Britney Spears Relationship History: See Her Romantic Timeline


But onlookers were still shocked to see him holding hands with Alisha, and risk upsetting Biel — his wife of seven years and mum to their son Silas, four. “When it’s time for people to come for a woman, there’s a whole apparatus ready to do it,” New York Times critic Wesley Morris said in the documentary, referring to Justin allegedly encouraging his fans to attack Britney. Thedocumentary, which premiered on February 5 on FX and Hulu, followed people close to 39-year-old performer and lawyers tied to her conservatorshipas they looked back at her career and brutal downfall. “At the end of the day, like, he’s my best friend, but it still does take a lot of work to make it work,” Hailey said. “And then I know eventually, when kids come in the picture, that’s going to be a whole other season of navigating how to make that work.” During an episode of the podcast “In Good Faith with Chelsea & Judah Smith,” Hailey said that her mother, Kennya Baldwin, had to get involved when she was at a breaking point in her marriage.

He first saw her when she was starring in “Who’s The Boss”, and when they started dating, Justin admitted it was ‘very weird’ for him. Alyssa later admitted that they were all friends, meaning her, Justin and Britney, and that they attended parties together. She also revealed that she would not even think of dating Justin as he was too young for her, but at the end of the day they dated for half a year. After their break-up Alyssa laughed, saying that she would be grateful for people to forget she dated Justin.

They went on to be costars in Bad Teacher and judging by that, um, really awkward sex scene, they wouldn’t have made a very cool couple anyway. After a few years of dating, Justin and Jessica went their separate ways in March 2011. The couple’s reps released a statement about their breakup, saying, “the two remain friends and continue to hold the highest level of love and respect for each other.” The split, however, didn’t last long. By the summer of 2011, the two were spotted out and about together once again.

Perhaps the most heartbreaking detail of Spears’ conservatorship saga involves her desire to have children. Spears testified in August 2021 that her conservators wouldn’t let her remove her IUD birth control device so that she could have children, per The New York Times. “I was told right now in the conservatorship I am not able to get married or have a baby.”

According to singer Tonya Mitchell’s story, it was Justin’s grandfather, Bill Bomer, who was first to meet her, back in 1998. Being a friend of such celebrities as Willie Nelson and Johnny Cash, Bill was a well-known person in the music industry, adding to this the growing popularity level of his grandson. Bill heard Tonya singing a country song at St. Jude’s Hospital, and offered to organize a meeting with Justin so he could https://loveexamined.net/amino-review/ hear her singing and maybe introduce her into the industry. Still, Alexander maintains that he really was in love with the pop star. The quickie marriage and annulment dominated the news even more than Kim Kardashian’s day-72 divorce from Kris Humphries would seven years later. Alexander claims that Spears’ people said they could get married for real if they were still dating six months later, according to ET Canada.

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Calls abounded for the “SexyBack” singer to issue an apology, at the very least. They did not go unheard, eliciting a statement from Timberlake on Instagram. Following Timberlake’s 2021 statement, Jackson addressed the controversy,saying, “He and I have moved on, and it’s time for everyone else to do the same.” As adults, Timberlake and Spears have often reminisced about their time on the show where the groundwork for their eventual romance was laid.

Justin Timberlake

Their relationship spanned from March 2013 to August 2014, and the “I’m a Slave 4 U” hitmaker’s rep confirmed their breakup to Us Weekly. Justin Timberlake were once one of the most famous A-list couples on the planet. Britney and the former ‘NSync performer met while filming The Mickey Mouse Club in the ’90s and went public with their romance in 1999, going on to wear their matching denim ensembles at the 2001 American Music Awards. In September 2021, the couple announced their engagement via Instagram.

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The pair had little to nothing to do with each other since the early 2000s. Both moved on, married other people and started families of their own. Apart from the occasional comment in an interview, there was virtually nothing to report. In a recent interview with The Hollywood Reporter, Justin confessed that there were certain “regrets” he had when it came to his fashion sense in the early years of his career. “I confess that there was maybe a period in the ’90s where I could skip over some of the outfits that were public,” he shared. After going official with their relationship, the pair catapulted to pop culture royalty.

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Despite the star’s attempts to distance herself from the very public breakup, she was pressed on the matter during an interview with Diane Sawyer in 2003. Diana questioned Britney on the reasons surrounding the breakup, indicating that Britney “did something” for it to end. According to sources, Britney and her family were horrified that Justin had revealed such personal details in his song. She later responded with a song of her own titled, ‘Everytime.’ In it, she appears to be asking for forgiveness and pining for a lost love.

Spears and Timberlake shocked fans when they broke up in March 2002, and they were interviewed about it repeatedly in the months following. In Nov. 2002, Timberlake revealed some details of their painful split to Barbara Walters. In the fall of 2002, the once couple started trading a series of public barbs that are hard to see — Timberlake’s comments, in particular, were cutting. Post-breakup, the NSYNC frontman decided to publicize the intimate details of his sex life with Spears. Not a good look, especially considering that up until that point, Spears has publicly refused to comment on those aspects of their relationship and said that she planned to wait until sex for marriage. One of Justin Timberlake’s most well-known songs, ‘Cry Me A River’ played a huge part in kick starting his solo music career.

On Feb. 12, he responded to the criticism by finally apologizing to Spears, as well as Janet Jackson. “I confess that there was maybe a period in the ’90s where I could skip over some of the outfits that were public, but the internet will never,” he told The Hollywood Reporter in Feb. 2021. So how did these former lovebirds get to that point — and where do they stand now?

Spears and Timberlake near-about seemed to have disappeared from each others’ lives; in 2007, Timberlaketold Oprah Winfrey that he hadn’t spoken to his ex in years, but that she was “a great person.” In an entirely unprecedented move, both Spears and Timberlake told the press separately that they were no longer a thing . Then the media wars began, with Timberlake supposedly claiming the upper hand amid rumors of Spears allegedly cheating on him.