Take A Look Back At Britney Spears’ Worst Relationships Before Finding Boyfriend Charlie Ebersol!

2012 iHeartRadio Music Festival – Day 1 – Backstage

Jan. 28 2015, Updated 2:35 p.m. ET

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Britney Boyfriends 06
Source: Twitter

It looks like Britney Spears has finally found her Mr. Right! Only three months after her boyfriend David Lucado was caught cheating on the Pop Princess, Britney is now dating Charlie Ebersol.

“He’s a great guy,” his friend told OK! Magazine. “He’s never been into drinking or drugs. He’s always been focused on his career.” The source also dished that even though the "Perfume" singer only met him a few weeks ago, “she’s smitten!”

Although Britney seems better than ever, it was a long road to get to this point! Check out all of Britney’s relationships that had disastrous endings.

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27th Annual Clive Davis Pre Grammy Party
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Britney Spears and Justin Timberlake were the Brad Pitt and Angelina Jolie of the pop scene when they dated from 1998 to 2002. But their relationship took a turn for the worse when Spears allegedly cheated on Timberlake with choreographer Wade Robson. Timberlake only fueled the rumors when he released the song “Cry Me a River,” which was allegedly about her infidelity.

Los Angeles Premiere of “The Recruit”
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Girls love a bad boy! Spears was spotted on the arm of Hollywood’s bad boy Colin Farrell at his film premiere for The Recruit. They were also caught sharing a steamy smooch on the balcony of his hotel! Unfortunately for Spears, the actor denied the relationship and said that he was just “having a good time.”

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Mariah Carey and Jermaine Dupri Host GRAMMY After Party Sponsored by LG
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Spears was married to her backup dancer, Kevin Federline, from 2004 to 2007. During their marriage they welcomed sons Sean Preston and Jayden James. But their relationship was full of scandals since day one. The duo began dating when Federline’s girlfriend, Shar Jackson, was pregnant with his child. Shortly after filing for divorce, Britney partied with Paris Hilton, suffered a meltdown, entered rehab and was diagnosed with bipolar disorder. 

wade robson
Britney Spears and Adnan Ghalib
Source: Splash News

Following her breakdown, Britney began dating paparazzo Adnan Ghalib. Considering paparazzi couldn’t get enough of the singer during her mental crisis, this didn’t seem like the healthiest relationship.

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2012 iHeartRadio Music Festival – Day 1 – Backstage
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Everyone thought Spears had finally found the one when Jason Trawick proposed to the singer in 2011. But their four-year relationship came to an end in 2013.

Britney Spears and her boyfriend David Lucado meet for lunch
Source: Splash News

Spears moved on to David Lucado, but the seemingly nice guy was anything but faithful! After her father saw a video of Lucado making out with another woman, Spears dumped him.

Okmagazine issue 47 cover
Source: OK! Magazine

For more on the story, pick up the latest issue of OK! magazine, on stands now.


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