15 Celeb BFF Breakups That Are Extremely Messy

Jimmy Henton
Sep 15, 2022
Sep 15, 2022

In the world of famous people, there are several incredible friendships between stars that make fans admire them. Once they appear together, they grab huge attention and flutter fans’ hearts. However, not all celebrities' friendships last forever, even when they’re so-called “BFFs”. And when they broke up, they broke fans’ hearts too. Celeb BFF Breakups are so messy.
A host of reasons lead to the demise of celeb friends’ breakup. And they tend to be not easy as there are so many complex stories underneath. Some don’t publicize the reasons, leaving so many rumors swirling around them. While others are not averse to throwing shade at their friends who were side-by-side with them in public. Worse still, some cases even sue each other.
In this post, we highlighted 15 Celeb BFF's messy breakups, from the notorious Taylor Swift – Katy Perry split to the complex story of Bella Thorne & Tana Mongeau. Let’s dive into them now. Celeb BFF's messy breakups are hilarious to see.

#1 Selena Gomez & Demi Lovato

Celeb BFF Breakups Source: Danny Moloshok/REUTERS

Selena Gomez and Demi Lovato have been close friends since working on the kids' show “Barney & Friends”. They rose to the ranks together as Disney stars, then became global actresses, musicians, and social media icons. However, they seemed to drift apart from 2010 to 2015. Fans claimed that the friendship between Gomez and Taylor Swift is the reason for the rift between Gomez and Lovato.
Things even came to a head when Demi Lovato shared with Harper’s Bazaar that she was no friend with Selena: “When you grow up with somebody, you’re always going to have a love for them. But I’m not friends with her…”. Many people believe that was the clear answer for their friendship state. Yet others just point out that they have no beef with each other, just not friends at this point

#2 Taylor Swift & Karlie Kloss

Celeb BFF Breakups Source: karliekloss/Instagram

Taylor Swift has tons of messy breakups, from romance to friend relationships. One of her most mystical split-ups is with Karlie Kloss. The marvelous friendship between Swift and Kloss was admired by even not their fans. Together, they appeared on the Vogue cover, walked Victoria's Secret catwalk, went on huge road trips, and Karlie even referred to Taylor as her "ride or die".
But they began to appear together less and less. Even in 2019, Taylor Swift didn’t attend Karlie Kloss’s wedding, nor gave any wishes for her once friend. As a result of this friendship's collapse, Karlie appeared to support Taylor's adversary Scooter Braun publicly, and Taylor appeared to mention Karlie as someone who betrayed her in the song "It's Time to Go."

#3 Paris Hilton & Nicole Richie

Celeb BFF Breakups Source: E News

Hilton and Richie became practically inseparable in the early 2000s. They ruled the socialite scene with their appearance in their own reality TV Show (The Simple Life). Yet their friendship fell apart in 2005 when the two refused to film the fourth season of their hit reality show as a duo.
According to gossip sites, Nicole showed Paris' sex tape to the attendees at a party celebrating Paris's February 2005. Yikes! The two had a highly public breakup and were silent for a long time. They have seemingly rekindled their friendship as Nicole was actually a guest at Paris' wedding in 2021.

#4 Kylie Jenner & Jordyn Woods

Celeb BFF Breakups Source: kyliejennerjordynwoods/Instagram

Jordyn Woods and Kylie Jenner appeared to be as close as sisters, before some turmoil involving one of Kylie Jenner's real sisters. According to the storyline on Keeping Up With the Kardashians, Jordyn hooked up with Khloé Kardashian's on-again, off-again boyfriend Tristan Thompson. Many people were curious as this whole ordeal played out in tabloids, on KUWTK, and social media, wondering why Jordyn was regarded as the villain while Khloé took Tristan back.

#5 Paris Hilton & Lindsay Lohan

Celeb BFF Breakups Source: buzzfeedceleb/Instagram

Paris Hilton & Lindsay Lohan were also close friends in early 2000. They partied in Los Angeles together regularly. But their friendship hit a major wall in May 2006 when Hilton was seen on camera laughing while her friend Brandon Davis insulted Lohan in front of the paparazzi. While Lohan also made references to Paris' infamous sex tape.
Although they threw shade at each other for a long time, their BFF seems to have mended. Paris recently claimed that the two had stopped acting like mean girls toward one another and had publicly congratulated each other on their respective engagements.

#6 Kim Kardashian & Blac Chyna

Source: kimkardashian/Instagram

Like Taylor Swift, Kim Kardashian was infamous for her long list of messy relationships. The model was once very close to Blac Chyna. Chyna was even the girlfriend and baby mama of Kardashian’s brother – Rob Kardashian. But when Chyna and Rob broke up, the friendship also came to an end as Chyna spilled some tea and called out the family for being fake.
That resulted in the end of their joint show “Rob & Chyna”. After that, Chyna asserted in a defamation lawsuit filed in 2017 that the Kardashian family decided to stop their show. Kim is currently resisting a subpoena issued by Chyna's legal counsel about an ongoing dispute between the family and Chyna.

#7 Katy Perry & Taylor Swift

Source: taylorswift/Instagram

This list wouldn’t be complete without the mention of Katy Perry & Taylor Swift. Swift and Perry were close friends in the industry. But their friendship turned sour when Swift accused Perry of poaching dancers from her Red Tour. Swift apparently found this upsetting and later wrote: "Bad Blood" which homed in on Perry.
Luckily, they reconciled after years of a messy split. Perry even appeared in Swift's "You Need to Calm Down” music video, wherein they hugged while wearing campy fast food costumes.

#8 Winona Ryder & Gwyneth Paltrow

Source: 90s.dios/Instagram

Winona Ryder and Gwyneth Paltrow were together before they became famous. According to rumors, Gwyneth Paltrow learned about the Shakespeare in Love role for which she received an Oscar after visiting BFF Winona Ryder's home to read the screenplay (Winona was gunning for the role herself). A covert audition was set up by Gwyneth, and the rest is Oscars history.

#9 Kim Kardashian & Larsa Pippen

Source: larsapippen/Instagram

Another Kardashian messy BFF split is with Larsa Pippen. The pair split up in 2020. While Kim hasn't said much about the friendship breakup, the rumor is that it had something to do with Kanye West's unpredictable behavior.
Eagle-eyed followers observed that the two stopped following one other on social media (always a drama warning sign!). It would be interesting to watch whether this friendship mends now that Kim and Ye are no longer together or whether Larsa's threat to leak information about The Real Housewives of Miami wrecked any chance of that happening.

#10 Gwyneth Paltrow & Madonna

Source: gwynethpaltrow/Instagram

Paltrow and “The Queen of Pop” Madonna were high-profile friends until they got into a dispute involving famous trainer Tracy Anderson. Tracy had a falling-out with the singer that was allegedly caused in part by her being overbearing and disrespectful of other people's time. Gwyneth supported Tracy and even intervened, stating it was a good thing she wasn't working with Madonna anymore since she was difficult to deal with.

#11 Denise Richards & Heather Locklear

Source: heatherlocklear/Instagram

Two beautiful actresses Richards and Locklear were once friends and neighbors, they even worked together on the same TV show. Denise Richards and Charlie Sheen's previous spouses were Heather Locklear and Richie Sambora, respectively. After both couples split up, their friend also went south, and Denise started dating Richie.
The drama was widely known at the time and is currently the subject of rumors on The Real Housewives of Beverly Hills, such as when Lisa Rinna disparaged Denise with it in 2020.

#12 Lauren Conrad & Heidi Montag

Source: enews/Instagram

The Hills stars Lauren Conrad and Heidi Montag's friendship from the early 2000s with connections to reality TV also fizzled out. The end of their friendship was documented on camera for the program, but it wasn't until much later that it was revealed that Spencer Pratt, the husband of Heidi Pratt, was really the one behind untrue accusations that Lauren had a sex tape.

#13 Jennie Garth & Tiffani Thiessen

Source: tiffanithiessen/Instagram

Tiffani Thiessen and Jennie Garth met while filming Beverly Hills, 90210, but they didn't hit it off immediately because of some turmoil that occurred on set. But later, the two became close enough friends that Tiffani attended Jennie's first child's birth and served as a bridesmaid at her wedding. They had a falling-out, which Tiffani claimed was a reflection of how the relationship had finally come full circle to Howard Stern.
"It's funny, our relationship started really rough and ended the way it started. I was the one who was hurt, let's just say that. I was the one who was hurt," Tiffani shared.

#14 Bella Thorne & Tana Mongeau

Source: bellathorneandtanamongeau/Instagram

This relationship is a shoo-in on this list. The two were romantically together for a while but eventually called it quits and became BFFs. The friendship eventually came to an end, and Bella even released a song allegedly about Tana called "Stupid F——ing B——." Following Tana's string of tweets in response, the two have been embroiled in a smoldering argument.

#15 Seth Rogen & James Franco

Source: sethrogenslife/Instagram

Last but not least, the breakup of 2 famous actors after 20 years left so much sorrow. They were used to working together, but Rogen said he has no plans to work with Franco in an interview following sexual harassment allegations against James.
"What I can say is that I despise abuse and harassment and I would never cover or conceal the actions of someone doing it, or knowingly put someone in a situation where they were around someone like that," he shared with The Sunday Times in May 2021. "The truth is that I have not and I do not plan to [work with James ever again]."

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