“I Didn’t Actually Know The Person That I Was Engaged To”: 11 Whirlwind Celebrity Relationships That Ended In Complete Disaster

“I Didn’t Actually Know The Person That I Was Engaged To”: 11 Whirlwind Celebrity Relationships That Ended In Complete Disaster

“We texted a little bit, dinner was great, and then he moved in the next day. It sounds so slutty, but it wasn’t,” said Kaley Cuoco in 2013.

This article contains brief mentions of substance misuse and suicidal ideation.

It’s not surprising to see celebrities jump into relationships headfirst. While some whirlwind Hollywood love stories have withstood the test of time, others haven’t been so fortunate. Here’s a look back at times celebs fell in love fast—but the relationships ended in disaster:

**1. Britney Spears and Kevin Federline**

Less than three months after they first started dating, Britney Spears and Kevin Federline tied the knot in September 2004. Exactly a year later, they welcomed their first child, followed by a second a year after that.

However, by 2006, Britney had filed for divorce, citing “irreconcilable differences.” The divorce was finalized in 2007, with shared custody initially agreed upon. Later, Kevin was awarded sole custody when Britney was placed under a conservatorship.

Fast forward to 2022, and tensions escalated when Kevin requested increased child support in 2018 and publicly claimed their sons were choosing not to see Britney. Britney called these claims “hurtful.”

The situation worsened after Kevin’s memoir, *You Thought You Knew*, began circulating. In it, he made serious allegations against Britney, including drug use while breastfeeding and alcohol consumption during pregnancy.

Britney responded on X, writing, “The constant gaslighting from ex-husband is extremely hurtful and exhausting. I have always pleaded and screamed to have a life with my boys… Relationships with teenage boys is complex. I have felt demoralized by this situation and have always asked and almost begged for them to be a part of my life.”

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**2. Kaley Cuoco and Ryan Sweeting**

Kaley Cuoco and tennis player Ryan Sweeting met, got engaged, and married within six months in 2013. Cuoco recalled their fast-paced romance during an appearance on *The Late Show with David Letterman*: “We texted a little bit, dinner was great, and then he moved in the next day. It sounds so slutty, but it wasn’t. It all did move quite fast on paper, but we really did know!”

Despite shrugging off divorce rumors in 2015, Kaley filed for divorce citing “irreconcilable differences.” Years later, after moving on with Karl Cook, she disclosed in an interview that Ryan had “ruined” her idea of marriage.

“I honestly thought I wouldn’t get married again. My ex ruined that word for me,” she shared. “I married someone the first time who completely changed. The person I ended up with was not the person I originally met. And that wasn’t my fault—that was his.”

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**3. Ariana Grande and Pete Davidson**

One of the most memorable whirlwind celeb relationships was Ariana Grande and Pete Davidson’s in 2018. Within five months, they dated, got engaged, and parted ways.

Ariana called their relationship an “amazing distraction” in a 2019 *Vogue* interview. “I met Pete, and it was an amazing distraction. It was frivolous and fun and insane and highly unrealistic, and I loved him, and I didn’t know him,” she said.

Pete later addressed her comments during a stand-up gig, humorously poking fun at her then-notorious fake tan. At the 2020 Grammys, Ariana notably removed an engagement ring from her finger, which Pete called “the queen of shade.”

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**4. Kim Kardashian and Kris Humphries**

Kim Kardashian and Kris Humphries dated for six months before getting engaged and having a televised “fairytale” wedding. Just 72 days later, Kim filed for divorce.

Kris sought an annulment, claiming Kim married him for TV ratings. The divorce was finalized through standard proceedings.

During the 2021 *KUWTK* reunion, Kim shared how she tried to apologize to Kris, but he ignored her. She also admitted to “cold feet” before the wedding but felt pressured to follow through due to filming. “We get to Italy for our honeymoon, and I was like, ‘Fuck, I think I made the wrong decision,’” she recalled.

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**5. Demi Lovato and Max Ehrich**

Demi Lovato and Max Ehrich were linked in March 2020 and engaged just four months later. Demi gushed on Instagram about their love and excitement for their future.

However, by September 2020, they called it quits. Sources said they separated to focus on their careers. Demi explained that quarantining together during the COVID-19 pandemic “accelerated” their relationship.

Following the breakup, Demi released “Still Have Me,” a song about heartbreak. Max accused Demi of using him during a now-viral Instagram Live.

In her 2021 docuseries, Demi admitted, “I think I rushed into something that I thought was what I was supposed to do. I realized as time went on that I didn’t actually know the person that I was engaged to. We were only together four or five months… The hardest part of the breakup was mourning the person that I thought he was.”

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**6. Khloé Kardashian and Lamar Odom**

Weeks after meeting in 2009, Lamar Odom proposed to Khloé Kardashian, and nine days later, they wed. At the time, a source told *People* they were having fun with the whirlwind romance.

Their life was documented on *Khloé & Lamar*, but Khloé filed for divorce in 2013 amid rumors of Lamar’s infidelity and substance misuse.

She paused divorce proceedings in 2015 to care for Lamar after a nearly fatal overdose. They briefly reconciled, but Khloé filed for divorce again in 2016 after Lamar was seen drinking post-hospitalization.

Earlier in 2024, they reunited on *The Kardashians* Hulu series. Khloé described their meeting as “hard for us both” and shared, “Right person—wrong time.”

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**7. Mariah Carey and Nick Cannon**

Mariah Carey and Nick Cannon married in 2008 after a brief romance. Mariah called them “soulmates” and kept the relationship private to avoid skepticism about the speed of their wedding.

They had twins in 2010, but by 2014, their marriage was reportedly struggling. Their 2016 divorce involved messy disputes over property and custody.

One source claimed Mariah spent “five hours straight” on calls with lawyers, making her late to a Rockefeller Center performance.

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**8. Katy Perry and Russell Brand**

Katy Perry and Russell Brand got engaged in January 2010, just four months after dating, and married by October. A year later, the couple split, with Russell filing for divorce.

Russell said they were in different places in life: she was 25, he was 35. He was passionate about marriage and children, suggesting their differing stages contributed to the break.

Katy noted she hadn’t heard from him since he texted about divorce. Both hinted Katy’s fame influenced the split. Katy admitted she was so heartbroken she contemplated suicide.

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**9. Kanye “Ye” West and Julia Fox**

In January 2022, Kanye West and Julia Fox launched their relationship publicly amid Kanye’s attempts to reunite with Kim Kardashian.

Julia described an “instant connection” and feeling that she was “surrendering” after a few weeks.

By February, the couple had split. Julia initially called dating Kanye “the best thing that could have happened” but later described the relationship as “unsustainable,” feeling like having “two babies.”

By the end of 2022, Julia revealed dating Ye negatively impacted her acting career: “I’m not getting as many offers as I was before… There’s been a lot of weird drawbacks with reaching that level of notoriety.”

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**10. Taylor Swift and Matty Healy**

Taylor Swift and Matty Healy’s whirlwind relationship in 2023 sparked controversy. Though they’d known each other for years, they became public in May, just weeks after Taylor ended a long-term partnership.

Matty’s past problematic comments—such as a podcast remark about Black women—provoked backlash, but Taylor stayed with him publicly for about a month.

In June, they parted ways. Fans believe Taylor detailed their relationship in her eleventh album, *The Tortured Poets Department*.

Matty appeared to shade Taylor during his Glastonbury headlining set, referring to himself as a “poet.” His mother, Denise Welch, expressed relief at not being Taylor’s mother-in-law, citing the difficulties of the relationship.

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**11. Blac Chyna and Rob Kardashian**

Blac Chyna and Rob Kardashian had a tumultuous whirlwind romance in 2016. They were engaged and expecting a baby within a year.

Just a month after their daughter Dream was born, they got into a physical altercation. They split in 2017 after Rob leaked explicit photos of Chyna and accused her of infidelity.

Chyna, now using her birth name Angela White, obtained a restraining order. She later sued the Kardashian family over their reality show’s cancellation, seeking $100 million, but the Kardashians won.

Angela accused Rob of lack of support in raising Dream. Rob responded on Instagram, defending his financial contributions and custody.

Recently, Angela and Rob hinted at reconciliation. She called him her “person” and said they are “healing” and “going with the flow.”

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Can you think of any other whirlwind relationships that ended badly? Let us know in the comments!
https://www.buzzfeed.com/leylamohammed/whirlwind-celebrity-relationships-ended-in-disaster