“Not in love… I was just honestly drunk”: The ‘Friends’ Star Britney Spears Regretted Marrying for Just 55 Hours

In the world of reality television, a lot goes on that can make your days seem uneventful as compared to the celebrities. For Britney Spears, however, the problem existed on a whole other plane. Media obsession and stardom encroached and invaded her life with such force that it pushed her to the brink of paranoia and mental breakdown.

The singer who was involuntarily placed under a conservatorship in 2008 found freedom from a repressed lifestyle 14 years later due to an enraged public movement and a court-ordered dissolution in November 2021.

However, the past is well documented as far as the pop sensation is concerned. Now, armed with an autobiography and a documentary, the Toxic singer steps into a new era of freedom and ownership as she lives her best life possible.

Britney Spears: A Wild Era of Parties and Weddings

In the late 90s and early 2000s, Britney Spears and Justin Timberlake shook the world of celebrity-obsessed media by giving them an unimaginable IT-couple pairing during the pre-Brangelina era. However, that lasted only a couple of years before Spears and Timberlake decided to go their separate ways.

What was labeled as a contemporary fairy tale by the media quickly turned messy after Timberlake released the single Cry Me a River, which painted Spears as the villain in the relationship, thus destroying her reputation in the public’s eyes and ruining any semblance of normalcy she possessed due to the constant harassment and abuse from the fans and media.

The years after that incident took its toll on the singer, making her more erratic and impulsive as a reaction to the media’s incessant bullying. In one such infamous incident that still haunts public memory, Spears shaved off her hair in front of the paparazzi in 2007 as a sign of “pushing back” against their invasive obsession.

However, in a much milder case of rebelling gone wrong, Britney Spears managed to get hitched to her part-time friend and part-time stalker in a shocking wedding that lasted less than 3 days.

Britney Spears x Jason Alexander: A Union Blessed for 55 Hours

In her 2023 memoir, The Woman in Me, former pop sensation Britney Spears revealed the whole truth behind her surprise wedding to childhood mate Jason Alexander way back in 2004. As was the case, both parties were seemingly more drunk than usual, leading to a marriage that had to be annulled after 55 hours.

He and I got s—tfaced. I don’t even remember that night at all, but from what I’ve pieced together, he and I lounged around the hotel room and stayed up late watching movies … then had the brilliant idea of going to A Little White Chapel at three thirty in the morning.

People have asked me if I loved him. To be clear: he and I were not in love. I was just honestly very drunk — and probably, in a more general sense at that time in my life, very bored.

Although such may be the case on her end, Jason Alexander’s perspective was drastically different from her version of events. In a 2012 interview with ABC News, Alexander revealed:

It was just, you know, a friend asking a friend to come on a trip. She just came out and asked me. She was like, ‘Well, let’s get married.’ And I was like, ‘Sure. You know, let’s do this.’ I went with my feelings. I was in love with her… I feel like she felt the same way.

However, months after getting their annulment, Spears went on to marry her backup dancer Kevin Federline. The couple split in 2007. 15 years later, Spears married Sam Asghari where Alexander was arrested on charges of felony stalking and trespassing while trying to crash the wedding in 2022.