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A look back at the men Britney Spears dated, married, or sparked rumors with

Lets hope she finally found the one


Jovita Trujillo
Jovita Trujillo - Los Angeles
Senior WriterLos Angeles
UPDATED OCTOBER 6, 2021 10:17 PM EDT

Britney Spears is happily engaged to Sam Asghari and the world is hoping for her happily ever after. The star always loved love, and was married twice and engaged three times before Asghari came along. While she has had several relationships in the spotlight, other romantic flames were all rumors. Take a look back at the men Britney dated or sparked rumors with throughout the years.

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Justin Timberlake and Britney Spears at the 2001 Pre-Grammy Party© GettyImages

Justin Timberlake

Everyone remembers Justin Timberlake and Britney‘s relationship. They met when they were just 11 in the Mickey Mouse Club in 1992 and went public with their relationship in 1999. They ended their relationship after two years.

Premier of 'The Recruit' Premier of 'The Recruit'© GettyImages

Colin Farrell

Britney sparked dating rumors with Colin Farrell after attending the premiere of “The Recruit” together back in 2003. They were also photographed making out in his hotel room. But it was likely just a fling and the Irish actor has denied they were ever in a relationship.

Britney Spears© GrosbyGroup

Fred Durst (white shirt)

Britney and Fred Durst dated back in 2003 after collaboration for her new album. Britney denied the fling but the Limp Bizkit singer publicly confirmed their relationship saying he was “in no way a liar” and their dating was “taboo” at the time.

2006 Sony/BMG GRAMMY After Party - Inside© GettyImages

Kevin Federline

Britney married her backup dancer Kevin Federline in 2004. They divorced in 2007 and he is the father of her 2 sons.

Britney Spears Hosts the Grand Opening of LAX Nightclub© GettyImages

Criss Angel

Rumors spread in 2007 that Britney and Criss Angel were dating but he debunked the claims later and said they were just working together for her performance of

“Gimme More“ on the VMA stage at the Palms Hotel and Casino.

Britney Spears on the Set of "Outrageous" Video Shoot - June 8, 2004© GettyImages

Snoop Dogg

Throwback photos have people wondering if Britney and Snoop Dogg dated but the pics are from Britney’s single “Outrageous” in 2004. She even licks his face in the music video. Although they were never romantically linked it‘s always fun to pretend they were.

Britney Spears Performs on MTV's "TRL" Brand Spankin New Music Week - November 10, 2003© GettyImages

Columbus Short

According to Columbus Short Britney began pursuing him in 2003 and her parents were firmly against their relationship. Their fling was short-lived because he was already married with a kid on the way.

Britney Spears and Jason Alexander© GrosbyGroup

Jason Alexander

Britney made headlines when she decided to marry her childhood friend, Jason Alexander. After a long night of partying they got married at Little White Wedding Chapel in Las Vegas and then got divorced 55 hours later.

Britney Spears And Jason Trawick Are Engaged! The Happy Couple Reveal The Engagement Ring At Planet Hollywood Resort And Casino© GettyImages

Jason Trawick

Britney and Jason Trawick got engaged on December 15, 2011, after a year and a half of dating. They announced their breakup in January 2013. Many thought they were secretly married but the talent agent has shut down those rumors.

Chopard At 22nd Annual Elton John AIDS Foundation Academy Awards Viewing Party© GettyImages

David Lucado

Britney and David Lucado were first romantically like in 2013 shortly after her engagement with Jason ended. They reportedly ended things in 2014 because of an alleged video that showed David cheating on her.

2015 Billboard Music Awards - Arrivals© GettyImages

Charlie Ebersol

Britney and tv producer and director Charlie Ebersol started dating in October 2014 and they called it off 8 months later.