30 Of The Most Amicable And Not-So-Friendly Celebrity Breakups

Some of these breakups are sadder than our own!

Falling in love is a wonderful thing. Knowing that you are with a person who feels the same way about you, cares for you, and has your best interests at heart is magical—and not the CGI kind.

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As romantic as they seem, relationships don't always end with happy endings. It's a fact that most relationships will inevitably reach their lonely conclusion.

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At the start of most relationships, breaking up wouldn't even seem like a possibility. You're too happy for this person not to be the one, right?

No matter how many wishes you send out into the universe, sometimes things just fall apart. The person you're with could just be a quick cameo in your life and not a constant character who will always be beside you.

Even famous Hollywood celebrities are not immune to the natural decay of romantic relationships. In their case, their celebrity status sometimes becomes a factor in their breakup.

It's also harder to maintain a private relationship when the couple is constantly scrutinized by the public. Try as they may, they just can't escape the attention of their audience.

Their relationships are often splashed across front pages, and speculations about marriage, pregnancy, and cheating are always discussed, even when there's no basis for it. When they break up, their "journey" is once again chronicled like a feast for everyone to share, making a sad breakup even messier.

1. Cara Delevingne & Ashley Benson

When Ashley Benson started dating G-Eazy after a two-year relationship with Cara, fans gave her a hard time. Cara didn't put up with it and defended Ashley.

1. Cara Delevingne & Ashley BensonStefania D'alessandro / Getty Images
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2. Lisa Bonet & Lenny Kravitz

There's no hint of drama between Lenny Kravitz and Lisa Bonet. In fact, during Lisa's marriage to her ex, Jason Momoa, Lenny wore matching rings with him.

2. Lisa Bonet & Lenny KravitzAlexandra Wyman / WireImage / Via Getty
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3. Tom Hiddleston & Taylor Swift

They were photographed in the British countryside looking blissful. Years after they broke up, Tom Hiddleston still doesn't answer any negative questions about his relationship with Taylor and only discusses what he learned while he was with her.

3. Tom Hiddleston & Taylor SwiftStarzfly / GC Images / Via Getty

4. Jenny Slate & Chris Evans

Even after they broke up, Jenny Slate described Chris Evans in an interview as a lovely person and one of the kindest people she's ever met. Chris also said that you can't find anything bad to say about Jenny, even if you tried.

4. Jenny Slate & Chris EvansEmma Mcintyre / Getty Images Todd Williamson / Via Getty

5. Orlando Bloom & Miranda Kerr

The gorgeous couple has remained friends even after their divorce. They are also friends with each other's current partners.

5. Orlando Bloom & Miranda KerrAlo Ceballos / FilmMagic / Via Getty

6. Jennifer Aniston & Justin Theroux

Justin is quick to clarify that he and Jennifer didn't divorce because of distance, and he actually cherishes their friendship. Although they don't talk every day, they keep each other updated, FaceTime, and text when they can.

6. Jennifer Aniston & Justin TherouxJb Lacroix / WireImage / Via Getty

7. Andrew Garfield & Emma Stone

Their four-year relationship did not have that Hollywood ending, but these two are friends. Andrew said in an interview that working on The Amazing Spider-Man was only beautiful because he got to meet Emma.

7. Andrew Garfield & Emma StoneDimitrios Kambouris / Getty Images Columbia Pictures / ©Columbia Pictures/Courtesy Everett Collection

8. Hugh Grant & Elizabeth Hurley

Years after their thirteen-year relationship ended, Elizabeth Hurley made Hugh Grant the godfather of her son! She said they went through a lot together, and the secret to maintaining a good relationship with your ex is respecting their current life.

8. Hugh Grant & Elizabeth HurleyJeff Kravitz / FilmMagic, Inc / Via Getty

9. Nina Dobrev & Ian Somerhalder

The real-life relationship of TV's favorite vampire couple ended after three years. Ian is now married to Nikki Reed, and all of them are actually good friends.

9. Nina Dobrev & Ian SomerhalderFrederick M. Brown / Getty Images

10. Blac Chyna & Future

There were rumors that Future was Blac Chyna's boyfriend, and this was amplified when she got a tattoo of his name. He then announced he was single, and Blac Chyna had to cover up her tattoo with her daughter's name.

10. Blac Chyna & FutureP. Lehman/Barcroft Media via Getty Images / Ilya S. Savenok / Getty Images

11. Bella Thorne & Gregg Sulkin

These two may have broken up in 2016 after being together for a year. Despite that, they still hang out years after their relationship ended.

11. Bella Thorne & Gregg SulkinAraya Diaz

12. Demi Moore & Ashton Kutcher

Demi alleged that Ashton cheated on her, along with other negative claims. Instead of responding, Ashton tweeted: "I was about to push the button on a really snarky tweet. Then I saw my son, daughter, and wife, and I deleted it."

12. Demi Moore & Ashton KutcherAnthony Harvey / Getty Images

13. Camila Cabello & Shawn Mendes

The pop superstars announced their breakup via Instagram after two years of dating. They still remain each other's best friends.

13. Camila Cabello & Shawn MendesNdz / GC Images / Via Getty

14. Kaitlynn Carter & Brody Jenner

Brody Jenner defended his ex-wife Kaitlynn Carter after she received a ton of backlash for kissing Miley Cyrus. He said she deserves to move forward with her life with respect and happiness.

14. Kaitlynn Carter & Brody JennerGregg Deguire / FilmMagic / Via Getty

15. Anderson Cooper & Benjamin Maisani

Their relationship may have ended in 2018, but these two chose to keep living together. They continue to co-parent their son, who was born in 2020.

15. Anderson Cooper & Benjamin MaisaniGilbert Carrasquillo / FilmMagic / Via Getty

16. Megan Fox & Brian Austin Green

Megan Fox called her boyfriend, Machine Gun Kelly, her "achingly beautiful boy." Her ex-husband posted a photo of their sons with the caption, "achingly beautiful boys."

16. Megan Fox & Brian Austin GreenRodin Eckenroth / Getty Images

17. Perrie Edwards & Zayn Malik

Shady Music Facts asked fans to like a tweet to vote for Fifth Harmony or to retweet to vote for Little Mix. Zayn shadily retweeted it after breaking off his engagement to Little Mix member Perrie Edwards.

17. Perrie Edwards & Zayn MalikJamie McCarthy / Getty Images / Karwai Tang / WireImage / Via Getty

18. Bella Thorne, Mod Sun & Tana Mongeau

When Bella Thorne and Mod Sun's relationship with Tana Mongeau ended, they released diss tracks that were rumored to be about her on the same day.

18. Bella Thorne, Mod Sun & Tana MongeauZachary Mazur / WireImage

19. Pete Davidson & Ariana Grande

Their very public romance ended a few months after making their engagement official. Ariana called her relationship with Pete an "amazing distraction," while he dragged her in his Netflix comedy special.

19. Pete Davidson & Ariana GrandeJeff Kravitz / FilmMagic / Via Getty

20. Justin Bieber & Selena Gomez

Justin received hate for posting pictures with Sofia Richie. Selena Gomez, his ex, commented that he should stop posting pictures of his girlfriend, prompting Justin to delete his Instagram entirely.

20. Justin Bieber & Selena GomezKevin Mazur / WireImage / Via Getty

21. Elon Musk & Grimes

When her relationship with the billionaire ended, the singer was followed by the paparazzi everywhere. She trolled them by reading "The Communist Manifesto" while walking down the street.

21. Elon Musk & GrimesTheo Wargo / Getty Images for Huffington Post

22. Travis Barker & Shanna Moakler

Travis began dating Kourtney Kardashian, and suddenly, Shanna began accusing him of having an affair with Kim Kardashian. She also claimed Kourtney was driving a wedge between her and her children.

22. Travis Barker & Shanna MoaklerChris Weeks / WireImage / Via Getty

23. Tristan Thompson & Khloé Kardashian

Rumors started circulating that Tristan Thompson, Khloé's boyfriend and father of her daughter, was having an affair with Jordyn Woods. The Kardashian sister unfairly blamed Jordyn Woods for the alleged affair.

23. Tristan Thompson & Khloé KardashianHollywood To You / GC Images / Via Getty

24. Kim Kardashian & Kanye West

The power couple hasn't been together for a while. A year after Kim filed for divorce, Kanye is clearly not over their relationship and recently became the subject of controversy for going on an Instagram rant against Kim's new boyfriend, Pete Davidson.

24. Kim Kardashian & Kanye WestNurphoto / NurPhoto via Getty Images

25. Kanye & Amber Rose

Kanye slut-shamed his ex-girlfriend Amber Rose and was quoted saying he had to take thirty showers before he got with Kim.

25. Kanye & Amber RoseJason Laveris / FilmMagic / Via Getty

26. Joe Jonas & Taylor Swift

Taylor revealed that Joe dumped her during a twenty-seven-second phone call. In retaliation, she made a Myspace video mocking him with a Camp Rock doll.

26. Joe Jonas & Taylor SwiftKevin Mazur / WireImage / Via Getty

27. Calvin Harris & Taylor Swift

Calvin and Taylor broke up after more than a year of being together. Two weeks later, Taylor was photographed kissing Tom Hiddleston, and Calvin took to Twitter, accusing Taylor of controlling the media.

27. Calvin Harris & Taylor SwiftJames Devaney / GC Images / Via Getty

28. Calvin Harris & Rita Ora

Calvin dumped his then-girlfriend Rita Ora through a tweet. Rita said it was a time when she thought he had her back and would never steer her wrong.

28. Calvin Harris & Rita OraKarwai Tang / WireImage / Via Getty

29. Rita Ora & Rob Kardashian

Another ex of Rita Ora attacked her, once again, via Twitter. Rob Kardashian accused her of cheating on him with more than twenty men and later said he tweeted that to keep himself from taking her back.

29. Rita Ora & Rob KardashianRicky Vigil M/GC Images /Gabe Ginsberg / Getty Images / Via Getty

30. Rob Kardashian & Adrienne Bailon

Their relationship ended after two years. After the breakup, Rob wouldn't leave her alone, and she had to send him an email from her fake boyfriend to make him stop.

30. Rob Kardashian & Adrienne Bailon Chris Weeks / WireImage / Via Getty

Shakespeare has nothing on these Hollywood romances! If you think breakups are difficult, try going through them with the notorious paparazzi following your every move.

It must be rough to have your personal life blasted across every form of media. We shouldn't care this much about their relationships, but when they are this intriguing, we can't help but be curious—respectfully, of course.

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