in which she broke up with him. The notes were put up for action last year with a presale estimate of $4,000 to $6,000.
Justin Timberlake (1998–2002)
Britney's first serious relationship was with her former Mickey Mouse Club costar Justin Timberlake, who was then part of NSYNC.
Following their 2002 split, the singer publicly blamed Spears for their break up and used his 'heartbreak' to promote his music. A lookalike actress was also used to represent Spears in his video for Cry Me A River, which fans took to be a breakup song about their relationship.
Timberlake later wrote in an open apology that he was 'deeply sorry' and would 'take accountability' admitting that he had 'failed' her, after their relationship came under fresh scrutiny following the release of documentaries looking into Spears' conservatorship.
Big love: Britney's first serious relationship was with her former Mickey Mouse Club costar Justin Timberlake. Last year, he wrote a public apology after fans were outraged at how the breakup was portrayed in multiple documentaries (pictured 2001)
Wade Robson (2002)
The Toxic singer reportedly moved on in the wake of her split from Timberlake with choreographer Wade Robson, who worked for both her and Justin's group NSYNC.
Although it was never been confirmed by any of the trio, at the time it was rumored that Wade was the real reason for the Justin and Britney split.
Yet their relationship was short lived and Britney and Wade had split within the year.
Dancer: The Toxic singer reportedly moved on in the wake of her split from Timberlake with choreographer Wade Robson, who worked for both her and Justin's group NSYNC. Their relationship ended within the year; seen in 2001
Fred Durst (2003)
After the breakup with Robson, Limp Bizkit frontman Fred Durst claimed that he dated Britney, though she denied that they ever had a relationship.
The couple spent time together when working on songs for Britney's new album.
'It just became a fiasco of madness,' Durst told MTV of the alleged breakup. '[But] I always stay true to my heart and true to everything I did and my intentions, and I am in no way a liar.'
Conflicting statements: After the breakup with Robson, Limp Bizkit frontman Fred Durst (pictured in 2003) claimed that he dated Britney, though she denied that they ever had a relationship; seen in 2019
Jared Leto (2003)
Britney was also rumored around this time to have dated Jared Leto, but he never confirmed the alleged romance and she denied that they were eve ran item.
After they were seen together, she said they were just 'really good friends.'
The dating rumors started after fans theorized that Spears had gone after Leto because he was Cameron Diaz's ex and Diaz, at the time, was dating Spears' ex Timberlake.
Rumors: Around 2003, Britney was rumored to be dating Jared Leto (pictured in 2003) after they were seen together, but he never confirmed it and she denied it; seen in March in Austin, TX
Colin Farrell (2003)
There was clearly something going on between Britney and actor Colin Farrell in 2003, when they were seen kissing at the premiere of his film The Recruit, where they also walked the red carpet.
However, he shrugged the affectionate display off and said he was 'just a 26-year-old guy who's single and having a good time.'
While their fling may only have lasted a week, Farrell memorialized their relationship by sending Spears a shirt that read: 'I slept with Colin Farrell and all I got was this lousy T-shirt.'
Nothing to see here: Colin Farrell and Britney were seen kissing in 2003 at the premiere of his film The Recruit, but he denied there was anything serious going on between them
Columbus Short (2003)
Britney dated within her own posse when she hooked up with her backup dancer Columbus Short in 2003.
Short, who subsequently starred on ABC drama series Scandal, later claimed that he overheard Spears' parents Lynne and Jamie Spears refer to him by the N-word when she was on speaker phone with them, though he didn't specify who said it and they both denied using the word.
Columbus claimed to have only had sex with her once, and he claimed he was fired after he failed to reciprocate her affections.
Offensive language: Britney began dating her backup dance Columbus Short in
