Britney Spears Marries Herself! A Timeline Of Events

On Sunday, Oct. 20, the musician, 42, shared a video on Instagram of herself in a wedding dress and told her fans that she had "married myself." Spears, wearing an ivory gown and veil, posed for the camera while smiling in the video as Sting's "Fields of Gold" played in the background.

"The day I married myself … Bringing it back because it might seem embarrassing or stupid, but I think it’s the most brilliant thing I’ve ever done !!!" the Crossroads actress captioned the post. She then shared another video of herself wearing a white silk mini dress and white-rimmed sunglasses set to the tune of Sheryl Crow's "Run, Baby, Run."

Spears' latest posts come after her and ex-husband Sam Asghari's divorce was finalized on May 2, per court documents obtained by 'People' magazine. The pair's separation was announced in August 2023. Court papers previously stated they'd separated on July 30, 2023, due to "irreconcilable differences that have led to the irremediable breakdown of the marriage, making it impossible for the parties to live together as husband and wife."

It's been a long sordid history of romance. Let’s kick things off in the late 90s when Britney was just a fresh-faced teen with a baby voice and a penchant for matching outfits with her backup dancers. Enter Justin Timberlake, her first high-profile romance that sent the world into a frenzy. Who could forget the iconic denim-on-denim ensemble at the 2001 American Music Awards? As they serenaded us with “Oops!... I Did It Again,” we all thought this couple was destined for eternal love. Spoiler alert: They weren’t.

After a very public breakup fueled by rumors of infidelity, Britney and Justin became the poster children for teenage heartbreak. Justin’s “Cry Me a River” music video was basically the 2000s equivalent of dropping a nuclear bomb on their relationship. While we were all team Britney, Justin sold a million records and moved on to dating a series of supermodels. Ouch.

Fast forward to the early 2000s, when Britney was seemingly on a quest to outdo every celebrity marriage in history. First, there was that infamous 55-hour marriage in Las Vegas to childhood friend Jason Allen Alexander. Was it a drunken mistake? A social experiment? A cry for help? We may never know, but it definitely set the stage for a rollercoaster of relationship chaos.

Then came her whirlwind marriage to Kevin Federline, aka K-Fed, who she met at a nightclub. A wise choice, right? This was the era when Britney was frequently photographed with a baby on her hip and a Starbucks in hand, living her best life as the ultimate mom while simultaneously being the subject of relentless paparazzi scrutiny. Their relationship was tumultuous, to say the least, complete with dramatic splits, custody battles, and enough tabloid drama to fuel a dozen reality shows.

After her marriage to K-Fed ended in 2007, Britney had a few brief flings and some rumored romances that had everyone scratching their heads. There was a relationship with paparazzo Adnan Ghalib, which had the tabloids in a frenzy, and a short-lived romance with agent Jason Trawick, who seemed more like her adult babysitter than a boyfriend. Remember those “free Britney” hashtags? Yeah, we were all collectively screaming for her to find some semblance of peace, preferably far from the drama of Hollywood romance.

Now, as we enter the glorious new decade, Britney has turned a page (or maybe a whole new book) in her love life. After finally breaking free from her conservatorship, she announced her engagement to Sam Asghari, who, let’s be real, was probably the only person in her life who didn’t need a legal team to manage their relationship. But just when we thought things were finally settling down, she dropped the bombshell: she’s marrying herself!

Let’s unpack this self-marriage thing. On the surface, it sounds like a hilarious publicity stunt or the plot of a quirky rom-com. But as we dig deeper, we can’t help but admire the concept. Who better to love than yourself? It’s a bold statement, especially for someone who has spent decades navigating the emotional rollercoaster of romantic relationships. Maybe this is Britney’s way of saying, “I’m done with the nonsense; I’m ready to be my own soulmate!”

Imagine the wedding ceremony: a lavish affair with a custom-made wedding dress, a cake featuring the iconic “Oops!... I Did It Again” album cover, and her dog serving as the best man (or is it the maid of honor?). Guests would include a rotating cast of her pop-star friends, and instead of traditional vows, she might belt out “Toxic” while staring into her own eyes in a mirror.