Hollywood is famous for glitz, glamour, and love stories that capture our hearts. But not every celebrity romance gets a fairy-tale ending—some barely make it past the honeymoon! From Vegas quickies to televised spectacles, these famous couples said “I do” only to change their minds faster than you can say “just married.”
1. Britney Spears & Jason Alexander
Picture this: New Year’s weekend in Vegas, 2004. Britney, already a global superstar, decided to marry her childhood buddy Jason in a spontaneous chapel ceremony. What seemed like a fun adventure quickly turned into a PR nightmare.
Her family wasn’t having it. Within 55 hours—barely two full days—the marriage was annulled. Britney’s team claimed she “lacked understanding of her actions,” which is legal speak for “oops, bad idea.”
This whirlwind union remains one of the shortest celebrity marriages in history, proving that what happens in Vegas doesn’t always stay in Vegas.
2. Kim Kardashian & Kris Humphries
When Kim married NBA star Kris in August 2011, the world watched every glamorous detail unfold on TV. The wedding reportedly cost millions and was broadcast as a two-part special. Fans expected a love story for the ages.
Instead, they got 72 days. Kim filed for divorce before Halloween, citing “irreconcilable differences.” Critics accused her of staging the whole thing for ratings, though she denied it.
The divorce battle dragged on longer than the actual marriage. It became a cautionary tale about mixing reality TV with real-life romance.
3. Carmen Electra & Dennis Rodman
When a glamorous model meets an eccentric basketball legend, sparks fly—but not always the good kind. Carmen and Dennis tied the knot impulsively in Vegas in November 1998. Their wild personalities seemed like a perfect match at first.
Dennis later claimed he wasn’t thinking clearly when he said his vows. Just nine days after the ceremony, he filed for annulment, stating he was “of unsound mind.” Carmen seemed equally relieved.
4. Nicolas Cage & Erika Koike
Nicolas Cage has had his share of unusual moments, but his 2019 marriage to makeup artist Erika Koike might top them all. They got hitched in Las Vegas in March, joining the long list of impulsive Vegas weddings.
Four days later—yes, just four—Cage filed for annulment. He claimed he’d been drinking heavily and “reacted on impulse without the ability to recognize or understand the full impact of his actions.” The judge eventually granted the annulment.
5. Pamela Anderson & Jon Peters
After decades of friendship, Pamela and Hollywood producer Jon Peters decided to make it official in January 2020. Fans were surprised but hopeful—maybe longtime friends really do make the best partners?
Twelve days later, reality hit hard. The couple separated before they even filed official marriage paperwork, which meant legally, they were never married at all. Pam later said they just realized they were better as friends.
Jon claimed he’d always love her, but sometimes love isn’t enough.
6. Eddie Murphy & Tracey Edmonds
A romantic beach wedding in Bora Bora sounds like paradise, right? Eddie and producer Tracey Edmonds thought so when they held their symbolic ceremony on New Year’s Day 2008. Palm trees, ocean waves, pure bliss.
But once they returned to everyday life, cracks appeared immediately. They never made marriage legal in the United States. After just 14 days, they released a joint statement about going separate ways due to “the demands of their careers.”
7. Drew Barrymore & Jeremy Thomas
At just 19 years old, Drew was already a Hollywood veteran with a wild-child reputation. She’d known bar owner Jeremy Thomas for only six weeks when they decided to get married in 1994. Young love felt invincible.
Reality set in fast. After 39 days—not even six full weeks—Drew filed for divorce. She later admitted it was a “youthful mistake” made during a confusing time in her life.
Today, Drew laughs about it and uses her experience to remind others that growing up means making mistakes. Hers just happened to be very public.
8. Bradley Cooper & Jennifer Esposito
Bradley married actress Jennifer Esposito in December 2006. They seemed happy at first, enjoying the early stages of Hollywood success together.
But by May 2007—just four months later—Jennifer filed for divorce. Neither star has ever fully explained what went wrong, keeping the details private. Jennifer once vaguely called it her “first major mistake,” while Bradley stayed completely silent.
Their brief marriage remains one of Hollywood’s mysteries.
9. Renée Zellweger & Kenny Chesney
In May 2005, Renée and Kenny’s surprise wedding shocked everyone. They seemed like an unlikely but adorable pair, blending two different entertainment worlds.
Four months later, Renée filed for annulment citing “fraud,” a term that sparked endless speculation. What did it mean? Neither star clarified, leaving fans to guess wildly. Kenny later said they “rushed into something with good intentions.”
10. Mario Lopez & Ali Landry
Their April 2004 wedding looked picture-perfect. Mario, the Saved by the Bell heartthrob, married gorgeous model Ali Landry in a beautiful Catholic ceremony. Everyone thought they were made for each other.
Two weeks later, Ali discovered Mario had been unfaithful—before they even exchanged vows. Heartbroken and furious, she immediately filed for annulment. Mario later admitted his betrayal publicly, calling it his biggest regret.
Ali handled the situation with grace and dignity, moving on to find true happiness later. Her story reminds us that red flags before the wedding usually get bigger after it.
11. Sinead O’Connor & Barry Herridge
Irish singer Sinead O’Connor’s love life was always complicated, but her 2011 marriage to therapist Barry Herridge seemed promising. They wed in Las Vegas, hoping for a fresh start together.
Just 16 days later, they separated. Sinead blamed outside pressure and interference from people around them, saying their relationship couldn’t survive the external stress. Barry remained mostly quiet about the split.
12. Elizabeth Taylor & Conrad Hilton
Hollywood royalty met hotel dynasty royalty when 18-year-old Elizabeth married Conrad “Nicky” Hilton Jr. in 1950. Her first of eight marriages started with hope and ended in heartbreak within months.
Nicky’s gambling, drinking, and reported cruelty destroyed their relationship quickly. Elizabeth filed for divorce after just eight months, citing mental cruelty. She was barely 19 when it ended, already disillusioned about marriage.
This painful experience didn’t stop Elizabeth from believing in love, though. She kept trying throughout her life, becoming famous for both her acting talent and her romantic adventures.
13. Chad Johnson & Evelyn Lozada
Reality TV star Evelyn married NFL player Chad Johnson in July 2012, with cameras documenting their romance. Fans of Basketball Wives watched their relationship unfold, rooting for their happiness.
Tragically, just 41 days later, a domestic violence incident ended everything. Chad was arrested for head-butting Evelyn during an argument. She immediately filed for divorce, refusing to tolerate abuse.
Evelyn’s quick action sent a powerful message about self-respect and safety. Chad lost his football career and his marriage, facing consequences for his violent behavior. Her courage helped other women recognize they deserve better.
14. Colin Farrell & Amelia Warner
Young Irish actor Colin Farrell married actress Amelia Warner in a non-legally binding ceremony in 2001. They were both in their early twenties, caught up in passionate romance and artistic spirits.
Four months later, reality caught up with them. The relationship fizzled out naturally, though Colin later spoke sweetly about Amelia, calling her “the sweetest girl.” Since their ceremony wasn’t legal, no official divorce was needed.
15. Pamela Anderson & Rick Salomon
Some people never learn—or maybe they’re just eternal optimists. Pamela married poker player Rick Salomon twice, hoping the second time would work better than the first.
Their 2007 marriage was annulled within two months. Then, incredibly, they tried again in 2014! That attempt lasted six months before divorce papers flew. Both times ended badly, with public arguments and bitter feelings.