Justin Timberlake brags about taking Britney Spears’ virginity in unearthed clip

18 October 2023 , 09:01

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Justin was criticised for bragging about having sex with Britney

Justin Timberlake cruelly bragged about taking Britney Spears’ virginity in an unearthed interview.

The couple first met as Mousketeers in the early 90s, and in 1999, they cemented their place in showbiz history when they went public with their romance at the MTV VMA Awards. Double denim matching outfits followed, along with sweet proclamations of love for each other, but their relationship came to an abrupt end in 2002, devastating fans.

Shortly after Britney’s movie Crossroads was released, Justin confirmed the break-up, and in a statement, said he was “broken-hearted” over the split. However, fans soon began to turn on JT as he geared up to release his debut solo album Justified, as he revealed every song was about his relationship with Britney.

READ MORE:Justin Timberlake's family in 'chaos' after Britney Spears' stinging abortion revelation

Britney and Justin's relationship ended in 2002

To add insult to injury, the former *NSYNC star then decided to tear apart his ex-girlfriend - who had claimed in many interviews she was saving herself for marriage before having sex - and claimed he had taken her virginity while they were going out.

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During an interview on the Star and Buc Morning Show, the singer was crudely quizzed about his relationship with Britney, as rumours began to swirl that the famously abstinent couple had in fact had sex. “Justin Timberlake is in the house! And I just want to ask you one question… did you f**k Britney Spears?” the host asked, prompting Justin to laugh.

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“Oh man… okay I did it!” he shouted, as the radio studio erupted into cheers and hollering. But the cringe-worthy interview didn’t stop there, as Justin was asked if he’d had “oral intercourse” with Britney. “I did it. I’m dirty. I’m in so much damn trouble, man. I’m going to get calls from my mother!” he laughed.

And Justin didn’t stop there. During his infamous interview with Barbara Walters in 2006, he burst out laughing when she asked if Britney had “kept her promise to wait until marriage”. In that same conversation, the singer spoke about the break-up, and claimed she had cheated on him - something he alluded to in the controversial video for Cry Me A River.

Britney wrote about her relationship with Justin in her new book

“Honestly, I mean, you know, we're not perfect. I don't judge anybody. It's just young love ... It was a very intense relationship — that's for sure,” he cryptically answered when asked why they broke up. However, in later interviews, Justin reflected on the end of their relationship, and said Cry Me A River was a way for him to get back at Britney.

“When we initially parted ways I felt like she had a couple of opportunities to just sort of stick up for me, and she didn't. Which is fine. But at that time, you know, I fought back. I used my mind. I came up with a song,” he fumed.

Emma Wilson