Britney Spears’ Dating History: What Do We Know?

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Britney Spears’ dating history
Britney Spears’ dating history

Want to know all about Popstar Britney Spears’ dating history? Singing sensation Britney Spears finally got her fairy tale wedding to long-time beau, Sam Asghari. As the two recently tied the knot in an intimate star-studded wedding affair, the wedding was a hush-hush affair with no additional details disclosed beforehand. However, the wedding grabbed all the media attention for all the right reasons! Britney’s ex-husband tried to crash the adding beforehand, and the singer kisses Madonna while grooving with Selena Gomez! It was quite an eventful ceremony after all!

While the pop star is happily married, Britney Spears’ personal life grabbed huge media attention over the years. While her long-going legal feud was one of the biggest turning points, the songstress has dated a few known faces, and that surely attracted the attention of paparazzi-like no other! Who are we talking about? Let us take a look at all the details and lesser-known facts about Britney Spears’ dating history.

Let us take a look at Britney Spears’ dating history

Justin Timberlake: The musical duo reportedly dated from 1998 to 2002. The Toxic hitmaker, however, called it quits after a while, but things didn’t quite end on a sweet note and soon took a sour turn. Justin Timberlake would soon go on to write his hit track Cry Me a River. Many observed the lyrics and assumed that it was reportedly about Spears’ infidelity, and it surely created a rift between the two.

Colin Farrell: Paparazzi and fans were all surprised when Britney Spears accompanied Colin Farrell at the red carpet premiere of his film The Recruit. As the two showed up together and were later spotted getting cozy on the balcony of his hotel room, dating rumors soon started doing the rounds. However, the actor soon denied that the two were in a relationship. It was rather implied that he is single and nothing serious is going on between the two.

Britney Spears’ dating history
Britney Spears with Justin Timberlake

Jason Alexander: The pop star was married to her childhood friend Jason Alexander at the Little White Wedding Chapel in Las Vegas after a long night of partying. However, the pair soon gained huge media attention after they annulled their union after just 55 hours! The marital bliss surely came to an unexpected halt.

Jared Leto: The singing sensation is rumored to be dating popular actor Jared Keto. However, the Criminal hitmaker cleared the air while putting a stop to these rumors, saying that the two are just good friends.

Read:   Lamar Odom's Ex-Girlfriends: The Former Basketball Player's Dating History

Also, read Britney Spears and Sam Asghari Are Married See Photos From Ceremony

Kevin Federline: Britney Spears soon started dating and soon married backup dancer Kevin Federline. The former pair share two sons, namely Jayden James and Sean Preston Federline. It was around this time when the pop star was repeatedly facing a glitch as far as her career was concerned, and even the marital bliss came to an end after three years in 2007.

Isaac Cohen: Britney Spears was reportedly dating L.A. model Isaac Cohen, and these rumors started off after the two were first spotted together while powerboating off Marina Del Ray, Calif. While the two started a whirlwind romance soon enough, it was short-lived, and it was further claimed that their busy work schedule let to the eventual split.

Britney Spears’ dating history
Britney Spears with Jason Trawick

Jason Trawick: Britney Spears’s relationship with her former manager Jason Trawick was one of her longest relationships. The pair began dating in 2009 and soon got engaged in December 2011. However, the two never really made it down the aisle. In January 2013, the couple confirmed the rumors by announcing their decision to split. While the exact reason was never revealed, sources stated that the romance fizzled out over time and could not stand the test of time.

Howie Day: While Britney Spears entered rehab in February 2007, she was a ton romantically linked with singer/songwriter Howie Day. The pair reportedly met at the Promises rehab center in Malibu, Calif. It was later reported that Lynne Spears was concerned about the blooming romance and further tried to end the relationship after learning that Day had some police records and had been arrested.

By Ranjita Paul

Residing in the city of Kolkata, Ranjita Paul has been penning down Entertainment articles for a while now. With these articles ranging from entertainment, specifically kpop, dating, breakups and tv shows, there sure is a lot to read from! You can reach her out at

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